Vacation Rentals By Owner In Siesta Key, FL

$198.88

Charming 1-bedroom in Siesta Key with AC WiFi. 5 min walk to #1 America's Beach

Siesta Key, Florida, United States

Welcome to your newly renovated dream coastal escape in beautiful Siesta Harbor on Siesta Key, Sarasota, Florida, USA! This turnkey furnished; spacious one-bedroom, two-bath condo featuring brand new furniture is available now through October 2025. Perfectly situated along a peaceful canal, it offers stunning water views and a truly relaxing atmosphere. Just a short 5-minute stroll, you'll enjoy deeded access to Siesta Key's world-famous beach. Step inside to find a bright, updated kitchen with granite countertops, stainless steel appliances, luxury tile throughout, and beautifully renovated bathrooms. Enjoy morning coffee or an evening glass of wine on your screened-in patio that overlooks the canal, providing the perfect spot to unwind while watching boats drift by. It's a serene, shaded retreat that truly brings the outdoors in. Each floor has easy access to elevators and free and well-appointed laundry room. Siesta Harbor is a welcoming community offering a wide range of amenities, including: * Outdoor spa and shower * Indoor sauna * Fitness room * Shuffleboard court * Clubhouse * BBQ area *Library * Take a dip in the heated pool and spa, or cast a line from the dock and fishing pier. Whether you're seeking a peaceful retreat or a vibrant coastal lifestyle, this condo has it all. Just bring your suitcase and start enjoying the laid-back beach life!br30 days minimum stay.

1

Bed

2

Bath

2

Sleeps

$450.7

/ Nightly

Condo

Gulf and Bay Club- C611 by Tropical Sands Accommodations

Siesta Key, Florida, United States

Gulf and Bay Club- C611 by Tropical Sands AccommodationsbrbrWelcome to Gulf and Bay Club Unit C611 — your sun-soaked escape in one of Siesta Key’s most sought-after beachfront communities. This bright and airy 3-bedroom, 2-bath condo is just moments from the sand and surf, offering the ideal setting for a relaxing long-term getaway.brbrHighlights:br • Less than 5 minute walk to the beachbr • Pool Tablebr • Community Pool and Hot Tubbr • Community Fitness Centerbr • Community Tennis and Pickleball CourtbrbrComfortably accommodating up to six guests, this condo is designed for both relaxation and convenience. The primary suite features a plush king bed and private ensuite. The second bedroom includes a cozy twin bed, while the third offers a versatile futon with a trundle — great for kids or extra guests. A second full bathroom is located off the hallway.brbrBedrooms and Bathrooms:br- Primary Bedroom: King Bed, Ensuite Bathroombr- Second Bedroom: Twin Bed, Hallway Bathroombr- Third Bedroom: Futon Bed, Hallway BathroombrbrAdditional perks include a private washer and dryer, high-speed Wi-Fi, and covered parking. While pets are not permitted, you’ll have full access to Gulf and Bay Club’s impressive amenities — from shuffleboard and tennis to a tranquil hot tub and fitness center.brbrWith a 28-night minimum stay, Unit C611 is your perfect home base for snowbird season, remote work, or an extended dose of island life.brSettle in, unwind, and let your Siesta Key story begin.

Bed

Bath

Sleeps

$311.29

/ Nightly

Private Vacation Home

Siesta Key Cottage – Best Value! Just Cross the Street to the Gulf!

Siesta Key, Florida, United States

THE BEST VALUE! PERFECT LOCATION!brbrWorth every penny — this is Siesta Key’s best value, just steps from the Gulf.brbrCozy, beachside cottage in the best part of Siesta Key — just 100 feet from the beach, directly across the street from beach access. Walk everywhere: restaurants, bars, shopping, live music in the Village — all just around the corner.brNo car needed, but free parking is included if you bring one!brbrPerfect for romantic couples, small families, kid-friendly and great for wedding guests too — ideal for anyone who wants to enjoy the #1 beach in the USA without stress or crowds. It’s so easy to pop back to the cottage to relax, grab a bite or restock the cooler.brbr✔️ Best location — just cross the street!br✔️ Safe, quiet neighborhood — walk to everything.br✔️ Fully equipped: comfy beds, beach chairs & beach towels included.brbrBedroom: 2 Queen Beds (Sleeps up to 4)brbrGot questions Just ask — I’m always happy to help you plan your perfect Siesta Key stay!

