Siesta Key Villa Rentals

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.

About the Condo:
Imagine, 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 a charming co.......

Villa in Siesta Key
2 Bedroom Sleeps 4

Our villa has everything you need for an amazing, relaxing stay on Siesta Key....home to the #1 ranked beach in the US!



First, 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 st.......

Villa in Siesta Key
2 Bedroom Sleeps 5

Welcome to Casa Covella, a private villa in the Polynesian Garden community located in beautiful Siesta Key, Florida.

Be 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 li.......

Villa in Siesta Key
3 Bedroom Sleeps 6

Enjoy this beautiful two bedroom, two bath villa, featuring a view of the intercoastal and neighboring yacht club Marina.

Guests 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.

This 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 sto.......

Villa in Siesta Key
2 Bedroom Sleeps 4

Beautifully updated villa conveniently located BEACH SIDE on Siesta Key/Crescent Beach. Short 2 minute walk to our PRIVATE beach with complimentary loungers and beach service (for a fee). No walking across Midnight Pass. NO HUGE CROWDS. Large open living room with La-z-boy rocker recliners and new pull out sofa, smart TV, tall cabinet with board games and cards, dining table with seating for 4, nice sized fully stocked kitchen, refrigerator with water and ice dispenser, 1 large bedroom with .......

Villa in Siesta Key
1 Bedroom Sleeps 4

Island House Beach Resort – Siesta Key, Florida (Crescent Beach)

This 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 bed and a sofa sleeper in the living area, making it ideal for families or friends traveling together.

Enjoy the spacious living and dining areas, a fully equipped kitchen with updated countertops, modern appli.......

Villa in Siesta Key
2 Bedroom Sleeps 6

Welcome to Jamaica Royale Villa #40! - An Ocean and Beach-front complex on Siesta Key. Private Beach, 3 heated community Swimming pools: one being Ocean-Side! the other two just steps from the lanai sliding glass doors. Ground-Floor, park in front of unit, gas grills, outdoor shower. Located on #1 rated Crescent Beach, Jamaica Royale is less than a 1/4 mile to the Siesta Key Public Beach, less than a mile to Siesta Key Village.

Starter Supplies Provided

To help you get settled,.......

Villa in Siesta Key
1 Bedroom Sleeps 4

UPADATE AUGUST 2025: Entire condo All-New from top to bottom since the hurricanes. Be one of the first the book this amazingly beautiful and renovated condo right on the beach!

Welcome to Jamaica Royale #11! an ocean and beach-front complex on Siesta Key. Private Beach, 3 Heated community swimming pools: one being next to the beach, the other two just steps from the lanai sliding glass doors. Ground floor, Free covered parking steps to front door, gas grills, outdoor shower, and shuff.......

Villa in Siesta Key
2 Bedroom Sleeps 4

Amazing private villa location, steps away from all the action. Newly remodeled 2025, ready to rent. Seven minute walk to beach, restaurants, grocery store, and boat rentals. This place will feel like your home away from home. Large, fully stocked kitchen and 65-inch TV in living room. Enter this single family, one story, 1200 SF house from your private carport. Two bedroom/2 bathroom home sleeps 7. Master bed has a king bed and full bath with a walk-in closet. Second bedroom has a queen bed and.......

Villa in Siesta Key
2 Bedroom Sleeps 7

Dreaming of a scenic seascape getaway? This recently remodeled Bianco Sands is the perfect home for you. Enjoy tropical surroundings, BBQ grills, tiki-style outdoor seating, and a spacious pool area, all within easy walking distance to Crescent Village for shopping, dining, and entertainment or to the beach to experience the stunning white-sand beaches. Perfect for couples, families, or friends, this relaxing island retreat offers the ideal blend of comfort, convenience, and coastal charm.

Villa in Siesta Key
1 Bedroom Sleeps 4

Escape to the stunning beachfront 2-bedroom villa in Siesta Key, where the sand and surf beckon you to unwind and indulge. This private villa with a screened in lanai and a private brick paver patio in the back offers the perfect blend of tranquility and convenience.
The villa is about a 100 yard or 2 to 3 minute walk to the entrance of an amazing part of private area of Siesta Key Beach. Only guests of the complex are on this part of the beach!
There are beach chairs and loungers provid.......

Villa in Siesta Key
2 Bedroom Sleeps 6

Island House Beach Resort – Siesta Key, Florida (Crescent Beach)

This 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.

Enjoy the spacious living and dining areas, a fully equipped kitchen with updated countertops, modern appliances, an.......

Villa in Siesta Key
2 Bedroom Sleeps 6

Enjoy a fantastic and relaxing experience at this Siesta Key Luxury Villa; located in a prime location. The Siesta Key Village restaurant, bar and shopping area, and Beach access #5, is a few minute walk from the Villa. No need for a car as a prime location to access key activities.

Villa is beautifully fully furnished, 2 full bedrooms and bathrooms (sleeps 4), washer, dryer, pool in backyard, 2 balconies overlooking Beach Dr and other the backyard pool. One level Villa (2nd floor), e.......

Villa in Siesta Key
2 Bedroom Sleeps 5

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 sport.......

