5+ Bedroom Vacation Rentals In Siesta Key, FL

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrThis home is perfect for any vacation, whether you're traveling with family or friends, and regardless of age ranges, there is something for everyone! This home provides tons of outdoor living space between covered patios, balconies, pool area, and entertainment space. The heated saltwater pool and spa features a waterslide, swim up barstools, and a sun-shelf area that is perfect for lounging or for the kids to play. The oversized spa will comfortably fit 6-8 people. At the backside of the pool, there is a 6-hole mini-golf course that will for sure create some fun competition. The covered patio space includes a large smart TV and multiple seating and dining options! These spaces are all within the fenced backyard for privacy and security making it family friendly and perfect for the home's pet friendly policy (fees and restrictions apply). As you go up in this home, you'll find multiple balconies with seating and amazing views on all levels, ending at the roof top deck that features wide open Gulf of Mexico and Siesta Key views.brbrbrbrThis nearly 4,000 square foot home has high ceilings that are vaulted in many areas. It also has well-placed windows and sliding doors to bring in great natural light and complement the wonderful views throughout the home. This home has an elevator with service to all floors (except the rooftop). This home provides 6 bedrooms (all with en suite baths), and 6 full baths and 2 half baths. There are 4 king beds, 1 California king bed, and 1 custom full over king bunk bed. It comfortably sleeps 14 people in beds. The home was designed with a main level of living located on the top floor so that everyone can enjoy the views! The main gathering space is set up as the perfect entertaining space that includes the kitchen, living, and dining areas of the home with access to a balcony with wonderful views. The kitchen is fully stocked, and we mean that because we know how important it is to you, our valued guests! Not only is it stocked, but it's also stocked with the products and manufacturers you trust. This home also features a club room or secondary living area that has a wet bar with wine fridge, a shuffleboard table, card table, wall Scrabble, wall Tic Tac Toe, ample seating, smart TV, and more. There is also balcony access directly off this space for you to enjoy, and it also offers Gulf views.brbrbrbrThis Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.Accessibility - in addition to the home's elevator access to all levels, most doorways and walkways are 30 inches or larger, and walk-in showers in Baths 1-4 and 6. Please see the Photos, 3D Tour, & Video for this home.brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrFree parking for up to 5 vehicles (2 covered spaces, and 3 spaces in the driveway). On this ground level you'll find the fully fenced pool and backyard area (family & pet friendly), including the covered patio space. In addition to all the details already shared, there are ceiling fans throughout the space for added comfort and an outdoor grill (natural gas). The home's ping pong table and beach equipment can be found here, which includes 2 beach wagons, 2 coolers, 6 beach chairs, and 4 bikes. We include a full refrigerator and freezer (with ice maker) here as well so your beach prep and breakdown, and your use of the home and pool is that much easier. These appliances can also be used to support your pool days and time at home as well. You'll also access the home's main entrance foyer with elevator and stair access to the home's two (2) living levels above.brbrbrbrThe First Level of Living (2nd Floor):brbrThis level features a club room, as previously described, with amazing amenities, games, gaming consoles, balcony access, and Gulf views. There are also 3 bedrooms on this floor, including 1 of the home's 2 master bedrooms. Master bedroom 1 features balcony access with Gulf views, king bed, walk-in closet, and an oversized en suite bath with double vanity, shower and a freestanding soaker bathtub. Bedrooms 2 and 3 each feature a king bed, -jack and jill' closets, rear balcony access with pool and city views, and en suite baths with vanity and a walk-in shower. There is also a half bath and washer/dryer on this level.brbrbrbrThe Second Level of Living (3rd Floor):brbrHere, you'll find the main great room with Gulf views. The fully stocked kitchen includes a range and hood vent, full sized refrigerator (with ice maker) and freezer, dishwasher, trash and recycling storage, microwave, toaster, coffee maker and more. These spaces are very well appointed with drink-ware, cookware, bakeware, dish-ware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our reservationists would be happy to provide more details. The dining and living areas have a dining table for 12, island bar top table for 5, and a comfortable living room. The balcony on this level has wide open Gulf views, balcony dining for 8, and the spiral staircase access to the roof top deck for even better Gulf and sunset views! There are 3 bedrooms on this floor including the home's 2nd Master Bedroom (Bedroom 4) that features balcony access with Gulf views, king bed, 2 closets, and an en suite bath with double vanity and large walk-in shower. Bedroom 5 features a California king bed, and en suite bathroom with walk-in shower. Bedroom 6 features a custom full over king bunk bed and an en suite bathroom with a shower/bathtub combination. There is also a half bath and washer/dryer on this level.brbrbrbrThe Rooftop Deck:brbrThis rooftop space is perfect for enjoying sunrise over Siesta and greater Sarasota, or sunset over the Gulf of Mexico. There is seating provided, so be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this amazing elevated outdoor living space that overlooks all of Siesta Key.brbrbrbrGetting Around:brbrJust steps across the street from the world-famous Siesta Key Beach, and about a casual walk or very quick bike ride to Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more. This location is in the middle of everything! If you want to explore further, without the hassle of driving, you'll find multiple stops nearby for .....the free trolley that provides transportation service to the entirety of Siesta Key. You're also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!brbrbrbrOther Things to Note:brbrThis Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to the home’s elevator access to all levels (except rooftop deck), most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary

Gulf Views/Steps to Beach/Resort Pool w/Slide/Spa

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$3229.57

The Siesta Key Bungalows is an exclusive resort within the Siesta Key Dream’s portfolio of vacation rentals & features 10 unique Bungalows. Each Bungalow has a living room, bedroom with a king or queen bed, roll-away single bed, full kitchen, & full bathroom. Nestled on the banks of Heron Lagoon in Siesta Key, FL, guests have access to the private heated pool, exclusive dock, kayaks, grills, patios, courtyard & parking lot. Perfect for large groups, the resort can accommodate up to 30 guests.brbrEach Bungalow has a bright and airy suite with an open floor plan connecting a welcoming living room and kitchen with a stove, fridge, freezer, microwave, & Keurig. In the bedrooms, you’ll have a comfortable bed and a private bathroom fully stocked with linens, hair dryer, and care products. We are happy to provide complimentary high-speed internet, Wi-Fi, HD Television equipped with live sports & extensive channel options via DirecTV Satellite and electric appliances so you will not miss a beat. With either a private patio, veranda, deck or lanai each Bungalow has a unique space to enjoy the Siesta Key weather.brbrThis exclusive resort is surrounded by mangroves exporting our guests from the everyday hustle. The deck and chaise lounge chairs overlook the beauty of Heron Lagoon. For those who want to get even closer to the natural surroundings of Siesta Key, kayaks can be launched from the resort`s exclusive dock. brbrThe resort`s heated pool and outdoor spaces are a perfect place to bask in the Florida sun! The pool is surrounded by an array of palm trees, mangroves and tropical plants, providing a beautiful backsplash of greenery and partial shade. On the pool deck, you’ll find numerous lounge chairs, views of Heron Lagoon and a tranquil atmosphere. Adjacent to the pool deck, you can walk out to the patio and enjoy a grill-out with seating at covered tables.brbrSiesta Key Dreams always shows our exact location in our listings, so our guests know exactly how close they truly are to Heron Lagoon and the nearby beaches of Siesta Key. Unplug and explore your surroundings, such as Turtle Beach one mile south from this location or Crescent Beach, just 2.5 miles north. Crescent Beach has the famous Point of Rocks, a hotspot for snorkeling and diving to view the tropical wildlife of Siesta Key. Sporty and less crowded, Turtle Beach offers picnic areas, a playground, volleyball court, and a plethora of sea shells to hunt for! From cafes to fine dining in the area and beautiful Siesta Key beaches, you will certainly find what you need. Did we mention that we provide all guests a complementary ‘beach-loud-out’ that includes beach towels, chairs, blanket, cart, cooler and an umbrella.brbrIf you’re looking to soak up the sun and tour the island, the free Siesta Key Breeze Trolley stops right outside the parking lot every 20 minutes from 8-10 PM daily. Siesta Key Dreams is also happy to offer baggage drop off to customize your stay. There is also on-site parking, and you will receive 10 parking spaces!brbrOur Guest Operations team has a combined 20+ years of customer service, operations, and management experience. Our guests are supported both locally in Siesta Key by a Guest Experience Manager, and virtually by your host. In addition to passionate operations professionals, the ownership group is engaged; highly involved in the decor, property improvement, and guest experience. It is not uncommon for our guests to unknowingly bump into or speak with the owners during their vacation :)brbrAfter you book your reservation, you will receive a message that has more details about your reservation, and a link to the `boarding-pass` which includes the house rules agreement, and guest verification instructions, this allows us to provide a safe space and contactless check-in.brbrPlease contact us if you wish to discuss payment options!brCheck Out: 10AMbrCheck In: 3pmbrQuiet Hours: 10pm - 7AM brNo smokingbrLarge Gatherings (1.5x Guest Occupancy): Require approval from Siesta Key Dreams (entire building rentals are available)brPets: Pet Friendly & Non-Pet Units are designated during the reservation process. Pets are not allowed unless explicitly listed on the unit listing. Pet Friendly units require deposit or waiver and additional cleaning/pet charge.brAdditional Details: See Vacation Rental Agreement for all details

Entire Resort on Heron Lagoon, the Siesta Key Bungalows

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1164.63

Summary:brbrThis 3400 sq ft., 5 Bedroom 3.5 Bath, Townhome Offers, Private heated pool- **please keep in mind the pool is refreshing, but has limited space for larger parties. Many balconies overlooking the pool. Beautiful custom kitchen, with Granite and Stainless. It has a patio and 2 car garage. 2nd Floor is Living room w/ balcony patio, kitchen & dining room, 1/2 bath and laundry. 3rd. Floor are 4 Bedrooms and 2 baths ( bed layout 1 full & 1 full Bunk beds in 1 bedroom, 1 queen in each of the 2 bedrooms and Queen & twin bunkbeds in the 4th bedroom) . 4th Floor is Master suite with King Bed and sitting area and balcony & master Bath. Located just 1 Block to the Beautiful white sands of Siesta Beach and just about 2 blocks to Siesta Village for shopping and restaurants. 1 King, 3 Queens, 3 Full & 2 twins. Sleeps 15. ( NO PETS and NO SMOKING ) 1 Week Min..