1

Bed

1

Bath

4

Sleeps

$163.07

/ Nightly

Condo

The Blue Luna | Private Villa w/ Access to Pool & Pier, Walk to Siesta Beach

Siesta Key, Florida, United States

Welcome to The Blue Luna, a serene stand-alone villa nestled in the tropical paradise of Polynesian Gardens on Siesta Key. This two-bedroom, two-bathroom home has been thoughtfully decorated with a calming, coastal blue palette that reflects the soft light of the moon on the water. The spacious living area is bathed in natural light, inviting you to relax and unwind. The primary bedroom features a king-size bed and an elegant ensuite bathroom, offering a private haven for rest. The second bedroom, with its twin-size and double-size bed, is perfect for families or friends ready for a peaceful retreat. Start your day by watching dolphins play in the water as the sun rises, then take a refreshing dip in the nearby heated pool. For a more adventurous afternoon, cast a line from the community fishing pier for the catch of the day. As evening approaches, prepare to be enchanted by the breathtaking Siesta Key sunsets and the rhythmic sounds of the local drum circle celebration—a truly magical tradition. Located within walking distance of vibrant restaurants, bars, and attractions, you'll find plenty to do without ever needing a car. At The Blue Luna, you can relish the stunning sunsets, lose yourself in the rhythmic beat of the drum circle, or simply enjoy a quiet moment by the pool. Book your stay today and claim your slice of paradise where the magic of the moon meets the tranquility of the sea.brbrGood to Know for Your Stay:br• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.br• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment.br• Pet Policy: To adhere to HOA guidelines, pets are not permitted at this property.br• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!

Bed

Bath

Sleeps

$848.99

/ Nightly

Private Vacation Home

Luxurious 4 Bedroom Home on Siesta Key, Steps From Siesta Beach!

Siesta Key, Florida, United States

SIESTA KEY BEACH RESIDENCE: This must-see, rare, and beautiful home on Siesta Key offers a much sought after modern and contemporary design. With 4 bedrooms, 4 full bathrooms and 2 half bathrooms, this private home offers enough sleeping space for 10 guests. Experience the luxuries this stunning building has to offer with quartz counters, high-end appliances, en-suite bathrooms throughout, walk-in closets, a heated private lap pool and park BBQ grill. Best of all, this home has floor to ceiling glass, highlighting both the Gulf and Siesta Beach. To top it all off, you can relax on the roof top deck with the best view to watch the gorgeous sunsets. Located just 0.1 miles from beach access, you’ll struggle to decide between taking the short walk to the beach, or taking a trip to Siesta Key Village to experience the great restaurants, shops, and entertainment the island has to offer. Your vacation home awaits you!br*This property is stairs only; all guest must have the ability to climb stairs.br*No garage parkingbrbrBedroom 1- KingbrBedroom 2- QueenbrBedroom 3- QueenbrBedroom 4- QueenbrLiving Room- Two Full Sleeper Sofa.brbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 25br*To book a Beachside Managed Property Between February 1st and April 15th, the booker must be 27 years old or older. br*Security Authorization Hold taken upon check-in. Amount: 1,500

4

Bed

5

Bath

10

Sleeps

$275.52

/ Nightly

Private Vacation Home

House of the Sun | Cheerful Island Bungalow, Walk to Siesta Village & Beach!

