
Holiday rentals with a pool in Sarasota Springs
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Top-rated rentals with a pool in Sarasota Springs
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Popular amenities for Sarasota Springs rentals with a pool
House rentals with a pool

Lovely Beach Bungalow
Olga’s place is such a gem! We had a wonderful week long stay - we felt right at home the moment we stepped inside! Olga was so sweet and always made sure we had what we needed. The pool was an added bonus, it felt like we had a private oasis to hang out at after we went to the beach. The house was impeccably clean and stocked with everything you could possible need for a comfortable stay. The AC was lovely and the beds were so comfy, everything about this airbnb exceeded our expectations. We didn’t want to leave, but already can’t wait to come back one day. We highly recommend Olga’s place 😊

Sarasota Getaway “Have some fun under the sun.”
Our stay was wonderful! Ewelina’s place was clean and had everything we needed! Would love to come again.

GARDEN VIEW HOUSE WITH A POOL
This was a great home to stay at, our best Airbnb we've experienced so far! We had a 1yr old & 6yr old with us & it was set up perfectly. They had the pack n play (and high chair) all set up for us upon arrival which was much appreciated since travel with young kids is...a lot. The bin of wooden and Lego type blocks was so extremely helpful to entertain both kids, along with the smart tvs! We also greatly appreciated the beach gear. The home looked very clean & we loved the setup. Wonderfully stocked kitchen,bathrooms, etc. Finally, the neighborhood seemed decently quiet and peaceful. When the kids went to bed, my husband & I were able to hang out by the pool (loved the lights) and get some well needed down time just listening to the birds and crickets. We would absolutely select this home if/when we're back to the area. The beach was about 20min drive, probably the only downfall I can come up with, but it was such an easy drive & the home was so close to grocery stores etc. Thank you!

Coastal Comfort Getaway, Heated Pool, Heart of SRQ
Vanessa and Nicole’s place was even better than we expected! It was spotless, beautifully decorated and we felt right at home. You can tell how much thought and care they put into even the little things to make guests comfortable. They were friendly and extremely proactive with communication when we reached out about a minor issue with the shower drain. We couldn’t have had a better stay and look forward to coming back in the future!

Heated Pool Oasis 3BR/2BA near Siesta Key Beach
I’d highly recommend this home. Clean and spacious home, well stocked kitchen, and nice master bedroom and bathroom. Very nice pool and large outdoor patio area. Handy washer/dryer and beach cart/chairs/umbrella. Pretty easy to get to any place in Sarasota or Siesta Key that we wanted. We didn’t need much at all, but the host, Lana, was very responsive.

Hidden GEM Sarasota Siesta BEACH
The home is simply beautiful, open, airy, Clean the backyard and pool are beautiful and so private. Hidden Gem is a perfect name for this home as you would never expect to find a home like this on a ‘such a typical’ block. It’s like brand new. Everything is updated and modern. The bathrooms and showers were clean and beautiful. Large TV in the living room with comfy couches (a bit worn) but still comfortable. We all loved the place! Would stay again in a heartbeat! So quiet and peaceful.

The Coral Cottage-heated pool, Siesta beach 15 min
Another great stay at the Coral Cottage. My third time. Feels like home. It’s the only place I’ll stay whenever I visit the Sunshine State. Two thumbs up!

You Private Tropical Paradise
CLEAN, CLEAN, CLEAN! My wife is very picky about cleanliness of an Airbnb. We always go straight to the shower, sinks, floor corners and rugs. Paul's place is the model of cleanliness and clutter free. It is newly remodeled, and everything we great! There was no dirt, mold, clutter, dust, etc... The location is great. It is in a typical old florida neighborhood (circa 50's or 60's maybe)? Many of the homes have been well maintained or remodeled, but probably not like Paul's place. We found it to be spacious and comfortable. The location is close to the interstate, downtown and the beaches within 20 min or so. In the garage, there are some cool things to use. We used the beach chairs, beach towels and umbrella for our two trips to the beach. It was so handy! Although we did not use the pool, there were plenty of pool toys to enjoy, also. The full-size washer and dryer are also a plus!! The mattresses are on the firm side, and the pillows are feather.
Condo rentals with a pool

Gateway to Siesta Key - 1/2 Mile to the Beach
Excellent place, unbeatable location, very cozy and comfortable. Chris let us know we could check in early without even asking. I would gladly come back!