Condo

456 Canal Rd

Siesta Key, Florida, United States

5

Bed

3

Bath

15

Sleeps

$843.23

NEW! Beachside Bungalow | Entire Duplex Walk to Crescent Beach and Community PoolbrNow Welcoming Guests brbr Why You ll Love This HomebrBeachside Bungalow offers a unique Siesta Key setup with two private bungalow-style units on one property, ideal for groups who want to stay together while maintaining their own space. The two bungalows adjoin and can be opened to one another, allowing the home to function as a single, larger space or remain separate for added privacy as needed. Located just 0.1 miles from Crescent Beach, this property combines walkable beach access with a quiet, tucked away setting. The outdoor space creates a central place to gather, with a private yard, hammocks, patio dining areas, and grills for shared meals. The nearby heated community pool and beach access provide additional options for relaxing and spending time outdoors. Inside, both units feature updated kitchens with brand new stainless Samsung refrigerators and glass cooktops, along with comfortable living areas and in-unit laundry for convenience during your stay.brbr Perfect ForbrFamilies, multi-family groups, and friends traveling together who want a private, flexible setup with walkable beach access and shared outdoor space.brbr ️ Imagine ThisbrYou arrive on Siesta Key and settle into your own private bungalow setup. Mornings begin with coffee on the patio before a short walk to Crescent Beach, where the day starts with time on the sand and in the water. Afternoons are spent between the beach and the nearby community pool, with easy access to restrooms, changing rooms, and shaded areas. Back at the property, the private yard becomes a place to gather. Relax in the hammocks, grill dinner, or enjoy time together at the outdoor tables. As the evening sets in, take a quick walk to South Village for a casual meal or hop on the trolley just steps away. End the night back at the property, where each group can retreat to their own space while still being close together.brbr Where You ll SleepbrCrabby Bungalow - Bungalow 1brBedroom 1: King BedbrBedroom 2: Queen BedbrLiving Room: Queen Sleeper SofabrbrSea Turtle Bungalow - Bungalow 2brBedroom 3: King BedbrBedroom 4: Queen BedbrLiving Room: Queen Sleeper SofabrbrAccommodates up to 12 guests.brbr Explore the Areabr0.1 Miles to Crescent Beach Quick Walk to Sand and Gulf WatersbrSouth Village Trolley Stop Just 1 Building Away Dining, Bars, and Easy Island TransportationbrNearby Community Beach Access Pool Heated Pool, Lockers, Changing Rooms, and Beachside Facilitiesbr1 Block to Local Park Shuffleboard Court Casual Outdoor Activitiesbr2.9 Miles to Siesta Key Village Shopping, Restaurants, and Nightlifebrbr⌛ Book TodaybrYour reservation includes peace of mind with our CottageClean program, featuring a six-hour deep clean and a detailed 35-point inspection prior to arrival.brbr Need to KnowbrBeachside Bungalow is a duplex property made up of two separate units. When reserving the full property, you will have exclusive access to both interiors, along with the private yard, patios, and parking areas. The two bungalows adjoin and can be opened to one another, allowing the home to function as a single, larger space or remain separate. This property includes access to a heated community pool and beach access located nearby, which features restrooms, changing rooms, and lockers for guest use. Starter packs of kitchen and toiletry essentials are provided for your first couple of nights. Free high-speed WiFi is included.

NEW! Beachside Bungalow | Entire Duplex, Walk to Crescent Beach, and Community Pool

Siesta Key, Florida, United States

5

Bed

2

Bath

Sleeps

$4235.49

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrThis extraordinary dual-home estate combines the best of two luxurious residences into one exclusive listing – 19th Hole and Top Gulf, ideal for large family gatherings, multi-family vacations, or retreats. Both homes offer unparalleled Gulf of Mexico views from multiple levels, including private rooftop decks that crown each property. One rooftop offers approximately 500 square feet of open-air living space, while the other provides 400 square feet—each outfitted with bar-top seating, soft loungers shaded by umbrellas, dry bars with beverage refrigerators, smart TVs, and breathtaking panoramic vistas of Siesta Key. Each rooftop is directly accessible from its own club room—a stylish and air-conditioned indoor space designed for entertainment and relaxation. These club rooms are equipped with plush seating, gaming consoles, smart TVs, dry bars, and even unique amenities such as wall-mounted Scrabble, Tic Tac Toe, Golden Tee arcade, and workstations. Half baths located within these spaces add convenience, creating an ideal setting for both morning coffee and evening cocktails above the island’s palm-fringed skyline.brbrbrbrOutdoor living continues on the ground level, where both homes offer fenced, resort-style backyards with lush tropical landscaping, multiple lounge areas, and two spectacular heated saltwater pools with oversized spas. One pool features a swim-up bar with five built-in stools and a decorative privacy wall, while the other offers a six-hole mini-golf course tucked behind the spa. Both backyards include water slides, volleyball nets, covered patios with ample seating and dining space, outdoor grills with natural gas hookups, dry bars, ping pong tables, smart TVs, and beverage refrigerators. These outdoor oases are connected by a private gate, providing a secure, family-friendly layout that also welcomes pets (with applicable fees and restrictions). Ceiling fans throughout enhance the open-air comfort, while each home includes a poolside refrigerator and deep freezer to simplify beach days and outdoor entertainment.brbrbrbrThis nearly 8,000-square-foot estate comprises two stunning six-bedroom homes, offering a total of twelve bedrooms, eleven full bathrooms, and four half bathrooms. The estate comfortably sleeps up to thirty-two guests across eight king bedrooms and four thoughtfully designed custom bunk rooms. Bunk arrangements include full-over-king, full-over-full, and full-over-California king—perfect for kids, teens, or extended families. Every bedroom includes a private en suite bath, ensuring comfort and privacy throughout the estate. Both homes are equipped with elevators to all floors (excluding rooftop decks), and most doorways and walkways are thirty inches or wider. Walk-in showers are featured in nearly every bathroom for added accessibility. Smart TVs are installed throughout both homes, including in all bedrooms and exterior patio areas, along with high-speed Wi-Fi that provides complete coverage inside and out.brbrbrbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrGuests can park up to eight vehicles with four covered spaces and four driveway spots. Each backyard is completely fenced for safety and privacy, with poolside comforts and recreational amenities as described above. The entry foyers in both homes offer stair and elevator access to all living levels, including the rooftop club rooms. Guests will also find beach gear readily available, including four wagons, four coolers, twelve beach chairs, and eight bicycles. Full refrigerators and freezers located on the ground level allow for easy beach prep and poolside refreshments throughout the day.brbrbrbrThe First Level of Living (2nd Floor):brbrIn Home A (19th Hole), Bedroom 3 offers a king bed, en suite bath with a walk-in shower, and tasteful coastal furnishings. Bedroom 4 also features a king bed, private balcony, and a spacious en suite bath with a double vanity and walk-in shower. Bedrooms 5 and 6 are custom bunk rooms—each with a full-over-California king configuration and private en suite baths. Bedroom 5 has a combination tub and shower, while Bedroom 6 features a walk-in shower. A laundry area with a washer and dryer is located on this level for added convenience.brbrbrbrIn Home B (Top Gulf), Bedroom 3 features a king bed, balcony access with partial Gulf views, and an en suite bath with a walk-in shower. Bedroom 4 mirrors this setup with a second king bed, Gulf-view balcony access, and a private walk-in shower bath. Bedrooms 5 and 6 in this home are also bunk rooms; Bedroom 5 includes a full-over-king bed while Bedroom 6 offers a full-over-full setup. These rooms share a full bathroom with a bathtub and shower combination. A washer and dryer are also available on this level.brbrbrbrThe Second Level of Living (3rd Floor):brbrIn Home A, the great room opens to panoramic Gulf views and includes the main living room, dining area, and a fully stocked gourmet kitchen with high-end appliances and thoughtful essentials. The dining space accommodates 14 guests at the table and 4 more at the kitchen island. Master Bedroom 1 on this level features a king bed, Gulf views, a large walk-in shower, and dual vanity sinks. A half bath and laundry facilities are also provided.brbrbrbrIn Home B, the second living level also centers around the great room with spectacular Gulf views and open access to the furnished main balcony. The kitchen is outfitted with trusted appliances and plenty of cookware, while the dining area seats up to 13 guests between the table and island. Master Bedroom 2 offers a king bed, balcony access with Gulf views, and an en suite bath with a walk-in shower and double vanity. This level also includes a half bath and washer/dryer for convenience.brbrbrbrGetting Around:brbrPerfectly positioned across from the world-famous Siesta Key Beach and just steps from Beach Access 7. Each home is within a short walk or bike ride to the vibrant Siesta Key Village, where you'll find a delightful mix of restaurants, boutique shopping, groceries, and entertainment options. For those wishing to explore beyond the island, the free trolley stops nearby and offers easy access across Siesta Key. Downtown Sarasota is a mere 10 to 15-minute drive, offering fine dining, a dynamic arts scene, and upscale marinas. For day trips, Lido Key, Anna Maria Island, and the renowned theme parks of Tampa and Orlando are all within 30 to 90 minutes.brbrbrbrOther Things to Note:brbrThis Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary

