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Beach house vacation rentals in Siesta Key

Find and book unique beach houses on Airbnb

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Popular amenities for Siesta Key beach house rentals

Beach house rentals with a pool

Guest favorite
An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.
Home in Indian Beach-Sapphire Shores
4.98 out of 5 average rating, 87 reviews

Retreat by the Bay-Heated Saltwater Pool

AdriannaRating, 5 stars2 weeks ago
Will's place was amazing! Super clean, comfortable, and exactly as described. The location was perfect - there was so much to do nearby, from the beach, great restaurants and shops. Will was also a fantastic host: responsive and helpful. Highly recommend staying here if you're looking for a spot that's both relaxing and close to all the action!
Top guest favorite
A screened-in pool area features a sparkling pool surrounded by a spacious patio. Lounge chairs provide seating options, while colorful floaties rest on the water's surface. The backyard is lined with lush greenery, offering a sense of privacy and relaxation.
Home in Sarasota
4.98 out of 5 average rating, 139 reviews

Gorgeous Home / Heated Pool and Spa

KathrynRating, 5 stars1 month ago
Just returned from another great stay at Kayla’s place. Everything was fantastic, the backyard pool and jacuzzi were amazing. We also really appreciate Kayla’s responsiveness. Looking forward to returning next year!
Top guest favorite
Home in Sarasota
4.98 out of 5 average rating, 141 reviews

Beautiful 3 Bd, 2 bth Pool Home Near Siesta Key!

ChristopherRating, 5 stars2 months ago
Hesitant to share how great it was because we will be back! The house is in a great location, feels like home, and had anything we could possibly need. Short drive to Siesta Key and several great beaches. Kitchen was perfect for cooking at the house. Pool was perfect for evening swims and the backyard had plenty of room for a game of catch.
Superhost
Home in Bradenton
4.83 out of 5 average rating, 6 reviews

"Enfuego!"

AlisonRating, 5 stars1 day ago
When I saw this new listing, I hesitated—no reviews and almost too-perfect photos. But the owners quickly answered my questions, were responsive, and I’m so glad we booked. The home is exactly as pictured: spotless, spacious, beautifully designed. The pool area is a dream—plenty of space for our group of 11 (with 4 kids), with waterfall features, a sauna, and even a sandy play area. The movie room and golf simulator were a hit too! Beds are comfy, rooms are big and inviting, Wi-Fi is great. Peaceful, safe neighborhood with tons of privacy. Carter and Naomi were responsive and kind to any concerns we had, and took care of everything. Amazing hosts. This home is a gem.
Guest favorite
A private heated pool is featured in a landscaped outdoor area, surrounded by smooth stone tiles. Colorful plants add vibrancy to the space, while a flowing water feature enhances the serene atmosphere.
Home in Holmes Beach
4.94 out of 5 average rating, 106 reviews

The Peachy Beach House, steps to the gulf

JamieRating, 5 stars1 month ago
We had the most wonderful 5 days here. House and pool were amazing. Heated outdoor shower was great for after the beach. Beach is less than a 5minute walk away. We walked there several times at sunset and got beautiful photos. restaurants and shopping near by. we will definitely be back!
Top guest favorite
A private heated pool oasis is surrounded by lush greenery and tropical plants. Comfortable lounge chairs are positioned around the circular pool, while a BBQ grill is set against a wooden fence, providing an ideal space for relaxation and gatherings.
Home in Anna Maria
4.99 out of 5 average rating, 117 reviews

1 block to Beach on Pine Ave! Private Pool Oasis

AmyRating, 5 stars3 weeks ago
Very roomy unit. Location was great for teenagers as they can easily walk and ride bikes to shops and restaurants. Even though it is right in the middle of everything it was very quiet inside. Ted was a great host and the kitchen was well stocked with utensils and pots and pans. The pool was nice and clean. The back yard is shaded which was really nice after a long day at the beach. Would definitely rent this unit again.
Guest favorite
A spacious backyard reveals a heated saltwater pool surrounded by a stone patio. Lounge chairs are positioned beside the pool, complemented by a large umbrella. An outdoor dining set is visible, along with additional seating, all nestled within a fenced environment and lush landscape.
Home in Sarasota
4.97 out of 5 average rating, 61 reviews

Stunning New 3 bed 3 bath pool home by Siesta Key!