Siesta Key, Florida, United States

Imagine a place where the warm sunshine beckons you to relax, unwind, and truly escape the everyday. Welcome to House of the Sun, a delightful 3-bedroom, 2-bathroom island bungalow meticulously designed for your ultimate Siesta Key retreat, perfectly located just a leisurely stroll from the vibrant Siesta Key Village (packed with shops, restaurants, and entertainment!) and a short walk to the world-famous Siesta Key Beach, consistently ranked #1 in the USA! From the moment you step inside, you'll be embraced by a cozy, comfortable atmosphere and tasteful coastal decor, instantly making you feel at home in your personal island paradise. The updated kitchen is fully equipped for making meals or entertaining, and the formal dining room offers serene views of the tropical backyard where you can dine al fresco or simply soak up the sun in this quiet, family-oriented haven. With a comfortable Queen bed in the primary, two Twin/Single beds in the second bedroom, and a versatile Daybed Sofa in the third, there's space for everyone. This is the tranquil, sun-kissed escape you've been longing for, a perfect place to create unforgettable memories – your Siesta Key adventure awaits!brbrGood to Know for Your Stay:br• Property Management: This property is professionally managed by Ascendia Group, ensuring a seamless and enjoyable stay.br• Beach Equipment: We want your beach days to be effortless! This property comes equipped with beach chairs, a cooler, a wagon, and beach towels for your enjoyment.br• Pet Policy: For the comfort of all our guests, pets are not permitted at this property.br• A Message from Ascendia Group: We're dedicated to ensuring your time at our property is relaxing, enjoyable, and full of unforgettable experiences. Our local team is always available 7 days a week during your stay if you have any questions or need recommendations on what to do and see in the area!

Bed

Bath

Sleeps

$146.72

/ Nightly

Condo

Siesta Key condo 2-bedroom/1.5 bath w/ laundry in unit- Midnight Cove II

Siesta Key, Florida, United States

Siesta Key Beach Condo with brilliant Bayviews and Beach Access - this groundfloor 2-bedroom condo in Siesta Key with Beach Access To Siesta Key Beach . This fabulous retreat features 1 king bed and 1 queen bed, with Bonus Blow Up Queen Size Bed...perfect for a cozy stay. With amenities like Heated Pools, Boat Docks with Direct Access to Sarasota Bay, WiFi, Washer and Dryer in the unit... Unit is fully stocked with everything need to make a good Siesta Key Beach Stay a Great Siesta Key Beach Stay... Location is close enough to walk to Shops, Restaurants and public transportation stop close to association entrance. brCovered Reserved Parking. Cove II Siesta Key is a Resort Style Location at affordable pricing.

2

Bed

1

Bath

4

Sleeps

$272.64

/ Nightly

Villa

Siesta Sands 203

Siesta Key, Florida, United States

Villa 203 at Siesta Sands is an inviting island retreat designed for comfort, ease, and time well spent. Light and airy, this charming villa features an open-concept layout and a soft coastal style that creates a calm, welcoming atmosphere from the moment you arrive. The well-equipped kitchen and comfortable living spaces make it easy to enjoy unhurried mornings and relaxed evenings. Ease into the rhythm of Siesta Key, spend time outdoors, enjoy sunny afternoons by the pool, or take a leisurely walk to the beach just minutes away. Located within the gated, family-friendly Siesta Sands community, Villa 203 places you close to the sugar-white sands and clear Gulf waters of Crescent Beach. Known for its natural beauty and memorable sunsets, this iconic shoreline is perfect for peaceful strolls and quiet moments by the water. With access to a private beach and a location that balances serenity with convenience, Siesta Sands provides an ideal setting for your next escape. Whether you’re seeking a restful getaway or a classic beach vacation, Villa 203 offers a comfortable and welcoming place to relax and make lasting memories.

Bed

Bath

Sleeps

$314.55

/ Nightly

Private Vacation Home

Siesta Dreamin’ - Canal Front Home with Private Pool and Dock!

