
Holiday rentals with a pool in The Meadows
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Top-rated rentals with a pool in The Meadows
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Popular amenities for The Meadows rentals with a pool
House rentals with a pool

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.

Mauna Loa House
Second time staying here, and it was just as lovely as the first! The location is perfect — close to beaches, restaurants, and shopping — making it a convenient spot for a relaxing getaway. Gosia was a wonderful host, always prompt in her responses and helpful with any questions we had. We’re looking forward to staying again in the future!

2bed/2bath with POOL house, close by SIESTA KEY!!!
The house was exactly as described and was private and clean ! We loved the pool and how quiet and peaceful the neighborhood is . Very much enjoyed our stay as first time guests .

Huge Heated Saltwater Pool, TV in Every Bedroom
Stayed at Mo’s place for 5 nights and it was absolutely peaceful and lived up to the description. The place is clean, well stocked, in a great location, and felt just like home. We enjoyed the pool a few evenings, found the location to be very accessible to the beaches with just a short drive, and appreciated the games for a night in. We cooked breakfast every morning and enjoyed the ease of the nearby grocery store. Would recommend 100% to anyone traveling with family. This is a great place to stay.

Florida Funshine
Kara was very helpful and responsive! The place was beautiful and I loved Sarasota.

Sunshine House- Sarasota Pool Retreat
We had a lovely stay at the Sunshine House. We walked daily at the nature preserve within the Bobby Jone’s golf course. My husband golfed there nearly every day. Shopping and restaurants were very convenient. The house was as pictured - clean, comfortable, thoughtfully put together. A great base from which to start our adventures and a comfortable home to which to return at the end of each day. Thank you!!

Cozy & Beautiful Pool Villa in Sarasota County, FL
I stayed at Vera’s house for a week and had an amazing experience from start to finish. The place was exactly as described—clean, spacious, and well-equipped with everything I needed for a comfortable stay. The neighborhood was peaceful and safe, with easy access to shops and local attractions. The host was incredibly responsive and helpful, making check-in and check-out smooth and stress-free. I especially appreciated the thoughtful touches around the home. Highly recommend this host to anyone looking for a relaxing and hassle-free stay. I’d definitely book again!

Coastal Farmhouse - 3/2 with heated saltwater pool
The house was clean and comfortable. The backyard was beautiful and spacious with plenty of seating for everyone in our party. we also really enjoyed the screened-in porch where we would drink coffee in the morning. It was about a 20 to 25 minute drive to most nearby beaches.
Apartment rentals with a pool

Shorewalk upgraded condo 4505.
Just returned from a great stay at Hannah and Helen's place. Location was extremely convenient to IMG, great restaurants, and our excursions to the beach. While in a large community, the property was quiet, well kept, and felt safe. The unit was perfect for three of us, allowing plenty of space to gather and not feel 'too cramped.' Hannah was a tremendous communicator- we discovered one minor issue with the dishwasher, and she was extremely responsive, arranging for it to be repaired within hours of reaching out to her. We would definitely stay here again on a return trip to Bradenton!

Sea Shell Ocean view On Beach Walk everywhere Pool
Loved the location and the layout of the condominium! We will be coming 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

A&A's Paradise near IMG & Anna Maria beaches
This was the most clean, most relaxing, most safe feeling place we've ever stayed in through Airbnb!! Thank you so much for such a wonderful experience. We would recommend 10/10 to anyone!!!!

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. 🌴🌊💛
Quick stats about holiday rentals with a pool in The Meadows
Total rentals
50 properties
Nightly prices starting at
₹4,319 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
- 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