Vacation Rentals By Owner In Siesta Key, FL

Prepare to be impressed by the breathtaking luxury of this 5th-floor penthouse. Boasting three bedrooms, three bathrooms, and 1,700 square feet of beachfront living, this unit is sure to delight.brbrRecently renovated, this penthouse features an expansive lanai, complete with all of the amenities you need to relax and enjoy the sweeping views of the Gulf of Mexico from the comfort of your home-away-from-home. The plush living room sofa is perfect for sipping a freshly brewed cup of coffee from the Keurig coffee maker, while taking in the stunning surroundings.brbrEvery inch of this penthouse has been thoughtfully designed to cater to your every need. From the fully-equipped kitchen to the luxurious bedrooms, you'll find everything you need to feel at home. The penthouse also features five TVs with premium channels, ensuring that everyone in your party can find something to watch.brbrLocated just a few steps away from America's favorite beach, this penthouse offers easy access to Siesta Key's famous white quartz sand and crystal-clear waters. The unit even comes with a beach kit, complete with chairs, towels, and an umbrella.brbrIf you're looking for even more excitement, Siesta Key's vibrant Village is just a short trolley ride away. Here, you'll find an array of world-class dining, shopping, and entertainment options in a laid-back Florida setting.brbrCrescent Royale offers a range of amenities for your enjoyment, including a heated pool, workout gym, BBQ area, and shuffleboard. The onsite management team is always available to ensure your vacation goes smoothly. Don't wait - book your stay at this highly sought-after penthouse today.

Rare 3 Bed 2.5 Bath Top Floor Condo with Dramatic Gulf Views Steps to Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$299.49

Welcome to Your Slice of Paradise – Crescent Royale 305brbrFully remodeled and infused with a modern coastal flair, this deluxe one-bedroom, one-bath condo is the ultimate Siesta Key escape. With over 820 square feet of bright, open living space, you’ll find all the bells and whistles you need for the perfect getaway.brbrThe master suite offers a king-size bed, and the spacious living room now features a brand-new sectional and all new furniture, creating a fresh, stylish beach vibe throughout. A gourmet kitchen, fully stocked and thoughtfully designed, makes dining in a pleasure. Two flat-screen TVs provide entertainment when you’re ready to unwind, and the beach-perfect kit stocked with towels, chairs, and umbrellas ensures you are always prepared for a day in the sand. Step out onto your screened lanai and take in dazzling Gulf and beach views—perfect for a sunrise coffee or a sunset toast.brbrCrescent Royale delivers all the amenities you could want during your stay, including a heated pool, fitness center, and BBQ areas for casual outdoor dining. The on-site management team is always ready to ensure your stay is seamless and stress-free.brbrWhen you’re ready to explore beyond the beach, take the free trolley or enjoy a short stroll to Siesta Key Village, where you’ll discover an array of dining, shopping, and nightlife options, all surrounded by Old Florida charm.brbrCondo 305 is designed for romance, relaxation, and pure beachside enjoyment. Book with confidence today and experience the very best of Siesta Key.