Crystal House on Siesta Key Beach
We loooved it here! The space was perfect for our family. I cooked several meals and the kitchen had everything I needed. The location was convenient to grocery stores and walking distance to local restaurants and ice cream shops. The trolley stop is right at the resort so very convenient free rides to downtown Siesta Key was one of the highlights of our trip. We also grilled in the back of the resort by the bay which was nice! Oak trees all around. The pool was perfect temp. The fob didn’t work for one of the gates but there were three others we were able to get in without issue. The beds and pillows were soooo comfy. The ONLY issue we had was from the pics on the original post it appeared the walk to the closest public beach access was 2 min but it was actually 15. In the Florida heat that was rough but we pushed through! Oh and last thing, the scooters were a hit with everyone in our family. So much fun! 😆 Thank you so much for giving us an amazing stay!!

LIDO KEY 1 BR/1Bath Heated Pool 16
Had a great stay and everything was as listed. Clean and convient, quiet location, 5 minute walk to the beach. Was located right across from both pool and laundry room (quarters only) which was great. William also provided beach chairs and umbrella as well as small cooler which was exactly what I needed

Siesta Key Ground Floor Condo 2BR On Trolley Line
Great stay, the location, the amenities all were wonderful. Melissa and Brandon were super responsive and the place had more essential stocked than most of the other places we have stayed, which was very thoughtful. Melissa also had a regular coffee pot sent out to us right away, since we don’t use Keurig’s which was super nice and very much appreciated. We would definitely come back!

Cozy 2 bed/2.5 bath townhome
Emily went above and beyond what I expected. I needed a cooler to go to the beach, and she also provided us with beach chairs. The house has everything you could need. There are board games. The Wi-Fi works great. I didn't use the kitchen, but it's fully equipped. I'll be back soon. Thank you so much, Emily, for your kindness and prompt response 😊

Charming and Updated 1 Bedroom in Runaway Bay
My fiancé and I really enjoyed our stay at David’s place in Bradenton! The space was super clean and had everything I needed for a comfortable stay. Communication was excellent throughout; the host was responsive, helpful, and always timely with their messages. One of the best parts was the beach access—super convenient, and the place was stocked with everything from a beach cart, umbrellas, chairs, and beach towels etc. which made days at the beach so easy. There were also a few great local tips provided, which I definitely took advantage of. Honestly, I wouldn’t change a thing. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a wonderful stay!

Condo with a View 1: Open Friday, $250/nt!
This condo was everything I needed and more! The location? Absolutely perfect—the beach is literally your backyard. Waking up to that ocean view the next morning was a dream. Restaurants and activities were just minutes away, which made everything so easy and fun. Heidi, the host, went above and beyond. Her communication was fast, kind, and incredibly thoughtful. She even surprised us with a delicious key lime pie and orange juice waiting for us after jet skiing—such a sweet and personal touch! I truly have no complaints. Everything about this stay was peaceful, beautiful, and seamless. I’d absolutely recommend this spot to anyone looking for a relaxing and magical beach getaway. 🌴🌊💛

Siesta Key Beach Front Condo
Another wonderful trip to Siesta! This is our third stay in one of Evan’s places, and we were not disappointed. This unit had a great view of the Gulf (this particular building has the most direct view, without the parking lot!), and the screened in lanai was amazing! As always, the unit was clean, well-stocked, and a perfect home away from home. Already counting down the days till we return!
Quick stats about holiday rentals with a pool in Sarasota Springs
Total rentals
100 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
4.1K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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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
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park