Villa in Siesta Key
2 Bedroom Sleeps 4
Pet Friendly

Siesta Key 3 Bedroom, 3 ½ bath, 2900 Sq Ft.
We 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 floo.......

Villa in Siesta Key
3 Bedroom Sleeps 8

Welcome to your home away from home on beautiful Siesta Key, just outside Sarasota. This spacious, upscale villa is tucked within a beachfront community along the Gulf, with a glimpse of the water from your back door and the soft, white sand of Crescent Beach just a 30-second stroll away.

The villa features two beautifully appointed bedrooms—a king in the primary and two full beds in the second bedroom—plus a queen sleeper sofa, comfortably accommodating up to six guests. You'll also .......

Villa in Siesta Key
2 Bedroom Sleeps 6

House Beach Resort – Siesta Key, Florida (Crescent Beach)

This 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.

Enjoy the spacious living and dining areas, a fully equipped kitchen with updated countertops, modern appliances, and a pri.......

Villa in Siesta Key
2 Bedroom Sleeps 6

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.
This property is best suited for guests seeking a peaceful, upscale residential stay.

Why.......

Villa in Siesta Key
2 Bedroom Sleeps 6

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.

Unwind in comfort and style:

- Spacious Villa for 7 with a king bed in the master bedroom, queen bunk beds in guest room, and pull-out full bed.

- Fully equipped kitchen, living room, di.......

Villa in Siesta Key
2 Bedroom Sleeps 5

Welcome to The Salt Life.

Stay 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.

We are experienced Superhosts with 300+ five-star reviews at our other property. Our commitment to experience, personal touches and detail set us.......

Villa in Siesta Key
1 Bedroom Sleeps 4

BEAUTIFULLY REMODELED in 2026
Private beach & pool OVERLOOKING the Gulf of America!

AWESOME SUNSETS!

Escape to Siesta Key and enjoy our 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 .......

Villa in Siesta key
2 Bedroom Sleeps 4

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.

This two-story t.......

Villa in Siesta Key
3 Bedroom Sleeps 10
Pet Friendly

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.

This two-story t.......

Villa in Siesta Key
3 Bedroom Sleeps 10

Island House Beach Resort – Siesta Key, Florida (Crescent Beach)

This beautifully appointed 2 bedroom, 2 bathroom villa features a spacious primary ensuite with a king bed, while the guest room offers one double bed and one twin bed. The villa includes a large living area, a dedicated dining space, and a fully equipped kitchen with all major appliances. A private screened lanai is perfect for relaxing after a day in the sun. For your comfort and entertainment, the villa is equipped wit.......

Villa in Siesta Key
2 Bedroom Sleeps 4

Island House Beach Resort - Siesta Key Florida - Crescent Beach.

This 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 heati.......

Villa in Siesta Key
3 Bedroom Sleeps 6

Island House Beach Resort – Siesta Key, Florida (Crescent Beach)

This 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.

Enjoy the spacious living and dining areas, a fully equipped kitchen with granite countertops and modern appliances, and a private screened lanai pe.......

Villa in Siesta Key
2 Bedroom Sleeps 4

Island House Beach Resort – Siesta Key, Florida (Crescent Beach)

This 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 sleeper sofa in the living area, making it ideal for families or friends traveling together.

Enjoy the spacious living and dining areas, a fully equipped kitchen with updated countertops, modern appliances.......

Villa in Siesta Key
2 Bedroom Sleeps 6

Beautifully Appointed 2-Bedroom, 2-Bathroom Villa – Island House Beach Resort, Siesta Key

This 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.

Enjoy an open-concept living and dining area, a f.......

Villa in Siesta Key
3 Bedroom Sleeps 6

Island House Beach Resort – Siesta Key, Florida (Crescent Beach)

This 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.

Enjoy the spacious living and dining areas, a fully equipped kitchen with updated countertops, modern appliances, and a .......

Villa in Siesta Key
2 Bedroom Sleeps 6

Villa 38 at Aloha Kai offers a spacious living area that opens onto an enclosed porch perfect for enjoying your morning coffee. Its unique design features beamed ceilings and eclectic furnishings, creating a charming beach bungalow atmosphere. The fully equipped kitchen has everything you need to prepare meals to enjoy on the patio, and a convenient walk-in shower adds to your comfort. Located on Siesta Key, a popular barrier island on Florida's West Coast, Aloha Kai is a family-friendly gated r.......

Villa in Siesta Key
1 Bedroom Sleeps 2

Toes in the sand and sunshine on your shoulder welcome home to the spacious one-bedroom Villa 35 at Aloha Kai. This beautifully updated villa features granite countertops in both the kitchen and bath, while the bedroom offers ample space and a large closet. The open-concept layout extends to a front porch enclosed with windows and blinds, providing additional living space and privacy. Located on Siesta Key, a popular barrier island on Florida's West Coast, Aloha Kai is a family-friendly gated re.......

Villa in Siesta Key
1 Bedroom Sleeps 4

Villa 36 at Aloha Kai is perfectly situated 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 ranks among 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.......

