Home Vacation Rentals By Owner In Sarasota, FL

Showing 960 Of 3494 Vacation Rentals
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Exceptional(2)

$358.64

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Condo

Horizons West #111 on Siesta Key is a 1 Bedroom Unit with a View of the Gulf of Mexico

Sarasota, Florida, United States

Unit 111 is an oversized 1 bedroom hi-rise, beachfront unit in Horizon West, Siesta Key Florida. Recently updated open-floor plan unit with gorgeous views of the Gulf of Mexico and beautiful Crescent Beach.br br Just steps from your front door and you are at the beautiful beachfront salt water pool and hot tub. Another few steps to the luxurious soft quartz white sand of Crescent Beach. Walking on the sand feels like walking on powder or flour.br It is truly exquisite and is one of the top attractions of the island and draws tourists from around the world. Siesta Key's Crescent Beach has been voted #1 Beach in the United States. Complimentary cabanas, loungers and chairs are provided beachside for Horizon West owners and guests. Two deluxe grills and picnic tables are located beachside between the gulf and the pool for outdoor meals with gorgeous sunset views. Siesta Key especially likes to show off at sunset, a must see!br br After all the sun and fresh salt-air, your family can relax in a comfy unit with a King bed and Queen sleeper sofa, updated luxurious bathroom, large screen TV and high-speed internet and Wi-Fi. Washer and dryer are located right across the hall as you open the door from this unit ready for your use if necessary. br br Siesta Key fun is just getting started when the sun goes down. A quick trip on the Siesta Key Trolley or one of the many free taxi services to the charming Siesta Key Village. Both North and South Village are known for their restaurants, shopping, and entertainment. Breakfast, lunch, dinner, coffee, ice cream or cocktails, the village has everything you need. From quaint souvenir stores to luxurious boutiques, fine dining to sports bars, Siesta Key villages have something for everyone. For the early birds, grab a hot cup of coffee from the unit's Keurig, and head down to watch the peaceful sunrise and admire the local residents; birds having their morning staff meeting, dolphins playing in the gulf, and pelicans fishing. All in a day at Horizon West, Siesta Key!br br *IF MAKING AN INQUIRY AFTER 5:00 p. m. , YOU WILL BE CONTACTED THE NEXT MORNING BY AN HORIZONS WEST AGENT. IF OVER THE WEEKEND, AN HORIZONS WEST AGENT WILL RESPOND TO YOU ON MONDAY.br Amenities Include:br - Gulf Side: Yesbr - Bed Size MBR: Kingbr - # of Baths: 1br - Gulf View: Yesbr - Conf Line 1: Beautiful, updatedbr - Conf line 2: unit w/gulf view!br - Conf Line 3: Has Internet access.
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Sleep 3

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Exceptional(72)

$349.1

/ Nightly
Condo

Gulf Waters-Beach Club at Siesta Key 108D by RVA

Sarasota, Florida, United States

RVA offers beautiful turquoise waters and quartz-crystal white sands, which have been officially ranked as the “finest, whitest sand beach in the world.” This new resort features modern decor, mixed with the youthful attitude of this world-famous destination, making this chic resort one of the most desired accommodations on Siesta Key. Decorated using clean lines and bright colors, all while remaining inviting and engaging, this resort includes all that is signature to Southwest Florida. Each unit features a full-size kitchen, large flat-screen TV, modern decor, Avonite countertops, and top-of-the-line Four Seasons.brbrbrbrYour vacation in Southwest Florida doesn’t stop there; Siesta Key is the perfect spot for a young family or the young-at-heart. This barrier island is energized – with plenty of Frisbee throwing, volleyball, jogging, beachside tennis, biking and picnicking. The Siesta Village offers a spirited combination of different sides of Sarasota, from candlelit dining to beach boutiques and cool daiquiris. Best of all, you can laze away the afternoon and partake in a “siesta” in the sun, either swaying on your favorite raft above the gentle waves or on the beach near the lapping shoreline. For luxurious accommodations on Siesta Key, the only choice is The Beach Club.brbrbrbrAccommodations: The Beach Club at Siesta Key offers studio, one- or two-bedroom units, just steps from the beautiful beaches. Relax by the heated community pool or stroll through nearby Siesta Key Village, where cuisine and entertainment take on an island flair.brbrbrbrUnit #108D Features: 2-bedroom, 2-bathroom unit in building D which faces the community poolbrbrbrbrBedding: 2 Queens, Sleeper SofabrbrbrbrBeach Access: The Beach Club at Siesta Key offers convenient beach access to the world-famous Siesta Key sand just across the street from our property. Access is steps away thru a shared community gate; the code to the gate is provided upon arrival. For those looking to experience more - the Siesta Key public beach is a short 2 mile drive from the resort and includes a snack bar, tennis courts, a playground, picnic and grilling areas, a weekly drum circle and more.brbrbrbrResort Features: Beach Access Footsteps Away, Heated Swimming Pool, Hot Tub, On-site Office, Private or Community Patios, Complimentary Wireless Internet Access, Full-size Kitchens, Avonite Countertops, Stainless Steel Appliances, LCD Flat-Screen TV's, Private Washer/Dryer, Ideal Siesta Key LocationbrbrbrbrHousekeeping Note: This resort is a self-service environment, however daily maid service is available upon request for an additional fee.
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Bath 2

