Some info is shown in its original language. Translate

House vacation rentals in Siesta Key

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Siesta Key house rentals

House rentals with a pool

Guest favorite
Home in Sarasota
4.96 out of 5 average rating, 142 reviews

Beautifully Remodeled Home with Pool Near Siesta

NancyRating, 5 stars2 weeks ago
You will not find a better host. We mentioned that we were celebrating a birthday and Yekaterina went above and beyond what we could have even thought of! She surprised us with all of the finishing touches. She made our stay so special! Her place is amazing! The location, the space, EVERYTHING. She is absolutely incredible and we can't say enough about Yekaterina, her place, and our stay. We have been to a lot of airbnb's and many very nice, but Yekaterina is the absolute best host you will find. You will not be disappointed! This is definitely at the top of our list of "Places to stay and visit again!" Thank you Yekaterina!
Guest favorite
Home in Sarasota
4.91 out of 5 average rating, 58 reviews

Oceanfront Home with Heated Pool in Fishers Haven

DinaRating, 5 stars1 month ago
House is immaculate! Super clean and comfortable. Beds and linens were luxurious! Ceiling fans in entry room including the screened in porch. Nice touch! Backyard waterfront is amazing. We used pool and hot tub multiple times per day. We fished off the dock and caught a few catfish. Sergiy was a perfect host. Excellent communication and direction when needed. Highly recommend!
Guest favorite
Home in Sarasota
4.95 out of 5 average rating, 212 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

YanyRating, 5 stars1 week ago
La casa estuvo muy acogedora, limpia y cómoda. Había todo lo necesario para ir a la playa, sillas, toldo, toallas, cava… Estaba a muy poca distancia de la playa y de otros lugares de interés. En la cocina tuvimos incluso más de lo que se pudiera esperar para este tipo de alojamientos, por lo que, te podías sentir como en casa. La piscina estaba realmente limpia. En cuanto a este último punto, les recomiendo que sean más claros en cuanto al horario de uso de la piscina y de la BBQ. Entendemos que es un vecindario tranquilo, sin embargo, también deben considerar que no todos los huéspedes son personas ruidosas, también viajamos familias y personas decentes que respetamos las reglas, pero el anuncio debe ser claro y honesto para que uno pueda decidir correctamente. Dicen que las luces encienden y apagan automáticamente PERO NO DICEN QUE UNO NO TIENE CONTROL SOBRE ELLAS. Llegamos de la playa luego de ver el ocaso 8:30PM a hacer BBQ y de repente todo quedó oscuro ESO ESTUVO MUY MAL.
Guest favorite
Home in Sarasota
4.92 out of 5 average rating, 91 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

ColleenRating, 5 stars2 weeks ago
We had the best stay in Sarasota and didn’t want our trip to end! The house was beautiful and in a great location, close to shops, restaurants and not too far from the beach! Michael’s place was very accommodating and has all the amenities. Michael was very responsive and helpful. Loved having access to all the beach chairs and towels. We will for sure be back!!
Top guest favorite
Home in Sarasota
4.93 out of 5 average rating, 75 reviews

Endless Summer Escape Near SK!

AleksandrRating, 5 stars2 weeks ago
Great location. 10 min to the beach. The house was clean and had all the amenities we could need. Fully stocked kitchen, towels, toiletries. They even had beach toys for my daughter . The pool was clean and there were plenty of floats and pool toys. I would definitely recommend this house. We would absolutely stay here again on our next visit.
Superhost
Home in Siesta Key
5 out of 5 average rating, 3 reviews

