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Holiday rentals with a pool in Bay Pines

Find and book unique homes with a pool on Airbnb

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Popular amenities for Bay Pines rentals with a pool

House rentals with a pool

Top guest favourite
Home in Seminole
4.99 out of 5 average rating, 101 reviews

Tootsie’s Beachside Retreat

JuliaRating, 5 stars2 weeks ago
We had a great stay! Easy check in, great communication, lovely accommodations and amenities, and so close to the beach!
Guest favourite
Home in Largo
4.93 out of 5 average rating, 99 reviews

Heated Pool and Spa | 5 min to beach

JeremyRating, 5 stars1 week ago
houses was as listed! Erinc was responsive and respectful.
Guest favourite
Home in Largo
4.94 out of 5 average rating, 103 reviews

Paradise Cove-Designer Home | Pool+Spa | Arcade

StarlaRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in St. Petersburg
5 out of 5 average rating, 6 reviews

NEW Luxe Coastal Retreat in St. Pete

BeccaRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Largo
4.96 out of 5 average rating, 110 reviews

Coco Cabana | Heated Pool

DennisRating, 5 stars3 weeks ago
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!
Guest favourite
Home in St. Petersburg
4.92 out of 5 average rating, 79 reviews

Villa Kailāsa-Pool, 6 min drive to the Beach!

CurtisRating, 5 stars2 weeks ago
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.
Guest favourite
Home in St. Petersburg
4.82 out of 5 average rating, 115 reviews

Beautiful & Exclusive house + Pool!

ShawniekRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in St. Petersburg
4.98 out of 5 average rating, 89 reviews

Beautiful pool home minutes from the beach

MaddyRating, 5 stars5 days ago
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

Guest favourite
Apartment in Redington Beach
4.81 out of 5 average rating, 211 reviews

Gulf view Condo with pool in Clearwater/St. Pete

MacieRating, 5 stars1 week ago
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!
Guest favourite
Apartment in Treasure Island
4.9 out of 5 average rating, 128 reviews

Waterside Studio in the heart of TI, walk to beach

FrancineRating, 5 stars1 week ago
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.
Superhost
Apartment in North Redington Beach
4.8 out of 5 average rating, 305 reviews

Beachside Mini-Condo on North Redington Beach!

LoriRating, 5 stars9 months ago
Great little crash pad with easy access to the beach. Well kept pool. Easy walking
Top guest favourite
Apartment in Madeira Beach
4.95 out of 5 average rating, 135 reviews

Madeira Beach Cottage steps from Gulf.

AndrewRating, 5 stars9 months ago
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.
Top guest favourite
Apartment in Redington Beach
4.91 out of 5 average rating, 173 reviews

2min walk to the beach/pool, BBQ/great area, RO110

AilishRating, 5 stars8 months ago
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.
Superhost
Apartment in Clearwater
4.81 out of 5 average rating, 152 reviews

☼ STUNNING CONDO MINUTES FROM GORGEOUS BEACHES

KristyRating, 5 stars2 weeks ago
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.
Top guest favourite
Apartment in Treasure Island
4.99 out of 5 average rating, 188 reviews

Spectacular beach to bay views from this resort.

LaraRating, 5 stars2 weeks ago
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
Superhost
Apartment in Madeira Beach
4.82 out of 5 average rating, 148 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

MadisonRating, 5 stars3 weeks ago
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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