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Sleep 6

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$92.02

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Private Vacation Home

Bungalow on the Park-West

Sarasota, Florida, United States

Bay Street Bungalow-West is a stylish well-equipped studio and one half of a duplex located in the heart of downtown Sarasota within walking distance to shops, restaurants, museums, the City's largest park (featuring 12 Har-Tru tennis courts), and the Legacy bike/run/walk Trail that spans 20 miles. It is situated in the tree-lined artistic and emerging neighborhood of Alta Vista. The studio features a Murphy bed, convertible couch, full kitchen, marble shower, AC/HEAT, W/D and a private patio.brbrThe spacebrThe West Studio is a light-filled and peaceful studio sanctuary boasting all of the conveniences of home in an efficient space. It is approximately 350 square feet open plan and features a fully stocked kitchen, an extra storage enclave, a Queen Murphy bed, a convertible couch, a cafe table for 2, a marble shower, private off-street parking (tandem-2), and a private outdoor patio with a dining table (4). It can be rented by itself or with the East Studio (a mirror image in layout and style to the West Studio) should you want to travel with friends or family and be in close proximity. brbrThe West Studio gets plenty of light and also has up/down room darkening shades to protect you from the FL sun and provide additional privacy. The windows are hurricane-grade which creates a sound barrier. The West Studio does share an interior wall and exterior patio privacy wall with the East Studio so you may see other guests on property.brbrTo be clear, the unit does not have a separate bedroom area.brbrWe provide starter/limited toiletries (bath gel, shampoo, conditioner), paper towels, toilet paper, limited spices/oil, coffee filters, garbage bags, sponge and cleaning products. We ask that you clean as you go and keep the unit in good order. You can also hire our cleaning service should you wish to have interim cleaning services.brbrThe kitchen is fully stocked and features, pots, pans, dishware/glasses/flatware, bowls, a toaster, microwave, 12-cup drip coffee maker, a small oven/stove combo, and outdoor gas grill and more....brbrThere is a dedicated washer/dryer for each unit on site (outside and covered) for guest use.brbrWhile we love all pets, the space is suitable for and we can allow here: one dog (only) of less than 35lbs.brbrGuest accessbrGuests will have access to their portion of the Duplex (West Side), including the outside back patio (West Side), and West driveway & parking area.brbrOther things to notebrWhile each interior unit and back patio is private, please respect other guests throughout the exterior boundaries. Please avoid accessing areas beyond the West side front entrance, private driveway, and the hedging around the West back patio. We ask that each unit respects quiet hours, limits visiting guests to a total of 2 (no overnights for guests other than those renting the space via the platforms).brbrPlease avoid hanging clothes/towels or setting up chairs/tables in the front of the home or any boundary area of the home (not private to the interior or patio of the West unit), since this is a shared space for entry/exit for both units. While the interior wall between the units is concrete, it may be possible to hear some noise so we ask that each party be mindful of their sound when inside their respective units. We do not allow smokers or smoking inside or on the exterior of the property.brbrThere is a K-5 school across the street so be mindful of children that may be coming/going from school. At times there are announcements from the speaker and you can hear children playing while outside (inside the windows buffer most sounds).brbrWe store materials and vehicles on property in the far back yard and sometimes need to access this area during guest stays (via East driveway easement). This back storage and lawn area is off limits to guests. We will do our best to minimize any disruption when accessing this area. We also access the area to maintain the grounds.
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Exceptional(1)

$466.05

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Private Vacation Home

Sarasota Stay. Heated Saltwater Pool+Cottage

Sarasota, Florida, United States

Sarasota Pool Home + Heated Saltwater Pool + Private Cottage | Near Siesta KeybrbrEnjoy this comfortable Sarasota Saltwater pool home less than 8 miles from Siesta Key. brbrThe patio area is spacious, complete with an outdoor shower for your convenience. brbrRelax on the pool loungers and spread out between the main home (3 bed, 2 bath) and a private cottage. brbrClose to beaches, dining, and top Sarasota attractions, this family-friendly retreat offers the perfect Florida getaway.brbrThis home is located less than 8 miles to Siesta Key & Lido Beach, and near St. Armands, Downtown Sarasota, and top restaurants. This home offers the ideal mix of comfort and convenience.brbrWe’ve stocked the home with everything you’ll need, no requests to bring your own essentials. Enjoy complimentary basics like toilet paper, paper towels, shampoo, conditioner, body wash, coffee, creamer, sugar, and dishwasher tablets. You will thank us later!brbrKey Featuresbrbr Large patio area with pool and lounge seatingbr Spacious home, ideal for large families or groupsbr Detached cottage (4 single beds) br Premium linens & plush beddingbr Coffee station with ground coffee, K-cups, creamer & sugar packetsbr Shampoo, conditioner, & body wash providedbr Washer & dryer for guest usebrbrInside the HomebrbrKitchen:brFully stocked kitchen with stove, oven, microwave, fridge, and plenty of counter space. Brew your morning coffee at the dedicated coffee bar before heading out to explore Sarasota.brbrDining Area:brA spacious dining table perfect for shared meals, games, or catching up after a beach day.brbrLiving Room:brCozy and inviting with a large sofa, additional seating, and a smart TV.brbrBedrooms / Main Home:brPrimary: Queen bed. Ensuite bath.brBedroom 2: Queen bed. Extra seating room.brBedroom 3: King bed. Corner chair.brbrBathrooms: 2.5 bathsbr(1) ensuite br(1) off the hallway. br(1) powder room in Cottage (no shower in cottage, there is an outdoor shower).brbrGuest Cottage:brPrivate cottage featuring a loft with four single beds, a cozy living area, a powder room, and a small kitchenette. Loft is accessed by a ladder.brbrbrOutdoorsbrStep outside to a patio and sparkling pool, complete with lounge seating, dining space, a grill, and areas for shade or sun. It’s perfect for morning swims, poolside lunches, or evening relaxation after a day at the beach.brbrPlease note: We do not allow pets or parties.brNo smoking of vaping of any kind is allowed on the property.brbrNearby AttractionsbrbrDowntown Sarasota: 10 - 12 minbrSiesta Key Beach: 20 minbrLido Key Beach: 20 minbrSt. Armands Circle: 18 minbrSarasota Farmers Market: 12 minbrPinecraft: 8 minbrIMG Academy: 25–30 minbrNathan Benderson Park: 15–18 minbrPremier Sports: 30 minbrFreedom Factory: 40 minbrbrNearby Coffee & DiningbrbrCoffee:brPostal 98brPerqbrBuddy BrewbrProject CoffeebrbrDining:brThe Parrot PatiobrOwen’s Fish CampbrBaker & WifebrO’Leary’s Tiki BarbrPopStrokebrbrIt’s truly an honor to host you at Serenity on Searcy.brbrA Recollect Co. Vacations property - where thoughtful amenities, modern style, and Sarasota charm come together for the perfect stay.brbrAdditional notes:brbr1. This property is not pet-friendly. If unauthorized pets are found on the premises, we will require their immediate removal and impose a non-refundable fee of $400. This may also result in the termination of your stay.brbr2. Smoking & vaping is not permitted anywhere on the property. If any evidence of smoking or vaping is discovered, the guest agrees to a charge of $200 per day.brbr3. The maximum occupancy is 10 guests. Groups exceeding this limit will incur an additional charge of $20 per person, per night. brbr4. For your safety, the property is equipped with an exterior camera.
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Bath 2