Rustic Sands - 650

Leon Rating, 5 stars11 months ago
Our time at this Airbnb in Siesta Key was amazing! The house was super clean and had an awesome kitchen with everything you could think of, plus more. Great appliances, tons of towels, dishes, some games, TVs with premium channels and more! Outside was just as great. The pool area was covered with mosquito netting, so we could relax without bugs bothering us. The pool was our favorite spot! super clean, and the outdoor BBQ grill was great! The only thing was the master bedroom bed was a bit small and not the most comfortable for us (queen size), but everything else was so good. The neighborhood was really quiet, location was 4 minute drive from the beach. Overall, this Airbnb was one of the best places we've stayed. I would 100% recommend it and would come back! it looks better in real life than the photos.
Top guest favorite
Home in Sarasota
5 out of 5 average rating, 72 reviews

Modern Organic King Beds Salt POOL/SPA SRQ Escape

JanetRating, 5 stars1 week ago
Our family recently enjoyed staying at The Coastal on Hyde. The home was immaculate and the furniture and decor were both comfortable and beautiful. The pool was probably our favorite feature! Also, it was great to have beach chairs, coolers, and beach umbrellas provided. Our hosts checked in with us several times to make sure our needs were being met. We wouldn’t hesitate to stay here again-it’s a wonderful property!
Top guest favorite
Home in Sarasota
5 out of 5 average rating, 75 reviews

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

CalvinRating, 5 stars4 days ago
Lisa house was and is beautiful you feel right at home. The spa was everything you could ask for it was my 40th birthday and she even had a small cake and balloons for me the was a really nice touch I would recommend anyone looking for a lovely bungalow style home too check Ms.Lisa home out you won’t be disappointed I promise

Weekly house rentals

Top guest favorite
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.
Top guest favorite
Home in Siesta Key
4.99 out of 5 average rating, 79 reviews

Relax in a Private Tropical Retreat on Siesta Key!

SteveRating, 5 stars1 week ago
myself with my Partner Paula, daughter Sammy and her boyfriend Tom stayed at Jonathan's wonderful house for 2 weeks, starting May 25th 2025. We were all delighted with the house and fully equipped with all our needs. We made use of the communal pool and found those that lived in the community very helpful and friendly. We made use of the Breeze bus that was great for going to the village. I made contact with Jonathan a few times regarding minor things and he responded very quickly.
Guest favorite
Home in Sarasota
4.85 out of 5 average rating, 74 reviews

Siesta Key Private Retreat -Screened Pool Haven

TimRating, 5 stars2 months ago
Adam and Sarah were very responsive to my inquiries/requests. The property was clean, well equipped, and decorared nicely. The place was very comfortable. The location was centrally located to shopping, restaurants and Siesta Key Beach. The pool area was very nice and private with plenty of amenities like a grill, firepit, heater, etc. Our kids and granddaughter visited us while we were there and we were pleasantly surprised that the property included a high chair, playpen and door alarms that could be activated if necessary. I would recommend staying at Adam and Sarahs property.
Guest favorite
Home in Sarasota
5 out of 5 average rating, 15 reviews

Coastal Retreat near Siesta Key Beach and Downtown

John and MelissaRating, 5 stars3 days ago
We had the most perfect stay at Aubrey’s! We loved everything about it! Great location, so comfortable and nice, close to great restaurants and close to beach as well. The design features of the house and everything in it is very well curated and a house you want to spend time in and enjoy the beauty. The beach chairs and umbrella were perfect for the beach. We highly recommend Aubrey’s place and will definitely stay here when we come back! Melissa and John
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.
Top guest favorite
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!
Superhost
Home in Sarasota
4.87 out of 5 average rating, 52 reviews

Cozy Coastal - 2bd/2bath with Heated Pool and Spa!

StarlaRating, 5 stars2 weeks ago
Great location! So close to many different beaches and restaurants. The private pool area was our absolute favorite!
Top guest favorite
Home in Sarasota
4.99 out of 5 average rating, 80 reviews

Cottage w/Fire Pit Near Siesta!

AmberRating, 5 stars1 week ago
This house was beyond what we expected and we look forward to renting it again for our next Siesta Key trip. Betsy was outstanding and such a wonderful host.

