
Vacation rentals with a pool in Redington Shores
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Top-rated rentals with a pool in Redington Shores
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Popular amenities for Redington Shores rentals with a pool
House rentals with a pool

Tootsie’s Beachside Retreat
We came for a bachelorette trip and it was the absolute perfect space! Very accommodating, quiet neighborhood and tons of space. Definitely worth booking this house!

Heated Pool and Spa | 5 min to beach
We loved our stay here! The only little critique I could give is that the beds could be a little bit more comfortable, but that is just us being picky. I couldn’t even knock it down a star because our stay was perfect other than that. The host was wonderful, very quick to respond, and had a very comfortable and lovely house that felt like we were back in our own home. I would definitely recommend to others!!

The Palm House | Heated Pool
In my travels I’ve always preferred and recommended staying in Airbnbs. The Palm House did not disappoint in any way. Clean, comfy, safe, secure, conveniently located. It was perfect.

Beautiful Tampa Bay Pool Home Near Gulf Beaches
La maison est très propre et bien situé. Nous avons adoré notre séjour. Il y avait tout le nécessaire pour passer de belles vacances.

Paradise Cove-Designer Home | Pool+Spa | Arcade
We had a great stay at Danielle’s place. The kids loved the pool and the game room .

Beach Pool Home w/Cabana Lounge & Tikibar
⭐️⭐️⭐️⭐️⭐️ 5/5 – Perfect Getaway Near Madeira Beach! We had an absolutely amazing stay at this beautiful home just five minutes from Madeira Beach! The house was spotless, spacious, and had everything we needed for a comfortable and relaxing vacation. The highlight, without a doubt, was the private pool—clean, warm, and perfect for morning dips or evening swims under the stars. The little touches throughout the house were an awesome addition. The location couldn't have been better. We were so close to the beach, great restaurants, and local shops, yet the neighborhood was quiet and peaceful. The hosts went above and beyond; they were friendly, responsive, and made sure everything was just right for our stay. Whether you're looking to relax by the pool or explore the Gulf Coast, this place is a perfect home base. We would definitely stay here again and highly recommend it to anyone visiting the area!

4BR-Heated Pool-Theater-Golf-Fire Pit-Beach<5 Min
We had a great time! Played pool, went swimming and loved the movie theatre room! Excellent house for a group, lots to do and good location! Guy was a great host!

Paradise Palms - Living the Florida Lifestyle
Where to start the house was amazing from the bedrooms to the bathrooms, backyard is amazing. Pool was perfect. Everything about this place was amazing one of the best places I’ve stayed in and I’ve stayed in a lot of Airbnb‘s over the years. This is one of the best I would recommend it to anybody that’s visiting that area host was very responsive. Early check-in was amazing. Can’t see how happy we are perfect place for a family or just to get away.
Condo rentals with a pool

"Jewel At The Shores" Gulf Front, sleeps 5
Deborah is a fantastic host, always replies. Condo is immaculate, everything we needed was there, including chairs and a brolly for the beach. The Chateaux condos are in a lovely area that’s not too far from most places, we took Ubers to anywhere that wasn’t walkable, like Johns Pass. Great place for families and older generations. If you want a bit more hustle and bustle, try St Pete’s. Have stayed at The Chateaux condos a number of times. Best sunsets ever and will always remain our special place.There is still a little damage to the entrance to the beach from the hurricane, but it’s still easy access. We made sure that we went to all the local businesses to support them as some have not long re opened since the hurricane. Fantastic condo, fantastic host! Great tips on the best restaurants and places to visit and where the nearest supermarkets were if needed. Will definitely be a repeat booking with this host.

Townhouse at San Remo
We had a wonderful spring break vacation! This condo was perfect for two families, offering plenty of space and convenient access to multiple bathrooms. Its location right next to the beach made it feel like our own private getaway, as it was rarely crowded. The kids especially loved the swimming pool, which is conveniently located near the beach access. We highly recommend this place and would gladly return in the future.

San Remo 501- Beautiful Beachfront Escape!
We absolutely loved our stay! The property was beautiful and looked exactly like pictures! We very much appreciated all of the beach gear for our kids. The host was very accommodating when our flight arrived early. Highly recommend and can’t wait to go back!

Intracoastal w/Private Balcony★ - Steps to Beach ☼
This was our second year staying here, and we already can’t wait to come back again. The condo is super clean and has everything you might need for a comfortable stay. It even had beach gear, which came in really handy for our beach days. The location is perfect, peaceful and laid-back with that small beach town feel, but still just a quick drive to Clearwater, St. Pete, or Tampa if you want more to do. One of our favorite parts was sitting out on the private balcony in the mornings, we saw dolphins, tons of birds, and even a manatee one day! The hosts are awesome, easy to reach and really helpful each time we’ve stayed. If you’re planning a relaxing getaway in Indian Shores, the host and this condo are the perfect choice!

POOL is OPEN! Stunning Beachfront Condo!
Dania’s condo on Indian Shores is just beautiful! My family and I had so much fun here and would love to come back when the pool and outdoor renovations are complete - the damage caused by Hurricane Helene is just so sad. The beach is amazing! Crystal clear water. Not crowded. So relaxing. Would definitely recommend other families stay here! We left behind at the condo beach toys and more beach towels for others to enjoy and we hope to return next year!

Luxurious Oversized BeachFront Penthouse 2100+ ft
Classic Florida beach location. Best beach view from any Airbnb I’ve ever been in. Just don’t invite local family/friends to meet at the beach, management prefers only paying-tenants to be anywhere near the property. Regardless, wonderful place & beautiful beach

Best Value On The Beach! Private Beach With Chairs
This place was exactly how described and perfect for our family! Very easy check in which was great for our late night flight in.

The Harbor New Luxury Top Floor Corner Unit Condo
Mark’s place was a great place to stay for me, my wife and 2 kids. Check in was a breeze and instructions for everything were very easy to follow. Mark was very responsive to any questions we had. The place was great, and close to the beach, they had many items available for us to use every time we went to beach and a wagon to get it all there. The place matched the description perfectly and was very family friendly. They also had many recommendations for local restaurants and entertainment. We will definitely be reaching out again next year !!
Quick stats about vacation rentals with a pool in Redington Shores
Total rentals
60 properties
Nightly prices starting at
G$14,637 GYD before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle 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
- Vinoy Park
- Jannus Live
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park