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

Tootsie’s Beachside Retreat
We had a great stay! Easy check in, great communication, lovely accommodations and amenities, and so close to the beach!

Heated Pool and Spa | 5 min to beach
houses was as listed! Erinc was responsive and respectful.

Paradise Cove-Designer Home | Pool+Spa | Arcade
The family had a great time! We had plenty of room and lots to do! The place was located in a convenient location near lots of places that we were interested in! Danielle was quick to respond!

NEW Luxe Coastal Retreat in St. Pete
the house was absolutely perfect for our family vacation! the master bed was actually heaven. and we all fought over the amazing shower head in the main bathroom. the location is absolutely perfect just far enough from the beach but just right over the bridge to get there quickly. and walmart being right behind it comes in handy for all the items you find out you forgot to bring. will absolutely be booking again with her. already looking at 2 more weekends for this summer. we did not take advantage of the golf cart since we had a rental car but will definitely be using it next time!

Coco Cabana | Heated Pool
Loved everything about Jen and Steve’s place. Spacious with three bedrooms and two full bathrooms. Well stocked kitchen. Towels, beach towels, hand towels and more towels. Washer and Dryer, with detergent and dryer sheets. Body wash and shampoo. BEAUTIFUL pool with floats and even a baby float. All the beach supplies you could ask for. Very, very clean. Enclosed garage and driveway. Close to great restaurants and beaches. The neighborhood was very quiet and well kept. I’m retiring next year and this is exactly the type of community I’m looking for. Can’t wait to go back!

Villa Kailāsa-Pool, 6 min drive to the Beach!
We've been staying at vacation rentals around the world for the last 25 years. About 10% of them get everything right, and this was one of those properties. I can't think of one thing I'd change. My only local recommendation would be to take the extra 3 minutes and go to Publix instead of WalMart.

Beautiful & Exclusive house + Pool!
The pool was private and the house was also. We did have nice visitors in the mini apartments attached to the home. And it was enough parking for all parties.

Beautiful pool home minutes from the beach
We had a group of 10 stay for a bachelorette party & had the best time! The host was so nice to accommodate an early check in so we could decorate before the bride arrived. The home was beautiful, clean & stocked with everything we needed for a long weekend. The kitchen had all of the utensils, plates, bowls & cups we would need & the coffee bar was fully stocked with k cup pods & coffee to make a full pot. They also have towels, pool toys, and sunscreen for the guests to use while they’re at the house. The house was big enough for 10 of us to sleep comfortably and also hang out during the day when not out in town. They have a washer and dryer for guests to use with laundry pods which came in handy after the beach days and to wash towels throughout the weekend! The host has a binder with a ton of local recommendations that we saw as a thoughtful touch for out of town guests. Bryan and Randall were both very responsive throughout our stay and always answered any random questions we had!
Apartment rentals with a pool

Gulf view Condo with pool in Clearwater/St. Pete
I stayed for 5 nights at this Airbnb, it was easy to find and get into with the pictures and thorough instructions! When I walked in everything was just like the pictures and it was very clean and comfortable. It is small like she says but it worked perfectly for my friend and I. The walk to the beach is super close and the trolley system is really helpful if you can’t or don’t want to drive to nearby places. The host was very friendly and responsive, I would definitely recommend staying here and would go back!

Waterside Studio in the heart of TI, walk to beach
My husband and I needed a little staycation after a stressful few months. The little apartment at the beach was perfect. The location was beautiful despite the fact that the area is still recovering from a few hurricanes last year. The host was also very helpful and gave some great recommendations. The only negative thing that I can say is that my stay was too short. I look forward to staying there again.

Beachside Mini-Condo on North Redington Beach!
Great little crash pad with easy access to the beach. Well kept pool. Easy walking

Madeira Beach Cottage steps from Gulf.
Great location with parking right in front of the unit. Quiet and comfortable, but with easy access to the beach (across the street) and restaurants.

2min walk to the beach/pool, BBQ/great area, RO110
We’ve stayed here the last few vacations and as always, the place never disappoints. Great location with all beach amenities you could possibly need. We unfortunately needed to evacuate from Hurricane Helene and John was gracious and concerned for our safety. The town of Redington is a family and we’re praying for their safety and quick turn around to their paradise again.

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES
The location was close to the places we attended for a wedding. Host was very informative and provided recommendations of places to go and things to do. We will be repeat guests.

Spectacular beach to bay views from this resort.
Our stay was great! The place and location were perfect! We had absolutely everything we needed. Communication was awesome! Thanks so much!! Lara and Thomas Boulder Co

Lovely Water View Condo, Top Floor, Steps to Beach
My family and I had an amazing getaway trip here. We had spent a lot of time working hard for this trip; and it sure paid off. The location was beautiful, just down the road (within walking distance) from John’s Pass, Very close to the beach, beautiful views. The Airbnb itself had everything you could possibly need, very clean, and cozy. The hosts were very communicative, and instructions were very clear. We had a 10 month old with us and it was also very accessible for that. Overall would 10/10 recommend this location to anyone looking for a peaceful, fun, and great experience/location for Florida. Thank you! :)
Quick stats about holiday rentals with a pool in Bay Pines
Total rentals
110 properties
Nightly prices starting at
₹2,597 before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
70 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
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- Lido Key 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