IngridRating, 5 stars3 weeks ago
Adam’s place was just what we needed for our family vacation! Super close to the beach, which made it easy to pop over for a few hours of fun with the kids, then head back for naps and chill time by the pool. It was the perfect mix of fun for the little ones and relaxation for us. We couldn’t have asked for a better spot!
Guest favorite
A well-maintained outdoor space showcases a private heated pool surrounded by a spacious patio. Lounge chairs and a dining area are positioned under a covered patio, while tropical landscaping adds a natural touch to the ambiance.
Home in Siesta Key
5 out of 5 average rating, 11 reviews

Barefoot Bungalow W/Heated pool

AaronRating, 5 stars3 weeks ago
Barefoot bungalow was amazing! Location is very convenient. One block away from the beach and one block away from all the amenities downtown. We rented a golf cart and really didn’t have to use our rental car until we went back to the airport. You can walk to everything, but my kids loved riding around in the golf cart. You can drive around the whole island. Siesta key lives up to its billing as a top beach in the United States, and the barefoot bungalow was an amazing place to stay for our family of five. I would definitely stay there again!

Beachfront house rentals

Top guest favorite
An airy living area features a spacious, tan leather sectional sofa adorned with decorative pillows. The open floor plan is highlighted by a vaulted ceiling with exposed beams. Modern kitchen appliances are visible in the background, along with a dining area featuring colorful chairs.
Home in Bradenton Beach
4.99 out of 5 average rating, 71 reviews

Beach front! Sunsets + Bridge Street+ Restaurants!

AmberRating, 5 stars2 days ago
Our family decided to go to Anna Maria Island to celebrate my oldest graduating high school. It was by far the best, most relaxing vacation we’ve had. Everything about the location, atmosphere, walking distance to the beach, and especially the home was perfect! Ashley was a great host, kind a responsive, and provided the exact replica of the picture perfect home you see listed. Thank you for this much needed slice of paradise. We will definitely be back!
Superhost
A large heated pool is surrounded by a spacious limestone deck, furnished with lounging chairs and tropical plant arrangements. Sunlight reflects off the clear water, creating a serene atmosphere. The pool area is designed for relaxation and enjoyment in a private outdoor setting.
Home in Siesta Key
4.96 out of 5 average rating, 27 reviews

Canal home short walk to Beach & Village, Heated P

CarlyRating, 5 stars24 months ago
Can’t say enough good things about the house and Steven. The house was beautiful, it was everything we could’ve wanted and to have the additional beach supplies readily available was amazing! Steven answered so quickly and was happy to help however he could. 10/10 for us!!
Superhost
A vibrant outdoor area features a cozy splash pool surrounded by a stylish deck. Colorful pink lounge chairs are arranged nearby, and a large, eye-catching mural depicting marine life and a ship creates a captivating backdrop.
Home in Siesta Key
4.8 out of 5 average rating, 107 reviews

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool

StaceyRating, 5 stars1 week ago
Probably one of the best locations around. 2 minute walk to all the major restaurants, shops and grocery store. 5 minute walk to beach. Our teenagers enjoyed the spacious place with having their own rooms and bathroom to share. Hot tub was nice on the cooler rainy evenings to relax in. The place was as described though a bit more worn in then the pictures showed but still a nice place to rest in the evening, sleep and cook up breakfast before spending the day at the beach.
Guest favorite
The outdoor area features a spacious pool and a separate spa, surrounded by manicured gardens and palm trees. A covered lanai with steps leads to the upper level of the home, which includes expansive sliding glass doors inviting natural light into the interior.
Home in Anna Maria
4.94 out of 5 average rating, 18 reviews

Ocean Air Oasis-New Centrally Located AMI Luxury

AndyRating, 5 stars4 weeks ago
Great place. Very clean and private. Easy walk to the beach. Hope to stay here again.
Superhost
A screened-in deck features a round table surrounded by four wicker chairs, offering a space for outdoor dining. Sheer curtains gently frame the area, while a ceiling fan hangs above, contributing to a relaxing atmosphere. Sunlight filters through the openings, creating a warm ambiance.
Home in Bradenton Beach
5 out of 5 average rating, 4 reviews

