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Beach house holiday rentals in Siesta Key

Find and book unique beach houses on Airbnb

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Popular amenities for Siesta Key beach house rentals

Beachfront house rentals

Superhost
Home in Anna Maria
5 out of 5 average rating, 6 reviews

The Shell House

CindyRating, 5 stars2 weeks ago
Very beautiful house within easy walking distance to the beach. It was very clean and the check in and out process was easy. My family and I had a great time. The beaches were beautiful and just a short walk from the house. The pool in the back yard was private and perfect for my family. The decor and landscaping was great! I highly recommend staying here. It was perfect!
Guest favourite
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!
Guest favourite
Home in Anna Maria
4.94 out of 5 average rating, 18 reviews

Ocean Air Oasis-New Centrally Located AMI Luxury

AndyRating, 5 stars1 month ago
Great place. Very clean and private. Easy walk to the beach. Hope to stay here again.
Guest favourite
Home in Anna Maria
5 out of 5 average rating, 7 reviews

Sea Shack - 2bd/2ba POOL Home

KarlaRating, 5 stars3 weeks ago
Words can't describe what this place looks and feels like! It is beautiful, comfortable and accessible. If you are looking for a nice place to stay and enjoy the beach and pool all day, this is the spot. It has all the necessary amenities for the trip. They do have beach chairs, cart, umbrella and beach toys. The arrival and check in was no hassle at all, had no need to contact the host, as everything was well taken care of and it had written detailed instructions for further assistance. The BEACH is extremely beautiful.
Top Guest favourite
Home in Lido Key
5 out of 5 average rating, 24 reviews

Walk to Lido Beach &St. Armands -grill/HEATED POOL

AnnieRating, 5 stars1 week ago
Book this immediately! This house is a beautiful, peaceful, tropical oasis that is close to the beach and restaurants. After a day at the beach, the private pool is a great escape. Claudia was very responsive and kind, she answered any questions we had. We were provided with a great starter pack of house items so we could start relaxing right away!
Guest favourite
Home in Sarasota
4.94 out of 5 average rating, 16 reviews

Siesta Key Palace Walk to Beach

BradRating, 5 stars6 days ago
Wonderful, very clean home in the siesta key area. Larger than most Airbnbs - has five actual bedrooms plus 5 full baths. Would definitely accommodate a larger group. Siesta Key beach is a 5-10 min drive away - note that there is a beach access in walking distance, but it’s more of a sandbar better for fishing. James reached out both before and during our trip to check in, which I appreciate. My family and I would definitely stay here again
Guest favourite
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 favourite
Home in Siesta Key
4.86 out of 5 average rating, 14 reviews

Sweet Siesta Cottage

ByronRating, 5 stars1 month ago
Billie was an amazing host! She was extremely flexible with check-in and the cottage was great. We come to Siesta Key yearly and try to stay in walking distance to everything and this was block away from the beach and 10-15 minute walk to downtown. We didn't have car but there's parking available if needed. Will be our go-to spot going forward!

Beach house rentals with a pool

Guest favourite
Home in Indian Beach-Sapphire Shores
4.98 out of 5 average rating, 87 reviews

Retreat by the Bay-Heated Saltwater Pool

AdriannaRating, 5 stars3 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 favourite
Home in Indian Beach-Sapphire Shores
5 out of 5 average rating, 63 reviews

Book your secluded private slice of paradise today

KarenRating, 5 stars1 month ago
This was, by far, the best Airbnb I’ve ever stayed at. It was clean, well stocked, comfortably decorated, and so convenient. Additionally, Andy does a handful of very personal touches … fresh flowers, coffee for the week, candy and snacks, a few condiments, spices and cooking oils, and a chilled bottle of wine … all things that most hosts just don’t bother with … but, truly made me feel welcome, from the moment I walked in. We also appreciated the fully stocked kitchen, including a whisk, good knives, vegetable peeler, sandwich baggies … etc! We went to beautiful local beaches everyday … and then enjoyed the pool and hot tub in the evenings. It truly was an amazing week … and I’m already looking forward to a return visit. Thank you Andy! 😊
Top Guest favourite
Home in Bradenton
5 out of 5 average rating, 75 reviews

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

AlexRating, 5 stars2 weeks ago
Just checked out of Kate’s place! What can we say, as a family of five and also our parents we had the most amazing stay. The property is as described, super clean and spacious! The kids loved the pool area and spend countless hours playing around the pool and with the vast array of games throughout the villa. The Area was beautiful, gorgeous beaches and friendly people! Kate was an amazing host, always insightful, friendly and very responsive. What a fabulous family holiday full of lots of new memories created. Thanks Kate!
Guest favourite
Home in Venice
4.95 out of 5 average rating, 106 reviews

