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

CASA COLUMBIA - pool. views. outdoor living.
Adrienn’s house was even better in person. It was just what we needed. Quiet, views were amazing, private but close to everything (if you have a car would be best) and the space was great for our family of 4. Adrienn was extremely helpful with directions and recommendations!

Casa Aramana
Beautiful home with amazing views. The home was extremely clean , well stocked and provided all of the comforts of home. We were able to use beach chairs, coolers, beach tent and towels to explore the island. Marisol was very responsive and flexible with check in. We spent a lot of time poolside enjoying the view. This was the perfect place for our stay on Vieques!

Coastal Getaway with Pool, Game Room & Ocean View
The house is small but cozy and modern. Has all the details to be comfortable. Great play room, has all kind of games. Also, having panel solar was a plus since the electricity went off a couple times. Good location. For us was above 5 stars compared to others houses we visit. I recommended.

Lake and Beach Village, Humacao
It was an amazing stay, my family and I enjoyed it. Nelson was a very great host, would definitely recommend him to my family and friends. I would also be going back for another stay. My mission for my husband to reunite him with his dad was a successful mission all thanks to Nelson.

270* Ocean View, Saltwater Pool Private Villa
We had a FANTASTIC time at Casa Tucepi. The views from everywhere in the villa were gorgeous. Everything was as advertised except the view was even better! Private pool was a huge, unique upgrade for Vieques. We decided to do two “lazy villa days” (out of 7) because the house was so wonderful. Keep the driveway gate closed or you’ll end up with a herd of horses in the yard! I’m not kidding even a little bit!

Domirriqueña House
A relaxing experience, very clean, quiet place and the house has everything you might need for your stay. I recommend it 100%. Hosts are very attentive and quick to respond. We were celebrating my son's birthday and Sandy decorated the room with balloons just as I requested. Exceeded my expectations. Thank you.

Surf Side, Private Salt Water Pool, Ocean View
Michele was AMAZING! She greeted us when we arrived and was very helpful with any questions we had about the island. She helped us with renting a car and any extra info needed in planning our trip. We will definitely be returning. Vieques is beautiful!

Wake up to the ocean! True beachfront living!
We had an awesome time staying here during our trip to Puerto Rico. The host was super friendly and stayed in touch the whole time, which really made things easy. The house was perfect—comfortable, clean, and the pool was a great bonus. It being in a gated community was perfect! The view was amazing, and there were plenty of great restaurants close by. Everything about the stay was smooth and enjoyable. We'd definitely come back again!
Condo rentals with a pool

Oceanview Vista Bahía Penthouse near Marina-Ferry
Jenny’s place was absolutely beautiful. The terrace was a great place to sit and enjoy the view. We had everything we needed and more. The host was very responsive of our needs and the location was perfect for our adventures. We will definitely recommend their place.

Ocean View Penthouse Condo with A/C in every Room
A quiet place where I could enjoy with my family. The apartment is well comfortable with everything one needs and more. The safety of the place and its staff is excellent and very friendly. I never had any communication issues with the hosts and we loved the place. It has a great time on the upstairs terrace as long as it is very discreet as the place is well silent. Anyway, highly recommended.

Ocean View Rooftop Condo Vista Azul Penthouse
This 3 bedroom 2 bath apartment with rooftop terrace with ocean views was the perfect fit for our family vacation. It is just a few minute drive to the ferry terminal making a day outing to Culebra Island possible. A day trip to San Juan is also easily done. The apartment is modern, well appointed, and fully air conditioned. Communication with Yanira was excellent! Fully recommended!

Marbella | PH Rooftop Oasis in Costa Brava, Ceiba
The condo was beautiful, peaceful and very comfortable. The penthouse rooftop was unbelievable. The views from the rooftop were spectacular. We spent time on the rooftop every night after a long day of excursions. The only negative and it's not too bad, was the shower in the hallway bathroom, the shower drain would clot up. Also, in the second bedroom there's an exposed electrical outlet which looked not safe. The condo still is a 5 rating though!

1 Bedroom 1 Bath Villa at Las Casitas Village
Great weekend!!! Excellent facilities and location. We enjoy the pools!!!

Del Mar y Sol - Vacation Your Way
Amy was very responsive, respectful and accommodating. The place is very quiet, cozy, perfect for a retreat away from everything and recharge energies. The location is great, closed to everything we wanted to see and do. The visit was perfect. We will reserve it again in the future!

Harbor & Sky: Marina-Ferry Hub
The airbnb was the perfect space for our Family. We traveled with 6 total and had plenty of space. It matched the photos perfectly and was very clean inside. Host was always very responsive and helpful with anything we needed. I would definitely stay again!

Pent House | Ocean Views | Ferry Vieques-Culebra
The unit was clean and comfortable for our party of six. There are three flights to climb to get to unit. Good exercise but could be challenging for someone with mobility problems. Felt very safe. Very close to ferry and a short drive to groceries and food. I recommend picking up groceries on the way there. We enjoyed our stay. AC worked great. There were beach towels, chairs and umbrella. And a couple of water toys. The coffee maker is an expresso machine. No filters need. There was coffee and sugar. Overall we had a great time and felt comfortable and safe. The host responded quickly and efficiently to our questions and requests. Thank you would definitely consider staying here again.
Quick stats about vacation rentals with a pool in Florida
Total rentals
100 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
4.3K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Carolina Vacation rentals
- Culebra Vacation rentals
- Saint Thomas Vacation rentals
- Saint Croix Vacation rentals
- Tortola Vacation rentals
- Luquillo Vacation rentals
- Fajardo Vacation rentals
- Ponce Vacation rentals
- Santo Domingo Vacation rentals
- San Juan Vacation rentals
- Punta Cana Vacation rentals
- Las Terrenas Vacation rentals
- Rentals with beach access Florida
- Kid-friendly rentals Florida
- Family-friendly rentals Florida
- Rentals with outdoor seating Florida
- Villa rentals Florida
- Rentals with a washer and dryer Florida
- Rentals with a patio Florida
- House rentals Florida
- Waterfront rentals Florida
- Pet-friendly rentals Florida
- Guesthouse rentals Florida
- Apartment rentals Florida
- Beachfront rentals Florida
- Rentals with pools Puerto Rico
- Yurt Rentals United States
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- Castle Rentals United States
- Houseboats United States
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- Big House Rentals United States
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- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Apartments with a Hot Tub United States
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- Luxury Dog-Friendly Cottages United Kingdom
- Flamenco Beach
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- Distrito T-Mobile
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- Praia de Luquillo
- Chocolate Hole
- Liquillo Beach
- Peter Bay Beach
- Gibney Beach
- Playa Sun Bay
- Caneel Bay Beach
- Playa el Convento
- Beach Planes
- Coco Beach Golf Club
- Playa Puerto Real
- Hull Bay Beach
- Secret Harbor Beach
- Carabali Rainforest Park
- Playa Maunabo