New-2 Homes–Pools–Slides–Mini Golf-Steps to Beach

Siesta Key, Florida, United States

Bed

14

Bath

28

Sleeps

$3327.6

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrWelcome to an exceptional dual-home retreat nestled on a private street just steps from the sugar-white sands of world-renowned Siesta Key Beach. This luxury estate is comprised of two beautifully appointed five-bedroom residences—Siesta Springs and Golden Set—each with its own private heated saltwater pool, rooftop deck, and Gulf-facing balconies—creating one expansive and cohesive coastal experience. Perfect for multi-generational families, group getaways, or multiple families traveling together, this combined estate offers nearly 7,200 square feet of indoor living space and can comfortably accommodate up to 28 guests in beds.brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrUpon arrival, guests will find ample parking for up to eight vehicles, four covered spots and four additional driveway spaces. Each home boasts its own private, fenced backyard oasis designed for maximum relaxation and fun.brbrbrbrHome A evokes Florida’s famous natural springs with a heated saltwater pool featuring a rock waterfall, integrated water slide, rock jump platform, and rope swing. Home B offers a sport-focused pool experience with a 20-by-30-foot volleyball court space built right into the pool. Both pools include generous sun shelves equipped with loungers, poolside basketball hoops, bubblers and pool lighting.brbrbrbrSurrounding each pool, turf-lined mini-golf courses, outdoor connect 4 and bocce ball offer friendly competition, while the adjacent covered patios include smart TVs (3 in each home), ceiling fans, gas grills, and plentiful soft seating and dining areas for alfresco meals. A dedicated outdoor refrigerator and freezer at each property make poolside snacks and drinks easily accessible. For beach days, each home is stocked with two beach wagons, two coolers, ten beach chairs, and four adult bikes. Guests enter each home through spacious foyers with elevator and stair access to all upper levels, including the rooftop decks.brbrbrbrThe First Level of Living (2nd Floor):brbrEach home’s second floor serves as its main indoor gathering space, featuring open-concept great rooms that combine the fully stocked kitchen, living area, and dining space. These expansive areas are ideal for entertaining, group meals, or simply enjoying family time, and they open onto furnished balconies for additional seating and fresh Gulf breezes.brbrIn Home A, the kitchen features a large pantry, full-size refrigerator with ice maker, freezer, double wall ovens, hooded cooktop, microwave, coffee maker, two dishwashers, toaster, crockpot, blender, and ample cookware, bakeware, cutlery, and serving pieces. The dining setup includes an 8-person dining table and 6-seat island bar. Home B mirrors these amenities with the addition of a 10-person dining table and seating for six at the island, offering combined seating for 30 guests.brbrbrbrEach home includes a king bedroom on this level. Master Bedroom 2 in both homes features a king bed, en suite bathroom with a walk-in shower and double vanity with trough sink, and Juliet balconies accessible from both the bedroom and bath. A powder room is also available in each home on this floor for guest convenience.brbrbrbrThe Second Level of Living (3rd Floor):brbrThis floor includes three bedrooms per home—six total—each with private balconies and en suite baths, providing ultimate comfort and privacy for guests.brbrbrbrIn Home A, Bedrooms 3 and 4 each have king beds, balcony access, and en suite bathrooms featuring double vanities and walk-in showers. Bedroom 5 is a dream come true for children or teens with two custom full-over-full bunk beds, Nintendo Switch gaming console, two smart TVs, a lounge area, and an en suite bathroom with a shower/tub combo.brbrbrbrHome B’s Bedrooms 3 and 4 also offer king beds, peeking Gulf views, private balconies, and en suite bathrooms with walk-in showers and double vanities. Bedroom 5 is thoughtfully curated for younger guests, boasting two full-over-full bunk beds, a rock-climbing wall, a cozy lounge, workspace with dual monitors for gaming or schoolwork, a smart TV, and an en suite bathroom with a combination shower and tub.brbrbrbrEach home includes an oversized laundry room on this level with a utility sink and two stackable washer/dryer sets, making it easy to handle laundry for large groups.brbrbrbrThe Third Level of Living & Rooftop Deck (4th Floor):brbrThis top floor features each home’s primary master suite and an expansive club room—perfect for winding down or gathering for fun.brbrbrbrHome A’s Master Bedroom 1 includes a king bed, private Gulf-facing balcony, walk-in closet, cozy reading nook, and a spa-like en suite bathroom with dual vanities, a freestanding soaking tub, walk-in double shower, and private water closet. The adjoining club room features a wet bar with beverage fridge, ice maker, and sink, and is outfitted with smart TVs, foosball table, Nintendo Switch gaming console, and games like wall Scrabble. A half bath and balcony leads to the staircase to the rooftop.brbrbrbrHome B’s Master Bedroom 1 mirrors these luxurious features with Gulf views, balcony access, a freestanding tub, walk-in double shower, dual vanities, and private toilet room. The club room in this home is equally impressive with its own wet bar, beverage fridge, workstation, dual smart TVs and a shuffleboard. A half bath and stair access lead to the rooftop deck.brbrbrbrEach rooftop deck rises 50 feet above ground, offering panoramic views of Siesta Key and the shimmering Gulf of Mexico. Outfitted with bar seating these spaces are perfect for morning coffee, mid-day sunbathing, or sunset cocktails. With unbeatable views and ambiance, they’re the highlight of your stay.brbrbrbrGetting Around:brbrLocated just minutes from Siesta Key’s vibrant North and South Village districts, guests can explore shops, restaurants, bars, and grocery markets by walking, biking, or hopping aboard the free island trolley. If you want to explore further, without the hassle of driving, you'll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You're also just a quick drive or Uber/Lyft to the mainland Sarasota area (5 minutes) and downtown Sarasota (20-25 min) for access to the Sarasota's Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, grocers, and more. And, day trips to Lido Key, Anna Maria Island, Venice Beach (shark tooth hunting), Myakka State Park and so much more are all less than an hour away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!brbrbrbrOther Things to Note:brbrThese Siesta Key luxury vacation rentals features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary

New-2 Homes-Pools/Hot Tub-Rooftops-Private Beach

Siesta Key, Florida, United States

10

Bed

Bath

28

Sleeps

$3309.09

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrThe views from all levels of this Siesta Key luxury estate vacation rental are phenomenal. Each home features its own private rooftop deck, one approximately 500 square feet and the other 400 square feet with direct Gulf of Mexico views. These elevated outdoor spaces include sunset bar top seating, soft seating with umbrellas for sun coverage, smart TVs, and dry bars with beverage refrigerators. Each rooftop is supported by a conditioned indoor club room, designed for relaxation and entertainment, featuring comfortable seating, gaming consoles and Golden Tee, smart TVs, dry bars, workstations, and convenient half baths. These rooftop and club room combinations provide the perfect setting for both sunrise coffees and sunset cocktails while enjoying the sea breeze over Siesta Key.brbrbrbrEach home boasts its own fully fenced, resort-style backyard with a heated saltwater pool and oversized spa. The first pool includes a swim-up bar with five built-in stools and is nestled beside a decorative privacy wall. The second pool features a family-favorite mini-putt golf course set at the rear of the pool area. Both pools include water slides and volleyball court setups, and both backyards offer lush native landscaping, natural gas grills, ample loungers and chairs, and covered patios equipped with outdoor dining spaces, bar seating, soft seating, dry bars with beverage refrigerators, trash pull-outs, smart TVs, and ping pong tables. These ground-level outdoor areas are connected via an easily accessed gate, and they are private, secure, and family- and pet-friendly (fees & restrictions applying for pets).brbrbrbrThis nearly 8,000 square foot estate includes two six-bedroom homes, totaling twelve bedrooms, eleven full bathrooms, and four half bathrooms. There are eight king bedrooms and four custom bunk rooms with combinations such as full over king, full over full, or full over California king bunk beds. The estate sleeps up to thirty-two guests in beds. Each home offers a spacious great room with open-concept kitchen, dining, and living areas oriented towards Gulf views and balcony access. Kitchens are fully stocked with trusted appliances, cookware, dishware, and essentials. Dining spaces include traditional tables and kitchen island seating. These thoughtfully designed spaces bring large groups together comfortably. The club room in each home serves as a secondary living area.brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrOn the ground level, there is parking for up to eight vehicles, with four covered spots and four driveway spaces. This level includes the private, fenced backyard areas described above with all entertainment features. Ceiling fans enhance comfort throughout the patios. Each home includes a refrigerator and freezer for beach prep and poolside enjoyment. Beach gear provided includes a total of 4 wagons, 4 coolers, 12 chairs, and 8 bikes. The main entry foyers in each home provide stair and elevator access to all living levels and the rooftop decks.brbrbrbrThe First Level of Living (2nd Floor):brbrIn Home A (The Rooftop), Bedroom 3 features a king bed with an en suite bathroom and walk-in shower. Bedroom 4 also has a king bed and includes an en suite bath with a double vanity and walk-in shower, as well as a private balcony. Bedrooms 5 and 6 each feature custom full over California king bunk beds and private en suite baths, with Bedroom 5 offering a shower and bathtub combination and Bedroom 6 offering a walk-in shower. A washer and dryer are available on this floor.brbrbrbrIn Home B (The Upper Deck), Bedroom 3 has a king bed, an en suite bathroom with a walk-in shower, and balcony access with peeking Gulf views. Bedroom 4 features another king bed and en suite bathroom with a walk-in shower and peeking Gulf views. Bedrooms 5 and 6 are custom bunk rooms. Bedroom 5 features a full over king bunk, while Bedroom 6 includes a full-over-full bunk bed, and both bedrooms share a full bath with a bathtub and shower combination. A washer and dryer are also available on this level.brbrbrbrThe Second Level of Living (3rd Floor):brbrIn Home A, the great room includes the living, dining, and kitchen areas with Gulf views and access to the main balcony. The dining space seats up to 18 people with a 14-person table and 4 bar stools at the kitchen island. The kitchen is fully stocked with appliances and essentials for all your cooking and serving needs. Master Bedroom 1 on this floor has a king bed, Gulf views, and an en suite bath with a double vanity and walk-in shower. There is also a half bath and a washer and dryer.brbrbrbrIn Home B, the great room features Gulf views and a comfortably furnished living area with a smart TV. The kitchen is fully stocked and opens to a dining area that accommodates up to 13 people between the table and the kitchen island bar. The main balcony is accessible from this space and includes additional outdoor seating with Gulf views. Master Bedroom 2 features a king bed, balcony access with Gulf views, and an en suite bathroom with a double vanity and walk-in shower. A half bath and washer and dryer complete this level.brbrbrbrThe Third Level of Living & Rooftop Deck (4th Floor):brbrIn Home A, you’ll find the club room that connects directly to the 500 square foot rooftop deck. The club room is furnished for entertainment with seating, a smart TV, gaming consoles, a dry bar with a beverage refrigerator, trash pull-out, and a half bath. The rooftop deck includes soft seating, bar-top seating along the railing, umbrellas, and a smart TV, making it an ideal spot for relaxing or entertaining with Gulf views. Master Bedroom 2 is also on this floor and features a king bed, Gulf views, and an en suite bathroom with a double walk-in shower.brbrbrbrIn Home B, the third living level includes the club room as well, which supports the adjacent 400 square foot rooftop deck. The club room includes 2 smart TVs, gaming consoles, a Golden Tee arcade game, a workstation, a dry bar with a beverage fridge, and a half bath. The rooftop deck offers sunset bar-top seating, umbrellas, a smart TV, and direct views of the Gulf of Mexico. Also on this level, Master Bedroom 1 features a king bed, rooftop access, and a large en suite bath with a soaker tub and walk-in showerbrbrbrbrGetting Around:brbrSteps away from Siesta Beach Access 7! This dual-home estate is located across from the world-famous Siesta Key Beach and combines the best of both homes – The Rooftop and The Upper Deck – into one amazing vacation rental listing for extended family stays. Both homes are a short walk or bike ride from Siesta Key Village’s restaurants, shopping, entertainment, and groceries. Nearby trolley stops provide free transportation around the island. Downtown Sarasota’s art and dining scene is only 10–15 minutes away, with Lido Key, Anna Maria Island, and the theme parks of Tampa and Orlando all easily accessible for exciting day trips.brbrbrbrOther Things to Note:brbrThese Siesta Key luxury vacation rentals feature Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to both home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tours for these homes* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary

