Vacation Home Rentals By Owner In Siesta Key, FL

Beautiful 3 bedroom 3 bath home with pool facing thebrcanal. It is all surrounded by a high privacy wall. The pool is heated and surrounded by palms and other floweringbrplants.brbrThe location, is a step from town and a couple of blocks to the beach, make it the perfect place for a relaxing fun-filled vacation.

Private house steps from the beach and village.

Siesta Key, Florida, United States

Bed

Bath

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

Bath

Sleeps

$438.62

NEW! Sea Turtle Bungalow | Private Unit in Duplex Walk to Crescent Beach & Community PoolbrNow Welcoming Guestsbrbr Why You'll Love This HomebrSea Turtle Bungalow offers a relaxed Siesta Key stay just 0.1 miles from Crescent Beach, combining walkable beach access with a comfortable, private unit within a duplex setting. This two-bedroom home is ideal for smaller groups looking for convenience. Guests can enjoy a private patio along with access to a shared backyard featuring hammocks, outdoor dining areas, and a grill. The nearby heated community pool and beach access provide additional options for time in the sun, all within a short distance from the home. Inside, the bungalow includes an updated kitchen with a brand new stainless Samsung refrigerator and glass cooktop, along with inviting living spaces and an in-unit laundry area for everyday convenience.brbr ‍ ‍ Perfect ForbrCouples, friends, or small families looking for a Siesta Key stay close to the beach with shared outdoor space and easy access to island amenities.brbr ️ Imagine ThisbrEase into your morning with coffee outside before taking a short walk to Crescent Beach. Spend the day along the shoreline, then head back to rinse off and recharge. In the afternoon, take a quick trip to the nearby community pool or relax back at the property, whether that's unwinding in a hammock, sharing a meal outdoors, or stepping inside for a break from the sun. The trolley stop just steps away makes it easy to explore without needing to drive. As the day winds down, head over to South Village for dinner or bring something back to enjoy on the patio before settling in for the evening.brbr Where You'll Sleepbr• Bedroom 1: King Bedbr• Bedroom 2: Queen Bedbr• Living Room: Queen Sleeper SofabrbrAccommodates up to 6 guests.brbr Explore the Areabr• 0.1 Miles to Crescent Beach – Quick Walk to Sand and Gulf Watersbr• 1 Building Away to South Village & Trolley Stop – Dining, Bars, and Easy Island Transportationbr• 2.9 Miles to Siesta Key Village – Shopping, Restaurants, and Nightlifebr• Nearby Community Beach Access & Pool – Heated Pool, Lockers, Changing Rooms, and Beachside Facilitiesbr• 1 Block to Local Park & Shuffleboard Court – Casual Outdoor Activitiesbrbr⌛ Don't WaitbrYour 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 KnowbrSea Turtle Bungalow is one unit within a duplex property and will share walls, the backyard area, and the HOA pool with the neighboring unit. Interior spaces are fully private.This property includes access to a heated community pool and beach access located nearby, which also 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! Sea Turtle Bungalow | Private Unit in Duplex, Walk to Crescent Beach & Community Pool