Spacious 2 Bedroom Home | Near Beach | Heated Pool

BilliRating, 5 stars6 days ago
Beautiful home in Venice! Perfect for families, the kids loved the pool. The house was clean, and organized. We loved the location and felt safe. Would definitely stay again. If you stay here make the drive to Sarasota & eat at WALTS! We went 3x! The best seafood around 🐡🐟🐠
Superhost
Home in Bradenton
4.83 out of 5 average rating, 6 reviews

"Enfuego!"

AlisonRating, 5 stars4 days 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 favourite
Home in Bradenton
4.99 out of 5 average rating, 99 reviews

Pickleball | Heated Pool | Game Room | 4 Min to Be

DylanRating, 5 stars1 month ago
10 toes down best Air B&B I’ve stayed at. My best friend’s wife is built like a Baluga whale and even she fit in the bed.
Guest favourite
Home in Sarasota
4.96 out of 5 average rating, 26 reviews

Intercostal Oasis

ShaneRating, 5 stars3 weeks ago
Glen was a great host. Super responsive any time I sent a message. We were able to check-in early. The place is close to beaches and easy to get anywhere you need to go.
Top Guest favourite
Home in Indian Beach-Sapphire Shores
4.98 out of 5 average rating, 40 reviews

Downtown Oasis: Poolside Condo, Patio & Gym

DeniseRating, 5 stars2 days ago
Stayed here for the national rowing competition for one week. The place is lovely - very clean, the complex is nice & the pool is great. It was a perfect location for us - halfway between the race course where we needed to be every day and close to downtown. The beach wasn’t far either and I liked the location and the complex very much. We felt safe and it was pretty quiet and peaceful. The owner is responsive and detail oriented with how to check in, get into the unit, etc. I would stay here again.

Private beach house rentals

Top Guest favourite
Home in Siesta Key
5 out of 5 average rating, 14 reviews

The Shore House Private Dock Hot Tub

BrianRating, 5 stars2 days ago
Greta stay - perfectly decorated and in a greta location.
Guest favourite
Home in Downtown Sarasota
5 out of 5 average rating, 20 reviews

Historic Downtown Sarasota - Gem I

JackieRating, 5 stars1 week ago
Adorable. Cutest little house on the block. Location was perfect and walkable to everything. Quiet and safe while still being downtown. Check in was easy and parking right next to the home was so nice.
Top Guest favourite
Home in Cortez
5 out of 5 average rating, 7 reviews

Beach Retreat! Bikes, Paddleboards, Sauna & more!

MichelleRating, 5 stars10 months ago
Beautiful home and surrounding area, Pristine home in brand new condition. Expertly furnished, lots to do for teenagers, they loved the ice bath! Well stocked kitchen. The host was very responsive and helpful would definitely recommend this location and home. Happy vacationing.
Top Guest favourite
Home in Sarasota
5 out of 5 average rating, 43 reviews

Ben's Bungalow | 8min->Siesta Key | Gigabit Wifi

DavidRating, 5 stars4 weeks ago
The 4 of us really enjoyed this home. It was very comfortable and private. It also had plenty of beach gear which we thought we would need to purchase. It's very close to several good restaurants and coffee shops. I would certainly consider staying here again.
Superhost
Home in Sarasota
5 out of 5 average rating, 5 reviews

Dolphin Cove - Luxury Pool Home Near Siesta Key

LiciaRating, 5 stars1 week ago
Loved our stay here! Lots of outdoor space to enjoy. Every bedroom leads to balcony. Sits on a quiet canal with dock. Close to beach, restaurants & amenities. Lido beach was beautiful. Austin & Haley were amazing hosts and made our trip memorable! Appreciate them so much! Would stay here again!
Top Guest favourite
Home in Bradenton
4.98 out of 5 average rating, 49 reviews

Cozy Cottage - close to Manatee River

NigelRating, 5 stars6 days ago
Cute Airbnb ! Very well decorated and super cozy. Easy drive to Anna Maria Island
Guest favourite
Home in Sarasota
4.95 out of 5 average rating, 73 reviews

Lovely House in Sarasota Bay

DonnaRating, 5 stars3 days ago
Host was very friendly and responsive. House was great, as described and very clean!
Top Guest favourite
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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