Casa Bonita

SonyaRating, 5 stars4 days ago
Our stay at Casa Bonita was truly a five star experience. The location was great, just steps from the beach access crossing and bridge street where we enjoyed, shops, dining and drinks. No ubers needed! The actual space itself exceeded our expectations. There is plenty of space for lounging inside and out. The pool area offered shading and full sun areas, with games and a bathroom/shower located outside for easy rinsing off. The garage had everything we needed for the perfect beach trip including towels, floats and a wagon. Kitchen and bedrooms were very clean with all of the essentials. And our host Kelly was very responsive with anything we needed. We will certainly be back to Casa Bonita!
Top guest favorite
A pool area is featured, showcasing a circular hot tub adjacent to a larger pool surrounded by tropical foliage. The two-story house is visible in the background, with an American flag displayed on the balcony. Outdoor lounge chairs are arranged near the water.
Home in Anna Maria
5 out of 5 average rating, 14 reviews

CabAnna Maria Beach Block 4 Bedroom 4.5 Bath

AtenaRating, 5 starstoday
We had a wonderful stay at Rick’s place. The house and rooms were beautiful and clean. Very well decorated and had everything you could need for a great vacation with the kids and grandparents. Rick was communicative and responsive. We very much enjoyed the proximity to the beach and the pool side cabana and porch downstairs (the kids loved the pool and all the toys!). Thank you very much for such a great stay! We would love to return for another vacation. Everyone in our party loved it very much. Sending all our compliments :)
Guest favorite
A sandy path meanders through lush palm trees and greenery, leading towards the beach. Sunlight filters through the foliage, creating a warm, inviting appearance. The horizon is visible in the distance, marking the transition from land to sea.
Home in Sarasota
4.86 out of 5 average rating, 51 reviews

3bed/2bath Townhouse with Pool & close to Beach

BrentonRating, 5 stars1 month ago
We didn’t spend a lot of time at the place because we spent most of the time on the beach. The location was great, just a short walk to the beach. The place was clean and had all the needed amenities. I would stay here again and plan on it in the future.
Guest favorite
A spacious pool area features a large, oval-shaped swimming pool surrounded by multiple lounge chairs. The light-colored patio is lined with tropical plants. A shaded umbrella stands near the seating area, complemented by the inviting blue exterior of the single-level beach house.
Home in Holmes Beach
5 out of 5 average rating, 15 reviews

One Level Large Home 2 Minute Walk to the Beach!

JoannaRating, 5 stars1 month ago
From the minute you get there the grounds are beautifully kept, crisp and lush. Inside was immaculate and the fenced, private backyard with pool did not disappoint. Tropical landscape, a variety of comfy options for relaxing or dining and the pool was perfect! We paid extra to have it heated and it was totally worth it…especially for my young children(3 and 7) to swim and not shiver:-). This place has a nice light, airy, relaxed, indoor outdoor vibe! My parents traveled with us as well and also loved it! The very short walk to the beach was perfect and opened up to this beautiful, seemingly private beach. You could see the public beach down a bit where there were quite a few umbrellas, but no one around where we were. Very nice! The neighborhood was beautiful and quiet as well. Communicating with the host was very easy and she always responded. We had a great vacation and will definitely be back.

Private beach house rentals

Top guest favorite
A private saltwater pool is framed by swaying palm trees and a sun shelf. Two lounge chairs are positioned nearby for relaxation. The surrounding space is brightened by natural sunlight, with a white fence and lush greenery enhancing the serene atmosphere.
Home in Bradenton
5 out of 5 average rating, 30 reviews

Mins to Beach + IMG+ Hot tub + Heated Pool!

CynthiaRating, 5 stars1 day ago
We had an amazing stay! We had a family of 8 and the house was perfect for all of us. The house was absolutely beautiful! It was super clean. We spent a lot of time in the pool and hot tub. The outdoor table also has a fire pit which was perfect at night. There were lots of amenities provided. There’s plenty of beach supplies/ extra towels. The house was filled with lots of stuff we didn’t have to pack, because it was already there. The beach is super close, about 10 minutes away, which was a bonus. Ashley has been wonderful! She’s super responsive and even allowed us to check in an hour early. We have a great vacation! We couldn’t recommend this place more! The perfect family vacation home.
Superhost
A well-appointed backyard features a heated saltwater pool surrounded by elegant stone decking. Lush green artificial grass lines the pool area, enhancing the design. Comfortable lounge chairs are positioned nearby, offering a relaxing space for enjoyment under the shade of sleek umbrellas.
Home in Sarasota
4.95 out of 5 average rating, 83 reviews