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Sleep 10

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Exceptional(28)

$265.53

/ Nightly
Private Vacation Home

City Escape near Sarasota Downtown

Sarasota, Florida, United States

Stylish Getaway with Private Pool & Spa – Minutes from Downtown SarasotabrEnjoy a stylish experience at this centrally located home, perfect for families and groups! brbrThis newly constructed home features stunning polished concrete floors throughout and a spacious open-concept living area with beautiful views of the fenced backyard, large swimming pool, and spa.brbrBedrooms & Bathrooms:br • Master Suite: King bed, his & hers walk-in closets, en-suite bathroom with a walk-in shower and private water closet, plus direct access to the screened-in pool deck.br • Guest Bedroom 1: King bed with a walk-in closet.br • Guest Bedroom 2: Triple bunk bed with a walk-in closet, ideal for kids with games and toys.br • Guest Bathroom: Full bath with a tub/shower combo.brbrHome Features:brbr✔️ Fully stocked kitchen overlooking the living area and pool – perfect for meal prep & entertaining.br✔️ Spacious living room with a large sectional sofa, Smart TV, and board games for family nights.br✔️ Laundry room with washer & dryer.br✔️ Large two-car garage.brbrOutdoor Oasis:brbr✔️ Screened-in pool & spa for ultimate relaxation.br✔️ Outdoor dining table, sun loungers, and BBQ grill.br✔️ Fully fenced yard with tall trees providing shade & privacy.brbrPrime Location:brbr Minutes from downtown Sarasota – explore the Ringling Museum, Sarasota Jungle Gardens, top-rated restaurants, and fantastic shopping.br ️ Close to Lido Beach & Siesta Key, famous for their powdery white sand and turquoise waters.brbrBook your stay today and experience comfort, style, and convenience all in one place!brbrSRQ airport within 6 milesbrLido Key Beach within 6 milesbrSiesta Key Beach within 8 milesbrAnna Maria Island within 22 milesbrbr***Pool heated November - April 20.00/night (separate charge)brMinimum rental age of 21 years old.brQuiet time 9pm-7am.brNo smoking, vaping inside home or close to windows or doors.brNo parties.brNo pets
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Bath 2

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Sleep 7

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$493.16

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Private Vacation Home

Spacious 4BR Home with Rooftop Oasis

Sarasota, Florida, United States

Summary:brbrWelcome to this spacious and beautifully appointed 4-bedroom, 3.5-bathroom home in the heart of Sarasota, Florida. brbr- Modern coastal living with open-concept design brbr- Private rooftop oasis with hot tub, BBQ, and loungers brbr- Generous bedrooms with elegant finishes brbr- High-speed Wi-Fi and multiple smart TVs brbr- Just a 10 min walk to beaches, shops, and dining brbr- Experience Sarasota’s vibrant lifestyle!brbrbrbrThe Space:brbrWelcome to this spacious and beautifully appointed 4-bedroom, 3.5-bathroom home in the heart of Sarasota, Florida. Comfortably accommodating up to 10 guests, it’s perfect for families, business travelers, or groups looking for a relaxing and memorable stay. Modern coastal living within walking distance to downtown Sarasota awaits you!brbrbrbrStep inside to find bright, open living areas filled with natural light, stylish décor, and plenty of space to unwind. The fully equipped kitchen includes modern appliances, a large refrigerator, and all the essentials for cooking and dining at home.brbrbrbrComfortable Accommodation: brbr- 4 spacious bedrooms brbr- 3.5 bathrooms brbr- Accommodates up to 10 guests brbrbrbrInterior Feeling: brbr- Open-concept living areas brbr- Elegant finishes throughout brbr- Multiple smart TVs for entertainment brbr- High-speed Wi-Fi brbrbrbrOutdoor Bliss: brbr- Private rooftop oasis with hot tub brbr- BBQ grill for outdoor cooking brbr- Sun loungers and sofa for relaxation brbr- Private balcony with dining table for meals al fresco brbrbrbrDelightful Dining: brbr- Fully equipped kitchen with modern appliances brbr- Large refrigerator and cooking essentials brbr- Dining areas both indoors and outdoors brbrbrbrProfessional Cleaning: brbr- Meticulously maintained for guest comfort brbr- Regular cleaning to ensure a pristine environment brbrbrbrLocated in a peaceful, upscale neighborhood, this home offers the best of both worlds — tranquility and convenience. You’ll be just a short drive to Sarasota’s award-winning beaches, including Siesta Key and Lido Beach, as well as St. Armands Circle, downtown Sarasota, and the Ringling Museum. Experience Sarasota’s vibrant lifestyle!brbrbrbrGuest Access:brbrGuests will have private and exclusive access to the entire home. You are welcome to use all spaces and amenities, including:brbrbrbr • All indoor living areasbrbr • The fully equipped kitchenbrbr • All bedrooms and bathroomsbrbr • The private balconybrbr • The exclusive rooftop terrace with hot tub and grillbrbrbrbrParking:brbr • 1 private space inside the garagebrbr • 2 covered spots in the carportbrbrbrbrThe Neighborhood:brbrLocated in the quiet and charming Audubon neighborhood of Sarasota, offering a peaceful retreat while still being close to all the area has to offer. The neighborhood is known for its tree-lined streets, well-maintained homes, and a friendly, residential atmosphere, making it perfect for families and groups seeking a relaxing stay. You’ll be just a short drive from Sarasota’s world-famous beaches, including Siesta Key, as well as local shops, restaurants, and cultural attractions. Whether you’re here to explore or simply unwind, Audubon provides a convenient and serene base for your Sarasota getaway.brbrbrbrGetting Around:brbrGetting around from Audubon is easy and convenient. The neighborhood is well-connected by local roads, and a car is recommended to explore Sarasota and the surrounding areas. You’ll be just a short drive from Siesta Key Beach, downtown Sarasota, shopping centers, restaurants, and cultural attractions. For guests without a car, rideshare services such as Uber and Lyft are readily accessible, providing flexible transportation options to nearby destinations.brbrbrbrOther Things to Note:brbrThis unique property is part of the beautiful Audubon community, offering a special setting for your Florida getaway.brbrbrbrA Note From Your HostbrbrWe’re delighted to host your stay in paradise. Whether you're here for a week or a season, we aim to make your time on Siesta Key unforgettable. Feel free to reach out with any questions—hospitality is our priority.brbrbrbrWarmly,brbrYour Hosts, Siesta Key ManagementbrbrbrbrInteraction with Guests:brbrYou will have complete privacy during your stay. We believe in giving our guests their space to relax and enjoy their vacation. However, we are always available and just a message or phone call away should you need any assistance or have any questions. Hospitality is our priority.
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Exceptional(42)

$971.65

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Private Vacation Home

Topsail Cottage | Luxury Home on Siesta Key w/ Heated Pool & Rooftop View of Gulf, Walk to Beach!