New - Dual-home luxury, Rooftop Decks, Sleeps 32

Siesta Key, Florida, United States

Bed

13

Bath

32

Sleeps

$3826.61

Summary:brbrVunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result Unmatched value for travelers who expect more from their getaway.brbrbrbrThe Space:brbrWelcome to an extraordinary dual-home retreat on a private street just steps from the award-winning sands of Siesta Key Beach. Combining two luxurious five-bedroom homes – Blue Lagoon and Serving Sunset into one expansive estate, this vacation destination is ideal for extended families or multi-family groups seeking style, space, and the serenity of the Gulf Coast. This nearly 7,200-square-foot estate offers ten total bedrooms, ten full bathrooms, and four half baths—comfortably accommodating up to 28 guests in beds. Both homes include private heated saltwater pools, rooftop decks 50 feet above ground with Gulf views, club rooms, and balconies on all levels. The property is fully fenced, pet-friendly (fees and restrictions apply), and built for entertainment and relaxation at every level.brbrbrbrFloor Plan Description (by level):brbrbrbrGround Level:brbrOn arrival, guests are greeted by parking for up to eight vehicles—four covered and four in the driveways. Each home features its own fully fenced backyard oasis. Unit A’s pool is styled after a natural Florida spring, complete with a cascading rock waterfall, an integrated waterslide, a rope swing, poolside basketball hoop and a rock jump platform. Meanwhile, Unit B features a volleyball-themed pool with a 20x30-foot court area and adjacent lounging zones for spectators. Both pools include expansive sun shelves, bubblers, and LED lighting.brbrbrbrBehind the pools, each yard offers a custom turf mini-golf course. The adjacent covered patios are ideal for outdoor living and feature smart TVs (Home A has 2 and Home B has 3), natural gas grills, ceiling fans, outdoor connect 4 and bocce ball games and abundant soft seating and dining spaces. Each home provides a refrigerator and freezer near the patio for poolside snacks and drinks, and the beach gear setup includes two wagons, two coolers, ten beach chairs, and four adult bikes per home. These resort-style grounds are private, secure, and perfect for both adults and kids to relax and play freely.brbrbrbrGuests also enter each home through a welcoming foyer with elevator and stair access to all upper levels, including the club rooms and rooftop decks.brbrbrbrThe First Level of Living (2nd Floor):brbrThis level functions as the primary shared space in both homes and includes the kitchen, dining, and living areas. Each great room is designed with comfort and flow in mind, connecting easily to balconies with additional outdoor seating.brbrbrbrIn Home A, the fully stocked chef’s kitchen includes a large pantry, cooktop with hood vent, dual wall ovens, full-size refrigerator with ice maker, freezer, two dishwashers, microwave, coffee maker, toaster, blender, crockpot, and extensive cookware and serve ware. Guests can dine together at the 8-person dining table or the 6-seat kitchen island. The adjacent living area offers plush seating, a large smart TV, and balcony access for enjoying the Gulf breeze.brbrbrbrHome B mirrors these high-end finishes and appliances. The dining area seats 13 total guests with space for eight at the table and five at the island. Both homes’ open-concept layouts ensure everyone remains connected—whether preparing meals, watching a movie, or enjoying happy hour outdoors.brbrbrbrEach home also includes a king-bedroom on this level. Master Bedroom 2 in both homes features a king bed, dual Juliet balconies (one from the bedroom, one from the en suite bath), and a luxurious en suite bathroom with a walk-in shower and double faucet vanity with trough sink. A convenient half bath is also located in each home on this level.brbrbrbrThe Second Level of Living (3rd Floor):brbrThis level houses three bedrooms in each home, for a total of six guest suites. All bedrooms feature balcony access and en suite bathrooms, providing privacy and comfort for everyone in your group.brbrbrbrIn Home A, Bedrooms 3 and 4 each include a king bed, balcony access, and en suite bathrooms with walk-in showers and double vanities. Bedroom 5 is a custom bunk room designed with kids in mind—it features two full-over-full bunk beds, two smart TVs and dual monitors perfect for gaming or productivity. This suite also includes a city closet and en suite bath with a shower/tub combo.brbrbrbrIn Home B, Bedrooms 3 and 4 echo the same upscale design, each with a king bed, en suite bath, and private balconies with peeking Gulf views. Bedroom 5 is another children’s favorite with two full-over-full bunk beds, a rock-climbing wall, a smart TV, and a fun layout designed to entertain. Its en suite bath includes a combination tub and shower.brbrbrbrEach home also features an oversized laundry room with a utility sink and dual stackable washer/dryer sets on this floor, making mid-stay laundry a breeze.brbrbrbrThe Third Level of Living & Rooftop Deck (4th Floor):brbrThe top floor in each home blends luxurious sleeping quarters with elevated entertainment spaces. Each home’s Master Bedroom 1 is a sanctuary of comfort and style. In Home A, the suite includes a king bed, Gulf views, walk-in closet, balcony access, and a stunning en suite bathroom with dual vanities, a freestanding soaking tub, walk-in double shower, and a private water closet.brbrbrbrHome B’s Master Bedroom 1 is similarly appointed, offering direct rooftop access, a king bed, Gulf-facing balcony, and a spa-like en suite with walk-in double shower, dual vanities, freestanding tub, and a private water closet.brbrbrbrThe club rooms on this level are made for entertainment and relaxation. In Home A, the club room features a wet bar with sink, beverage and wine fridges, and an ice maker. Entertainment options include a smart TV, Nintendo Switch gaming consoles, wall Scrabble, and air hockey. A half bath and balcony provide access to the rooftop deck.brbrbrbrIn Home B, the club room includes shuffleboard, dual smart TVs, and a workstation—along with a wet bar and beverage fridge. A half bath and stairway lead directly to the rooftop deck. These rooftop spaces are ideal for coffee at sunrise or cocktails at sunset, with panoramic views stretching across Siesta Key and the Gulf of Mexico. Outfitted with comfortable seating, these elevated retreats are unforgettable highlights of the estate.brbrbrbrGetting Around:brbrSteps to Your Private Beach! Guests can walk, bike, or ride the free island trolley to explore Siesta Key’s North and South Village entertainment districts filled with restaurants, bars, shops, and groceries. Downtown Sarasota is a quick 10–15-minute drive for world-class dining, theater, and waterfront parks, and day trips to Lido Key, Anna Maria Island, or even Orlando’s major attractions are easy and accessible.brbrbrbrOther Things to Note:brbrThese Siesta Key luxury vacation rentals feature Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms.brbrbrbrAccessibility - in addition to both homes being equipped with private elevators providing access to all interior levels (excluding the rooftop deck), most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information.brbrbrbr*Don't forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!brbrbrbrInteraction with Guests:brbrPersonal service and attention to detail define the Vunique Difference. We want your vacation to fit your schedule, which is why we offer flexible bookings starting at just 3 nights for most of the year and any-day arrivals. Our homes are spacious and thoughtfully designed, made for connection as much as comfort. Here, luxury isn’t an upgrade – it’s the standard. Within our portfolio of branded residences, you have every amenity that you need for an unforgettable stay - waterslides, movie rooms, resort-style pools, sport courts, golf simulators, climbing walls, putt-putt courses, zip lines, gaming systems, rooftop decks, biked and beach equipment and more. Our proactive maintenance team ensures everything is in top shape before your arrival, and each property has a dedicated manager who welcomes you personally and stays available throughout your stay should you need anything. Transparency is at the core of everything we do. What you see is what you pay – no hidden fees for pool heat (up to 86 degrees), bikes, propane, or any of the extras that should already be included. Why settle, when you can stay somewhere extraordinary