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$516.31

Wade n' Sea | Siesta Key Canal-Front Home with Heated/Cooled Saltwater Pool, Walkable to the Beach + Siesta Key Village & Pet Friendly brbr Why You'll Love This HomebrThis luxurious retreat offers direct boating access, a private saltwater pool, and a short stroll to the white sands of America's #1 beach. Picture yourself poolside under café lights as dolphins glide through the canal just beyond the seawall. With a heated + cooled saltwater pool, boat tie-up, and screened lanai with two TVs and NFL Sunday Ticket, this waterfront retreat blends island ease with immersive coastal living—all just 0.3 miles to Siesta Beach and 0.4 miles to Siesta Village. This Siesta Key Waterfront Oasis blends tropical tranquility with modern elegance in one of the island's most desirable neighborhoods.brbr ‍ ‍ Perfect ForbrCouples, families, boaters, or anyone who wants sun, sand, and walkability—with plenty of space to spread out indoors and out.brbr ️ Imagine ThisbrYour morning begins on the screened lanai lounge, flipping between NFL games on two outdoor TVs , savoring breakfast in the soft morning light while palm trees sway over the canal. Slide open the patio doors and step into a sun-washed lanai as the smell of salt air mixes with fresh-ground coffee. brbrAfter a short walk to Siesta Beach, return for a dip in your private, heated saltwater pool, relax on the cabana-style double lounger, or grill fresh seafood while the kids splash. After dinner, pour a drink, tie up the paddleboard, and head out to your private canal dock with a cocktail as underwater lights illuminate the canal and the sky turns pink just as the sun dips beyond.brbrInside, you'll find restored terrazzo floors, coastal touches, and a layout made for comfort and conversation. Whether you're cooling off after a beach day or hosting happy hour, this home surrounds you with style, convenience, and Siesta charm. Whether it's beach days, boat rides, or quiet evenings at home, every detail of this oasis is designed for unforgettable moments.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite with Shower, Lanai Access, TVbr• Bedroom 2: King Bed, Shared Hall Bath with Tub/Shower, TVbr• Bedroom 3: Queen Bed, Shared Hall Bath with Tub/Shower, TVbrbr Explore the Areabr• 0.5 Miles to Siesta Key Beach Access 4 or 5br• 0.4 Miles to Siesta Key Village (Shops, Restaurants, Nightlife)br• 0.2 Miles to Avenida Messina Park + Gulf viewsbr• Easily Walk or Bike to Coffee Shops, Boutiques, and Beach Barsbr• Located in Quiet Siesta Manor Cul-de-sac—Low Trafficbrbr⌛ Don't wait—Book Your Stay at Siesta Key Waterfront Oasis Today this home books quickly. This is more than a vacation rental—it's your personal sanctuary on the water. Whether you're here to reconnect with family, relax with friends, or explore the best of Siesta Key, this canal-front escape makes every day feel like paradise. Your reservation includes peace of mind with a 6-hour deep clean and 35-point inspection prior to every arrival. The home is well stocked with everyday essentials, including foil, plastic wrap, spices and seasonings, along with a full supply of paper products, soaps, laundry detergent, shampoo, conditioner, and more.brbr Need to Know: The property offers direct canal access with 75 feet of frontage, Sea Wall Docking and a 10,000 lb boat lift*, and underwater lighting, making it perfect for boating, fishing and waterfront lounging. Adjustable pool heating per guests preferences is available. The home is equipped with free high-speed WiFi, a washer/dryer, and starter packs of kitchen and toiletry essentials to make settling in easy. Important Note: Bedroom 3 has a window security camera facing the driveway/entry. *Boat lift usage must be approved in advance—contact us for details.

Siesta Key Waterfront Oasis - Heated Pool, Dock, Walk to Village & Beach

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$491.06

brTHE BEST VALUE IN SIESTA KEY AMAZING LOCATION!brThis home offers a true beach house atmosphere and one of the best locations you can find directly across from the beach and within walking distance to restaurants, bars, shops, and the Village.brBeing only 100 feet from the beach, you can easily walk back to the house anytime to take a break from the sun or restock your cooler. The location is perfectly positioned between Siesta Key Village and the main entrance to Siesta Key Beach.brIdeal for vacations, family trips, and even wedding stays the beach is just steps away through the access point right across the street. The neighborhood is safe, walkable, and full of fun things to do.brNo car needed everything is within walking distance!brFREE parking on site.brThis 2-bedroom, 2-bath home accommodates up to 8 guests and includes:br • Comfortable bedsbr • Beach chairsbr • Beach towelsbr • Plenty of bath towelsbr • Fully equipped home for large groupsbrRestaurants, shopping, nightlife, live music, and entertainment are all just a short walk away in the Village.brIf you have any questions, I’m happy to help!brSleeping arrangements:br • Bedroom #1: Queen Bed (sleeps 2) + Sofa Bed (sleeps 2) – Total: 4br • Bedroom #2: King Bed (sleeps 2) + Sofa Bed (sleeps 2) – Total: 4