Villa in Siesta Key
1 Bedroom Sleeps 4

Villa 48 at Aloha Kai offers the perfect setting for your next beach escape. Located on Siesta Key, a popular barrier island on Florida's West Coast. This family-friendly, gated resort community is nestled in the heart of Crescent Beach, the number one rated beach in the continental United States. Known 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 crystal-cle.......

Villa in Siesta Key
1 Bedroom Sleeps 2

Newly renovated, Villa 45 at Aloha Kai is a light-filled coastal retreat featuring an updated white kitchen that perfectly complements its bright, beachy furnishings. Whether you prefer a refreshing swim in the Gulf of Mexico or a relaxing afternoon by the pool, the choice is yours. With a king in the main bedroom and one twin and one double in the guest bedroom, this villa comfortably accommodates guests, making it ideal for a family visit. The front porch and back patio extend your living spac.......

Villa in Siesta Key
2 Bedroom Sleeps 6

Early risers and night owls can live in harmony at Villa 50 at Aloha Kai, where the thoughtful layout features bedrooms upstairs and a convenient bathroom downstairs. This beautifully renovated villa boasts new flooring, an updated kitchen with stainless steel appliances, granite countertops, and modern bathrooms. Whether you're enjoying a meal in the spacious dining room or dining al fresco on the back patio, comfort and style surround you. Located on Siesta Key a beloved barrier island on Flor.......

Villa in Siesta Key
2 Bedroom Sleeps 6

Villa 52N at Aloha Kai offers the perfect escape for your next beach vacation, featuring three comfortable bedrooms and the convenience of an in-unit washer and dryer. Located on Siesta Key?a popular barrier island along Florida's breathtaking West Coast. This villa is part of Aloha Kai, 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 powdery white quartz sand and emerald.......

Villa in Siesta Key
3 Bedroom Sleeps 8

Villa 61 at Aloha Kai warmly welcomes you with its cheerful coastal decor, designed to help you forget your worries and simply be happy. Its casual, comfortable style will make you feel right at home, while offering the luxury of both beach and pool access you'll just have to decide which you prefer. 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 t.......

Villa in Siesta Key
2 Bedroom Sleeps 6

If you're seeking a peaceful beach hideaway, Villa 5 at Aloha Kai is the perfect escape. Featuring tropical decor, this inviting villa encourages you to kick off your shoes, slip into your bathing suit, and head to the pool or beach. Enjoy the tranquility of the front porch while listening to early morning birdsong or the gentle afternoon breezes. 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.......

Villa in Siesta Key
1 Bedroom Sleeps 4

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 vac.......

Villa in Siesta Key
1 Bedroom Sleeps 2

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 .......

Villa in Siesta Key
1 Bedroom Sleeps 4

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 b.......

Villa in Siesta Key
1 Bedroom Sleeps 4

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.......

Villa in Siesta Key
1 Bedroom Sleeps 2

Welcome to Villa #27, your home away from home on beautiful Crescent Beach, Siesta Key. As one of Aloha Kai's closest villas to the Gulf of Mexico, you are just steps away from the top-rated beach in the United States. The villas decor is comfy and casual, featuring two sofas, a dining table that seats six, and an open kitchen perfect for relaxing evenings in. Kick back and enjoy a late-night movie with all your favorite channels and streaming apps available on the TV. Villa #27 offers two bedro.......

Villa in Siesta Key
2 Bedroom Sleeps 6

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, Al.......

Villa in Siesta Key
1 Bedroom Sleeps 4

Renew your spirit and indulge in a beach getaway that celebrates the simple pleasures of life at Villa 30 at Aloha Kai. Unplug, put your feet up, and embrace the tranquility whether it's a leisurely walk on the beach, a refreshing swim in the pool, reading on the front porch, or grilling on the back patio. Your only task is to enjoy the day exactly as you please. Located on Siesta Key, a popular barrier island on Florida's West Coast, Aloha Kai is a family-friendly gated resort community nestled.......

Villa in Siesta Key
1 Bedroom Sleeps 4

If the beach is calling your name, Villa 29 at Aloha Kai is the perfect retreat. Whether you're grabbing a towel and heading to the shore or curling up with a good book by the pool, you'll find plenty of sunshine and tranquility to enjoy. Unwind on your screened porch or sink into the comfort of a king-size bed as you rest and recharge. For your convenience, this villa also includes a washer and dryer. Located on Siesta Key, a beloved barrier island on Florida?s West Coast, Aloha Kai is a family.......

Villa in Siesta Key
1 Bedroom Sleeps 4

Villa 32 at Aloha Kai is ideally located on Siesta Key, a beloved barrier island along Florida's beautiful West Coast. This cozy unit features 1 bedroom, 1 bathroom, and includes the convenience of an in-unit 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. Known for its powdery white quartz sand and shimmering emerald-green waters, Siesta Key is one of Florid.......

Villa in Siesta Key
1 Bedroom Sleeps 4

You'll love the light, bright coastal decor of the beautifully appointed and inviting Villa 31 at Aloha Kai. This little piece of paradise offers effortless living and a stay so enjoyable, leaving feels impossible. 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 w.......

Villa in Siesta Key
2 Bedroom Sleeps 4