New - Luxury 2-Home Estate-Pools & Rooftops

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1460.6

Blue Paradise by Siesta Key Luxury Rental Properties br brExperience the epitome of Siesta Key luxury at Blue Paradise, a stunning six-bedroom, six and a half-bath retreat perfectly situated just half a block from Siesta Key Beach and across the street from Siesta Key Village. With breathtaking tropical views, this resort-style home is designed to provide an exceptional vacation experience near the Siesta Key beach and village. Ideal for large families, groups, or extended stays, Blue Paradise offers the perfect blend of outdoor entertainment, spacious indoor living, and premium amenities. brbrHighlights br• 2-minute walk to Siesta Key Beach  br• 6 Bedroom / 6.5 Bath br• 5 Kings, 2 Full/ Full bunks br• Private pool and in-ground spa br• Putting green, Ping-pong table br• Rooftop deck br• Beach chairs provided br• Outdoor bar and dining area with BBQ grill br• 3-minute walk to Siesta Key Village for shopping and dining  br• 3 Parking spaces br brEnjoy your private outdoor paradise with a saltwater pool with a rain curtain, in-ground spa, and a 3-hole putting green, providing countless hours of fun and relaxation. The covered patio features a built in bar, cooler, and bar seating for enjoying drinks. Two flat-screen TV's and an oversized sectional with overhead fans complement the outdoor space, making it the perfect setting for gatherings. After a day in the sun at the beach or pool, rinse off in your own outdoor shower. br brThe open concept main living area features comfortable seating, a TV, and coastal decor, creating a welcoming environment. The kitchen’s high end appliances and ample countertop space cater to family and friends preparing meals together. The second floor offers an additional living area with a TV and wet bar, complete with a wine fridge and coffee maker, ideal for entertaining and relaxing in style. br brThe primary suite offers a king-sized bed, balcony access, and an ensuite bath with a walk-in shower for a spa like retreat. All five guest bedrooms are furnished with king-sized beds, each with bath access, either ensuite or shared, and balcony access, all decorated with a coastal elegance. The sixth bedroom features two full over full bunk beds and an ensuite with a shower and tub combo, offering space and comfort for kids or additional guests. Each bedroom creates a restful haven for a luxurious night’s sleep. brbrRoom Details br• Primary Bedroom: King bed, balcony access, ensuite with walk-in shower  br• Second Bedroom: King bed, balcony access, ensuite with walk-in shower  br• Third Bedroom: King bed, balcony access, ensuite with walk-in shower  br• Fourth Bedroom: King bed, balcony access, ensuite with walk-in shower  br• Fifth Bedroom: King bed, balcony access, ensuite with walk-in shower  br• Sixth Bedroom: Two full-over-full bunk beds, ensuite with shower/tub combobr brEnjoy access to ping pong, beach chairs, and an outdoor living space filled with amenities right at home. Located near the beach, shops, and dining, Blue Paradise offers endless opportunities for relaxation and adventure on Siesta Key. Whether enjoying time by the saltwater pool or exploring world-class beaches just minutes away, this home guarantees an unforgettable vacation.br brReserve your stay at Blue Paradise today and indulge in a luxurious, family friendly escape. From beach days to memorable evenings on the rooftop deck, this stunning home provides all you need for a lifetime of memories. Book now and start planning your perfect Siesta Key vacation! br brbr- brThis home is managed by Siesta Key Luxury Rental Properties. br brThere are No Pets Allowed on this property. brbr3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest.brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Siesta Key Luxury Rental Properties Rental Policies for full details.  brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Perfect Location. Roof Top Deck. Gulf Views. Heated Pool/Spa w/ Rain Curtain

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1697.63

Welcome to Sandy Rocks, an exceptional tropical retreat that combines luxury, convenience, and ample space to accommodate your large group or family gathering. This unique property consists of a duplex with 2 units along with a neighboring single family home. The configuration of three units—Crescent Cottage, Sandy Cabana, and Seahorse Cabana—offers a total of 10 bedrooms, 7 full baths, and 2 half baths, ensuring everyone has plenty of room to relax and unwind.brbrCrescent Cottage, the first unit, offers a cozy and inviting atmosphere with its well-appointed bedrooms. With a king bed in the first and second bedrooms, a queen bed in the third bedroom, and two twin beds in the fourth bedroom, along with a sleeper sofa, this cottage comfortably sleeps up to 10 guests. The updated furnishings throughout create a stylish and comfortable space for you to call home during your stay.brbrSandy Cabana, the second unit, offers additional sleeping accommodations and a separate living area. The spacious bedrooms include a king bed in the first bedroom, a queen bed in the second bedroom, and two twin beds in the third bedroom. For added flexibility, there is a queen air bed available, accommodating up to 8 guests.brbrSeahorse Cabana, the third unit, continues the trend of comfort and style. With a king bed in the first bedroom, a queen bed in the second bedroom, and two twin beds in the third bedroom, along with a queen air bed, this cabana accommodates up to 8 guests.brbrInside each unit, you'll find everything you need for a comfortable stay. The three full kitchens are fully equipped with regular and Keurig coffee makers, dishwashers, and all the kitchen essentials you may require. Stay connected with free WiFi and enjoy your favorite shows or movies on the 11 HDTVs throughout the property. Additionally, beach towels, chairs, a cooler, and a caddy are provided for each unit, ensuring you have everything you need for a perfect beach day.brbrExperience the ultimate outdoor living at Sandy Rocks, where you have the luxury of not one, but two private heated pools, ideal for a refreshing swim or sun-soaked relaxation. Indulge in outdoor dining on any of the 3 patios, sharing delectable meals with loved ones amidst the coastal ambiance. Unwind in the poolside hammock, savor a sizzling barbecue from the multiple gas grills, or simply soak up the sun's rays, immersing yourself in the blissful warmth of the Florida sunshine.brbrWhen you're ready to explore the area, you'll find that Sandy Rocks boasts a fantastic location. Just a short drive away, you'll discover the vibrant Siesta Key Village and Siesta Key Beach, offering an array of dining, shopping, and entertainment options. Crescent Beach is only a two-minute walk away, while the South Crescent Village is within a 10-minute stroll, providing you with easy access to the stunning sandy shores and breathtaking sunsets.brbrExclusive Amenities Include:br• 2 Private Heated Poolsbr• Sun Room Facing the Pool Deckbr• Just a Short Drive to Siesta Key Village & Siesta Key Beachbr• A Quick Two Minute Walk to Crescent Beachbr• Duplex home with 2 units, neighboring a single-family homebr• 10 Minute Walk to the South Crescent Villagebr• 10 Bedrooms, 7 Full Baths, 2 Half Bathsbr• 4 King Beds, 3 Queen Beds, 6 twin Bed, 2 Sofa Sleepers, & 1 Queen Air Bed (Sleeps 26) with linens providedbr• Outdoor Dining Spacesbr• 3 Full Kitchensbr• Poolside Hammockbr• Ample Parking Spacesbr• 2 Screened in Porch's With Lounge Areasbr• Free WiFi & 11 HDTV'sbr• 3 Regular & Keurig Coffee Makers, 3 Dishwashers, 3 Washers & Dryers, and Kitchen Essentials Providedbr• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipesbr• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipesbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• 3 Gas Grillsbr• Enhanced cleaning protocols provided by our CottageClean Teambr• Island Shuttle Transportation Availablebr• Dog-Friendly with a Fee (1 dog up to 25lbs)brbrSandy Rocks can accommodate up to 26 guests with a bedding configuration as follows:brbrCrescent Cottage:br• Bedroom # 1: King Bed (1) - Sleeps: 2br• Bedroom # 2: King Bed (1) - Sleeps: 2br• Bedroom # 3: Queen Bed (1) - Sleeps: 2br• Bedroom # 4: Twin Bed (2) - Sleeps: 2br• Extra: Sleeper Sofa (1) - Sleeps: 2brbrSandy Cabana:br● Bedroom # 1: King Bed (1) – Sleeps: 2br● Bedroom # 2: Queen Bed (1) – Sleeps: 2br● Bedroom # 3: Twin Bed (2) – Sleeps: 2br● Extra Bed: Queen Air Bed (1) – Sleeps: 2brbrSeahorse Cabana:br● Bedroom # 1: King Bed (1) – Sleeps: 2br● Bedroom # 2: Queen Bed (1) – Sleeps: 2br● Bedroom # 3: Twin Bed (2) – Sleeps: 2br● Extra Bed: Queen Air Bed (1) – Sleeps: 2brbrWe go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!brbrPLEASE NOTE: This pool is heated from November 15th to April 15th. Please contact us if you have any questions regarding the space for this property.

