Vacation Villa Rentals By Owner In Siesta Key, FL

$327.74

Villa 14A - Premium - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

New photos coming soon! A wonderful beach vacation awaits you at Villa 14A at Aloha Kai, an updated villa just steps from the beach. Featuring two double beds, it’s an ideal spot for a girlfriend getaway. Start your day with a leisurely walk along the shore, then spend the afternoon relaxing on the front porch or back patio. For a perfect evening, visit a local waterfront restaurant to enjoy a sunset cocktail and dinner. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one rated beach in the continental United States. Known for its bright white quartz sand and emerald-green waters, Siesta Key is one of Florida’s top vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico captivate even the most seasoned travelers, offering soul-soothing walks and some of the most magnificent sunsets you’ll ever see. Aloha Kai is the perfect location for a laid-back beach vacation, inviting you to lounge under shaded beach pavilions or relax by the largest pool on Siesta Key.

1

Bed

1

Bath

4

Sleeps

$379.8

/ Nightly

Villa

Villa 12 - Premium Plus - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

This beautifully updated Villa 12 at Aloha Kai is ready to offer the perfect beach getaway. Just steps from the villa, you can stroll along the beach with your morning coffee and return in time for a breathtaking sunset. The screened porch provides a lovely spot to enjoy the balmy afternoon breezes in comfort. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one rated beach in the continental United States. Known for its bright white quartz sand and emerald-green waters, Siesta Key is one of Florida’s top vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico impress even the most seasoned travelers, offering soul-soothing walks and some of the most magnificent sunsets you’ll ever see. Aloha Kai is the perfect setting for a laid-back beach vacation, inviting you to lounge under shaded beach pavilions or relax by the largest pool on Siesta Key.

1

Bed

1

Bath

4

Sleeps

$384.8

/ Nightly

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Villa 11 - Premium - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Feel the sun on your shoulders and sand between your toes when you choose the updated Villa 11 at Aloha Kai. With a spacious front porch and a back patio, this villa offers plenty of opportunities to make the most of your beach getaway. Just steps from the pool and private beach, it’s an ideal retreat for sun lovers. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one rated beach in the continental United States. Known for its bright white quartz sand and emerald-green waters, Siesta Key is one of Florida’s premier vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico captivate even the most seasoned travelers, offering soul-soothing walks and some of the most magnificent sunsets you’ll ever see. Aloha Kai is the perfect setting for a laid-back beach vacation, inviting you to relax under shaded beach pavilions or by the largest pool on Siesta Key.

1

Bed

1

Bath

4

Sleeps

$387.89

/ Nightly

Villa

Villa 10 - Premium - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Lush tropical landscaping surrounds the screened-in porch of Villa 10 at Aloha Kai, offering endless hours of relaxation in a serene setting. This one-bedroom, one-bath villa also features a private patio for your enjoyment. The kitchen is bright, well-appointed, and equipped with everything you need for cooking and dining. The spacious bedroom provides ample closet space for your comfort. Known for its bright white quartz sand and emerald-green waters, Siesta Key is one of Florida’s premier vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico impress even the most seasoned travelers, offering the perfect backdrop for soul-soothing walks and breathtaking sunsets. Aloha Kai is the ideal spot for a laid-back beach vacation, inviting you to lounge under shaded beach pavilions or relax by the largest pool on Siesta Key.

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Bath

Sleeps

$396.91

/ Nightly

Villa

Villa 01 - Standard Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Villa 1 at Aloha Kai is ideally situated on Siesta Key, a popular barrier island along Florida’s West Coast. Nestled within the family-friendly, gated resort community of Aloha Kai, it lies in the heart of Crescent Beach—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 stunning shores of Crescent Beach stretch over three miles, offering soul-soothing walks and some of the most breathtaking sunsets you’ll ever witness over the clear waters of the Gulf of Mexico. Aloha Kai provides the perfect setting for a relaxed beach getaway, inviting you to unwind beneath shaded beach pavilions or at the community’s pool, which boasts the distinction of being the largest on Siesta Key.