Coveted Siesta Key Escape 1 Bed 1 Bath with Gulf Views Steps to Beach

Siesta Key, Florida, United States

1

Bed

1

Bath

4

Sleeps

$251.1

Provincial Gardens S7: A Freestanding Coastal Villa OasisbrPrivate Patio | No Shared Walls | Huge Heated Pool | Bay & Beach AccessbrExperience the rare luxury of a freestanding villa on Siesta Key. Forget cramped hallways and shared walls—at Provincial Gardens S7, you can pull your car right up to your front door and step into your own private tropical sanctuary. Perfectly nestled on a shady, tree-lined street between the shimmering Bay and the world-famous Gulf sands, this is the ultimate Bay-to-Beach retreat.brbrThe Interior: Bright, Modern & ThoughtfulbrImmaculate Chef’s Kitchen: Recently remodeled with a sparkling white finish and brand-new appliances. Fully equipped for everything from a quick beach snack to a gourmet dinner.brbrRestful Master Suite: Features a King-sized bed with an electric adjustable back—ideal for late-night reading or afternoon siesta.brbrWork-from-Beach Space: A dedicated desk with excellent lighting is tucked away in the bedroom, providing a quiet, cool area to focus away from the living room.brbrExtra Sleeping: A queen-sized pull-out sofa in the airy living room ensures a comfortable stay for up to 4 guests.brbrRefreshing Bath: Includes a modern shower with a corner seat, hair dryer, soaps, and plush towels provided.brbrYour Private Outdoor OasisbrStep through the sliding glass doors to your 550+ sq. ft. private backyard patio, featuring a dedicated BBQ.brbrSun & Shade: Enjoy the morning sun on the back patio, or retreat to the cool, shaded front yard space in the afternoons.brbrGrill & Chill: An oversized gas grill is ready for your local seafood finds or favorites from the nearby markets.brbrThe Best of Both Worlds: Bay & BeachbrGulf Side: Take advantage of deeded access to the white powdery sands of Siesta Key. Guests also enjoy the amenities of Aloha Kai, including one of the largest heated pools on the island.brbrBay Side: Stroll down our private, tree-lined lane to the lush, grassy bayside area. Relax in Adirondack chairs with a cocktail and watch the boats go by at the community dock.brbrEffortless Island LivingbrParking at your Door: Enjoy the convenience of front-door parking—no elevators or long treks through parking garages.brbrMinutes to Everything: Multiple grocery stores, entertainment, and restaurants are just minutes away.brbrThe Breeze Trolley: The free Siesta Breeze Trolley stops right at the community entrance, whisking you away to the shops and dining of Siesta Key Village.brbrA Note for Our Guests: We are committed to making your stay perfect and are always available for questions or local recommendations. Our community maintains a peaceful atmosphere with a 7-day minimum stay—ideal for a true home-away-from-home experience.

Your Private Coastal Oasis: Cozy 1-bedroom condo in charming Siesta Key

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$314.91

Summary:brbrOur 6th floor condo has great gulf views from every room! Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. We are right on the beach with lounge chairs provided. It's as close as you can get to the Gulf without being in the water! Included are a heated pool & covered parking. All the comforts of home!brbrbrbrThe Space:brbr-The unit has separate private bedroom suites, each with their own bath, flat-screen cable TV, ceiling fan, hair dryers, and Gulf view with sliding glass doors to the lanai. brbrbrbr-The living room has a full-size sleeper sofa and two chairs. brbrbrbr-Plenty of coin-operated laundry facilities are on-sitebrbrbrbr-The unit also features a fully-equipped, modern kitchen and dining area.brbrbrbr-Free WiFibrbrbrbr-Many opportunities for shopping, golf, boating, fishing and much more.brbrbrbr-Walking distance from shopping, restaurants, and stores. brbrbrbr-Nearby Sarasota has all the social and cultural attractions you could desire: Marie Selby Botanical Gardens, Mote Marine Aquarium, and The Ringling Brothers Museum of Art are all minutes away. brbrbrbr-A few miles north is St. Armand's Circle with its trendy shopping. brbrbrbr-Only one hour from Busch Gardens in Tampa. Two hours from Islands of Adventure, Epcot, Disney, and Universal Studios. brbrbrbr-Computer is available in the clubhouse for guests to use during office hours. A printer is provided for airline boarding pass printing.brbrbrbrAlso check out our other listings in the same building if this unit is not available for your dates!brbrbrbrKeywords: siesta key, condo, crescent beach, sarasotabrbrbrbrGuest Access:brbrCommunity pool! You have access to the entire condo.brbrbrbrThe Neighborhood:brbrWe are right on the beach with a view down the South end to Point of RocksbrbrbrbrGetting Around:brbrIt’s easy to get around! There is a free trolley and multiple free ride services that will get you up and down Siesta Key. A car is recommended to enjoy the area off the Key including downtown Sarasota and St. Armands Circle.brbrbrbrInteraction with Guests:brbrWe are available 24/7 via text, email, or phone. And of course Airbnb messaging. We prefer to stay in contact and help you with any needs.