Sandy Rocks | Ultimate Bundle: 2 Private Pet Friendly Homes, 2 Private Heated Pools, Walk to Beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1327.89

Onyx Villa - Siesta Keybr100% Private! Resort-like home only 500ft to private beach and Siesta Key's whitest sand. Private amenities include - fully appointed pool area, alfresco dining and lounging, in-house elevator, open sun and covered balconies, and 4-hole putting green, and wraparound sunset view balcony! Includes two units on one private property. Perfect for families or couples wanting to experience Siesta Key's top attractions without sacrificing space and comfort. Book a getaway at this Siesta Key vacation rental now! brbrWhat Guests Lovebr∙ 100% Private – freestanding home and all its amenities are totally privatebr∙ Balconies – balconies off bedrooms, living, diningbr∙ The Beaches – 1-min walk to Siesta Key's whitest sand and calmest waterbr∙ Pool – heated with sun-shelves, chaises, dining, and grillbr∙ Views – westerly wraparound balcony with sunset viewsbr∙ Relaxing – Open floor plan, elevator, and balconies off every bedroombr∙ The Putting Green – 4-holes, no green fees, course record: 06br∙ Sunsets –walk 1-min to worlds best sunsets or just enjoy from balconies or poolbr∙ Free Trolley – 1-min walk to free trolley destined for island's top shopping, dining in Siesta Villagebr∙ Restaurants – walk bike or ride trolley to 30 dining options within 1-2 milesbr∙ Point of Rocks Reef – walk snorkel or paddle searching shells, dolphins, manateesbr∙ Memories and Fun - live music, daiquiris, oysters, stone crab, craft beer, ice creambr∙ Price - this Siesta Key vacation rental listing is direct with the manager and is the guaranteed lowest costbrbrThe BeachbrOur Siesta Key beach access is only a 500ft walk on a quiet lane and has the whitest sand and calmest water on the island. You can walk south 1-mile to explore Point of Rocks Reef or just swim or wade to any nearby sandbar. The water is shallow and clear with white quartz-sand tide-pools perfect for sleeping drinking or playing. You'll go from the water and sand, back your unit for lunch or dinner without putting on your shoes.brbrThe LocationbrYou aren't planning one vacation, you're planning vacations for every individual in your party. Whether it's solitude or activities this property will deliver what they are searching for. At the house you'll enjoy a private pool, poolside grilling and dining, 3200 ft.² of private balconies, and multiple alfresco lounging areas perfect for your bonding and relaxing enjoyment. Outside the house it's a 1-min walk left to the best beach on the island and 1-min walk right to the free trolley stop to all the top attractions on the island including two marinas, 30 bars and restaurants, shopping, live music, and countless eco-adventures.br brbrBedroom DetailsbrThis is a large property with two 3BR units for a total of 6BR. You can sleep up to 20 family style and every bedroom opens to a private balcony. The penthouse sleeping - The master suite has a king bed with bath en-suite. Bedrooms #2 and #3 have king beds and share a convenient guest bathroom. The living area features a full sized Murphy bed. The lower unit sleeping – The master suite has a king bed with bath en-suite. Bedroom #2 with a king bed and #3 with a twin over king bed and twin trundle share a convenient jack and jill bathroom. Two twin Tempur-pedic rollaway's are also available with advance notice. Twin Tempur-pedic rollaway's are also available with advance notice.brbrProperty TruthsbrThe unit is advertised as “100% private,” and you will never share the home with other guests. Occasionally—typically about once per week—the pool or landscaping service may stop by for routine maintenance. These visits are quick, limited to exterior or storage spaces, and always completed during daytime hours.brbrBeach Gear ProvidedbrWe provide beach towels, chairs, carts, and umbrellas. If you don't have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn't provide snorkeling gear but this and anything you need can be rented or purchased nearby.brbrHousehold Items ProvidedbrThis vacation rental comes with bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.brbrWhat to BringbrIt's a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.brbrPost Booking SupportbrWe understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time. brbrTermsbrPayments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.brbrTravel InsurancebrIf you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.

Condo

Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$976.65

Your Siesta Key adventure begins at this fabulous 5-bedroom house. The house is complete with a pool & hot tub with views down the canal that is great for fishing off the dock. With 3 king beds, 3 queen beds, and 1 twin bed, this delightful property offers a welcoming atmosphere for guests. Two family rooms makes it great for multigenerational families to be together but have plenty of space to spread out. This home ensures a comfortable stay. The home is 150 yards from the main beach entrance and a block from the free trolley pickup that can take you to the village. Feel free to reach out to us during your stay - we're happy to suggest local spots to check out.

5-Bedroom house on Siesta Key - walk to beach or village

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1512.33

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked #1 in the U.S. #4 globally and is one of the best travel destinations in 2025. Siesta Key, a barrier island off the coast of Sarasota, in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village views and merely feet from both, we are confident that this vacation rental is one of the best in all of Siesta Key.brbrSiesta Key Dream’s largest and most luxurious vacation rental, features four levels, totaling 6-bedrooms, 9-beds, 6 full-bathrooms, & 2 half-bathrooms. Notable attributes include: a heated-pool, hot tub, 2-balconies, a roof-top sundeck, parking, a backyard and an elevator. With a premier location, beach access point #4 is 400 feet away, and the Siesta Key Village is one block away. In addition to a highly desired location, the unique property design allows beach and Gulf of Mexico views from multiple levels.brbrThis rental is perfect for family and friend gatherings and can accommodate up to 16 guests (14-adults & 2-children max). With 4 levels, an elevator between levels 1 to 3, each level has unique amenities as described below:br brLevel-1: Private heated pool, hot tub, two HDTVs, a gas grill, Traeger smoker, ping-pong table, putting green, privacy shrubbery, a refrigerator/freezer, and parking for 5 vehicles.brLevel-2: Four bedrooms with full bathrooms attached to each, three of the bedrooms have king size beds and direct walk-out balcony access, the fourth bedroom has 4 bunk-beds with a HDTV in each bunk. There is a wet bar with a sink, dishwasher and a beverage fridge. HDTVs are in every bedroom, plus the living room. An attached balcony with beach views looks over the private backyard, and the common area has a half bathroom.brLevel-3: 10-person dining table, 6-person island are inside, and a 6-person dining table is on the balcony. The kitchen has premium appliances that include a wolf range, fridge/freezer, ice-maker, dishwasher, microwave, Keurig and a drip coffee maker. The living room has a large window with views of the beach and ocean. HDTVs are in the living room and both bedrooms. The two bedrooms have attached full-bathrooms, king beds, and walk-out access to the balcony that present views of the beach, Gulf of Mexico, and the Siesta Key Village. There is also a half-bath attached to the kitchen area.brLevel-4: A spiral staircase from the 3-level balcony to the roof presents a sun-deck. The sun-deck has views of the beach, Gulf of Mexico, and the Siesta Key Village. Yoga equipment, sun loungers, a spotting telescope will give guests a one of a kind experience.brbrSiesta Key Dreams is happy to provide free-high-speed internet via WiFi, and DirecTV Stream’s premium channel package which includes live-sports, movies, DVR, and an extensive channel list. We provide a beach-load-out, that includes: beach chairs, beach umbrella, beach blanket, a cart, cooler, and beach towels.brbrSiesta Key Dreams always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach (400ft) and the Siesta Key Village (400 ft). A 2-minute walk to the Siesta Key Village which has fine dining, cafes, ice-cream, bars, shops, a market, and everything in between.brbrIf you’re looking to soak up the sun and clear waters, a 2-minute walk to Sarasota Beach via beach access point #4 allows you to go back and forth to the beach with ease. In addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. brbrWe recognize that parking can be difficult to locate, which is why our rentals come with FIVE private, reserved spaces at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8AM - 10PM, seven days a week!brbrSiesta Key Dreams wishes to provide you with `Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives in the Siesta Key area will be available at a moment’s notice to assist you. Siesta Key Dreams takes pride in providing professional and personalized services to ensure that your stay is unforgettable.brbrIncluded within your reservation are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & a Keurig-pods. To prepare for the numerous beach trips, we provide you with beach towels, beach chairs, beach umbrellas, beach blankets, coolers and carts to transport your items easily! Traveling with your children We offer complementary cribs, highchairs, toys, silverware, and baby-monitors all on site! brbrShortly after you secure your vacation rental, you will receive a link where you can book local experiences provided by vendors throughout the island. For an additional charge, Siesta Key Dreams provides golf-carts to rent and mid-stay services such as cleanings, and linen changes.brbrSiesta Key Dreams also offers baggage drop-off prior to your check-in time.brbrLeading up to the check-in date, guests are supported via email & SMS.brbrBefore you check-in, just after you book the reservation, we send a link that allows you to acknowledge the House Rules/Rental Agreement, a request for your ID, photo and information for the guest verification process. This allows us to provide a safe location for our guests, neighbors, and employees.brbrPayments: 50% at the time of the booking & 50% within 7 days of check-inbrCheck Out: 10AM Check In: 3pmbrQuiet Hours: 12pm - 7AM brNo smokingbrLarge Gatherings (defined as 1.5x Guest Occupancy): Require approval from Siesta Key DreamsbrPets: No pets allowedbrParking: 5 vehiclesbrAdditional Details: After booking, see the Vacation Rental Agreement for all details

400ft to Beach, Ocean View, Pool, Rooftop, in the Siesta Key Village, 6-bdr

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1635.26

Summary:brbrWelcome to Between the Waves, a beautifully designed new construction vacation rental perfect for larger families or groups seeking a memorable getaway. With eight spacious bedrooms and 8.5 bathrooms, this upscale home is located just steps from the pristine beaches of Siesta Key and Siesta Key Village, which offers fun dining and shopping for all ages.brbrbrbrThe Space:brbrCheckout a 3D walkthrough of the home: https://www.zillow.com/view-imx/ee57a516-6fde-4708-9bd4-ae6635a51082 setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboardbrbrbrbrHighlightsbrbr• 2-minute walk to the beachbrbr• 2-minute walk to Siesta Key Villagebrbr• Brand new construction homebrbr• Rooftop deck with beach viewsbrbr• Private pool with in-ground spabrbr• Waterslidebrbr• Foosball Tablebrbr• Beach chairs and cartbrbr• Washer and dryerbrbr• Dog friendly with approval and additional feebrbrbrbrStep outside to your private oasis, featuring a private pool and an in-ground spa that offers relaxation, a waterslide for the kids, and a custom outdoor shower to rinse off after a day of beach adventures. Follow the stairs up to the rooftop deck for breathtaking beach views, perfect for sunset gatherings.brbrbrbrInside, the spacious living room welcomes you with modern furnishings with nautical touches. The gourmet kitchen boasts stainless steel appliances, a wine fridge, and a bar seating at the kitchen island. Enjoy formal meal at the indoor dining table or take it outside onto the balcony table overlooking the pool.brbrbrbrBetween the Waves' primary bedroom is a relaxing oasis with a gorgeous King suite and an ensuite bathroom with a walk-in shower and soaking tub. The additional 6 bedrooms are also appointed with King beds and ensuite bathrooms, and the 7th bedroom has a twin bunk bed with a total of 3 twin beds as well as an ensuite bathroom.brbrbrbrRoom Detailsbrbr-Primary Bedroom: King bed and ensuite bathroom with walk-in shower and soaking tubbrbr-Second Bedroom: King bed and ensuite bathroom with walk-in showerbrbr-Third Bedroom: King bed and ensuite bathroom with walk-in showerbrbr-Fourth Bedroom: King bed and ensuite bathroom with walk-in showerbrbr-Fifth Bedroom: King bed and ensuite bathroom with walk-in showerbrbr-Sixth Bedroom: King bed and ensuite bathroom with walk-in showerbrbr-Seventh Bedroom: King bed and ensuite bathroom with walk-in showerbrbr-Eighth Bedroom: Twin over Twin over Twin bunk bed and ensuite bathroom with walk-in showerbrbrbrbrDon't miss out on your chance to stay at Between the Waves! Book your dream getaway today and make unforgettable memories on Siesta Key!brbrbrbrOther Things to Note:brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply.brbrbrbrThis property has hosted many happy stays but is newly listed under GetawayClub management, an Anna Maria Island property management company. It is under transition from the existing management company so the review record is starting fresh. Please let us know if you have any questions.brbrbrbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrbrbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Between the Waves - Siesta Key Luxury Home