2

Bed

1

Bath

6

Sleeps

$399.68

/ Nightly

Villa

Villa 14 - Premium Plus - W&D Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Villa 14 at Aloha Kai invites you to kick back and enjoy the simple pleasures of beachside living—whether it’s a leisurely stroll along the shore to add to your seashell collection or a quiet afternoon spent lounging poolside with a good book. This light and bright villa features a charming front porch and a private back patio, offering peaceful spaces to relax and unwind at any time of day. For your convenience, the unit also includes a washer and dryer. Located on Siesta Key, a beloved barrier island on Florida’s West Coast, Aloha Kai is a family-friendly, gated resort community situated in the heart of Crescent Beach—ranked the number one beach in the continental United States. Famous for its powdery white quartz sand and emerald-green waters, Siesta Key stands out as one of Florida’s top vacation destinations. The breathtaking three-mile stretch of Crescent Beach and the crystal-clear waters of the Gulf of Mexico create the perfect backdrop for soul-soothing walks and unforgettable sunsets. Aloha Kai completes your ideal beach getaway with shaded beach pavilions and the largest pool on Siesta Key, all designed for a truly laid-back and memorable vacation experience.

1

Bed

1

Bath

2

Sleeps

$400.42

/ Nightly

Villa

Villa 15 - Premium Plus - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

The welcoming beach decor of Villa 15 at Aloha Kai invites you to leave your worries behind and unwind in comfort. This two-bedroom, one-bath unit features an extended living area with a private front porch enclosed with windows and blinds, as well as an open-air patio in the back for your enjoyment. The kitchen is bright and airy, showcasing white cabinetry, quartz countertops, and a cozy dining area. Convenience is enhanced with a washer and dryer located within the unit. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one rated beach in the continental United States. Known for its bright white quartz sand and emerald-green waters, Siesta Key stands as one of Florida’s premier vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico captivate even the most seasoned travelers, offering soul-soothing walks and some of the most magnificent sunsets you’ll ever see. Aloha Kai is the perfect setting for a laid-back beach vacation, inviting you to lounge under shaded beach pavilions or relax by the largest pool on Siesta Key.

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Bath

Sleeps

$387.14

/ Nightly

Villa

New Villa on Siesta Key! 2 Bedrooms with Pool, Dock, and Walkable to Beach!