Siesta Key, Florida, United States

Siesta Dreamin’ by Tropical Sands AccommodationsbrbrWelcome to Siesta Dreamin’, a stylish and inviting 4-bedroom, 3-bath canal front home with a private dock, perfect for extended stays on Siesta Key. Located just a 12-minute walk to Siesta Key Beach, this comfortable retreat offers a peaceful waterfront setting while still being close to local shops, restaurants, and entertainment. With a private pool, high end kitchen, dedicated office, and relaxing outdoor spaces, this home delivers comfort, convenience, and the relaxed island charm that Siesta Key vacation rentals are known for. brbrHighlights br• 12-minute walk to Siesta Key Beach br• 4 bedrooms / 3 bathrooms br• 1 king, 3 queens, twin daybed with twin trundle br• Private heated pool br• Private dock br• 50-amp EV charging outlet br• Outdoor seating and dining area br• BBQ grill and outdoor shower br• Dedicated office space br• Beach chairs and cart included br• Washer and dryer br• 4 parking spaces brbrSiesta Dreamin’ offers a beautiful outdoor living experience where guests can enjoy quiet mornings by the private heated pool, breezy afternoons on the deck, or dinner under the charming dining pergola. This outdoor space feels private, with comfortable seating for lounging, sunbathing, or reading a book by the water. The home sits along the peaceful canal and includes a private dock, perfect for fishing or launching kayaks and paddleboards. An outdoor shower and BBQ grill make beach days and relaxed nights even more enjoyable, creating a true coastal retreat for long stays. brbrInside, the spacious great room includes a large, comfortable sectional couch and a large TV, making it an ideal spot for movie nights. A bright indoor dining table sits just off the living area, offering a welcoming space for shared meals with views of the pool and garden. Sliding glass doors open directly to the pool and outdoor oasis, creating a bright and seamless indoor outdoor flow. The gourmet kitchen is beautifully updated with custom cabinetry, high end appliances, and striking stone countertops. A Summit dual-zone wine cellar adds a luxurious touch, making this a perfect space for cooking, entertaining, and family meals. A dedicated office area provides an excellent workspace for remote professionals, complete with a twin daybed and twin trundle for flexible guest accommodations. brbrThe primary bedroom offers a peaceful retreat with a luxurious king bed, a spacious walk-in closet, and an ensuite bathroom featuring a double vanity, walk-in shower, and separate soaking tub. Three additional bedrooms each offer comfortable queen beds, creating inviting spaces for family members or extended stay guests. A shared hallway bathroom includes a shower and tub combination, while an additional full bathroom with a walk-in shower provides added comfort and convenience for the group.brbrRoom Details br-Primary Bedroom: King bed, ensuite bathroom with walk-in shower, soaking tub, and double vanity br-Second Bedroom: Queen bed br-Third Bedroom: Queen bed br-Fourth Bedroom: Queen bed br-Bonus Sleeping Space: Office with twin daybed and twin trundle brbrWith its convenient location, guests are just minutes from Siesta Key Beach, local restaurants, and the charm of island living. Siesta Dreamin’ also offers beach chairs, a beach cart, a washer and dryer, and a 50-amp EV outlet to make longer stays comfortable and easy. Whether you prefer peaceful mornings by the water or exploring Sarasota’s coastal attractions, this home offers everything needed for a relaxing extended stay. brbrExperience the ease of coastal living at Siesta Dreamin’ by Tropical Sands Accommodations. With a canal front setting, private pool, high end kitchen, and beautiful outdoor areas, this home is perfect for extended stays on Siesta Key. Book your dream getaway today! brbr- brThis home is managed by Tropical Sands Accommodations, a Siesta Key and Sarasota property management company. brbrThis home requires a minimum 30-night stay in accordance with local city regulations, and shorter stays are not permitted.brbrBoat Lift is for owner use only. brbrThis property does not allow pets of any kind. brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Tropical Sands Accommodations Rental Policies for full details. brbr4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

4

Bed

2

Bath

8

Sleeps

$288.15

/ Nightly

Condo

Cozy 1-bedroom 2 Full bath condo in peaceful Siesta Key .55 & over,1 month stay.

