Vacation Villa Rentals By Owner In Siesta Key, FL

$301.41

10 Premium - Island Vibes & Studio Comfort - The Ultimate Siesta Key Hideaway

Siesta Key, Florida, United States

Discover the perfect beach getaway at our charming studio, ideally located on the beautiful Siesta Key. Just steps from the pristine white sands of Siesta Beach, this cozy, well-appointed retreat is perfect for couples or solo travelers seeking a relaxing escape. The studio features a comfortable queen-size bed, a cozy seating area, and a flat-screen TV for your entertainment. Prepare meals with ease in the fully equipped kitchen, complete with a refrigerator, stove, microwave, and all the essentials for a convenient stay. The bathroom includes a tub/shower combo, fresh towels, and a complimentary starter kit of toiletries. Step outside to enjoy the front patio or unwind with a dip in the shared pool—ideal after a day of exploring the island. Nestled in the heart of Siesta Key, you’ll be just a short stroll from local shops, vibrant dining spots, and of course, the beach. Additional amenities include high-speed Wi-Fi, two on-site laundry facilities, and free parking. Whether you're visiting for a weekend escape or an extended stay, our studio offers the perfect blend of comfort, convenience, and laid-back island charm. Book your stay today and experience the magic of Siesta Key!

Bed

Bath

Sleeps

$371.52

/ Nightly

Villa

24 Premium - Romantic Siesta Key Delightful One-Bedroom Villa for Two

Siesta Key, Florida, United States

* 5 Night MINIMUM- Step into your perfect beach getaway with this charming ground-floor 1-bedroom unit located in the sought-after Casa Mar complex, just off Midnight Pass Road and only steps from the sand. Relax on the screened lanai overlooking a peaceful courtyard, where two sparkling pools invite you to unwind in the Florida sunshine. A short stroll along the sidewalk brings you directly to the pristine beach, with complimentary beach chairs provided by the association. Enjoy the ease of covered parking for one car, as well as access to tennis courts and convenient community laundry facilities. Inside, the non-smoking, pet-free unit features wood plank flooring, stylish leather furniture, and a calming coastal aesthetic. The bedroom offers a comfortable king-sized bed, while two large flat-screen TVs and high-speed wireless internet keep you connected and entertained. Whether you're here for a romantic escape or a solo retreat, this beautifully appointed unit blends comfort, convenience, and classic coastal charm—making it the ideal vacation spot on Siesta Key.

Bed

Bath

Sleeps

$315.16

/ Nightly

Villa

64 Premium - Charming Escape - Discover Your One-Bedroom Villa on Siesta Key

Siesta Key, Florida, United States

Step into your perfect getaway at this charming ground-floor 1-bedroom unit nestled within the Casa Mar complex, just steps from the beach off Midnight Pass Road. Relax on the screened lanai overlooking a tranquil courtyard, where not one but two inviting pools beckon you to unwind. A leisurely stroll along the sidewalk leads you straight to the sandy shores. Enjoy the convenience of covered parking for one car, access to tennis courts, and community laundry facilities, with beach chairs provided by the association for your use. Inside, the non-smoking, pet-free space features wood plank flooring and stylish leather furniture, complemented by high-speed wireless internet and entertainment on two large flat-screen TVs. The bedroom offers a luxurious king-sized bed, while additional guests can rest comfortably on the sleeper sofa, making this unit perfect for up to four guests. Escape to this vibrant vacation spot where comfort meets coastal charm!

Bed

Bath

Sleeps

$334.43

/ Nightly

Villa

53 Premium - Luxury & Leisure - Elegant One-Bedroom Villa in Siesta Key Paradise

Siesta Key, Florida, United States

Discover a luxurious 1-bedroom, 1-bathroom condominium at Casa Mar, featuring a king-sized bed in the primary suite and a comfortable sleeper sofa in the living area. This stylish retreat boasts a fully equipped kitchen adjoining a spacious dining area, ideal for entertaining or relaxing meals. Enjoy the convenience of a private carport just steps from your door, while Casa Mar offers an array of resort-style amenities including two sparkling swimming pools, tennis and pickleball courts, and shuffleboard for outdoor enthusiasts. Savor leisurely outdoor dining at multiple grilling areas with picnic tables, or unwind at one of two beach pavilions nestled along more than 200 feet of exclusive private beachfront. Additional conveniences include multiple laundry facilities within the community and a nearby Siesta Key trolley stop at the entrance, providing easy access to explore the vibrant surroundings. Indulge in the ultimate coastal lifestyle at Casa Mar, where every detail is designed to help you relax, rejuvenate, and enjoy the very best of Siesta Key.