100 FEET TO THE BEACH! SIESTA KEY VACATION !!!

Siesta Key, Florida, United States

Bed

Bath

7

Sleeps

$385.6

Crabby Bungalow | Duplex Unit Walk to Crescent Beach & Community Poolbrbr Why You'll Love This HomebrCrabby Bungalow offers a private slice of Siesta Key living within a charming duplex setup, just 0.1 miles from Crescent Beach. This two-bedroom unit is ideal for smaller groups looking for walkable beach access while still enjoying a relaxed, residential setting. The home features a relaxing patio space along with access to a shared backyard complete with hammocks, outdoor dining areas, and a grill. Guests also have access to a nearby heated community pool and beach access, adding even more ways to spend time outdoors. Inside, the bungalow includes an updated kitchen with a brand new stainless Samsung refrigerator and glass cooktop, along with comfortable living spaces and an in-unit laundry room for added convenience.brbr ‍ ‍ Perfect ForbrCouples, small families, or friends looking for a walkable Siesta Key stay with beach access and shared outdoor amenities.brbr ️ Imagine ThisbrStart your morning with coffee on the patio before taking a short walk to Crescent Beach, where the day begins with time on the sand and in the water. After the beach, head to the nearby community pool for a swim or return to the property to relax in the backyard hammocks. Spend the afternoon at your own pace, grill lunch, unwind in the shaded outdoor areas, or hop on the trolley just steps away to explore the island. As evening sets in, walk over to South Village for a casual dinner or bring food back to enjoy outdoors before settling in for the night.brbr Where You'll Sleepbr• Bedroom 1: King Bedbr• Bedroom 2: Queen Bedbr• Living Room: Queen Sleeper SofabrbrAccommodates up to 6 guests.brbr Explore the Areabr• 0.1 Miles to Crescent Beach – Quick Walk to Sand and Gulf Watersbr• South Village & Trolley Stop Just 1 Building Away – Dining, Bars, and Easy Island Transportationbr• Nearby Community Beach Access & Pool – Heated Pool, Lockers, Changing Rooms, and Beachside Facilitiesbr• 1 Block to Local Park & Shuffleboard Court – Casual Outdoor Activitiesbr• 2.9 Miles to Siesta Key Village – Shopping, Restaurants, and Nightlifebrbr⌛ Don't WaitbrYour 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 KnowbrCrabby Bungalow is one side of a duplex and will share walls, the backyard area, and the HOA pool with the neighboring unit. Interior spaces are fully private. This property includes access to a heated community pool and beach access located nearby, which also 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! Crabby Bungalow | Duplex Unit Walk to Crescent Beach & Community Pool

Siesta Key, Florida, United States

Bed

1

Bath

Sleeps

$337.45

Discover your perfect slice of ,Island Time, at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun. Imagine sipping your morning coffee on the private dock, watching for playful manatees and jumping fish, or simply basking in the sunshine by your private pool. With ample outdoor space for lounging, dining, or even trying your hand at fishing, this backyard oasis is your personal paradise. Inside, the home offers a beautifully appointed, light-filled space. The primary bedroom boasts a comfortable King bed and an en-suite bathroom, while the second bedroom features a Queen bed, and the third provides flexible sleeping with two Twin/Single beds. The fully equipped kitchen is ready for family dinners, though with the vibrant Siesta Key Village near, you might prefer to explore the array of locally owned restaurants, cafes, and lively bars. The unbeatable location means you're not only steps from delicious dining and entertainment, but also just a short 3-minute drive (or a fun bike/golf cart ride, a local favorite!) to the world-famous Siesta Key Beach, consistently ranked among the best in the USA. Please note: If you are bringing a pet, there is a $250 pet fee (per pet). We encourage you to inquire about the specific pet policy applicable to your reservation for clarification, including how and when the pet fee will be collected.

