
Holiday rentals with a pool in Florida
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Top-rated rentals with a pool in Florida
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Florida rentals with a pool
House rentals with a pool

Heated Pool Home with Private Landscaping
Tim & Tammi took care of all issues that came up. Very responsive & helpful. The heated pool was a real treat, used it every day !

Stunning Modern Oasis with a Huge Pool
Fantastic home. I want to stay shading in the future.

2223 Doud Street, Sarasota, FL
This home was perfect for our group. We loved having 3 en-suite master bedrooms. The location is great for beach(Siesta Key), waterfront restaurants and shopping. We would definitely book again!

Comfy Cape house 4 beds/2baths/heated pool/Jacuzzi
It felt like home! Beds were so comfortable! Pool was nice! Neighborhood was nice! It was close and convenient to everything.

Dream Villa
I had some trepidations when we first got there, but Yainiza was so very helpful through each and every step of our trip clearing my head of any trepidations. Of all of the times we've been to Tampa, she was by far the most quick to respond to our needs. Almost instantaneous!!!! The pool was lovely and cleans as it could have been. I'd rent this property again.

Dolphin house with Private Pool and Near Beach
My family and I enjoyed staying here for the weekend .This house was very neat and clean. The host was extremely helpful and responsive Will definitely book again.

Beautiful stylish Home in Davenport
If you enjoy visiting Orlando as much as I do, it’s really important to stay at a private house with a private pool. Nothing beats a long day at Disney followed by jumping in a pool at 2 AM. Guerline has thought of everything with this property, I cannot say enough to thank her for the hospitality.

Peaceful 3bedroom Pool Home Ormond by the Sea !
We felt right at home in Matt's place. The house was big and spacious, we absolutely loved the pool on the back porch. Was a perfect setting to grill dinner and enjoy the pool, was very hot outside but the back porch was very shaded and comfortable you could feel the ocean breeze., just perfect!! The ocean access was very close walking distance. The garage was also stocked with all you need for a day at the beach. Coolers, umbrellas, chairs, even beach toys for the kids. The kitchen was also stocked with everything you need to cook a meal for your family. The snacks and bottle of wine that was left for us by Matt was a great surprise and treat after a 6 hour drive. Plenty of restaurants within good driving distance. Plus a circle K at the top of the road. Matt was very responsive to my messages. We would definitely stay at Matt's again in the future. Thank you for sharing your home with us.
Condo rentals with a pool

Lely Resort Luxury Condo-2 Spectacular Pool/Golf
We had a wonderful stay, loved the pool, restaurant at the golf club, and convienent location. Would come back😎

Gulf Front Condo - with heated Pool
Dave’s place was perfect for our family of 5! We loved being able to make breakfast and head down to the beach. You cannot beat the location and convenience. We took advantage of the gym which is decent for a beach destination and pickleball courts. Dave was super responsive and flexible. We will definitely return. Destin is perfect family vacation spot! For those traveling by air - we flew into MOB and drove the 2 hours to Destin…easy peasy.

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b
We really enjoyed the one night we spent here before a cruise. The directions and instructions were clear and the pictures matched the place. The kids really enjoyed the swimming pool and all the extra beach towels were really helpful. Overall, this was a great option for us. It was also a couple blocks from the beach and walking distance to some restaurants. We will book again in the future.

Beach Daze Hide~away~ Studio Condo near the Beach
The location was right on the steps of Daytona Beach and conveniently located near stores and restaraunts walking distance. Kelly was super communicative and helpful and the whole trip went smoothly. I appreciated the sun hats and beach paraphernalia in the place. Also the fully stocked toiletries. All in all a great stay. On a side note the elevator was not working the whole time we were there which didn’t bother me but for someone physically impaired you have to climb stairs and walk a bit to get to the place. This is March 15 and I’m sure elevator is working by now. This does not affect my rating of the stay in any way. I highly recommend!

Marvelous apartment near Disney first floor
Great stay ! Very beautiful inside clean and the beds were tidy I will definitely visit again

Oceanside complex B35 1 Bed 1 Bath w/Heated Pool
Great place and location was really nice the only bad thing is that it was a little bit further from the beach then we liked but over all it was a nice clean place and very easy to find

Waterfront condo on top floor @ Boca Ciega Resort
Very good location and beautiful views of the bay. The accomodations were perfect for two people. Gorgeous pool right off the bay. Friendly condo guests as well whenever we ventured out. Overall it was as advertised. The noise from the road outside was tolerable since you could close the slider to mitigate it.

#1 Luxury Resort Style Fort Lauderdale EPIC POOL
This place is great. Ample parking outside, easy to find. The pool is the best part...there are multiple water depth levels and various chairs...no matter how you like enjoying a pool, they've got you covered. The beach is right down the road 10min away...parking is only $6 for the day if you go to Hugh Taylor Birch State Park and leave your car there. Much cheaper than anywhere else on the beach. Highly recommend Stephan and David's place.
Home rentals with a private pool

Minniehaha Castle Retreat
fun decor, comfortable furnishings, helpful host

Airy, Stylish Home with Pool Heat Included in Davenport
Had a great stay at Phil’s place! The pictures matched the space and it was so cozy! The kitchen had everything you could think of needing to cook. The heated pool was the best ending to our days out in the golf course and the parks. The bed was so comfy! Close to many golf courses and just a short drive to parks. Phil was responsive anytime I reached out. We had no hot water the 2nd day in and it was fixed within the hour! We will definitely bookmark for next time!

Bayou Breeze
The place was very nice and clean. The hostess was very nice and responsive. The only thing I wish I would have paid more attention to was the heated pool. The temperatures were cooler than usual, so the heater wouldn't keep up. We paid to heat it but it was always too cold to swim.

Great 6br for All Ages/heated Pool 5 Min to Beach
Place was amazing! I would give 6 stars if I could! Check in and check out were easy and host always responded very quickly to any messages! Will definitely stay here again and recommend it to anyone else! The house is also a lot bigger in person! Thanks again guys, I loved your place!

Luxury Waterfront Home Minutes from the Beach
We LOVED our stay in Fort Lauderdale. The place was absolutely beautiful and just like advertised. We had to make a last minute reservation and the hosts were more than accommodating and extremely responsive. We traveled with a family of 6 and the home was the perfect size for us as there was more than enough room and we all had our own bathrooms. The outside area was amazing. The kids loved the pool and it was a very nice quiet, well kept neighborhood. Anytime I had a question I was able to text the hosts and they responded to me almost immediately. I even accidentally sent an amazon package to the wrong address and they offered to bring it to UPS for me. I cant say enough great things about this place, it was close enough to everything that you would need but also private enough to be able to relax when needed. We will definitely be back to Fort Lauderdale and would love to rent this wonderful home again.

Family Retreat Near Disney with Pool & Hot Tub!
Excellent location, beautiful decor in bedrooms and common areas, new appliances and fully equipped kitchen, beds and bathrooms clean and comfortable. If we return to Kissimmee, the entire group (adults and kids) voted to repeat the same place to stay!

Beautiful Lakeview Retreat Drivable to Theme Parks
We had a fantastic stay and are hoping to come back again!

Lush Waterfront Home On Bay St. Lucie
My family and I have stayed here twice now. Everyone loves walking and enjoying the beautiful pond and tropical plants. Lots of room to spread out and relax. This is a home away from home. Kitchen and bathrooms are well stocked as well. Thank you Micheal for a clean, well taken care of home! The check out instructions are also minimal, which is just such a blessing to the vacation 🙌🏼 Can't wait to come back.
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