Private Heated Saltwater Pool & Spa 1 mi to Beach

TomRating, 5 stars2 weeks ago
We had a wonderful stay at Shelly and Steven’s beach house! The home is beautifully modern, clean, and well-equipped for a relaxing family getaway. We especially loved the backyard pool and how close everything was—walking distance to shops and just a short drive to the beach. It was perfect for our family, including our toddler. We felt right at home and can’t wait to come back!
Guest favorite
A mid-century structure is set among lush palm trees, showcasing a combination of wooden accents and large glass windows. A curved gravel driveway leads to the front entrance, inviting natural light into the living areas and offering a serene outdoor landscape.
Home in Saint Armands
4.93 out of 5 average rating, 88 reviews

St Armand's Mid-Century Oasis

PatriciaRating, 5 stars4 days ago
Had such an amazing stay at James home. Home was beautiful and at great location the pool was definitely a plus. Home was just as expected from description provided. I really loved the location of home as everything was walkable distance to near by shops, restaurants, bars, and beach. Would definitely stay again .
Top guest favorite
The property is surrounded by lush greenery, featuring a spacious driveway leading to a single-story home. Tall palm trees and various plants are visible in the yard, creating a tropical ambiance. The structure is situated in a serene neighborhood, showcasing nature's beauty.
Home in Osprey
4.96 out of 5 average rating, 47 reviews

Creekside Paradise I

MichaelRating, 5 stars3 months ago
If you are looking to stay in Sarasota, this is an amazing place. Beyond having the best equipped kitchen we've ever seen in an AirBnB, our hosts were incredibly responsive in addressing any other needs we had. This property felt like home by the time we left, and we have no problems recommending it to anyone!
Guest favorite
A private backyard features a sparkling pool surrounded by spacious paver tiles. Comfortable loungers line one side, and a shaded area offers a table and chairs. Lush palm trees and greenery enhance the outdoor setting, creating a serene atmosphere for relaxation.
Home in Siesta Key
4.93 out of 5 average rating, 85 reviews

Siesta Key House - “Safe & Available” for rental!

Mary LawrenceRating, 5 stars1 month ago
This is our second time staying at Raj’s place. Wonderful, clean home that suits families perfectly. Made it feel like a vacation even with our two young kiddos. We relaxed by the pool during their naps and were able to keep to their schedule easily. Easy walk to the beach, which is absolutely stunning! Raj is friendly and communicative so no stress leading up to the trip. Absolutely recommend staying here!
Superhost
A spacious outdoor area features a sparkling pool surrounded by concrete and decorative grass. A hot tub is integrated into the pool's design. Adjacent structures include an outdoor grill/bar area, offering a perfect space for relaxation and entertainment under clear blue skies.
Home in Bradenton
4.78 out of 5 average rating, 60 reviews

3BR/2BA Private Oasis: Pool, Hot Tub, Dining

DeonRating, 5 stars1 week ago
I recommend this oasis it’s beautiful just like the pictures private the outside is breathtaking I was surprised on how many cool electronics was around the house from the bathroom to the oven lol but 10/10 I had a blast great way to start my 30s 🙏🏾
Top guest favorite
A spacious family room is presented with a large sectional couch, accented by colorful pillows. A 60-inch smart TV is mounted on a blue accent wall, showcasing a tropical scene. The dining area is visible in the background, featuring a table with light-colored chairs under modern lighting.
Home in Siesta Key
5 out of 5 average rating, 24 reviews

New Villa on Siesta Key! Pool & Walkable to Beach

JosephRating, 5 stars1 week ago
Great place, great location! We thoroughly enjoyed our stay. Very impressive the decor of the house, kitchen fully equipped. We highly recommend it! The owners have been great, responsive and ready to answer any questions.
Top guest favorite
A bright living area features two comfortable recliners positioned near a light-colored lamp. A dining table with four chairs is set against the wall, while a mounted TV is visible on a unit. Natural light fills the space through the large windows.
Home in Sarasota
5 out of 5 average rating, 15 reviews

1 Bedroom Cottage 7 Min to Siesta Beach

MartinRating, 5 stars2 weeks ago
Great place to stay !! Love the location, only 8 minutes to Siesta Beach!! Everything was close by, easy access to two of the main thoroughfares, Tamiami Trail and Clark. Strait shot to 75 , too. Loved the gas grill and patio furniture. Had a few little visitors out there, a couple of Geikos running around keeping me company while I was grilling. Very clean and newly redone throughout. Beautiful place, highly recommend it !!!

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