Just Breathe | Your Private Canal front Escape with Pool & Dock on Siesta Key

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$2396.02

The Original Beach House | Beachfront Home on Siesta Key with Gulf Views + In-Law SuitebrbrWhy You'll Love This HomebrStep into the charm of Old Florida with this private 5 Bedroom/4 Bath 3642 square foot beachfront home nestled directly on Siesta Key's legendary Point of Rocks, a diver/snorkeling paradise & marine life habitat on the world-famous Siesta Key Beach. Surrounded by tropical landscaping and panoramic Gulf views, this vintage 1940s beach retreat evokes warmth, nostalgia, and pure coastal serenity. brbrPerfect ForbrIdeal for extended families, friend groups, or multi-generational stays seeking space, privacy, and direct beachfront access just 50 steps from the Gulf. brbrWhere You'll SleepbrMain Housebr• Bedroom 1 (First Floor): 1 King Bed, Main Floor Full Bath (shower stall), TVbr• Bedroom 2 (Second Floor): 2 Twin Beds, Hall Full Bath (shower stall), TVbr• Bedroom 3 - Primary Suite (Second Floor): 1 Queen Bed, Sitting Area, Balcony with Gulf Views, Ensuite Bath (Jetted Tub, Shower Stall, Private Commode, Bidet), TVbr• Bedroom 4/Den off of Primary Suite (Second Floor): 1 Queen Sofa Bed, Hall Full Bath, Adjacent to Bedroomsbr• Den (First Floor): 1 Queen SofabrbrDetached Guest House Suite (Above Garage – Stair Access Required)br• Bedroom 5: 1 Queen Bed, Private Full Bath (Shower Stall), Full Kitchenette, 2-seat Table, TVbrbrExplore the Areabr• Direct Private Beachfront Location on Siesta Key's Famed Point of Rocksbr• Just 3 Blocks to South Siesta Key Village Grocery, Shopping, Restaurants, Cafes, Live Music and Tiki Barsbr• 2.5 Miles to Siesta Key Village – Local Shops, Live Music, and Coastal Cuisinebr• 2.7 Miles to Turtle Beach and Kayak Launchesbr• 7 Miles to Downtown Sarasota's Galleries, Museums, and GardensbrbrIt has a 100% walkability score for everything you need for a perfect vacation! 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, entertainment, and more. Day trips to iconic Lido Key are only 20 minutes away. Be sure to check out Anna Maria Island, 40 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!brbrDon't wait—homes on Point of Rocks rarely become available, let alone on the beach, as there are only 4 of them in this private enclave of Siesta Key Beach. Experience historic coastal charm with modern comforts in one of Siesta's most exclusive beachfront locations.brbr Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free High-Speed WiFi. This unit has stairs and is handicap accessible. If any guest has difficulty with stairs, please contact us for alternative accommodations.brbr*Don't forget to check out our Matterport 3D Tour for this home*

Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$896.57

Enjoy Siesta Key with luxury! This beautiful Townhouse is located just 3 blocks from Siesta Key Village (with shops and restaurants) and only 1 block from the beach! This great home greets you with solid surface floors and a beautiful chefs kitchen! With sleeping up to 9 guests you will be able to bring your whole family with plenty of room and beds! Once you have enjoyed to beach for the day you can relax by the private pool out back located on a canal!

Cast A Waves 1 Block from beach.