Sarasota, Florida, United States

Topsail Cottage | Gulf Views + Walk to Crescent Beachbrbr Why You'll Love This HomebrWake up to sea breezes and panoramic Gulf views from your private rooftop crow's nest. Topsail Cottage is a luxury beach retreat where indoor-outdoor living, four private king suites, and designer touches create the perfect coastal escape.brbr ‍ ‍ Perfect ForbrCouples, multi-gen families, or small groups looking for a walkable Siesta Key location with upscale amenities and beach gear included.brbr ️ Imagine ThisbrYou arrive, step inside, and feel the soft coastal breeze drift through the open living space. Your family gathers in the sunlit kitchen, laughing over fresh drinks while dinner simmers nearby. Upstairs, the rooftop crow's nest draws you up with a glass of wine in hand—where Gulf waters glisten in every direction. Later, the kids splash in the heated pool while you prep dinner on the outdoor grill station. As the sun dips below the palm trees, you realize: this is exactly how vacation should feel.brbr Where You'll Sleepbr- Bedroom 1: King Bed + Twin Chair Sleeper, Ensuite Bath, Main Floor, TVbr- Bedroom 2: King Bed, Ensuite Bath, Second Floor, TVbr- Bedroom 3: King Bed, Ensuite Bath, Second Floor, TVbr- Bedroom 4: King Bed + Twin Chair Sleeper, Ensuite Bath, Second Floor, TVbr- Living Area: Queen Sleeper Sofa, TVbrbr Explore the Areabr- 0.2 miles from Crescent Beachbr- Short Drive or Bike to Siesta Key Village and South Siesta's Dining and Shopsbrbr⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection, so you arrive at a pristine, hotel-quality home every time.brbr Need To Know: This home is located in an HOA with a shared pool. This pool is heated from November 15th to April 15th. This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.
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Bath 4

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Sleep 12

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Exceptional(28)

$910.08

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Private Vacation Home

Casa Junonia | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!

Sarasota, Florida, United States

Welcome to Casa Junonia, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and airy property is adorned with coastal decor and offers a plentiful amount of natural light, creating a relaxed and welcoming atmosphere.brbrCasa Junonia is the perfect vacation rental for those seeking luxury and convenience. With a luxurious private heated pool, guests can unwind and relax in style. The 2nd story balcony offers breathtaking views of the pool area and lush landscaping, creating an idyllic setting for a morning coffee or evening cocktail.brbrThe location is ideal for those who want to explore the local area. It's less than a mile away from Crescent Village, where guests can enjoy a variety of shopping, dining, and entertainment options. Crescent Beach and Point of Rocks are less than a 2-minute walk away, providing easy access to the beach and crystal-clear waters. Siesta Key Village and Siesta Key Beach are also just a short drive away.brbrCasa Junonia is designed to cater to guests' every need. The property features a private cabana room, perfect for those who want to relax in the shade or enjoy a peaceful moment to themselves. An outdoor refrigerator and dining area are available, making it easy to dine alfresco or enjoy a refreshing drink by the pool. brbrThis vacation unit offers four bedrooms and three full bathrooms, offering ample space for up to 12 guests. The sleeping arrangements consist of three king beds, one queen bed, one queen sofa sleeper, and two twin chair sofa sleepers, all with linens provided for your convenience. Casa Junonia is also equipped with a full kitchen and all of the amenities needed to prepare a delicious meal. For added convenience and peace of mind, the property also features a private garage, with a total capacity of two cars. This ensures that guests have ample space to park their vehicles, with added security and protection.brbrWith stunning decor, ample amenities, and easy access to local attractions, Casa Junonia is sure to exceed your expectations and provide a memorable vacation experience on Siesta Key!brbrExclusive Amenities Include:br• Private Heated Poolbr• Pool Views on 2nd Story Balconybr• Less than 1 miles to Crescent Villagebr• Less than a 2 minute walk to Crescent Beach & Point of Rocksbr• Just a short drive to Siesta Key Village & Siesta Key Beachbr• Private Cabana Roombr• Ping Pong Tablebr• Outdoor Refrigeratorbr• Outdoor Dining and lounge areasbr• 1 unit of Duplex Propertybr• 4 Bedrooms, 3 Full Bathsbr• 3 King Beds, 1 Queen Bed, 1 Queen Sofa Sleeper, 2 Twin Chair Sofa Sleepers (Sleeps 12) with linens providedbr• Spacious Balcony With seating areabr• Private 2 Car Garagebr• Free WiFi & 6 HDTV'sbr• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Providedbr• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipesbr• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipesbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• Gas Grillbr• Enhanced cleaning protocols provided by our CottageClean Teambr• Island Shuttle Transportation Availablebr• Dog-Friendly with a Fee (1 dog up to 25lbs)brbrCasa Junonia can accommodate up to 12 guests with a bedding configuration as follows:brbr• Bedroom # 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1br• Bedroom # 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1br• Bedroom # 3: King Bed (1) - Sleeps: 2br• Bedroom # 4: Queen Bed (1) - Sleeps: 2br• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2brbrWe go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!brbrNEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the right side of the 1st floor which is only garage spaces (2), the right backyard and pool area, along with the entire 2nd floor of the 3 story building. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.brbrThis home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.
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Exceptional(37)

$908.63

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Private Vacation Home

Casa Coquina | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!