Siesta Key, Florida, United States

Our villa has everything you need for an amazing, relaxing stay on Siesta Key....home to the #1 ranked beach in the US!brbrbrbrFirst, the location couldn't be better! We are across the street from Siesta Key beach!! We are located in the beautiful tree-lined community Polynesian Gardens that is tranquil, quiet, and full of friendly neighbors. The neighborhood is on the intracoastal waterway and our Villa is across the street from the water's edge. There is a private community dock steps away from our front door that is perfect for fishing, relaxing, taking in some sun, and even spotting dolphins as they swim right up to the dock every morning. There's also a private community heated pool in the middle of the community that is available for a dip year round.brbrbrbrOur villa is very spacious with two large bedrooms, an office, large family room, and screened in lanai. Our yard is completely fenced in for privacy. We recently purchased our villa and completely updated it with all new high end furnishings, including top of the line Sealy Brand mattresses for your sleeping comfort. We outfitted the villa with everything you would need to feel right at home, as well as everything you would need for a day at the beach. The screened in lanai is fully furnished to relax or enjoy a meal. The lanai leads to the spacious outdoor area with a grill and seating area. We have TV's located in all rooms and cable TV is included. All TV's are 4K and support streaming services if you prefer to log into your personal accounts.brbrbrbrThe family room is very spacious and has a very large and comfortable couch to relax on. There is a 60 smart tv, games, storage, blankets, and dining area. The family room leads out to the screened in lanai and to the backyard. The screened in lanai has a couch and two chairs for relaxing. It also has a small café table for 2 where you can dine. brbrbrbrThe primary bedroom is furnished with a king sized bed, large dresser, two night stands, 43 smart tv and plenty of storage and mirrors. There's an ensuite bathroom and a walk-in closet with plenty of space to hang your clothes along with lots of storage. The secondary bedroom is furnished with a queen sized bed, large dresser, two night stands, 24 smart tv and large closet. The secondary bathroom has a bathtub/shower along with all the amenities needed such as soaps and hair dryer.brbrbrbrThe kitchen comes equipped with everything needed for an extended stay. Stainless steel appliances: refrigerator (with ice machine), stove, microwave, and dishwasher. There's a coffee station that includes a coffee maker, grinder, and Keurig. The kitchen is stocked with dishes, glasses, bowls, pots & pans, small appliances (toaster, blender, etc), and everything you would need to cook or grill with.brbrbrbrThe office comes equipped with everything you would need to work remotely. There's a desk with comfortable desk chair. Also a monitor and printer/scanner along with general office supplies. A second monitor is available by request.brbrbrbrMost importantly, we are steps away from Siesta Key beach! It's a short 10-15 minute walk to the beach access, but we also provide bikes for your use to ride to the beach. While Siesta Key beach is the most amazing beach in the US, we are just a short drive away from other amazing beaches such as Lido Key Beach and Anna Maria Island. brbrbrbrOther than the beach, there are plenty of amazing things to do in the Siesta Key/Sarasota area. The Siesta Key Village is a short 5 minute car ride (or free trolley ride) away and has many shops, restaurants, and bars. Downtown Sarasota is a gem filled with unique shops, restaurants, theater, music & art festivals, and a farmer's market every weekend (during winter months). St Armand's Circle is also a great place for shops and restaurants and is probably our favorite area to hang out. Also, there's kayaking, marinas, boat rentals, gator farms, mangrove tours..... just too much to list! brbrbrbrWhen you book with us, you will be receiving a personalized website which will include your trip information, everything you need to know about our villa and the surrounding area, as well as all of our personal recommendations to keep you busy on your stay. We will also provide an AI powered itinerary generator that can create the ideal vacation for you!!brbrbrbrOur property is smoke-free. There is no smoking inside the villa or anywhere outside on the property. This is strictly enforced so please respect this policy when bookingbrbrbrbrNo pets allowed. This is enforced by the neighborhood Association so there are no exceptions.brbrbrbrbHighlights:/bbrbr• 1,500 sq foot Villa all to yourself. Plenty of sunlight, spacious, and newly furnished with all high end furniturebrbr• 2 large bedrooms and 2 full bathroomsbrbr• Primary bedroom features a very comfortable king-sized bed, large dresser, two night stands, and TV. There is a very large walk-in closet off the bedroom along with an ensuite primary bathroombrbr• Secondary bedroom includes a very comfortable queen-sized bed, large dresser, two nightstands, TV and closetbrbr• Mattresses are Sealy brand which are high end and provide the most amount of comfort as we know how important a good night's sleep isbrbr• Additional bedding includes a queen-sized murphy bed (located in the office). Note - there is a 5 person total for overnight staysbrbr• Office with everything you need to work remotely including: desk, monitor, printer/scanner, and supplies. 