1

Bed

1

Bath

4

Sleeps

$456.71

/ Nightly

Villa

Villa 64 - Premium Plus - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Villa 64 at Aloha Kai is located on Siesta Key, a beloved barrier island on Florida’s West Coast. This comfortable and spacious unit features 2 bedrooms, 2 baths, and a set of twin bunk beds—perfect for families or groups. For your convenience, the villa also includes a washer and dryer. Aloha Kai is a family-friendly, gated resort community nestled in the heart of Crescent Beach, consistently ranked the number one beach in the continental United States. Renowned for its bright white quartz sand and emerald-green waters, Siesta Key is one of Florida’s premier vacation destinations. The breathtaking three-mile stretch of Crescent Beach and the clear, calm waters of the Gulf of Mexico offer the ideal setting for peaceful walks and unforgettable sunsets that will leave lasting impressions. Aloha Kai completes the beach vacation experience with shaded beach pavilions and the largest pool on Siesta Key, providing the perfect backdrop for a relaxed, sun-soaked getaway.

Bed

Bath

Sleeps

$391.28

/ Nightly

Villa

Island House Beach Resort V22

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 twin beds 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!

Bed

Bath

Sleeps

$391.28

/ Nightly

Villa

Island House Beach Resort Villa 39

Siesta Key, Florida, United States

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 twin beds 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!brIsland

Bed

Bath

Sleeps

$409.08

/ Nightly

Villa

Island House Beach Resort V18

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 twin size beds, 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!

Bed

Bath

Sleeps

$399.56

/ Nightly

Villa

Island House Beach Resort V7

Siesta Key, Florida, United States

Welcome to your coastal retreat at Island House Beach Resort, perfectly situated on the widest part of Crescent Beach. This lovely 2-bedroom, 2-bathroom villa offers comfort, style, and privacy for your Siesta Key getaway.brbrThe villa features a primary ensuite bedroom with a king-size bed, a guest bedroom with two double beds, and a spacious living and dining area with a sofa bed, comfortably accommodating families or groups.brbrEnjoy the beautifully updated, fully equipped kitchen with modern appliances—perfect for preparing meals at home. Relax on the screened lanai, ideal for morning coffee or evening sunsets, and take advantage of covered parking for convenience.brbrFor your entertainment and comfort, the villa includes three large flat-screen TVs, central heating and air conditioning, and all the amenities you need for a relaxing stay.brbrJust steps away from the white sands and turquoise waters of the Gulf of Mexico, this villa provides the perfect blend of relaxation and recreation in a beautifully maintained beachfront resort.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.brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!