Siesta Key, Florida, United States

Bed

Bath

Sleeps

$679.29

Summary:brbrPink Pineapple Properties Presents – Siesta Key Sanctuary.brbrbrbrA chic four-bedroom haven on Siesta Key featuring a private pool, soothing hot tub, and beautiful water views. Guests can enjoy relaxing by the water or fishing from the dock (bring your own poles). Just a short walk to Siesta Key Village and a quick drive to world-famous Siesta Key Beach, this retreat blends comfort and style for an unforgettable stay.brbrbrbrThe Space:brbrWelcome to Siesta Key Sanctuary, a luxurious four-bedroom retreat crafted for an exceptional Siesta Key experience. Let's unveil the spaces:brbrbrbrBedrooms (x4): Each bedroom presents a plush king-size bed, promising serene nights. These private havens are designed with comfort and tranquility in mind, featuring high-quality linens and ample closet space.brbrbrbrBathrooms (x3): Indulge in the convenience of three full bathrooms, ensuring ample space and privacy. Each bathroom is exquisitely appointed with a modern aesthetic, including walk-in showers and premium toiletries.brbrbrbrLiving Room: A spacious and inviting area, ideal for relaxation and socializing. The living room is designed with comfort in mind, featuring comfortable seating, a large television, and abundant natural light.brbrbrbrKitchen: Fully equipped with modern appliances, including a refrigerator, oven, stove, microwave, and dishwasher. It's a chef's dream, facilitating effortless meal preparation. The kitchen also includes a coffee maker, and all necessary cookware and utensils.brbrbrbrDining Area: A dedicated dining space, perfect for enjoying meals together. The dining area is designed to create a warm and inviting atmosphere, with seating for all guests.brbrbrbrOutdoor Pool Area: Step into your private oasis, featuring a sparkling pool and a soothing hot tub. It's the perfect spot for sunbathing, swimming, or simply unwinding. The outdoor space also includes a BBQ grill and comfortable seating, perfect for al fresco dining.brbrbrbrPatio: Savor the Florida sunshine and fresh air on your private patio, offering a serene setting to relax and take in the views. The patio or balcony is furnished with comfortable outdoor furniture.brbrbrbrWater Views & Fishing Dock: The property offers beautiful waterfront views and the opportunity to fish right from the dock. Guests are welcome to bring their own fishing poles. The water behind the home is not deep enough to safely accommodate boats, ensuring a quiet and serene environment.brbrbrbrWe've designed Wild Palm to be your home away from home, providing everything you need for a perfect vacation.brbrbrbrGuest Access:brbrWe will provide you with a Personalized access code a few days prior to arrival. Use your unique 4-digit code to enter the home. The code is active starting at 4pm on check in day and automatically deactivates at 10am on check out day.brbrbrbrThe Neighborhood:brbrNestled in the heart of Siesta Key, our home offers unparalleled access to the best of the island. A short walk will take you to the vibrant North Village, where you'll find a variety of dining options, from casual cafes to upscale restaurants. Explore unique boutiques and shops, or simply stroll along the charming streets. The world-famous Siesta Key Beach is also within easy reach, offering pristine white sands and crystal-clear waters. Experience the relaxed island lifestyle, with everything you need just steps away.brbrbrbrGetting Around:brbrGetting around Siesta Key and beyond is a breeze from Siesta Key Sanctuary. While the island is easily navigable by car, golf carts are a popular and fun way to explore. Parking is readily available at the property and in the Siesta Key Village, but can be limited during peak season. Enjoy the convenience of accessing all that Siesta Key has to offer!brbrbrbrOther Things to Note:brbrHere are answers to some of our most commonly received questions!brbrbrbr Is there a minimum age requirement to make a reservation brbrYes, the minimum age required to make a reservation is 21 years old.brbrbrbr Is the property pet-friendly brbrWe are ONLY dog friendly. To ensure a comfortable and enjoyable stay for all guests a non-refundable fee of $150 per reservation will be charged. Pet fees are NOT included in the original reservation price or nightly rate provided. Any applicable pet fees will be added to your reservation MANUALLY and charged AFTER booking. If you do not honor our pet policy and bring an unapproved pet, there is a $500 fine.brbrbrbr Is the pool heated brbrThe pool is open year-round and can be heated in the winter for a fee of $25 per day. Due to the nature of the heating system we can only offer it for the entirety of your stay and not on an ad hoc basis. brbrbrbr Is smoking allowed brbrWe have a strict NO SMOKING policy. If you smoke inside, there is a $250 fine plus the cost of remediation.brbrbrbr If I leave something it be sent back to me brbrWe are not responsible for items left behind by guests. If you leave an item behind and you want it to be sent back to you. We charge $50 for that item to be shipped plus the shipping costs.brbrbrbr What kind of coffee machine do you have brbrWe have a kurig in the home.brbrbrbr Can I book for less than 5 nights brbrUnfortunately not, due to the amount of wear and tear on the homes from frequent turnovers we have a 5 night minimum across our portfolio.brbrbrbr What is the nearest beach brbrWe are 1.8 miles from Siesta Key Beach. It is a 5 minute drive. Guest's usually rent golf cars to drive around the island. brbrbrbr What beach equipment do you provide brbrWe provide beach chairs for our guests. If there is additional equipment you need you would either need to bring it or rent it.brbrInteraction with guests.brbrbrbr Is it possible to have a late check-out brbrUnfortunately, we’re not able to accommodate a late checkout. Our cleaning team works on a scheduled timeline and has an agreed arrival time to prepare the property properly for the next guests. Thank you very much for your understandingbrbrbrbrInteraction with Guests:brbrOur 24/7 dedicated support team is always available to ensure your stay is smooth, comfortable, and five-star-worthy. If there’s anything you need—questions, recommendations, or assistance—please don’t hesitate to reach out. We're just a message away and happy to help.

Chic Siesta Retreat – Pool, Hot Tub & Water Views

Siesta Key, Florida, United States

4

Bed

Bath

8

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

$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

$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

10

Bed

Bath

28

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

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

$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

Bed

Bath