Private house rentals

Guest favorite
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!
Superhost
Home in Sarasota
5 out of 5 average rating, 4 reviews

Heated Pool|Hot Tub|Arcades|Game Room|4 Bedrooms

MaryRating, 5 stars2 days ago
Every aspect of the house was lovely. Clean and nicely decorated. We had 8 in our party and there was plenty of room for all. The pool was a perfect way to relax after a busy day at the rowing competitions. And, the young crowd loved the arcade room. A definite win. Communication with the host was timely and helpful. We had small hiccup with the AC, but it was fixed within hours of contact. The location was perfect for us - 20 minutes to the beach and 15 minutes to the Nathan Benderson Park. I highly recommend this house. Hope to be back next year!
Superhost
Home in Sarasota
4.9 out of 5 average rating, 10 reviews

Great House / Great Location ~ with Heat Pool~

TaraRating, 5 stars2 months ago
we just spent a week at Ryan's place and it was amazing! the space was very clean and organized. this was one of the better equipped airbnb homes I have stayed in. the kitchen was well organized and had many convenient items most places do not have. there were beach chairs, sand toys, and even a wagon, which with having three kids was a blessing. the pool was amazing and maintained the temp of 88. I know some previous reviews discussed jet noise, as this is super close to SRQ but the jet noise was not an issue for us, and there were maybe 10 flights a day that we heard. Ryan was great at responding and providing instructions that were essential for our stay. we had a great time and my kids had the best time and are already asking when we can be back.
Guest favorite
Home in Sarasota
5 out of 5 average rating, 14 reviews

House of Peace oasis,heated pool, pool table, fire

ShannonRating, 5 stars1 month ago
We had an amazing stay! The house was cozy, spacious, and had everything we needed. We loved the pool and how close it was to Siesta Key—only about 15 minutes, which was perfect since our friends were staying there. The location was great, and the amenities made it feel like home. Stephanie was such a friendly and helpful host. We'd definitely stay here again!
Guest favorite
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
Top guest favorite
Home in Sarasota
5 out of 5 average rating, 19 reviews

Palm Paradise~Luxe Lanai, Heated Pool & Bikes

JohnRating, 5 stars1 week ago
We had a fantastic stay! The house was immaculate, with comfy beds and a well-stocked kitchen. Our kids loved the game console table, and we spent hours relaxing in the lanai, grilling, and enjoying the pool and hot tub. The location was perfect—close to beautiful beaches—and Jen thoughtfully provided all the beach gear we could need. She was a wonderful, thoughtful, and highly responsive host who made everything seamless. Highly recommend!
Top guest favorite
Home in Sarasota
4.95 out of 5 average rating, 20 reviews

Oasis

KeithRating, 5 stars2 weeks ago
Anna is an amazing host who responds within minutes, if not seconds and extremely accommodating to guest’s needs. Private location and home well equipped with pool, outdoor bar/kitchen, basketball/pickleball court, and even a man cave! Layout is perfect for a larger family and the man cave allows adults and kids/teenagers to have their own space, giving the parents peace and quiet. House is beautifully decorated with a fantastic layout. Would 100% return without thought. Thank you!!
Top guest favorite
Home in Sarasota
5 out of 5 average rating, 67 reviews

Siesta Key Fully-Renovated Unit 5 min to the beach

AlecRating, 5 stars1 day ago
We had a great stay at Muriel’s place. She was incredibly responsive and welcoming from the start. Her recommendations for beaches and food were spot on and really helped us make the most of our trip. The space was spotless, private, and had everything we needed. It felt like a home away from home. I’d happily recommend this Airbnb to anyone. Muriel is a fantastic host.

Quick stats about house rentals in Siesta Key

  • Total rentals

    420 properties

  • Total number of reviews

    6.7K reviews

  • Family-friendly rentals

    390 properties are a good fit for families

  • Pet-friendly rentals

    200 properties allow pets

  • Rentals with a pool

    290 properties have a pool

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Sarasota County
  5. Siesta Key
  6. House rentals