Beach & Pool Open! Beachfront View All Rooms. Chairs, Wifi

Siesta Key, Florida, United States

Bed

Bath

5

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

12

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

12

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

12

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

$583.84

Beautiful canal front home with sparkling heated private pool located in Siesta Isles on Siesta Key, directly across from the main entrance to Siesta Key Public Beach. This extensively remodeled home is a short 3 block walk to the beach!brbrBright and spacious with almost 2000 sq.ft. Tastefully decorated and fully equipped, the home offers a modern open concept in the living/dining/kitchen area, with 3 large sliding doors opening up to the pool and patio area, and all new furniture. brbrBedrooms with own full bathrooms on opposite sides of the home for added privacy.brbrItalian porcelain tile, granite counters throughout the home.brbrFully equipped new gourmet kitchen with top-of-the-line European stainless steel appliances, beautiful granite counters, induction cooktop, beverage center/wine cooler.brbr75'' Samsung QLED 4K Smart TV in living area, TVs in master and 2nd bedroom, all with internet connectivity. Free high-speed wireless internet provided.brbrFully renovated bathrooms with granite counters, double vanities, high-end European faucets and fixtures, 12'' rain showers in both bathrooms, jetted tub in the 2nd bathroom.brbrRelax on the large & inviting pool and patio area overlooking Grand Canal, which is accessible through the living area, the master bedroom and bath. Weber BBQ gas grill and table & chairs are present on the patio area if you want to dine outside. Plenty of pool loungers are provided as well as beach chairs to take over to the beach.brbrA boat dock with kayak ramp is also available in case you want to bring your boat, or rent one while you are here! Great for kayaking or paddleboarding Siesta Key's canals!brbrSleeps 6 comfortably with king beds in 2 bedrooms, and two twin beds in one bedroom.brbr2-car garage with full size washer and dryer for your convenience.brbrNote to guests: Sarasota County code regulations allow one rental per thirty day period. Contact Heidi for more information.

Remodeled Waterfront Home w/Private Heated Pool - Steps to Siesta Key Beach!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$404.07

Steps from the beach, this spacious 2 bedroom condo has everything you will need for your Siesta Key vacation. brbrLocated in the beautiful gated community of Siesta Dunes (building 1), with heated salt water pool on premises, and its own private beach access, complete with beach chairs, umbrellas and towels. brbrStroll though the well-manicured grounds on your way to the pool, the sundeck and the beach. brbrWhen not on the beach, explore Siesta Key by foot, using the Free Trolley, or the bikes (included!).brbrYou will be staying in a spacious two-bedroom condo. Master bedroom has a brand new king size bed, with a private access to a patio with two lounges. For those on workation, there's a desk for you to use in the bedroom.brbrSecond bedroom has two twin size beds. All beds have been updated with new mattresses.brbrBrand new foldout bed is available as the sleeping accommodation for the 5th person. brbrThe living room overlooks a screened in lanai that serves as an extension of your living space.brbrFully equipped kitchen, and two fully renovated bathrooms.brbrGuests have access to everything Siesta Dunes has to offer - the beautiful gated grounds, private beach, heated salt water pool, and a centrally located club house equipped with complimentary WiFi, coffee and tea!brbrAlso available...brbrTennis/Pickleball Court (Rental Equipment)brbrBBQ Grilling Beachside & Grills Behind BuildingbrbrBeach Sundeck with Loungers and Tables

Siesta Dunes 1st Floor Beach Retreat + Bikes

Siesta Key, Florida, United States

Bed

Bath

5

Sleeps

$296.59

Welcome to Paradise, where you can revel in the breathtaking views of the Gulf. brbrUnit 111 boasts 2 bedrooms, 2 baths, and a spacious 1,210 square feet of living space. With a screened-in lanai featuring a rear exit, the unit exudes a cottage-like feel rather than a standard condo. brbrSiesta Key offers an array of activities and this unit's location provides easy access to the beach or the heated pool, satisfying all your vacation desires.brbrThe master bedroom features a large king-sized bed, while the second bedroom contains two twin-sized beds, making it ideal for accommodating families or groups. The fully equipped kitchen, sizable dining area, and three televisions contribute to the unit's spaciousness. brbrMoreover, we provide you with all the beach essentials you need, including chairs, umbrellas, and coolers, so you can soak up the sun with ease. And the best part Siesta Key Beach is just a hop, skip, and a jump away (100 steps to be exact) making it incredibly convenient.brbrBut hold on, there's even more! The Village is just a complimentary trolley ride away, offering endless options for shopping, dining, and people-watching. So, pack your bags, gather your crew, and prepare yourself for an experience of a lifetime. We can't wait to welcome you to your new beachy paradise.