2nd monitor avail by requestbrbr• WiFi provided at 100+ Mbps speeds to support streaming and all internet needsbrbr• High Definition 4K TV's located in Family Room, Primary Bedroom, and Secondary Bedroombrbr• Cable TV is included along with the option of streaming on our Smart TVsbr br• Laundry room with NEW stacked washer and dryer, steamer, iron, and ironing boardbr br• Bathroom accessories provided include 2 hair dryers, organic shampoo, conditioner, lotion, soap and bath gelbrbr• Fully equipped kitchen that meets all your needs and includes: high-end appliances, pots, pans, dishes, glassware, and all the utensilsbrbr• Coffee Station which includes coffee maker, coffee bean grinder, and a Keurig for Hot Tea or Coffeebrbr• Blender perfect for blended drinks, smoothies, and frozen cocktailsbrbr• Bar stocked with everything needed to enjoy your favorite cocktails including all different glassware, shaker, strainer, and our favorite cocktail guidebrbr• All-season screened-in lanai with comfortable seating and dining areabrbr• Fenced in backyard for privacy and comfortbrbr• Private outdoor space with chairs to relax and enjoy the eveningsbrbr• Propane grill with porcelain-enameled cast-iron grates and stainless steel grilling utensilsbrbr• Shed for storage of bikes and beach accessoriesbrbr• Traditional Beach Cruiser Bikes (2) for your convenience to quickly get to beach or nearby restaurantsbrbr• Beach accessories provided include four (4) beach chairs, umbrellas, coolers, beach towels, and blanketsbrbr• Various board games to entertain yourself while homebrbr• Bluetooth radio for playing your favorite music from your phonebrbr• The house is stocked with general supplies to get your stay started such as paper goods, dishwashing and laundry supplies, liquid hand soaps, toiletries, and cleaning suppliesbrbr• Pack-n-Play for young childrenbrbr• Private Pool access. The Polynesian Gardens community has a private HEATED pool only available to the owners & guestsbrbr• Private dock on the intracoastal waterway. Our house is across the street from a private dock that goes out onto the water with plenty of seating to watch the sunrise/sunset. It's a perfect place to sit and enjoy a coffee in the morning while watching dolphins swim by just feet from the dockbr br• Self check-in via keyless entrybrbr• Villa/Siesta Key Information and Recommendations provided via binder and a personal website that you can access during your stay from anywhere (including your phone). It's a great way to have everything you need to know at your fingertips while on the go!brbrbrbrbFAQ:/bbrbrQ. Is there a pool brbrA. Yes, there is a private community heated pool in the Polynesian Gardens community. It is a short 2 minute walk from our Villabrbr brQ. How close are you to the beach and how do I get there brbrA. The Polynesian Gardens is across the street from the Siesta Key beach. The public access is a 10-15 minute walk or 5 minute bike ride. The main beach access is a 5-10 minute car or trolley ride awaybrbr brQ. Is it easy to park at the beach brbrA. Depends on the day and time of the year. If you get there early enough, you should be able to find a parking spot. However there are plenty of free trolley services that pick you up right outside of our community and will drop you off at the main access pointbrbr brQ. What are your favorite restaurants brbrA. We have everything detailed in our guest book upon arrival and also on our personal website that is accessible after bookingbrbr brQ. Are you near the Siesta Key Village brbrA. We are located about a 5-10 minute car ride/trolley ride away from the Siesta Key Village. The Village has everything you need for an amazing vacation on the island. It has many restaurants, bars, grocery stores, drug stores, gift shops, and ice cream shopsbrbrbrQ. Does your house have beach supplies or do I need to bring my own brbrA. We have everything you will need! Including towels, blankets, umbrella, coolers, chairs, and beach toys/gamesbrbrbrbrbOther Details:/bbrbr** Min Age To Rent: Per community rules and regulations, all reservations must be booked by and accompanied by an adult who is 21 yrs of age or olderbrbr** Individuals under 21 years of age may not occupy the house unless a parent is in the residence. Children shall not be let alone in the house at any timebrbr** The maximum number of overnight guests: A total of 5 persons, including children under the age of 18brbr** No Pets

