
Holiday rentals with a pool in The Meadows
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in The Meadows
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for The Meadows rentals with a pool
House rentals with a pool

Retreat by the Bay-Heated Saltwater Pool
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!

Luxury 3/3 with Heated Pool, Spa, & Putting Green!
Erinn was an amazing host - she would respond immediately to any text and was always friendly and helpful. The house is as good as it looks if not better! My husband complains about every airbnb I book but he even he had to admit this one was top notch.

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 😊

Pool, Spa, & Private Gym in the Heart of Sarasota
We had a great stay at the house. Loved the interior decor. Looks like the home was remodeled recently. Everything was fresh and clean. We loved hanging out by the pool. Backyard was very private and peaceful. Posts were very quick with their responses if I had any questions about the home. We would definitely stay at the Home again when we’re in town.

Sarasota home featuring private salt water pool
Jessica is a wonderful host and very quick to respond to any questions. The house is beautiful and the location is perfect! My family and I could not have asked for a better vacation in beautiful Sarasota! Highly recommend!!

Pool Courtyard, patio w/ fire pit, 2 mls downtown
This spot was perfect! We traveled with our two young children and parents. Having the two separate spaces made the whole vacation a breeze. The pool and outside area was beautiful. Any questions we had were quickly answered and we will definitely book this spot again when we come back. Close to everything but very private!

☀Coastal Gem☀Heated pool & amazing location!☀
This place was perfect for us. family of 4 with 2 kids age 7 and 10. They loved the pool which was bigger then it looked from the photos, was very warm and garden well maintained. really happy with stay and Carrick was quick to respond when we ask questions. asked for a later check out which Carrick was able to accommodate. Great stay would recommend.

Take a Siesta off Bahia Vista
Our stay at Carol’s house exceeded our expectations! The home was absolutely spotless upon our arrival and it was by far the most well-stocked place we have stayed at. The beds were very comfortable, and accommodated our party of 5 perfectly. We loved using the pool and appreciated all of the towels that were available for use. Additionally, Carol was so flexible with us and provided both early check in and late check out due to our flight schedule. Lastly, the landscaping is GORGEOUS-beautiful tropical plants surround the backyard and made for a very relaxing environment for us to enjoy our morning coffee! We would love to stay here again!
Apartment rentals with a pool

Sunshine house +6 min. from Siesta +heated pool
The condo was great. Clean and perfect for a beach getaway. The beach was 10 minutes away, which was perfect. Overall great 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

A&A's Paradise near IMG & Anna Maria beaches
Everything was absolutely perfect! It was so clean. It had everything you could possibly need from the kitchen to the beach chairs and toys. Fabulous bathrooms that felt like a spa.

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 😊

The Seabreeze Cottage with peaceful water views
Dear Angela, Thank you so much for hosting us! We absolutely love your decor every detail was so thoughtfully done and made the space feel cozy and "beachy". We truly enjoyed our stay and appreciated how comfortable and well-kept everything was. Hope to visit again someday. All the best. Jianfeng & Yangqing

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!

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!

Shorewalk full condo AnnaMaria Beaches IMG
This was our second visit, it was another wonderful visit!!! My husband was suffering from a back injury and the master bed was so comfortable and brought him a lot of relief. The place has great amenities, super responsive and helpful host. We have already booked our next trip !!!
Quick stats about holiday rentals with a pool in The Meadows
Total rentals
50 properties
Nightly prices starting at
$64 SGD before taxes and fees
Total number of reviews
200 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 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
- Busch Gardens Tampa Bay
- Lido Key Beach
- Cortez 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