Beachy 2BR 2 BA Getaway – Ground Floor Siesta Key

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$317.52

This Siesta Key vacation rental is a first-floor unit with an open floor plan that sleeps 2 with a maximum of 4 people. The bed makeup in this rental is a king bed in the master and a queen size sofa sleeper. This rental is great for longer stays or guests who like to cook in since you have a full kitchen and all the items to cook any meal. There is also a washer/dryer in the apartment private for your use. Beach chairs and umbrellas are supplied to you at no charge. This building is a duplex and has another 1 bedroom 1 bath apartment above you. Also on property is a heated pool that is only shared with the 2 apartments. Includes a private screened-in front porch with seating.

Heated Pool, 4 Houses to Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$837.75

Welcome to your own private getaway directly on Siesta Beach that sleeps 8! brbr **PLESE NOTE: We do not use any third parties for bookings or management. Be aware of potential fraud and confirm directly with the host before making payment. We only advertise and book through AirBnB, VRBO and FloridaRentals.**brbrThis 2-bedroom, 3-bathroom unit is situated in a freestanding building. This privately-owned building consists of two freestanding buildings with three units on the whole property. It is the back unit in the building and has two wonderful decks with views of the beach and Gulf of Mexico. One deck is off of the dining room and the second balcony is off of the loft area. In the photo, it is the smaller white deck on the left (north) side of the building. (It is not the larger deck). Please check out the photos and you will see a green arrow pointing to the deck for this unit. brbrThe garage and private laundry are on the first floor, with living areas on the upper two floors. The home has two bedrooms and three full bathrooms; one off of the hallway of bedroom one, one off of the main living room and an en suite off of the main bedroom. brbrThe living room has a pullout sofa sleeper and a full bathroom attached for ultimate privacy. The first floor bedroom has a queen bed and access to a full bathroom with a tub. There is a sofa sleeper in the living area and a full bathroom with walk-in shower off of the living room. The main bedroom upstairs has a walk-in closet large enough for a pack'n'play or twin airbed. The main bedroom has a double vanity and a separate room with toilet and walk-in dual headed shower. In addition, there is a desk for at home learning and people who work from home. In addition, there is a second TV room upstairs in the loft area off of the main bedroom. The loft area has a twin daybed with twin trundle. brbrThere is a beach area in front of the building to enjoy. The private beach access leads you to the the beautiful waters of the Gulf of Mexico. We are a family friendly property and have a pack 'n play, highchair, baby gates and dishes/cups/spoons that for use at your own risk. No need to make travel more complicated when traveling with children! We provide these items for use at your own risk and assume no liability. In addition, we also provide beach chairs with cart, small cooler, umbrella, Turkish beach towels, wagon and games. brbrPets will be reviewed on a case by case basis. No cats please, as I am allergic. There will a $300 security deposit and a $50/night fee that will be added to the nightly rate if a pet is included in the rental.

Beachfront home with private access to Siesta Key beach and walk to town!

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$340.71

This Siesta Key vacation rental is a 2nd story unit with vaulted ceilings in the living room and an open floor plan that sleeps 2 with a maximum of 4 people. The bed makeup in this rental is a king bed in the master and a queen size sofa sleeper. This rental is great for longer stays or guests who like to cook in since you have a full kitchen and all the items to cook any meal. There is also a washer/dryer in the apartment private for your use. Beach chairs and umbrellas are supplied to you at no charge. This building is a duplex and has another 1 bedroom 1 bath apartment below you. Also on property is a heated pool that is only shared with the 2 apartments. Includes a private screened-in front porch with seating.

Heated Pool, 4 Houses to Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$538.85