2

Bed

2

Bath

5

Sleeps

$377.51

/ Nightly

Villa

Villa 53 - Premium Plus - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Beach or pool today Or perhaps you'd rather stay in and enjoy a good book on the charming porch of Villa 53 at Aloha Kai. This beautifully remodeled retreat features an updated kitchen and bath, paired perfectly with coastal-inspired furnishings that create a relaxing home away from home. The spacious bedroom offers generous closet space, ensuring comfort and convenience during your stay. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly, gated resort community nestled in the heart of Crescent Beach—ranked the number one beach in the continental United States. Famous for its powdery 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 Gulf waters offer the perfect backdrop for soul-soothing walks and unforgettable sunsets. Aloha Kai sets the stage for a laid-back beach vacation, where you’re invited to relax under shaded pavilions or lounge by the largest pool on Siesta Key.

1

Bed

1

Bath

2

Sleeps

$447.67

/ Nightly

Villa

Villa 59 - Premium Plus - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

Villa 59 at Aloha Kai invites you to kick back and escape the traffic and long lines—no need to leave the property! Enjoy the pristine beach, the refreshing pool, and your fully equipped kitchen, all designed to make your stay effortless and relaxing. The comfortable furnishings and soothing neutral colors create a welcoming atmosphere where you can truly feel at home. Savor your morning coffee on the porch, unwind with an afternoon game of solitaire, or share evening cocktails with guests. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one rated beach in the continental United States. Known for its bright white quartz sand and emerald-green waters, Siesta Key is one of Florida’s premier vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico captivate even the most seasoned travelers, offering soul-soothing walks and some of the most magnificent sunsets you will ever see. Aloha Kai provides the perfect setting for a laid-back beach vacation, inviting you to lounge under shaded beach pavilions or relax by the largest pool on Siesta Key.

2

Bed

2

Bath

4

Sleeps

$434.14

/ Nightly

Villa

Villa 40 - Premium Plus - Aloha Kai Vacation Villas

Siesta Key, Florida, United States

New photos coming soon! Villa 40 at Aloha Kai offers the perfect beach getaway. With tile floors, tranquil furnishings, and a beautifully updated bath featuring a walk-in shower, this villa invites you to kick off your shoes and stay awhile. The primary bedroom includes an en suite half bath for added privacy and comfort. Enjoy your morning coffee on the enclosed porch or the open patio before heading to the pool or the beach. The full kitchen boasts plenty of cabinet space and granite counters, making meal preparation a breeze. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one rated beach in the continental United States. Known for its bright white quartz sand and emerald green waters, Siesta Key is one of Florida’s premier vacation destinations. The stunning three-mile stretch of Crescent Beach and the clear waters of the Gulf of Mexico impress even the most seasoned travelers, offering soul-soothing walks and some of the most magnificent sunsets you will ever see. Aloha Kai is the ideal spot for a laid-back beach vacation, inviting you to lounge under shaded beach pavilions or relax by the largest pool on Siesta Key.

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Sleeps

$407.6

/ Nightly

Villa

Stay In Our Ground Floor Villa, Perfectly Located Between The Pool And The Bay.

Siesta Key, Florida, United States

Enjoy this beautiful two bedroom, two bath villa, featuring a view of the intercoastal and neighboring yacht club Marina.brbrGuests have deeded access to the private beach at Gulf and Bay Club, making one of the world’s most famous beach destinations an easy walk away.brbrThis ground floor property is just steps to the one of two large community pools, as well as the fishing pier, exercise room, sauna and grills in this gated resort community. Enjoy the lighted tennis courts, ponds stocked with fish, and walking paths.brBoth bedrooms have a TV and plenty of closet space. The plantation shutters allow you to let the sunshine in or darken the room for a great night’s sleep. There won't be much you need to bring with our fully equipped kitchen, linens, beach towels, full-size washer and dryer & high speed internet.brGuest reservations also include use of the beach cart, chairs, pool and beach toys, bikes and fishing gear stored in the garage.brWalk to the Village for great food, shopping, entertainment or ice cream, or walk 1 1/2 miles on the beach to the Point of Rocks. There is something for everyone!