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$1465.63

Experience ultimate coastal luxury in this 6BR, Pet friendly Siesta Key duplex! Just steps from the sun-kissed beach, this retreat offers two private units with splash pools, tiki hot tubs, and vibrant murals perfect for photos. Ideal for families, groups, and beach lovers, it blends relaxation, fun, and style. Book now for an unforgettable Gulf Coast getaway!brbr☀ Private Poolbr☀ Hot Tubbr☀ Easy Beach Accessbr☀ BBQ GrillbrbrThe spacebrStep inside this exceptional duplex and discover a bright, stylish escape with open living areas, fully equipped kitchens, and cozy bedrooms. Each home features private outdoor spaces with pools and tiki huts, making it perfect for enjoying sunny days, relaxing evenings, and quality time with loved ones.brbr★Your stay includes:brHere’s a quick glance at what makes this Siesta Key retreat special:br☀ 2 Private Unitsbr☀ 6 Comfortable Bedrooms + Sofa Bedsbr☀ 2 Living Roomsbr☀ 2 Fully Equipped Kitchensbr☀ Arcade & Foosballbr☀ Luxury Tiki Hot Tubs & Splash Poolsbr☀ #Instaworthy Muralbr☀ Smart TVsbr☀ Wi-Fibr☀ Free Parkingbrbr★ Living RoomsbrBoth living rooms provide stylish spaces to unwind and connect:br☀ Two Snug Sofas with Pillows (convertible to extra beds)br☀ Smart TVsbr☀ Chic Coffee Tables & Reading Lampsbr☀ Arcade Machinesbr☀ Foosball Table (in one unit)brbr★ Kitchens & DiningbrFully equipped kitchens with modern appliances let you cook with ease while enjoying time together:br☀ Microwave, Stove, Oven, Blender, Toasterbr☀ Coffee Maker & Hot Water Kettlebr☀ Refrigerator/Freezer & Dishwasherbr☀ Sink with Hot & Cold Waterbr☀ Plates, Glasses, Silverware, Pots & Pansbr☀ Kitchen Bars with Seating for 10brbr★ Bedrooms & Sleeping ArrangementsbrAll bedrooms are designed for comfort, relaxation, and restful nights after exciting beach days:br→ HOME #1 – 3 Bedroomsbr☀ Master Bedroom 1: Queen-Size Bed + Queen-Size Futonbr☀ Bedroom 2: Queen-Size Bedbr☀ Bedroom 3: Queen-Size Bedbrbr→ HOME #2 – 3 Bedroomsbr☀ Master Bedroom 4: Queen-Size Bed + Queen-Size Futonbr☀ Bedroom 5: Queen-Size Bedbr☀ Bedroom 6: Queen-Size Bedbrbr☆All bedrooms have these amenities:br☀ Premium Memory-Foam Mattresses, Sheets, and Pillowsbr☀ Smart TVs in All Bedroomsbr☀ Closets with Hangers & Shelvesbr☀ Dressers with Spacious Drawersbr☀ Nightstands with Reading Lampsbrbr☆All Four Living Room Sofas Convert to Queen-Size Beds if Needed.brbr★ BathroomsbrEnjoy spa-like comfort with four full bathrooms thoughtfully equipped for your convenience:br☀ Bathtub with Showerbr☀ Walk-In Showerbr☀ Vanity & Mirrorbr☀ Toiletbr☀ Towels & Hair Dryerbr☀ Essential Toiletriesbrbr★ Outdoor SpacesbrStep outside to private poolside havens designed for fun and relaxation:br☀ Luxurious Splash Poolsbr☀ Lounge Seating Areasbr☀ String Lightsbr☀ Unique Tiki Hot Tubsbr☀ Cozy Seating Areasbr☀ Vibrant Muralsbrbr★ Families, groups, beach lovers, and anyone seeking a colorful, fun, and relaxing Siesta Key escape—book now for an unforgettable stay!brbr★☆ Guest Attractions nearby in Siesta Key Beachbr☀ Siesta Key Craft Festival – 4 min walkbr☀ Sarasota Beach – 8 min walkbr☀ Sunset Beach – 8 min walkbr☀ Point of Rocks – 11 min drivebr☀ Turtle Beach – 14 min drivebr☀ Sarasota Art Museum – 18 min drivebr☀ Bayfront Park – 20 min drivebr☀ TPC Prestancia (Golf Club) – 20 min drivebr☀ Ted Sperling Park Nature Trail – 27 min drivebr☀ Quick Point Nature Preserve – 28 min drivebr☀ South Lido County Park – 28 min drivebr☀ The John and Mable Ringling Museum of Art – 29 min drivebr☀ Ca' d'Zan (Historical Museum) – 30 min drivebr☀ South Lido Key Beach Park on the Gulf – 30 min drivebr☀ Manatee Village Historical Park – 43 min drivebr☀ Palma Sola Botanical Park – 56 min drivebrbr★☆ Restaurants Nearby in Siesta Key Beachbr☀ Gilligan's Island Bar & Grill – 3 min walkbr☀ Lobster Pot Restaurant – 3 min walkbr☀ The Cottage – 3 min walkbr☀ Daiquiri Deck Siesta Key Village – 3 min walkbr☀ Summer House Resturant – 4 min walkbr☀ Siesta Key Oyster Bar – 4 min walkbr☀ Another Broken Egg Cafe – 4 min walkbr☀ Sun Garden Cafe – 4 min walkbr☀ Cafe Gabbiano – 5 min walkbr☀ The Old Salty Dog Siesta Key – 7 min walkbr☀ Clayton's Siesta Grille – 10 min drivebr☀ SPEARFISH GRILLE – 11 min drivebr☀ The Toasted Yolk Cafe – 14 min drivebr☀ Florence & The Spice Boys – 15 min drivebr☀ Casa Masa - The Landings – 17 min drivebrbr★☆ Airports in Siesta Key Beachbr☀ Sarasota Bradenton International Airport – 29 min drivebr☀ Hidden River Airport-22FA – 47 min drivebrbr★☆ Transportation Nearby Siesta Key Beachbr☀ Ocean Blvd @ Calle Miramar NB – 3 min walkbr☀ Ocean Blvd @ Avenida Madera – 4 min walkbr☀ Ocean Blvd @ Canal Rd SB – 4 min walkbrbrb ★☆ Upcoming Events in Siesta Key Beach:/bbr☀ Elton John Tribute Concert: Feb 27, 2026br☀ Guns N' Roses Tribute Concert: Feb 28, 2026br☀ Sarasota Jazz Festival: Mar 9–14br☀ Sarasota County Fair: Mar 13–22br☀ Spring Break Season: All Monthbr☀ Siesta Key Drum Circle: March, 2026 Every Sunday in br☀ Siesta Key Farmers Market: March 2026, Every Sunday (9:00 AM – 1:00 PM) br☀ Embracing Our Differences (Outdoor Art Exhibit)—till April 13, 2026brbr☆ Free hop-on hop-off rides to top island attractions with two local services – 77 Siesta Islander and Bay Runner Trolleybrbr☆ The Breeze-local bus service – makes travel simple between Downtown Sarasota and Siesta Keybrbr★☆ Hospitals in Siesta Key Beachbr☀ SMH Urgent Care Center at Stickney Point Rd – 11 min drivebr☀ Sarasota Memorial Hospital – 14 min drivebr☀ HCA Florida Sarasota Doctors Hospital – 23 min drivebrbrOther things to notebr★ Additional Accommodation OptionsbrTraveling with a larger group or finding your preferred dates unavailable We offer an additional unit within the duplex, as well as other listings in the area. Please visit our host profile to view all available properties.brbr★ Pet-Friendly HomebrPets are welcome on this property. Please note that an additional cleaning fee may apply if excessive pet hair, stains, or odors are detected after checkout.brbr★ Rentals, Activities & ToursbrA list of Preferred Vendors is provided for convenient rentals, activities, and tours. Options include:br✔ Golf Carts br✔ Mopeds br✔ Mini Carsbr✔ Umbrellas br✔ Bikes (Daily/Weekly)br✔ Kayaks br✔ Paddleboardsbr✔ Fishing Chartersbr✔ Adventure Toursbr✔ Sunset Cruises br✔ Eco-ToursbrGuests receive 10% off all listed prices using a special code provided before check-in.brbr★ Cleaning & SanitizationbrYour safety is our priority. Our team follows a detailed cleaning and sanitization process after every checkout to ensure a spotless, hygienic stay.brbr★ No Smoking IndoorsbrSmoking inside the home is strictly prohibited. Evidence of indoor smoking will result in an additional fee for odor removal and deep cleaning.brbr★ No Parties or EventsbrTo maintain a peaceful environment and protect the home’s condition, parties and large events are not permitted.brThank you for your understanding and cooperation.