brWelcome to Villa Oasis—a refined, tranquil escape designed for those who appreciate comfort, privacy, and a slower pace of life.brbrNestled on a quiet, tree-canopied street in one of Siesta Key’s most desirable residential neighborhoods, this bright and thoughtfully curated home offers a sense of calm from the moment you arrive. It’s a place where mornings begin with coffee under the palms, and evenings end in peaceful relaxation by the pool.brbrSurrounded by lush tropical landscaping, the villa features a private screened-in pool and a spacious covered lanai—creating a serene outdoor living space perfect for unwinding, reading, or enjoying a quiet dinner in the warm Florida air.brbrJust a short bike ride away, you’ll find the charm of Siesta Key Village, with its boutique shops, inviting cafés, and relaxed coastal dining. And of course, the world-renowned Siesta Key Beach awaits—famous for its soft quartz sand and gentle, turquoise waters.brbrThis home is especially suited for guests seeking a peaceful, well-kept environment and a more refined vacation experience.brbrbr Location Highlightsbr • Approx. 9-minute bike ride to Siesta Key Beachbr • Close to Siesta Key Village, yet tucked away from the crowdsbr • Located in a quiet, upscale residential neighborhoodbr • Beautiful, tree-lined streets ideal for walking and bikingbrbrbr Outdoor Livingbr • Private screened-in pool surrounded by tropical greenerybr • Spacious patio with comfortable lounge seatingbr • Covered lanai perfect for al fresco diningbr • Gas grill for relaxed outdoor mealsbrbr At-a-Glance Amenitiesbr • Private pool & serene outdoor living spacesbr • Bright, spacious interiors with a calming designbr • Fully equipped for a comfortable and effortless staybr • Thoughtfully stocked with poolside-friendly essentialsbrbrbr A Note on the AtmospherebrbrVilla Oasis is located in a peaceful residential community and is best suited for guests who value relaxation, respect for neighbors, and a quiet, laid-back environment.brbrIt is not intended for parties or large gatherings.br………….br:: Meet Your Host:brbrHi! I’m Brigitte,brI truly enjoy being a host on this beautiful island, and I’ve thoughtfully designed this OASIS for you to relax, recharge, and enjoy every moment of your stay.brbr:: During Your StaybrbrYour level of interaction with me is entirely up to you. I live in a separate private suite within the same property — you’ll have your own entrance and complete privacy throughout your stay.brI’m nearby and happy to assist with anything you might need — from local tips to quick questions. My goal is to make your stay comfortable, seamless, and unforgettable, and you’re always welcome to contact me by phone if anything comes up.brbr:: Please NotebrbrThe villa accommodates a maximum of 6 guests, including children, in accordance with the available beds and sleeping arrangements. This is a key part of our house policy to ensure your comfort and safety.brbr:: Great Locationbr • Just a 10-minute bike ride to Siesta Key Beach (1.3 miles)br • Quiet, residential neighborhood – ideal for peaceful getaways with a touch of luxurybr • Close to Siesta Key Village for dining, shopping, and nightlifebr • Tree-lined streets and a serene setting for a truly relaxing staybrbr:: Outdoor Amenitiesbr • Private screened pool – surrounded by palm trees, spacious patio with lounge seating and gas grillbr • Covered outdoor lounge – includes al fresco dining area, perfect for relaxing or entertainingbrbr:: At-a-Glance Amenitiesbr • Private pool + outdoor loungebr • Includes plastic plates and cups for poolside use, pool floats and raftsbr • Smart TV and WiFibr • Foosball (table soccer) table in living area for fun gamesbr • Beach gear provided: Tommy Bahama beach chairs, umbrellas, beach towels, coolers, beach bags, and a beach wagonbr • Driveway parking for 2–3 carsbr • Ring doorbell for added securitybr • Washer and dryer in-unitbrbr:: Pet Policybr • Pets are welcome at Villa Oasis by prior arrangement. Please contact me before booking to confirm if your pet can be accommodated.br • Dogs must be well-behaved, house-trained, and supervised at all timesbr • Please clean up after your pet and dispose of waste properlybr • Pets are not allowed on furniture or in the poolbr • Any damage caused by pets may incur additional chargesbr • No cats allowedbr • Pet fee: $150 + taxes and processing feebrbr:: Property Highlightsbr • Three bedrooms:br • One with a king bedbr • Two with queen bedsbr • Sleeps 6 guests comfortably – this is the maximum occupancy according to the home’s sleeping arrangements and policybr • Two full bathrooms:br • Bathroom 1: double sinks, walk-in shower, whirlpool bathtub, bidet, toiletbr • Bathroom 2: sink, shower, toiletbr • Screened-in lanai with gas grillbr • Fully stocked kitchen with modern appliancesbr • Large-screen TV + WiFi includedbr • In-unit laundry – washer & dryerbrbr:: Additional Infobr • Maximum occupancy: 6 guests including childrenbr • Sleeping accommodations are limited to this capacitybr • For comfort and safety, no additional overnight visitors are allowedbr • No smoking allowedbr • Villa Oasis is located in a quiet residential neighborhood, designed for rest and relaxationbrbrGuests are kindly asked to be mindful of neighbors and help maintain the calm, serene environment that makes this place so special.brbrPlease note: parties, events, and loud gatherings are not permitted.