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Sleeps

$342.51

/ Nightly

Villa

Welcome to Casa Covella in Polynesian Gardens

Siesta Key, Florida, United States

Welcome to Casa Covella, a private villa in the Polynesian Garden community located in beautiful Siesta Key, Florida.brbrBe sure to have your breath taken away when you enter this 1900 square foot Siesta Key Villa, equipped with absolutely everything you would need to have the best vacation possible. As you enter the unit, you are surrounded with modern beach decor, spacious kitchen, dining room table, and additional bar style seating. The home has a beautiful lanai attached to the main living area to relax in beautiful outdoor Florida weather. This property is made with the renter in mind, as it provides every additional detail, including kitchen essentials for those dinners indoors, an Xbox 360 on the lanai for some video games, a pool table in the garage, as well as complimentary beach gear along with beach cruiser bikes for your use....all included!! No need to spend additional money on renting items when you rent this property...as it has everything setup for you.brbrThe home sleeps 6 people comfortably, with a King sized bed in the Master Suite featuring its own private bathroom with a walk in shower. The Guest Bedrooms feature both a Queen sized mattress in one room and Two Twin Singles in the second room, giving you options for both adults and children! There is a very spacious guest bathroom for all to utilize, including extra linens, a his/her sink, and a walk in shower....giving plenty of space to everyone. There is also an office space in the property with a really comfortable day bed!brbrWe know you aren't visiting Florida for just the home....you want to spend time outdoors!! No better place to do so then right at Casa Covella. There is more than enough private outdoor seating that surrounds the property for you and your guests to use! The beautiful community at Polynesian Gardens also provides its own amenities that make Casa Covella even more of a highlight destination, including a community Heated Pool, and inter-coastal seating to view the canal! We cant wait to host you in Siesta Key! brbrThis property does not allow pets, service animals included. For more photos and reviews, visit www.CasaCovella.com

3

Bed

2

Bath

6

Sleeps

$428.21

/ Nightly

Villa

Private Luxury Villa SiestaKey-Beach Access Heated Pool-Bay Pier-Walk to Village

Siesta Key, Florida, United States

Welcome to your private luxury villa in one of the most exclusive and peaceful areas of Siesta Key. This standalone residence offers rare access to both the beach and the Intracoastal Waterway, along with a heated Olympic-size pool just steps away. Designed for discerning seasonal guests who value privacy, comfort, and exceptional location, this villa delivers a true residential luxury experience.brThis property is best suited for guests seeking a peaceful, upscale residential stay.brbrWhy Guests Choose This Villabr• Standalone private residence (not a condo) • Exclusive quiet street with no through traffic • Private beach access • Heated Olympic-size pool directly across the street • Waterfront sitting area and pier on the Intracoastal Waterway • Free trolley stop at the end of the street • Located between Siesta Key Village and Turtle BeachbrThis rare combination of privacy, beach access, and bay access is exceptionally hard to find on the island.brbrThe ResidencebrThis beautifully maintained 2-bedroom, 2-bath villa comfortably accommodates up to six guests and is ideal for extended seasonal stays.brPrimary Suite Retreatbr• King-size bed • Extended sitting/workspace area with desk • Private patio access • Quiet separation from guest suitebrPerfect for long-term comfort and relaxation.brGuest Suitebr• Two full-size beds • En-suite private bathroom • Ideal for visiting family or grandchildrenbrbrLiving & Entertaining SpacesbrThe interior reflects understated coastal elegance and is thoughtfully designed for effortless daily living.br• Granite countertops and fully equipped kitchen • Spacious open living area • Large Smart TVs throughout • High-speed WiFi • In-residence washer and dryer • Bright, impeccably maintained interiorsbrEverything needed for multi-week or multi-month stays.brbrPrivate Outdoor LivingbrExperience refined indoor-outdoor Florida living in your private entertaining space:br• Elegant outdoor lounge and dining area • Premium gas grill • Private outdoor shower • Tropical landscaping offering beauty and privacybrAt the end of the short street, enjoy a peaceful waterfront sitting area and pier overlooking the bay — ideal for sunset viewing, fishing, or docking a rental boat.brbrLocation & AccessibilitybrThis villa is ideally positioned between the vibrant charm of Siesta Key Village and the natural beauty of Turtle Beach.brGuests enjoy:br• Free island trolley transportation • Easy access to dining, boutiques, and waterfront restaurants • Quick drive to downtown Sarasota for arts, culture, and fine dining • Less than 20 minutes to Sarasota-Bradenton International AirportbrNo car is required to fully enjoy the island lifestyle.brbrDesigned for Seasonal Luxury LivingbrThis residence is ideal for:br• Affluent snowbirds • Retired executives and professionals • Couples seeking extended winter stays • Remote professionals • Guests hosting visiting familybrThe standalone nature of the villa offers a level of privacy and tranquility rarely found in condominium properties.brbrThe ExperiencebrWake up to warm Gulf breezes. Walk to the beach. Spend afternoons by the heated pool. Enjoy sunset views from the pier. Entertain comfortably in your private outdoor space. Live at your own pace in a refined coastal setting.brThis is not simply a vacation rental — it is your seasonal residence in one of Florida’s most desirable island communities.

