
Holiday rentals with a hot tub in Siesta Key
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Holiday House Rentals with a hot tub

Sun-filled cottage with pool, walk to beach
We loved our recent stay here! We had a bit of a challenge with lots of rainy weather so having a BEAUTIFUL backyard with synthetic grass and an amazing pool SAVED THE DAY(S). We ran outside with every break in the weather and the kids stayed as happy as can be. The home not only looked clean, but FELT clean and the decor was tasteful and didn’t feel overly beach kitschy- as we’ve run into before. Hoping to be back next year!

Fully Remodeled Siesta Water Front Private Villa
The house was wonderful! Great comfy beds. Kitchen has everything and more that you will need. The host was very quick to respond and provide a couple things that needed to be fixed. The house has great amenities. My son had a wonderful time fishing every day with provided gear. And we loved the kayaks and paddle boards! The community pool wasn’t as welcoming as we had hoped and the walk to the beach is a little further than expected, although beautiful! We really enjoyed our stay. It felt like home! We really appreciated the easy check out list. Not as complicated as some other stays we have had.

Oceanfront Home with Heated Pool in Fishers Haven
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!

At Sun Sea Terrace | Steps to Siesta Key Beach!
We love Siesta Key and we were so excited to come across this beautiful home!! It had so much room for all of our family. Had plenty of everything we needed! Very well stocked! Did not have to buy much of anything at all when we arrived. We had a small issue with the pool when we arrived but they were so quick to text back and got service out immediately and fixed it! Loved the pool and hot tub! We would definitely come back. The area was amazing and just so homey and comfortable for all of us. Thank you for an amazing time in your beautiful home! Definitely book this home! You will not regret it!

The Blessing House- Htd Pool/Spa, Close to Beaches
We had a lovely stay at the Blessing House! It was plenty spacious for three adults and three kids, and had pretty much every amenity we could want. The kitchen was well-stocked with pots and pans and spices etc. which made simple cooking very easy. The house is an easy drive to Siesta Key beaches south or St. Armand's Circle/Longboat to the north, so that made it a good home base for exploring the area. Caitlyn was extremely communicative and was able to give us a little extra time upon check-out, too, which was much appreciated. I'd definitely recommend this place to others!

Paradise Palms | New Reno w/ Saltwater Pool!
The home was very welcoming with every accommodation to make anyone feel comfortable! The host was very responsive and ensured our stay was perfect!

NEW hideaway, Saltwater Pool&Spa, 10min to Siesta
I will definitely go back and stay here again when in Sarasota. The new beautiful modern pool and hot tub area is amazing was so tranquil and well thought out with high end lounging/seating for 10+. I spent most of my free hours around the pool area when at the house. WIFI was great when needing to work. The location was an easy drive to the local restaurants and quaint downtown area 5-10 min., to the closer beaches 15 -30 min., was bicycle/walkable for me (I am 65 y/o). I was in town for a conference and also saw alot of people on nearby small/clean little open air trolley-like buses getting around downtown (might want to check those out). I felt safe and walked/explored to the downtown hotel area (~ 40 min.). So close to the convenient Sarasota/Bradenton airport (~20 )! The hosts were so responsive and genuinely caring, they anticipated my needs before I asked by offering suggestions and options, so worth the stay! Thank you to the hosts!

Sandy Feet Retreat- Cozy Bungalow & Outdoor living
We had a great stay at Tyler’s place! It was a beautiful home and our dogs loved the backyard. The central location is Sarasota was perfect! We hope to stay here again in the future.
Villa rentals with a hot tub

The Sea House
Couldn’t have found a better place to stay for our trip. After full days at the beaches, sightseeing, and exploring it was so nice to get back to our little house to enjoy the quiet and relaxing oasis. Truly a wonderful place to stay.

Coastal Farmhouse & Pool
This was such a gem 💎 of a place to find. We loved the spaciousness of the house, enjoyed the front and backyard sitting areas, appreciated -

Siesta Villa
We enjoyed staying at this privet quate property. It is as described and showns on the puctures. The property is located in quiet neighborhood, the landscape is well maintained. I didnt know at first it is a condo and there is other rental conected but we never heard any noice. It was very peaceful. Beautiful grounds. Full kitchen, has everything you need to cook a full meals, spacious rooms. The property has everything you need for vocation. It is close to alot of stores. About 15-20 min to popular beaches. Also there is a swiming pool at the property, very clean and well maintained, though we didnt use it alot. Showers were very clean, and good water pressure. I highly recomend this place ! The owner is friendly and responsive. Few things i would improve: the kitchen pans are stainless steel and it was hard to cook in them. Food would stick and burnt at the bottom. There are plenty of beach chairs but not umbrella unfortunately. Overall wonderful place!

Stunning Water View, Kayaks, Resort Pool Sarasota
Beautiful apartment, very well appointed with comfortable beds. Gym and pool were highlights as well. Jeff was very easy to communicate with. An excellent choice for my daughter and me for a week.

Family Oasis-Beautiful House-Infinity Pool-Beaches
We went to the Airbnb for two birthdays and Father’s Day for our family of 10. Very spacious, beautiful living and outdoor area. Appreciated having all the little extras like paper goods, spices toiletries, etc. the pool area had all of the toys for the kids and they were so many beaches within minutes. Host was very responsive and timely. Only negative was 4th bedroom (bath) was not air conditioned. Kids just showered in the master, which was the size of three bathrooms.! Would definitely recommend this home and will be back again. PS kids loved the Zip Line!

7891 Timberwood, Sarasota, Florida
Everything thing was clean nhouse stocked with all of needs. Nice location Everything close

Sunshine Get a Way! Pool, Beach & Fun!
Anna was a wonderful host. Her home is even more beautiful than in the photos. Lush backyard, screened porch, peaceful community, spacious rooms and new appliances. We had a great vacation and would love to return. We made use of the beach gear she offered at Siesta Beach!

Sunrise Deluxe Villa-heated pool&spa-7min to beach
This was the best house we’ve ever rented and will definitely rent again. Dorcia is the perfect host and the house is absolutely beautiful. Communication was quick and precise. We had everything we needed inside the house and on the lanai. The lanai is set up perfectly and we spent most of our days and nights in the pool. At night, we turned the pool lights and the white string lights on while listening to music on the tv. Every night was perfect and so relaxing. The master bedroom is a dream with a comfy king sized bed, double walk-in closets, and the gorgeous walk-in doorless shower. The other two bedrooms are on the other side of the house which gave all of us our own space. It’s an easy drive to all the restaurants, shopping, and beaches. Thank you, Dorcia, for a wonderful stay and we will definitely rent again.
Quick stats about holiday rentals with a hot tub in Siesta Key
Total rentals
350 properties
Nightly prices starting at
$117 NZD before taxes and fees
Total number of reviews
3.7K reviews
Family-friendly rentals
340 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
240 properties have a pool
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park