:: Villa Oasis – Elegant & Peaceful Pool Retreat in Siesta Key ::

Siesta Key, Florida, United States

3

Bed

Bath

6

Sleeps

$473.96

Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your savingsbrbrWelcome to Paradise Palms, a freshly updated three-bedroom sanctuary where island peace meets modern comfort. Tucked away in a quiet residential pocket just minutes from the world-famous white sands of Siesta Key Beach, this home offers the perfect blend of privacy and proximity. Featuring a sparkling screened-in pool and two spacious living areas, it’s a premier choice for families or small groups looking to experience the best of the Gulf Coast. brbr brbrThe Highlights brbr- Private Screened-In Pool: Your own tropical oasis for sun-soaked afternoons. brbr- Prime Location: Less than 1.5 miles to Siesta Key Beach access. brbr- Recreation Ready: Ping pong and air hockey tables, plus board games, puzzles, and books. brbr- Beach Gear Included: We provide beach chairs and a beach cart to make your shore days effortless. brbr- Open-Concept Living: Two distinct living rooms with vaulted ceilings and skylights. brbr- Al Fresco Living: Screened lanai with BBQ grill, outdoor dining, and lounge seating. brbr brbrThe Living Space brbrThe interior of Paradise Palms is designed for relaxation. The bright, airy layout features two separate living rooms, offering plenty of space for the group to spread out. One living area serves as a cozy media room with a large flat-screen TV and direct pool access, while the second boasts soaring vaulted ceilings and coastal decor. Perfect for a quiet morning coffee or evening cocktails! brbr brbrThe fully equipped kitchen features modern appliances and bar seating for casual snacks. For family dinners, the formal dining area comfortably seats eight, ensuring everyone has a spot at the table. brbr brbrBedrooms & Bathrooms brbr- Primary Suite: A true retreat featuring a King bed, private sitting area, and an ensuite bathroom with a walk-in shower. Sliding glass doors lead you directly from your bedroom to the pool deck. brbr- Bedroom 2: Features a comfortable Queen bed and easy access to the hall bath. brbr- Bedroom 3: Perfect for kids or additional guests with a Full bed. brbr- Extra Sleeping: A Queen sleeper sofa in the living room provides flexibility for larger groups. brbr brbrOutdoor Oasis brbr- Step through the sliding doors into your private screened-in lanai. Surrounded by lush tropical landscaping, the pool area is designed for the Florida lifestyle. brbr- Fire up the BBQ grill for a poolside cookout, dine at the outdoor table, or challenge the family to a tournament on the ping pong and air hockey table. brbr brbrEssential Amenities brbr- High-Speed Wi-Fi & Smart TVs for streaming. brbr- Full-Sized Washer & Dryer inside the home. brbr- Parking: Space for up to 4 vehicles (No overnight street parking allowed). brbr- Pet Policy: We are dog-friendly with prior approval and fee! brbr brbrThe Neighborhood brbrParadise Palms is situated in a peaceful residential neighborhood. To maintain the tranquility of our community, we ask all guests to observe local noise ordinances and be respectful neighbors. You are just a short drive or bike ride away from the vibrant Siesta Key Village, local boutiques, and the breathtaking sunset views of the Gulf. brbr brbrOther information: brbr- No smoking property brbr- Pool heat extra - reach out for details. brbr- No parties or large gatherings - This home is in a quiet residential neighborhood. We kindly ask that all guests treat the home and surrounding community with the same care and respect as they would their own. brbr- Per Sarasota ordinance, this rental is limited to 1 rental per 30 day period. brbr brbrReady to soak up the sun Book your stay at Paradise Palms today!brbrAll pets must be approved so reach out to us first. Certain properties have weight and breed restrictions. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee per pet. Make sure to pick up after your dogs.brbrIMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Brand new rental! Paradise Palms: Heated Pool, Game Room, & Minutes to Siesta Key Beach!