Stunning Haven: 2 Pools & Hot Tubs ~ Walk to Beach

Siesta Key, Florida, United States

6

Bed

4

Bath

24

Sleeps

$3051.4

The WildflowerbrCharming Siesta Key apartment in the island's top location with a heated pool, dock, and game room. Just a 3-min walk to top beaches and 8-min to dining and entertainment in the Village. Perfect for couples, friends, and small families looking to relax, explore, and repeat. Book your Siesta Key getaway direct now!brbrbrWhat Guests Lovebr∙ Beaches – 3-min walk to calm, clear water at award-winning Siesta Key Beach Access 9 and 10.br∙ Relaxation – Quieter, spacious 8BR plus communal spaces.br∙ Activities – Pool, game room, communal lounging area, and dock free of charge! Scooter and golf cart rentals nearby.br∙ Sunsets – Walk 3-min to North America's best sunsets and whatever comes next.br∙ Exploring – Sand dollars, shells, sandbars, dolphins, occasionally manatees, and live conch.br∙ The Fun – Live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts.br∙ Island Trolley – Picks up nearby, free of charge to all attractions, and drinks are welcome.br∙ The Memories – Walk to all Siesta Key's top attractions and guaranteed fun for all.br∙ Price – Book direct with the manager for the guaranteed lowest cost.brbrbrThe BeachbrThis vacation rental is a 3-min walk to two of Siesta Key's top beaches. The water here is shallow, clear, and calm, with white quartz-sand tide pools perfect for sleeping, drinking, or playing. Your beach accesses are 9 and 10, and they are quieter by Siesta Key standards. A more lively beach scene with food, drinks, and even a weekend drum circle is just a 5-minute walk south along the beach.brbrbrThe VillagebrJust an 8-min walk or a 3-min trolley ride or bike ride to 20+ restaurants, plus the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island. Something for everyone in your group and sure not to disappoint.brbrbrThe HomebrThis 8BR vacation rental with a full kitchen was remodeled in 2025. It's a uniquely quiet option. While most Siesta Key 8BR rentals are condos, large hotels, or multifamily units, ours offers more privacy. It shares just one wall with another 8BR and does not share a ceiling or floor with neighbors. Common areas include a heated pool and dock, plus games like ping-pong, billiards, foosball, and Pac-Man.brbrbrBedroom DetailsbrThis ground-floor unit is quieter than most 8BR rentals. There are eight queen bedroom with an en-suite bath and a queen sleeper in the living area. Need more space We can help you book an additional nearby unit.brbrbrHousehold Items ProvidedbrThis vacation rental includes towels and bedding, kitchen items, major and minor appliances, blow dryers, and hangers. Basic soaps and paper products are provided as a starter supply. Anything additional can be purchased nearby.brbrbrBeach Gear ProvidedbrWe provide beach towels, chairs, carts, and umbrellas. If you need anything else, just reach out—we can usually get it for you. Note: This location does not provide snorkeling gear, but it can be easily rented or purchased nearby.brbrbrWhat to BringbrSiesta Key is laid-back, so pack as light as you like. The style is casual, wash-and-wear, and all units have laundry. Anything you forget can be found nearby at fair prices.brbrbrHistorybrThere's little to no public parking in this area, so even though this is a gorgeous beach, it feels more private than most. When I was growing up on Siesta Key, these beach accesses were called “Palm Island,” named after the small island at the end of the street. It has a bridge and is literally heart-shaped. Back then it was our “lover's lane,” and it's still a great spot to fall in love—or rekindle it.brbrbrPost Booking SupportbrWe understand vacation time is precious and will help you make the most of it. Our number is the only contact you need. All units are near top attractions. Cars are not required, but you'll have private parking. No check-in restrictions—arrive any day, any time, using a private door code. No checkout cleaning requirements. Free early check-in when possible. No hidden fees or solicitations. We can also recommend the best spots for fishing, fresh seafood, Michigan or Ohio State games, romantic dinners, proposals, eco-tourism, family activities—or even safe ways to lose your kids when you (or they) need a little alone time.brbrbrTermsbrPayments are 50% refundable if canceled at least 60 days before arrival. Payments are non-refundable within 60 days. Events or gatherings with outside guests require prior approval. Guests agree to hold the Property Manager and Owner harmless for injuries during their stay. Events exceeding occupancy limits are not permitted.brbrbrTravel InsurancebrWe offer travel insurance for added protection.brBasic Insurance (7%) – Covers 30+ issues; coverage begins after purchase.brCFAR (Cancel For Any Reason) – ~11% total cost; reimburses 60% of trip cost.brPolicies must be purchased within 14 days of booking and at least 30 days before check-in. Claims must be filed at least two days prior to arrival. Available to U.S. citizens only.

Apartment

Walk to Siesta Key Beach & Village | Pool | Dock | Game Room!

Siesta Key, Florida, United States

8

Bed

8

Bath

24

Sleeps

$1056.63

Village Time by Siesta Key Luxury Rental PropertiesbrHome in Sarasota, FLbrbrWelcome to Village Time, a terrific choice for multi-family groups booking accommodation together, as each can enjoy their own separate space while staying close. Offering a total of six bedrooms, six full baths, and two half baths in two unique living areas, this home is a quick walk to Florida's prettiest beach and near Siesta Key village, which offers a wide variety of restaurants and shops. brbrHighlights br• Two separate living spaces perfect for family reunions and large groupsbr• Less than a 5-minute walk to the beach br• Two pools with in-ground spasbr• BBQ Grillsbr• Dog friendly with approval and additional feebr• Ping Pong tablebr• Foosball tablebr• Near Siesta Key Village restaurants and shopsbrbrOn each unit's main living floor are coastal living rooms with plush sofas and fully equipped kitchens, including utensils, pots, and pans, and they have their own dining tables and bar-top seating. Additionally, each unit has a half bath and a washer and dryer. brbrThis beautiful duplex offers six bedrooms, six full baths, and two half baths. Each side has three bedrooms and three- and one-half baths. A primary bedroom with a King bed, a balcony overlooking the sparkling pool, and an ensuite bathroom with a walk-in shower. The King guest bedrooms have tasteful beach décor, a balcony, and an ensuite bathroom with a walk-in shower. Across the hall is the bunk bedrooms, which are appointed with two bunk beds, a TV, and an ensuite bathroom with a shower and tub combo. brbrRoom Details brIsland Time West br-Primary Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower br-Second Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with walk-in shower br-Third Bedroom, 3rd floor: Two Full over full bunk beds and ensuite bathroom with a shower and tub combo brIsland Time East br-Primary Bedroom, 2nd floor: King bed, balcony, and ensuite bathroom with walk-in shower br-Second Bedroom, 3rd floor: King bed, balcony, and ensuite bathroom with walk-in shower br-Third Bedroom, 3rd floor: Two Full over full bunk beds and ensuite bathroom with a shower and tub combo brbrEnjoy the Florida sunshine in the comfort of either backyard that features a dazzling pool and spa and open the gates to create a sense of togetherness. Guests can sunbathe and read their favorite book on one of the loungers. Complete the evening with a freshly grilled BBQ meal and share it at the covered picnic table, then head to the ground-level game rooms for some friendly rounds of Ping Pong and Foosball.brbr-brThis property allows dogs with host approval prior to arrival. Please note there will be an additional pet fee associated, see our Siesta Key Luxury Rental Properties Rental Policies for full details. brbrPlease see our Siesta Key Luxury Rental Properties Rental Policies for full details.brbrThis home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Two Homes with Shared Backyard, Perfect Rental for Groups - Village Time

Siesta Key, Florida, United States

6

Bed

7

Bath

28

Sleeps

$2497.38

CJ's on Siesta | 400 Ft to Beach + Shared Patio & Grillbrbr Why You'll Love This HomebrSteps from Siesta Key Beach and nestled in the heart of the Village, CJ's on Siesta offers the rare flexibility of six private, stylish units all in one place. A spacious shared patio with chaise loungers, table with chairs, and grill sets the stage for unforgettable moments between dips in the ocean and sunset cocktails.brbr ‍ ‍ Perfect ForbrMulti-family groups, wedding guests, reunions, or corporate retreats seeking connected-yet-private accommodations right by the beach.brbr ️ Imagine ThisbrWake up and sip coffee just 400 feet from the powder-soft sands of Siesta Key Beach. Everyone has their own space—each unit offering a king suite, cozy lounge with sleeper sofa, and full bath. Meet in the shared patio for morning plans under the palms, then stroll into Siesta Key Village for brunch or boutique browsing. Evenings bring beachside sunsets followed by BBQs on the grill, laughter on the chaise lounges, and starry-night chats in your private outdoor retreat.brbr Where You'll SleepbrEach of the 6 private units includes:br• Bedroom 1: King Bed, Ensuite Bath, First or Second Floor, TVbr• Living Area: Modular Sleeper Sofa, Shared Living Space, TVbr Note: All units are similar in layout. Three are on the first floor, three on the second, with shared interior walls.brbr Explore the Areabr• 0.1 miles to Siesta Key Beach (400 feet)br• 0.1 miles to Siesta Key Village – Dining, Shops, Nightlifebr• Walkable, Vibrant Coastal Neighborhood with a Laid-back Tropical Vibebr• Quick Access to Water Sports Rentals, Beach Yoga, and Casual Eatsbrbr⌛ Don't Wait—This Home Books FastbrCJ's on Siesta provides everything needed for effortless group travel. Your reservation includes peace of mind with a 6-hour deep clean and 35-point inspection prior to your arrival.brbr Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. 6 parking spaces available. Free High-Speed WiFi in each unit. Shared on-site laundry available to all guests. If any guest has difficulty with stairs, please contact us for alternative accommodations. This listing is a multi unit complex and has distinct units. Each of the six units has their own private entrance, kitchen, and living areas—with no interior connection. As a multi-unit complex, it could share a dividing wall, floor, and ceiling. As the entire complex the outdoor space is private. Contact us directly for more information regarding any shared space for this vacation home.

CJs - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$2342.88