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$391.24

/ Nightly

Villa

Island House Beach Resort V36

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

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$236.17

/ Nightly

Villa

Newly renovated. Gulf-side condo. Your own private beach directly on Siesta Key.

Siesta Key, Florida, United States

Here's your family's perfect opportunity to enjoy Siesta Key, the country's best beach, within the coastal, rustic elegance of one of the best beach-side villas on Siesta Key--Beachaven #6. brbrAbout the Condo:brImagine, after your family experiences the refreshing azure waters of the Gulf and sugary sand beaches of Beachaven's private beach and pool, you can catch your breath and relax among the newly remodeled comfort of your own stylish beach house. Completely renovated in 2016 in a charming coastal-industrial style, Beachaven #6 stylishly sleeps a family/group of four, and features all new appliances and furnishings, a washer & dryer at the unit, two large flatscreen TVs, high-speed WiFi, high-top dining for four, breakfast bar with seating for four, a spacious stand-up shower, two twin beds, leather pull-out sofa, and covered parking for one car. brbrAbout Beachaven:brBeachaven is a rare gem here on Siesta Key. Whereas most condominiums on Siesta Key are traditional high-rise structures with hundreds of units and complicated grounds, Beachaven is a small, quaint and very charming beach-side community that makes guests feel relaxed, secure, and carefree. The complex is laid out in a simple linear fashion, with a straight shot, short walk to the beach; and because the complex is small, our beach is always un-crowded and feels like your private piece of paradise. brbrBeachaven Fun Fact #1:brBeachaven boasts one of only a handful of pools on Siesta Key that is actually nestled in the sand, only a few hundred feet from the ocean waters. This means your family can easily step from the pool to the beach and from the beach to the beach with zero hassles and zero cares. brbrBeachaven Fun Fact #2:brBeachaven boasts a clubhouse, also on the beach with full-service kitchen, seating, and bathrooms, so your family can enjoy lunch, or a sunset celebration, overlooking the pool and sands of Siesta Key.brbrBeachaven Fun Fact #3brBecause Beachaven is a very small complex with less than a hundred units, the beach is always very quiet and very private. As you stand at the pool and look left and right you will see hundreds of beach-goers, however on your private beach you will see very few. This exclusivity is especially valuable during the daily sunset celebrations when your family enjoys the twilight hours and the feeling like the sun is performing a private show just for you. brbrBeachaven Fun Fact #4brYou already know that Beachaven is on Siesta Key, voted the best beach in America, but did you also know that Beachaven is perfectly--and centrally--located in the heart of Siesta Key, just one south of the North Village and one mile north of the South Village Plus within less than a hundred steps from Beachaven Unit 6, you can hop on any number of free trolleys and shuttles to both Villages. brbrBeachaven Fun Fact #5brOnce again, because Beachaven is a single-story, linear designed complex, with a beautifully manicured landscaped mall in between, your family can enjoy the grounds safely and securely all within easy site of your villa. brbrBeachaven Fun Fact #6brBeachaven also has a soothing and serene reflection pool, which is located at the East end of the complex and within steps from Villa #6. brbrBeachaven Fun Fact #7brBeachaven is so simple and relaxing that guests aren't the only wildlife who like to relax on the grounds; you will also find a number of feathered friends on property, including vibrant wild parrots, egrets, cranes, and, of course, a host of colorful seagulls. brbr br

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4

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$349.59

/ Nightly

Villa

100 Yds to Beach+2 Blocks to Siesta Key Village ; Heated Pool

Siesta Key, Florida, United States

Welcome to The Salt Life.brbrStay in the heart of Siesta Key ; just 100 yards to the beach and 2 blocks to Siesta Key Village. This newly renovated, family-owned+ managed coastal retreat offers the rare combination of walkability, comfort, and personal hosting. Enjoy the beach, sunsets, heated pool, restaurants, and live music ; all on foot.brbrWe are experienced Superhosts with 300+ five-star reviews at our other property. Our commitment to experience, personal touches and detail set us apart.