Bed

Bath

Sleeps

$384.2

/ Nightly

Villa

In the Heart of Siesta Key Village and Steps to the #1 Beach

Siesta Key, Florida, United States

Plan your vacation of a lifetime on nationally rated and recognized Siesta Key Beach! The perfect place to find peace and contentment and regain that sense of emotional well being! Located on the beautiful Gulf Coast of Florida, in Sarasota County, you will experience a white sand beach, crystal blue waters, vibrant Siesta Key Village, and the variety of what Gulf Coast Florida has to offer from historical and cultural experiences, beaches, water activities, fishing, major and minor league sports, nationally acclaimed arts and entertainment, and all varieties of dining and shopping.Nationally Rated Siesta Beach is just steps from your front door! Our Villa is located in the residential area of Siesta Key Village. The Village offers many restaurants, shopping, and nighttime entertainment. brMid modern century design and architecture, our Villa is ground level with one reserved parking space directly in front. There is a back gate door, which provides an entrance directly into the heart of Siesta Key Village.brOur Villa has vaulted ceilings and a split layout plan. There is a master bedroom with a queen bed and a second bedroom with two twin beds. There is a queen-sized inflatable bed for extra guests. Bedrooms have ceiling fans and are separated by a living area for more privacy. Bedrooms also feature dressers, closets and hangers for your unpacking needs. We have one lovely bathroom with a walk-in shower. Our Villa features tiled floors throughout as well as Air Conditioning.brOur charming Villa has been renovated with a new kitchen, including stainless steel appliances, granite countertops, updated electrical, and pendant lighting. The fully equipped kitchen includes: coffee maker; tea kettle; toaster; microwave; kitchen dishes, cooking dishes, mugs, cups, glasses, and basic pantry items. brKeep all the comforts of home with high speed broadband Internet access and flat screen TVs in every room. 50 HDTV with DVR and Streaming WiFi Blu-Ray DVD player in the living room. Also included: new washing machine and dryer; linens, bath towels, and beach towels; ironing board and iron; hair dryer; beach chairs, umbrella, cooler, beach toys, beach cart (to put everything in), and outdoor shower. brbrEnjoy the brick paver patio with table and six chairs for outdoor dining and / or relaxing and charcoal grill. Patio Umbrella with solar-powered, LED lighting for evening ambience!brbrOur Villa has a very strict No Smoking / No Vaping policy.br brAdditional House Rules:br1. Minimum Age of Primary Renter: 25br2. Pet Fee: $200 per rental. May not exceed 50 lbs. Must be spayed or neutered. Must be up-to-date on rabies vaccinations and all other vaccinations. Heartworm preventive is highly recommended.br3 Cancellation Policy: In an effort to satisfy the vacation needs of both actual and potential guests, we refund Deposits in full if cancelled 60 days or more prior to the check-in date. br4. ABSOLUTELY NO VAPING OR SMOKING, of any kind, is allowed inside the Villa, violation will result in a $400 charge.br5. Under no circumstances should anything be hung from any light fixtures, ceiling fans, etc. Doing so will result in a $100 charge, in addition to replacement fixture costs, if necessary.br6. There is no glitter or confetti allowed in the Villa at anytime. There will be $75 charge if any is left at the property.brbrCheck out our website: www.kayonthekey.com

Bed

Bath

Sleeps

$466.92

/ Nightly

Villa

Canal Lower-Gorgeous 3 bed 3 bath near SK Village

Siesta Key, Florida, United States

This 3BR/3BA home is the perfect beach getaway to relax, unwind & take in everything Siesta Key has to offer. The best part We are just minutes away from Siesta Key Beach, voted the # 1 beach in the U.S! Steps to the village for shopping and restaurants. The semi-private heated pool and hot tub is shared with the upper unit. Step outside & you’ll find a quaint outdoor area featuring a tranquil pool, hot tub, and BBQ: perfect for family gatherings!

3

Bath

10

Sleeps

Exceptional(26)

$466.69

/ Nightly

Villa

Canal Upper-Gorgeous 3 bed 3 bath near SK Village

Siesta Key, Florida, United States

Canal Upper is just minutes away from Siesta Key Beach, voted the # 1 beach in the U.S! The kitchen features stainless steel appliances and a dining room table that fits up to 6. Beach carts, chairs & towels are provided for the 5-6 block walk to Beach Access #5. Step outside & you’ll find a quaint outdoor area featuring a tranquil pool, hot tub, and 2 gas BBQ grills: perfect for family gatherings!