Sarasota, Florida, United States

Casa Coquina | Heated Pool + Steps to Crescent Beachbrbr Why You'll Love This HomebrStep into coastal elegance at Casa Coquina, where bright, airy spaces meet serene outdoor living. This beautifully designed duplex offers a private heated pool, lush tropical landscaping, and sweeping water views from the third-floor balcony. It's your peaceful sanctuary just steps from the crystal-clear shores of Crescent Beach.brbr ‍ ‍ Perfect ForbrFamilies, friend groups, and multi-generational travelers seeking a stylish and spacious retreat with plenty of room to gather or unwind.brbr ️ Imagine ThisbrYou wake to golden sunlight pouring through the kitchen windows, the scent of salt air mingling with fresh coffee. Step onto the balcony overlooking your private heated pool, where the gentle ripple of water soothes your mind. Inside, the open floor plan invites laughter and connection, while the cabana room offers a quiet escape. After a day on nearby Crescent Beach, return for an alfresco dinner beside the pool, surrounded by swaying palms and the cool evening breeze.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite Bath, Third Floor, TVbr• Bedroom 2: King Bed, Ensuite Bath, Third Floor, TVbr• Bedroom 3: Two Queen Beds, Jack & Jill Bath, Third, TVbr• Bedroom 4: Two Full Beds, Jack & Jill Bath, Third Floor, TVbr• Living Room: Queen Sleeper Sofa, Main Living Area, TVbrbr Explore the Areabr• 0.1 miles to Crescent Beach, ideal for swimming and snorkelingbr• 0.15 miles to Point of Rocks, a top snorkeling and tide pool destinationbr• 0.8 miles to Crescent Village, featuring dining, shopping, and nightlifebr• 3 miles to Siesta Key Village, full of eclectic shops and entertainmentbr• 7 miles to St. Armands Circle, known for upscale boutiques and restaurantsbrbr⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection.brbr NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the left side of the 1st floor which is only garage spaces (2), the left backyard and pool area, along with the entire 3rd floor of the 3 story building. This unit is on the 3rd floor and will not have access to the 2nd floor. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home. This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.
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Bath 3

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Sleep 14

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Exceptional(31)

$851.2

/ Nightly
Private Vacation Home

Casa Stolida | Pet Friendly Ping Pong Table, Private Heated Pool, Steps to Beach!

Sarasota, Florida, United States

Casa Stolida | Private Heated Pool + Walk to Crescent Beachbrbr Why You'll Love This Homebr Step into a sunlit tropical retreat where spacious comfort meets serene privacy. Casa Stolida invites families, friends, and pet lovers to unwind in style with a private heated pool, a shaded cabana oasis, and lush surroundings that soothe the soul.brbr ‍ ‍ Perfect Forbr Multi-generational families, groups of friends, and pet owners seeking a luxurious, spacious beach escape with room to relax and reconnect.brbr ️ Imagine Thisbr You wake to the gentle rustle of palms and warm sunlight filtering through the windows. After a freshly brewed coffee on the balcony, you dive into your private heated pool, the water inviting and warm no matter the season. Later, the cabana beckons—an idyllic spot to savor sunset cocktails while your furry companion lounges nearby. Evenings unfold with laughter and shared meals in the gourmet kitchen, followed by peaceful nights in plush king and queen beds, all steps from the white sands of Crescent Beach.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite Bath, Second Floor, TV + Chair Sofa Sleeperbr• Bedroom 2: King Bed, Ensuite Bath, Second Floor, TV + Chair Sofa Sleeperbr• Bedroom 3: King Bed, Shared Bath, Second Floor, TVbr• Bedroom 4: Queen Bed, Shared Bath, Second Floor, TVbr• Living Room: Queen Sleeper Sofa, Main Living Areabrbr Explore the Areabr• Just a 3-minute walk to tranquil Crescent Beach and the scenic Point of Rocks for peaceful Gulf viewsbr• Less than 1 mile stroll to Crescent Village's eclectic shops, restaurants, and nightlifebr•Easy access to Siesta Key Village and St. Armands Circle for even more coastal charmbrbr⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection, so you can arrive and relax in a spotless tropical paradise.brbr NEED TO KNOW: Casa Stolida is part of a duplex with shared walls and outdoor spaces. Guests have exclusive access to the right side of the 1st floor (garage), the right backyard and heated pool area, and the entire 2nd floor. The pool is heated November 15 through April 15. The home has stairs; please contact us if accessibility is a concern.
Bed 4

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Bath 3

Bath

Sleep 12

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Exceptional(30)

$883.04

/ Nightly
Private Vacation Home

Casa Eulimia | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!

Sarasota, Florida, United States

Welcome to Casa Eulimia,, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and airy property is adorned with coastal decor and offers a plentiful amount of natural light, creating a relaxed and welcoming atmosphere.brbrCasa Eulimia is the perfect vacation rental for those seeking luxury and convenience. With a luxurious private heated pool, guests can unwind and relax in style. The 3rd story balcony offers breathtaking views of the pool area and lush landscaping, creating an idyllic setting for a morning coffee or evening cocktail.brbrThe location is ideal for those who want to explore the local area. It's less than a mile away from Crescent Village, where guests can enjoy a variety of shopping, dining, and entertainment options. Crescent Beach and Point of Rocks are less than a 2-minute walk away, providing easy access to the beach and crystal-clear waters. Siesta Key Village and Siesta Key Beach are also just a short drive away.brbrCasa Eulimia is designed to cater to guests' every need. The property features a private cabana room, perfect for those who want to relax in the shade or enjoy a peaceful moment to themselves. An outdoor refrigerator and dining area are available, making it easy to dine alfresco or enjoy a refreshing drink by the pool. brbrThis vacation unit offers four bedrooms and three full bathrooms, offering ample space for up to 12 guests. The sleeping arrangements consist of three king beds, one queen bed, one queen sofa sleeper, and two twin chair sofa sleepers, all with linens provided for your convenience. Casa Eulimia is also equipped with a full kitchen and all of the amenities needed to prepare a delicious meal. For added convenience and peace of mind, the property also features a private garage, with a total capacity of two cars. This ensures that guests have ample space to park their vehicles, with added security and protection.brbrWith stunning decor, ample amenities, and easy access to local attractions, Casa Eulimia is sure to exceed your expectations and provide a memorable vacation experience on Siesta Key!brbrExclusive Amenities Include:br• Private Heated Poolbr• Pool Views on 3rd Story Balconybr• Less than 1 mile to Crescent Villagebr• Less than a 2 minute walk to Crescent Beach & Point of Rocksbr• Just a short drive to Siesta Key Village & Siesta Key Beachbr• Private Cabana Roombr• Ping Pong Tablebr• Outdoor Refrigeratorbr• Outdoor Dining and lounge areasbr• 1 unit of Duplex Propertybr• 4 Bedrooms, 3 Full Bathsbr• 3 King Beds, 1 Queen Bed, 1 Queen Sofa Sleeper, 2 Twin Chair Sofa Sleepers (Sleeps 12) with linens providedbr• Spacious Balcony With seating areabr• Private 2 Car Garagebr• Free WiFi & 6 HDTV'sbr• Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Providedbr• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipesbr• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipesbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• Gas Grillbr• Enhanced cleaning protocols provided by our CottageClean Teambr• Island Shuttle Transportation Availablebr• Dog-Friendly with a Fee (1 dog up to 25lbs)brbrCasa Eulimia can accommodate up to 12 guests with a bedding configuration as follows:brbr• Bedroom # 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1br• Bedroom # 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1br• Bedroom # 3: King Bed (1) - Sleeps: 2br• Bedroom # 4: Queen Bed (1) - Sleeps: 2br• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2brbrWe go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!brbrNEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the left side of the 1st floor which is only garage spaces (2), the left backyard and pool area, along with the entire 3rd floor of the 3 story building. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home.brbrThis home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.
Bed 4