Siesta Key, Florida, United States

Escape to this adorable condo in picturesque Siesta Key. With one cozy bedroom and two bathrooms, including a jetted bathtub for ultimate relaxation, guests find comfort and convenience at every turn. The space stays comfortable year-round thanks to heating and air conditioning. Whether you’re freshening up with a hair dryer or getting ready for a day out, everything you need is right here. Enjoy a workout in the fitness room before heading out to explore. This gorgeous retreat offers a wonderful blend of relaxation and style. Enjoy all that Siesta Key has to offer when you stay at our place.

1

Bed

2

Bath

2

Sleeps

$581.15

/ Nightly

Condo

Siesta Key Beach stay, pool & island shuttle stops

Siesta Key, Florida, United States

Welcome to your relaxing Siesta Key escape, just moments from the world-famous white sands. Enjoy private beach access with chairs and umbrellas, plus resort-style amenities including a pool, clubhouse, tennis courts, and gated security. Inside, a bright and open space offers the perfect place to unwind. With the Siesta Islander shuttle right out front, exploring Siesta Village and Turtle Beach is effortless. The ideal laid-back island getaway.

2

Bed

2

Bath

6

Sleeps

$1171.67

/ Nightly

Private Vacation Home

Siesta Key 6Br Beachfront Suites Retreat, Gulfview

Siesta Key, Florida, United States

Beachfront Suites Compound: Surfside, Serenity, and Dreamview Condos on Siesta KeybrbrWelcome to your ultimate beachfront retreat on Siesta Key, where the serene beauty of the Gulf of Mexico meets unparalleled comfort in our exclusive Beachfront Suites compound. Comprising three distinct condos - Surfside, Serenity, and Dreamview - each offering unique features and amenities, this stand-alone triplex delivers a personalized beach getaway experience directly on the world-famous Siesta Key Beach. Whether you seek a family adventure, a tranquil escape, or a romantic rendezvous, our Beachfront Suites cater to every desire.brbrProperty Features:brbr-Surfside Condo (1st Floor): A family-friendly 3-bedroom haven with immediate beach access, a newly renovated bathroom, and a private patio. It's perfect for beach days or relaxing with a book in the large shared backyard.br• Primary Bedroom: King Bedbr• Guest Bedroom 1: Queen Bedbr• Guest Bedroom 2: Twin BedsbrbrSerenity Condo (2nd Floor): Offers a peaceful 2-bedroom escape with stunning Gulf views from a private balcony. Its calming aesthetic and fully stocked kitchen provide a zen-like atmosphere for a truly serene vacation.br• Primary Bedroom: King Bedbr• Guest Bedroom: Queen Bedbr• Pull Out SofabrbrDreamview Condo (3rd Floor): This 1-bedroom suite boasts the best views on Siesta Key, featuring a large Jacuzzi bathtub, plush king bed, and private balcony for unforgettable sunsets. Ideal for romantic getaways or small families.br• Primary Bedroom: King Bedbr• Futon SofabrbrShared Amenities for All Guests:br- Immediate access to Siesta Key Beachbr- Breathtaking views of the Gulf of Mexicobr- HD Smart TVs, outdoor firepit, picnic area, propane & charcoal grillbr- Outdoor and board games, beach suppliesbr- Large shared backyard for ultimate relaxation and funbrbrPet Policy: Each condo welcomes your furry friends with a pet-friendly policy for dogs up to 50 lbs or two dogs with a combined weight of 50 lbs, ensuring no family member is left behind.brbrLocal Area:br- Just .25 miles to Siesta Key Public Beach and .5 miles to Siesta Key Village for dining, shopping, and entertainment. Downtown Sarasota is a short drive away, offering cultural attractions and more.brbrExclusive Compound Advantage:brRenting the Beachfront Suites compound provides an exclusive beachside experience for larger groups or families, offering a blend of privacy, luxury, and shared outdoor spaces. It's an ideal setting for creating lasting memories together on Siesta Key.brbrExperience the best of Siesta Key in one of our beachfront condos, where every stay is tailored to your preferences, whether it's soaking up the sun on the beach, enjoying backyard barbecues, or simply unwinding to the soothing sound of the waves.