Bed

Bath

Sleeps

$824.22

/ Nightly

Villa

Siesta Key 3 Bedrm, 3½ bath Villa sleeps 8 with 2900sq ft

Siesta Key, Florida, United States

Siesta Key 3 Bedroom, 3 ½ bath, 2900 Sq Ft.brWe are now offering our 3 bedroom 3 1/2 bath Villa with Wi-Fi throughout for you to enjoy your stay in Siesta Key. Just 1 block from the beach and 2 blocks to The Village makes this the perfect location for your beach vacation. Walk to the beach in under 5 minutes. Our luxurious Villa has a spacious 2 car garage. Your private elevator makes it easy to get around the house and is great for taking in groceries, luggage from the garage to all floors and up to the rooftop. The villa has high ceilings.brThe main floor has the laundry room, bathroom, kitchen, large family room, big screen TV, dining area with seating for 6 and a kitchen island that seats 6. A screened in patio is just off the kitchen with a patio table that seats 4. The kitchen has modern appliances including a wine cooler and stocked with everything you need to prepare meals or entertain.brThe 3rd floor has 3 bedrooms and 2 full bathrooms. Both guest bedrooms are tastefully decorated, share a full bathroom have queen beds, large closets and TVs with a lounge chair in the main quest room The spacious plush carpeted master bedroom features French doors to a walk-out balcony overlooking the pool, king size bed, office desk, Wi-Fi Printer, 2 large his and hers walk in closets, spacious bathroom with an oversize bathtub, granite top double sink vanity, large mirror and walk in shower.brIf you want to kick back, watch the game or hang out take the stairs or elevator to the top floor [rooftop]. Here you have a wet bar with mini fridge, microwave, ice maker, large TV, full bathroom and a couch that can fold out to a queen bed should you decide to use the room as a fourth bedroom. From here, grab a cocktail and go out on the large roof top and sit around the firepit with friends and family or relax in the lounge chairs and enjoy the partial view of the gulf and the sounds of Siesta Key.brThe pool is right off the garage door. It is heated during the winter [cool] months. Its a shared pool.br Ready to go to the beach - grab the beach buggy and load it up with beach chairs and all the toys we have available and stroll down to the beach.. When you get back there is an outside hot water shower next to the door to wash off your flip flops and the beach sand between your toes. ENJOY.br br2 pack and playsbrhigh chairbrsmall baby rocker chairbr2 baby fences brkids folding table with 2 chairsbrBeach wagon, towels, chairs and umbrella brPing pong tablebr4 bikesbrair pump on wallbrWine fridge coolerbr2 microwavesbrGas grill

Bed

Bath

Sleeps

$393.44

/ Nightly

Villa

Island House Beach Resort V23

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 twin beds 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!

Bed

Bath

Sleeps

$392.22

/ Nightly

Villa

Island House Beach Resort V33

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 a queen size as well as a twin bed, 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!

Bed

Bath

Sleeps

$394.87

/ Nightly

Villa

Island House Beach Resort V24

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 twin beds. 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!

Bed

Bath

Sleeps

$398.36

/ Nightly

Villa

Island House Beach Resort V37

Siesta Key, Florida, United States

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 twin beds 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!brIsland

Bed

Bath

Sleeps

$414.94

/ Nightly

Villa

Island House Beach Resort V5

Siesta Key, Florida, United States

Island House Beach Resort – Siesta Key, FloridabrVilla on Crescent BeachbrbrWelcome to paradise at the Island House Beach Resort! This beautiful 2-bedroom, 2-bathroom villa is perfectly situated on the widest stretch of Crescent Beach, one of Siesta Key’s most stunning and sought-after locations.brbrEnjoy the privacy and comfort of your own villa, complete with all the modern conveniences of home. The spacious primary suite features a king-size bed and a private ensuite bathroom, while the guest bedroom offers two full-size beds—perfect for family or friends. Relax in the large open-concept living and dining area, ideal for unwinding after a day at the beach or gathering together for meals and conversation.brbrThe fully equipped kitchen includes all major appliances, making meal prep a breeze. Relax in the screened lanai, unwind with your favorite shows on one of three large flat-screen TVs, or stay cool and comfortable with central heating and air conditioning. Covered parking is also included for your convenience.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

$396.04

/ Nightly

Villa

Island House Beach Resort V38

Siesta Key, Florida, United States

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 twin beds 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!brIsland

Bed

Bath

Sleeps

$398.36

/ Nightly

Villa

Island House Beach Resort V27

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 Villa Rentals By Owner In Siesta Key, FL

$301.41

$371.52

$315.16

$334.43

$456.71

$391.28

$391.28

$409.08

$399.56

$384.2

$466.92

$466.69

$824.22

$393.44

$392.22

$394.87

$398.36

$414.94

$396.04

$398.36

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