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Bath 3

Bath

Sleep 12

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Exceptional(11)

$1840.21

/ Nightly
Private Vacation Home

The Abalone | Luxury Pet Friendly Home, 2 Heated Pools, Ping Pong Tables Steps to Beach!

Sarasota, Florida, United States

Welcome to The Abalone, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and airy property is adorned with coastal decor and offers a plentiful amount of natural light, creating a relaxed and welcoming atmosphere.brbrThe Abalone is the perfect vacation rental for those seeking luxury and convenience. With two private heated pools, guests can unwind and relax in style. The second and third-story balconies offer breathtaking views of the pool area and lush landscaping, creating an idyllic setting for a morning coffee or evening cocktail.brbrThe location is ideal for those who want to explore the local area. It's less than a mile away from Crescent Village, where guests can enjoy a variety of shopping, dining, and entertainment options. Crescent Beach and Point of Rocks are less than a 2-minute walk away, providing easy access to the beach and crystal-clear waters. Siesta Key Village and Siesta Key Beach are also just a short drive away.brbrThe Abalone is designed to cater to guests' every need. The property features two private cabana rooms, perfect for those who want to relax in the shade or enjoy a peaceful moment to themselves. Outdoor refrigerators and dining areas are available, making it easy to dine alfresco or enjoy a refreshing drink by the pool. brbrThis vacation rental duplex offers eight bedrooms and six full bathrooms, offering ample space for up to 24 guests. The sleeping arrangements consist of six king beds, two queen beds, two queen sofa sleepers, and four twin chair sofa sleepers, all with linens provided for your convenience. The Abalone is also equipped with two full kitchens and all of the amenities needed to prepare a delicious meal. For added convenience and peace of mind, the property also features two private garages, with a total capacity of four cars. This ensures that guests have ample space to park their vehicles, with added security and protection.brbrWith stunning decor, ample amenities, and easy access to local attractions, The Abalone is sure to exceed your expectations and provide a memorable vacation experience on Siesta Key!brbrExclusive Amenities Include:br• 2 Private Heated Poolsbr• Pool Views on 2nd & 3rd Story Balconiesbr• Less Than 1 mile to Crescent Villagebr• Less Than a 2 Minute Walk to Crescent Beach & Point of Rocksbr• Just a Short Drive to Siesta Key Village & Siesta Key Beachbr• 2 Private Cabana Roomsbr• 2 Ping Pong Tablesbr• Outdoor Refrigeratorsbr• Outdoor Dining and Lounge Areasbr• Duplex Home With Dual Living Areas & Separate Accessbr• 8 Bedrooms, 6 Full Bathsbr• 6 King Beds, 2 Queen Beds, 2 Queen Sofa Sleepers, 4 Twin Chair Sofa Sleepers (Sleeps 24) with linens providedbr• Spacious Balconies With Seating Areabr• 2 Full Kitchensbr• 2 Private Garages- 4 Cars totalbr• Free WiFi & 12 HDTV'sbr• 2 Regular & Keurig Coffee Makers, 2 Dishwashers, 2 Washers & Dryers, and Kitchen Essentials Providedbr• Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipesbr• Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipesbr• Beach Towels, Chairs, Cooler, & Caddy Providedbr• 2 Gas Grillsbr• Enhanced Cleaning Protocols Provided by our CottageClean Teambr• Island Shuttle Transportation Availablebr• Dog-Friendly with a Fee (1 dog up to 25lbs)brbrThe Abalone can accommodate up to 24 guests (12 in each unit) with a bedding configuration as follows:brbrCasa Eulimia:br● Bedroom # 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1br● Bedroom # 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1br● Bedroom # 3: King Bed (1) - Sleeps: 2br● Bedroom # 4: Queen Bed (1) - Sleeps: 2br● Living Room: Queen Sleeper Sofa (1) - Sleeps: 2brbrCasa Junonia:br● Bedroom # 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1br● Bedroom # 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1br● Bedroom # 3: King Bed (1) - Sleeps: 2br● Bedroom # 4: Queen Bed (1) - Sleeps: 2br● Living Room: Queen Sleeper Sofa (1) - Sleeps: 2brbrWe go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!brbrPLEASE NOTE: This home is a combination of 2 units - Casa Eulimia - 1034U and Casa Junonia - 1032L that are accessed by different entrances and do not share common space indoors. Please contact us if you have any questions regarding the space for this property. This pool is heated from November 15th to April 15th.brbrThis home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.
Bed 8

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Bath 6

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Exceptional(53)

$839.49

/ Nightly
Private Vacation Home

Casa Tegula | Pet Friendly Ping Pong Table, Private Heated Pool, Steps to Beach!