Bed

Bath

Sleeps

$300.37

/ Nightly

Condo

Gorgeous 2 Bed 2 Bath Gulf front, just steps to the white powder beach

Siesta Key, Florida, United States

Paradise! Luxury Condo located directly on one of, if not the nicest, beach in the USA. Two pools, one beach front! Condo provided beach chaises & chairs, BBQ's, covered parking for single vehicle, gated complex highly sought after by full time, seasonal and vacationing residents. Incredible views from this unit along with high-end furnishings...I guess I could have stopped at Paradise...

Bed

Bath

Sleeps

$503.77

/ Nightly

Apartment

Island House Beach Resort 5S

Siesta Key, Florida, United States

This beautifully appointed 2-bedroom, 2-bathroom condo features a spacious primary ensuite with a king-size bed, along with a guest bedroom offering two twin size beds. The unit includes a large living area, a dedicated dining space, and a fully equipped kitchen with all appliances and granite countertops. The condo also features three large flat-screen televisions and central heating and air conditioning for year-round comfort. Step onto the lanai to enjoy gorgeous views of the Gulf of Mexico with truly spectacular scenery with magnificent sunsets that are a sight to behold.br brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!

Bed

Bath

Sleeps

$375.79

/ Nightly

Villa

Island House Beach Resort V10B

Siesta Key, Florida, United States

Island House Beach Resort - Siesta Key Florida - Crescent Beach. brbrThis inviting 2 bedroom, 1 bathroom villa duplex offers 1,000 sq. ft. of comfortable living space. The primary bedroom includes a king-size bed, while the second bedroom features two twin beds. A sleeper sofa provides additional accommodations. This unit features a spacious living room, dining area, and a fully equipped kitchen with all major appliances. Enjoy the added convenience three large flat-screen TVs, central heating and air conditioning, as well as a relaxing lanai.br brLocated on the second floor, this unit sits directly across from our large, heated swimming pool—perfect for easy access and a great place to unwind during your stay.brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!

Bed

Bath

Sleeps

$485.03

/ Nightly

Apartment

Island House Beach Resort 12N

Siesta Key, Florida, United States

This beautifully appointed 2-bedroom, 2-bathroom condo features a spacious primary ensuite with a king-size bed, a guest bedroom offering two twin beds as well as a sofa bed in the living area. The unit includes a large living area, a dedicated dining space, and a fully equipped kitchen with all appliances and granite countertops. The condo also features three large flat-screen televisions and central heating and air conditioning for year-round comfort. Step onto the lanai to enjoy gorgeous views of the Gulf of Mexico with truly spectacular scenery with magnificent sunsets that are a sight to behold.br brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!

Bed

Bath

Sleeps

$392.54

/ Nightly

Villa

Island House Beach Resort V1

Siesta Key, Florida, United States

Island House Beach Resort – Siesta Key, Florida (Crescent Beach)brbrThis beautifully appointed 2-bedroom, 2-bathroom villa offers comfort, style, and privacy just steps from the beach. The primary ensuite features a king-size bed, while the guest bedroom includes two twin beds, making it ideal for families or friends traveling together.brbrEnjoy the spacious living and dining areas, a fully equipped kitchen with granite countertops and modern appliances, and a private screened lanai perfect for relaxing after a day in the sun.brbrFor your convenience, the villa includes three large flat-screen TVs, central heating and air conditioning, and all the amenities you need for a comfortable stay.brbrExperience the privacy and ease of your own standalone villa, while being part of the beautiful Island House Beach Resort community. Just a short walk through the resort brings you to the powdery white sands and turquoise waters of the Gulf of Mexico—perfect for relaxing in the sun, sand, and surf.brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!