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4

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$338.22

/ Nightly

Villa

Beachside Villa at Horizons West D-3

Siesta Key, Florida, United States

Escape to your private oasis on Siesta Key! This spacious villa offers the best of both worlds: direct access to the #1-rated Siesta Key Beach through your own private beach area, and stunning views of the Intracoastal Waterway where you can watch boats go by or launch your own kayak. br br Unwind in comfort and style: br - Spacious Villa for 7 with a king bed in the master bedroom, queen bunk beds in guest room, and pull-out full bed. br br - Fully equipped kitchen, living room, dining room, and lanai for relaxing meals and family time. br - Two heated pools and a Jacuzzi for refreshing dips. br - Four convenient BBQ grill stations, two right by pool and beach. Covered carport with seating for enjoying the outdoors. br - Washer and dryer inside for added convenience. br - Community shed stocked with bikes, coolers, water toys, and more (availability may vary). br br Prime location for all: br - Short drive to the mainland for world-class restaurants and shopping. Free Siesta Key Trolley for island exploration. br - Uber Quiet, street for peaceful nights. br - Attached carport for covered parking. br br Unique benefits for your perfect vacation: br - Private villa living with ample space and privacy rare on Siesta Key! Easy access to both the beach and Intracoastal Waterway just a short walk! Exclusive private beach access at Horizons West soak up the sun in paradise! Heated pools and hot tub for year-round enjoyment. br - Endless beach days on soft, white sand. br - Large, heated pool for hours of fun. br - Family-friendly atmosphere in the Pool House area.br Amenities Include:br - washer dryer: Yesbr - Gulf Side: Yesbr - Bed Size MBR: Kingbr - # of Baths: 2br - Bed Size Guest BR: Full / Full (bunkbeds)br - Conf Line 1: Updated Beachsidebr - Conf line 2: Villa w/ New Furmiturebr - Conf Line 3: & washer dryerbr - Ice Machine: Yesbr - Sofabed: Futon Couch

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$416.55

/ Nightly

Villa

Villa By the Sea-Siesta Key-beach front community-30 second walk to sand

Siesta Key, Florida, United States

Welcome to your home-away-from-home on Siesta Key, just outside Sarasota. This spacious, upscale villa is located in a beachfront complex along the Gulf, with a glimpse of the water from your back door—and the sand just a 30-second stroll away.brFeaturing 2 beautifully appointed bedrooms (1 king, 2 full beds) plus a queen sofa sleeper, this villa comfortably accommodates guests with ease. Enjoy the convenience of in-unit laundry, along with 2 full bathrooms complete with tub, shower, and hairdryer.brRelax in the cozy living area or unwind year-round in the oversized all-season sunroom—perfect for morning coffee or evening downtime.brIf you’re looking for luxury just steps from the sand, this is it. Realtor-owned and self-managed, this property is known as “Villa By the Sea.” Message with any questions!

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6

Sleeps

$261.84

/ Nightly

Villa

Discover OUR BEST PRICES for 2026-Charming 2Bed/2Bath villa. Inquire today!

Siesta Key, Florida, United States

BEAUTIFULLY REMODELED 2026brbrSPECIAL DISCOUNT for returning guests!brbrPrivate beach & pool OVERLOOKING the Gulf of America!brbrAWESOME SUNSETS!br brEscape to Siesta Key with this stunning, newly remodeled 2-bedroom, 2-bathroom villa. The bedrooms are thoughtfully designed with a king bed in the master and a queen bed in the second bedroom, ensuring a comfortable stay! ONE MONTH MINIMUM STAY. We're excited to make our condo available for rental at this wonderful community on the Gulf of America!brbrRelax in the peaceful ambiance that this beachside villa and community provide – the perfect home away from home. Should you have any questions or need assistance before or during your stay, we are happy to help. Our condo features include, but are not limited to, brand-new kitchen appliances, a new washer/dryer, cable TV, WiFi, and a fully equipped kitchen with a wine fridge to meet all your needs.

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