Sarasota, Florida, United States

Casa Tegula | Elevated Views + Heated Pool Near Beachbrbr Why You'll Love This Homebr Perched on the top floor with treetop views and coastal breezes, Casa Tegula offers a serene, sun-soaked escape just steps from Crescent Beach. From the private heated pool to the open-concept living and panoramic balcony, this home was made for memory-making.brbr ‍ ‍ Perfect Forbr Families, friend groups, and pet parents seeking a peaceful beach retreat with elevated views, generous space, and total privacy.brbr ️ Imagine Thisbr You ascend to your third-floor sanctuary, where the ceilings stretch high and the sunlight spills in through wide windows. The scent of salt air drifts through the balcony doors as you sip morning coffee above the palms. After a beach walk at Point of Rocks, your private pool and shaded cabana wait below. As the sky turns to coral at dusk, the kitchen becomes the hub for evening cooking, conversation, and laughter—all while your dog dozes nearby, completely at home.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite Bath, TV + Chair Sofa Sleeperbr• Bedroom 2: King Bed, Ensuite Bath, Third Floor, TV + Chair Sofa Sleeperbr• Bedroom 3: King Bed, Shared Bath, Third Floor, TVbr• Bedroom 4: Queen Bed, Shared Bath, TVbr• Living Room: Queen Sleeper Sofa, Main Living Areabrbr Explore the Areabr• Just a 3-minute walk to Crescent Beach and Point of Rocks – ideal for snorkeling, shelling, and quiet sunset strollsbr• Under 1 mile to Crescent Village – enjoy local boutiques, coffee shops, restaurants, and live musicbr• Quick drive or bike ride to Siesta Key Village and St. Armands Circle for even more dining, nightlife, and shoppingbr• Embrace the coastal lifestyle with walkable access to beachside beauty and neighborhood charmbrbr⌛ Don't wait—homes like this fill quickly. Your stay is protected with our CottageClean™ program: a 6-hour deep clean followed by a 35-point inspection so you can check in with total peace of mind.brbr Need To Know: Casa Tegula is the top-floor unit of a duplex home. Guests enjoy private access to the left side of the 1st floor (garage), the left backyard and pool area, and the entire 3rd floor. Some walls, flooring, or outdoor areas may be shared with the lower unit. The pool is heated from November 15 to April 15. The home includes stairs—please contact us if accessibility is a concern.
Bed 4

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Bath 3

Bath

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Exceptional(6)

$1830.32

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Private Vacation Home

The Conch | Luxury Pet Friendly Home, 2 Heated Pools, Ping Pong Tables Steps to Beach!

Sarasota, Florida, United States

The Conch | 2 Heated Pools + Steps to Crescent Beachbrbr Why You'll Love This HomebrStep into The Conch, a rare Siesta Key duplex with two private heated pools, two kitchens, and room for up to 26 guests—just 0.2 miles to Crescent Beach and the stunning Point of Rocks. Ideal for groups who want to stay connected but enjoy their own space, this luxury retreat spans two full floors of elevated island living.brbr ‍ ‍ Perfect ForbrMulti-generational families, milestone celebrations, or friend groups who want privacy and shared memories in a sun-soaked, resort-style setting.brbr ️ Imagine ThisbrYour mornings begin with fresh coffee on a breezy balcony, the sound of palm leaves rustling in the warm Gulf breeze. After breakfast, the group splits—some head to Crescent Beach (just a 4-minute walk) with beach gear in hand, while others lounge poolside in your private tropical courtyard, cocktail in hand. Two separate pools mean kids can splash freely in one while adults unwind in the other.brbrUpstairs, lunch is served in the fully stocked kitchen of Casa Coquina with views of the palms, while downstairs in Casa Antilles, others prep for a late afternoon BBQ. As golden hour hits, the balconies glow with sunset light, laughter carries across both floors, and you realize—this isn't just a vacation. This is a core memory.brbr Where You'll SleepbrbrCasa Antilles – Second Floor (Private Entrance)br• Bedroom 1: King Bed, Ensuite Bath, Second Floor, TVbr• Bedroom 2: King Bed, Shared Bath, Second Floor, TVbr• Bedroom 3: King Bed, Shared Bath, Second Floor, TVbr• Bedroom 4: 2 Full Beds, Shared Bath, Second Floor, TVbr• Bonus: Queen Sleeper Sofa – Main Living AreabrbrCasa Coquina – Third Floor (Private Entrance)br• Bedroom 1: King Bed, Ensuite Bath, Third Floor, TVbr• Bedroom 2: King Bed, Shared Bath, Third Floor, TVbr• Bedroom 3: 2 Queen Beds, Shared Bath, Third Floor, TVbr• Bedroom 4: 2 Full Beds, Shared Bath, Third Floor, TVbr• Bonus: Queen Sleeper Sofa – Main Living Areabrbr Explore the Areabr• 0.2 miles to Crescent Beach accessbr• 0.3 miles to Point of Rocks – Ideal for snorkeling and shellingbr• 0.9 miles to Crescent Village – Restaurants, cafés, and ice creambr• 2.5 miles to Siesta Key Village – Iconic beach town vibebr• Golf cart, bike, and kayak rentals nearbybrbr⌛ Don't wait—The Conch books quickly, especially for holidays and spring season. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection to ensure your stay is spotless, safe, and worry-free.brbr Need To Know: This home is a combination of 2 units - Casa Antilles - 1036 (Lower/Second Floor) and Casa Coquina - 1038 (Upper/Third Floor) that are accessed by different entrances and do not share common space indoors. Please contact us if you have any questions regarding the space for this property. This pool is heated from November 15th to April 15th.This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.
Bed 8

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Bath 6

Bath

Sleep 26

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Exceptional(7)

$1,781

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Private Vacation Home

The Nautilus | Luxury Pet Friendly Home, 2 Heated Pools, Ping Pong Tables Steps to Beach!