Bed

Bath

Sleeps

$407.76

/ Nightly

Villa

Island House Beach Resort V11

Siesta Key, Florida, United States

Beautifully Appointed 2-Bedroom, 2-Bathroom Villa – Island House Beach Resort, Siesta KeybrbrThis beautifully appointed 2-bedroom, 2-bathroom villa offers the perfect blend of comfort and coastal charm. The primary suite features a king-size bed and private ensuite bathroom, while the guest bedroom includes two twin beds—ideal for family or friends. A sofa bed in the spacious living area provides additional sleeping accommodations.brbrEnjoy an open-concept living and dining area, a fully equipped kitchen with modern appliances and granite countertops, and a private lanai—perfect for relaxing and taking in the island breeze. The villa also includes three large flat-screen TVs, central heating and air conditioning, and all the conveniences of home.brbrExperience the best of Siesta Key with the space, comfort, and privacy of your own beachfront villa—just steps away from the white sands of Crescent Beach.brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!

Bed

Bath

Sleeps

$181.99

/ Nightly

Condo

Quiet condo with a heated pool & central AC - short walk to the beach

Siesta Key, Florida, United States

Sea- Esta' Winds 209brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrLocated just south of the Stickney Point Bridge, this second-floor condo provides a lovely place to rest during your trip to Siesta Key! No car is needed during your stay - this vacation rental is less than a half-mile walk to Crescent Beach public access!brbrNatural light flows through this space, and you can kick back and relax in the central air conditioning within the brightly painted walls. It's a corner condo within the complex with no unit above, so guests can enjoy plenty of peace and quiet. Cook up tasty meals in the well-equipped, full kitchen with all-new appliances, then dine together at the built-in table for four. This home has a Roku device with Guest Mode for you to enjoy. Bring your favorite subscriptions and easily sign in to enjoy. You can also enjoy hundreds of free movies, TV shows, news and more. You and your guests can also enjoy access to a shared and heated pool during your stay.brbrRESORT AMENITIESbr- Outdoor, heated poolbrbrTHINGS TO KNOWbrGuests must book for a minimum of two weeksbrShared laundry facilities available on-sitebr*POOL WILL BE OUT OF SERVICE FROM 05/05-06/15brbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 2.brbrDock details: brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Bed

Bath

Sleeps

$402.05

/ Nightly

Villa

Island House Beach Resort V28

Siesta Key, Florida, United States

Island House Beach Resort – Siesta Key, Florida (Crescent Beach)brbrThis beautifully appointed 2-bedroom, 2-bathroom villa offers comfort, style, and privacy just steps from the beach. The primary ensuite features a king-size bed, while the guest bedroom includes 2 twins and a sofa bed in the living area, making it ideal for families or friends traveling together.brbrEnjoy the spacious living and dining areas, a fully equipped kitchen with updated countertops, modern appliances, and a private screened lanai perfect for relaxing after a day in the sun.brbrFor your convenience, the villa includes three large flat-screen TVs, central heating and air conditioning, and all the amenities you need for a comfortable stay.brbrExperience the privacy and ease of your own standalone villa, while being part of the beautiful Island House Beach Resort community. Just a short walk through the resort brings you to the powdery white sands and turquoise waters of the Gulf of Mexico—perfect for relaxing in the sun, sand, and surf.brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!

2

Bed

1

Bath

6

Sleeps

Vacation Rentals By Owner In Siesta Key, FL

$198.88

$450.7

$311.29

$163.07

$848.99

$275.52

$146.72

$272.64

$314.55

$288.15

$581.15

$1171.67

$300.37

$503.77

$375.79

$485.03

$392.54

$407.76

$181.99

$402.05

Rent a place that suits your needs

Most popular vacation rentals in Siesta Key

$2522.03

$2135.02

$2157.13

$2193.20

$2342.88

$2445.50

$2479.18

$3229.57

$3133.33

$3110.58

Most Popular Cities in Florida