Siesta Key, Florida, United States

3

Bed

Bath

8

Sleeps

$371.43

5 Star Villa Holidays is proud to present Siesta Key Apartment 1025.brbr Your vacation begins as soon as you step into this gorgeous vacation home located in Siesta Key! With 2 bedrooms and 2 bathrooms, you and your guests all have a slice of paradise to call your own for your stay here. This corner unit vacation home is truly spectacular and will have you coming back time and time again.brbr Neutral colors fill the main living space, letting the natural light decorate the walls with its warmth and glow. The views from this 7th floor vacation home are unmatched, allowing for sunrise coffee to be extra special.brbr The living room is the perfect canvas to enjoy conversation and the natural views of Siesta Key! Enjoy your private patio that gives you unobstructed views of the intracoastal waterways as well. The kitchen here is where you can cook up anything you desire, no matter what time.brbr From flan to cereal, anything goes! Each bedroom here is also special in its own way. The master bedroom has a king bed, patio access, and so much more.brbr The guest bedroom has 2 double beds, patio access, and an ensuite bathroom as well. No matter which room you decide to call home, you’ll be sure to be comfortable.brbr Exploring the property is also a fun adventure with all of its amenities! Swim and splash all day in the gorgeous pool just steps from the front door. Take a quick walk to the beach too where you can watch the sunsets that can only be described as incredible. brbr Now is your chance to live your dream vacation! Book today!

Apartment

Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1025

Siesta Key, Florida, United States

Bed

Bath

4

Sleeps

$588.14

5 Star Villa Holidays is proud to present Siesta Key Apartment 1022.brbr Your dreams of a luxurious vacation have suddenly become true when you stay in this 3 bedroom 2.5 bathroom vacation home in Siesta Key. This updated condo puts a spin on fun and relaxation. Just steps from the beaches of Siesta Key, you are sure to have the trip of a lifetime!brbr The 3 bedrooms in this home are as cozy as staying in your very own bed. The master has a king bed with patio access and an ensuite bathroom.brbr The first guest room has 2 full beds while the other boasts 1 queen bed. With so much space, everyone will have rest and relaxation for your days out in the warm Florida sun.brbr No matter which room you choose, you can bet you’ll wake up feeling like royalty every morning. Each living space here is absolutely made for family time.brbr The living room boasts a large wraparound couch followed by a huge flat screen TV. This is the perfect place for a movie night! The living room transitions into a game room where you can play billiards all night long.brbr Challenge your family members to some friendly competition while you hang out. The kitchen is large and spacious, opening itself up to the rest of the home.brbr Granite countertops and updated cabinetry match the aesthetic of the home - charming, modern and overall luxurious. This huge kitchen can take on anything whether you’re serving a family of 4 or 14!brbr This home also comes with access to so many amenities! Pools, walking trails, and sport courts are ready for you to use during your vacation. Pack a picnic and you’ll be at the beach in just minutes.brbr Book your stay at this home and begin living the vacation you deserve!

Apartment

Rent the Perfect 3 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1022

Siesta Key, Florida, United States

3

Bed

Bath

6

Sleeps

$344.43

5 Star Villa Holidays is proud to present Siesta Key Apartment 1020. brbr A stones throw from the Siesta Key beaches lies this gorgeous 2 bedroom 2 bathroom condo! Perfectly furnished and very picturesque, this home is set to take your vacation to the next level. Along with the necessities of home, you will also be enchanted by the luxuries of vacation when staying here.brbr As you enter the home, you can take a peek at the amazing chef’s kitchen. Updated cabinetry and granite countertops outline the kitchen making it the perfect spot to whip up a great meal! Whether you’re cooking for 2 or 10, you can do it all right here.brbr As you walk into the home, you immediately notice the gorgeous view. As you slide the glass doors open, the ocean breeze will hit your face and you’ll soon realize you’re in paradise.brbr The living room is great for conversation, movie nights and so much more. Blue furnishings warm the space up making it feel tropical and sophisticated.brbr Each bedroom here is ultra private and luxurious. The guest bedroom has 2 queen beds, perfect for when guests come and stay.brbr The master boasts a king bed fit for royalty. Patio access is also off of the master bedroom so you can always have an ocean breeze!brbr As you enjoy the inside of this home, be sure to explore the luscious property. Lush greenery surrounds the condo making it feel tropical yet always keeping you cool.brbr Enjoy the pool amenities along with gorgeous views of the intracoastal waterways. Book your stay today and enjoy all of what Florida has to offer!

Apartment

Perfect 2 Bedroom Apartment on The Anchorage, Siesta Key Apartment 1020

Siesta Key, Florida, United States

Bed