Sarasota, Florida, United States

The Nautilus | 2 Heated Pools + Walk to Crescent Beachbrbr Why You'll Love This Homebr Welcome to The Nautilus—an expansive private duplex on Siesta Key's southern tip with room for up to 24 guests. Featuring two separate homes under one roof, dual heated pools, and multiple balconies, this tropical retreat was built for unforgettable family reunions, milestone celebrations, or simply spreading out in luxury.brbr ‍ ‍ Perfect Forbr Large families, multi-generational groups, or retreats looking for togetherness with the option to spread out across two private residences.brbr ️ Imagine Thisbr Mornings begin with gentle Gulf breezes as you sip coffee on one of two balconies overlooking the tropical landscape. Your group breaks off—some head to Crescent Beach, just a few minutes' walk away, while others lounge in one of two private heated pools or gather for brunch in the outdoor cabana dining areas. With two full kitchens, preparing meals is a breeze, and evenings are effortlessly social—shared under the stars or in separate cozy spaces when it's time to unwind.brbr Where You'll Sleepbr Casa Stolida – Second Floorbr• Bedroom 1: King Bed, Ensuite Bath, TV + Chair Sofa Sleeperbr• Bedroom 2: King Bed, Ensuite Bath, TV + Chair Sofa Sleeperbr• Bedroom 3: King Bed, Shared Bath, TVbr• Bedroom 4: Queen Bed, Shared Bath, TVbr• Living Room: Queen Sleeper SofabrCasa Tegula – Third Floorbr• Bedroom 1: King Bed, Ensuite Bath, TV + Chair Sofa Sleeperbr• Bedroom 2: King Bed, Ensuite Bath, TV + Chair Sofa Sleeperbr• Bedroom 3: King Bed, Shared Bath, TVbr• Bedroom 4: Queen Bed, Shared Bath, TVbr• Living Room: Queen Sleeper Sofabrbr Explore the Areabr• Just a 3-minute walk to Crescent Beach and Point of Rocks – ideal for swimming, snorkeling, or sunset walksbr• Less than 1 mile to Crescent Village – enjoy local eateries, shops, and island nightlifebr• Easy drive to Siesta Key Village, Turtle Beach, and St. Armands Circlebrbr⌛ Don't wait—homes like this rarely stay available. Your stay includes our exclusive CottageClean™ protocol: a 6-hour deep clean followed by a 35-point inspection for total peace of mind.brbr PLEASE NOTE: The Nautilus is a duplex made up of two distinct units—Casa Stolida (second floor) and Casa Tegula (third floor)—each with a private entrance and no shared indoor spaces. Guests enjoy exclusive use of both heated pools, cabana lounges, garages, and outdoor areas. The pools are heated from November 15 through April 15. The home includes stairs—contact us if accessibility is a concern.
Bed 8

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Bath 6

Bath

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Exceptional(49)

$870.19

/ Nightly
Private Vacation Home

Casa Antilles | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!

Sarasota, Florida, United States

Casa Antilles | Private Heated Pool + 2-Min Walk to Crescent Beachbrbr Why You'll Love This HomebrStep into serene luxury at Casa Antilles, a beautifully designed duplex retreat on Siesta Key's southern tip. Bask in natural light-filled living spaces, unwind by your private heated pool, and savor the coastal breeze just steps from Crescent Beach.brbr ‍ ‍ Perfect ForbrFamilies, friend groups, or multi-generational travelers seeking spacious comfort and seamless indoor-outdoor living.brbr ️ Imagine ThisbrYou wake to soft sunlight streaming through expansive windows, the scent of ocean air mingling with freshly brewed coffee on the balcony. Spend your days swimming in your heated pool or exploring nearby snorkeling spots at Point of Rocks. Evenings invite relaxed dinners under the stars at the outdoor dining area, laughter carried by the gentle sea breeze.brbr Where You'll Sleepbr• Bedroom 1: King Bed, Ensuite Bath, Second Floor, TVbr• Bedroom 2: King Bed, Ensuite Bath, Second Floor, TVbr• Bedroom 3: King Bed, Shared Bath, Second Floor, TVbr• Bedroom 4: Two Full Beds, Shared Bath, Second Floor, TVbr• Living Room: Queen Sleeper Sofa, Main Living Area, TVbrbr Explore the Areabr• 0.1 miles (2-minute walk) to Crescent Beach and Point of Rocks snorkelingbr• 0.6 miles to Crescent Village shopping and diningbr• 2.4 miles to Siesta Key Village entertainment and restaurantsbr• 8 miles to St. Armands Circle for upscale shopping and nightlifebrbr⌛ Don't wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection.brbr Need To Know: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the right side of the 1st floor which is only garage spaces (2), the right backyard and pool area, along with the entire 2nd floor of the 3 story building. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home. This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.
Bed 4

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Bath 3

Bath

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Exceptional(54)

$1282.82

/ Nightly
Private Vacation Home

Casa Ohana | Pet Friendly, Ping Pong Table, Private Heated Pool, Steps to Beach!

Sarasota, Florida, United States

Casa Ohana | Private Heated Pool + Steps to Siesta Key Beachbrbr Why You'll Love This HomebrImagine waking up in a coastal-chic retreat, just a 2-minute stroll from Siesta Key Beach. Casa Ohana blends laid-back luxury with family-friendly spaces, featuring a private heated pool, cabana, and sunlit interiors designed for connection and comfort. Every detail invites you to slow down, savor the island lifestyle, and create unforgettable memories.brbr ‍ ‍ Perfect ForbrFamilies, multi-couple groups, and friends looking for a stylish beach escape within walking distance of Siesta Key Village.brbr ️ Imagine ThisbrStart your morning with fresh coffee on the covered patio while palm trees sway overhead. Pack the beach cart with chairs and towels for a quick flip-flop walk to the sugar-white sands of Siesta Key Beach. After a sun-soaked afternoon, return to your private heated pool for a refreshing dip while the kids play. As evening sets in, fire up the grill, share stories in the cabana lounge, or unwind in the spacious living area with a movie night. Tomorrow Breakfast in the full kitchen and another perfect beach day just steps away.brbr Where You'll Sleepbr• Bedroom 1: King Bed + Twin Chair Sleeper, Ensuite Bath, TVbr• Bedroom 2: King Bed, Shared Bath, TVbr• Bedroom 3: King Bed, Shared Bath, TVbr• Bedroom 4: Queen Bed + Twin Rollaway, Shared Bath, TVbr• Extra Sleeping: Queen Sleeper Sofa in Living RoombrTotal: 4 Bedrooms | 3 Bathrooms | Sleeps up to 12brbr Explore the Areabr• 0.1 miles (2-minute walk) to Siesta Key Beachbr• Walk to Siesta Key Village dining, live music, and boutiquesbr• 4.5 miles to Downtown Sarasota for fine dining and culturebr• 6.5 miles to St. Armands Circle for shopping and coastal diningbr• Everything you need is within walking distance—leave the car in your reserved garage spot and embrace island life.brbr⌛ Don't WaitbrCasa Ohana books fast! Your stay includes CottageClean™, our 6-hour deep clean plus 35-point inspection for a like-new experience.brbrNeed to Know: This home occupies the entire 2nd floor of a luxury duplex. Two garage spaces on the 1st floor (right side only). Shared structure, but private pool and backyard for your unit. The pool is heated November 15 – April 15. This property requires stair access. Contact us for alternatives if mobility is a concern.
Bed 4

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Bath 3

Bath

Sleep 12

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