
Holiday 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

Beautiful Getaway Home | Private Pool | 4BD
This was such a beautiful home, with a lot to do with your family. We enjoyed barbecuing by the pool, as well as the surrounding attractions- luquillo beach and el yunque among them! This place is in the center of some beautiful attractions. We also lost power twice during our stay, but the generator kicked right in & we were not affected. I was so happy about this, as I was traveling with my toddler, who would have been uncomfortable in the heat. José was also a very attentive host. We loved this place and would definitely come again! Definitely a great place to stay!

Beautiful House, 24/7 Security, Gated Community
La estadía en la casa de Alexander fue genial. La casa grande y espaciosa con una hermosa decoración para nuestro grupo de 8 personas fue perfecta y excelente con todas las comodidades necesarias. La casa es tal y como muestran en las fotos. La comunicación fue excelente, muy receptiva y nos atendió muy al igual que contestó rápidamente todas las preguntas realizadas. El área de la piscina y el jacuzzi en el patio un toque refrescante y hermoso para disfrutar en grupo o en familia. Un lugar muy encantador que te invita a quedarte en él nuevamente en un futuro.

Lake and Beach Village, Humacao
Nelson is the best host upon many. Great communication at all times, very tentative to all our needs. Highly recommended.

Casita Domirriqueña
Toda una experiencia relajante, muy limpio, lugar tranquilo y la casa contiene todo lo que puedas necesitar para la estadía. Lo recomiendo al 100%. Los anfitriones muy atentos y responden rápido. Estábamos celebrando el cumpleaños de mi hijo y Sandy decoró el cuarto con globos tal como lo solicité. Superaron mis expectativas. Gracias.

Surf Side, Private Salt Water Pool, Ocean View
This place was so relaxing. The area was off the beaten path and so very quiet. The home was clean and had more than plenty of supplies. The pool was clean and inviting. Honestly, it was such a relaxing stay. Michele was awesome and we enjoyed getting to visit with her. She gave us some great recommendations for breakfast and dining. Although a quiet area it was really easy to get to Espernza or Isabell. Truly recommend Surf Side!

Wake up to the ocean! True beachfront living!
This was our 4th time at Rick's house. We absolutely love the private non touristy area. The beach is not a swimming beach. It's sea turtle nesting time and there were 2 nests on the beach. Very cool. Great restaurants within a couple miles. The pool and house are immaculate and very cozy. Will definitely be back next time we go to PR. HIGHLY RECOMMEND Rick's house

Fabulous Ocean Views /Private Infinity Pool /4 BR
I can’t say enough about this property! It’s a little slice of paradise. Even though it’s in a neighborhood it’s extremely private. The porches and pool area make you feel like you are at your own resort. The location is close to anything you might want to do in the east side of the island and Kevin provides a manual with excellent recommendations for restaurants, beaches, activities etc. We took advantage of so many but also used the well equipped kitchen and grills to eat in. The beach gear and towels were appreciated as were the washer/dryer. We had a couple of questions during our stay and Kevin was extremely responsive. Our family of 6 travelers, ages 13-74, had an awesome week!

Casa Blanca - Enchanting rainforest stay with pool
Highly recommended. Excellent area just outside of San Juan… perfect for a quick getaway. Plenty of nearby restaurants, beaches, and things to do but also quiet, peaceful, and away from the hustle and bustle. Olivia was a great host - very friendly and helpful.
Apartment 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 Luxury Condo
We’ve been staying at Airbnbs since the very beginning, and this was by far the nicest place we’ve ever stayed. The views were absolutely stunning, and the pool was so comfortable and inviting. We loved being within walking distance to dinner, our sailboat tour, and close to both the bioluminescent tour and the rainforest excursion. The kitchen was used daily and thoughtfully stocked with all the essentials—we truly appreciated every detail that was considered. Juan’s communication was exceptional—better than any host we’ve ever had. He called us ahead, made sure we got in okay & communicated clearly throughout the visit. The place was absolutely stunning. We couldn't imagine a better location or have had a better experience. Thank you again for your kindness and for allowing us to enjoy such a special place.

Lovely Ocean View Apartment
Amazing view, quiet, and peaceful. Very relaxing stay, with a huge pool!

*Azul Marino* Golf & Ocean View Luxury Condo
Definitely recommend and will book again.

Waterfront High-Rise Apt with Gorgeous Ocean View
Amy was an amazing host! She was very responsive when we had questions, and checked in to make sure all was smooth checking in. She had great local food recommendations and activities to do even on a rainy day! Her place was clean, and even more beautiful than described. We hope to stay again soon and we will absolutely book again with Amy. She made our much needed vacation paradise. My husband and I absolutely recommend!!

Our slice of paradise
Amazing place! Would recommend to anyone.

Luxury Ocean View Apt 2 BR/1BA Dos Marinas Fajardo
The place is super nice and very well decorated! It was perfect for my family of 4 (adults).

Fajardo PR Modern Oceanfront Condo Million $ Views
Casa del Encanto truly lives up to its name. I visit Puerto Rico every 5 to 7 months, and this was one of the most peaceful and rejuvenating stays I’ve had. I originally booked it to assess the location ahead of the upcoming Bad Bunny concert since hotel prices are soaring, but I didn’t want to leave—not even to go to the beach. It was full-on Zen mode for me and my partner. The views, breeze, and privacy were everything. A vehicle is definitely needed, but it’s worth it for the comfort and quiet. Sara and Alex’s hospitality and communication were first class—they made us feel like family. One important tip: go with the restaurant they recommend. We chose Pizzería Rústica—Brooklyn-style pizza and tap beer hit the spot. I’m already planning my return.
Quick stats about holiday rentals with a pool in Florida
Total rentals
100 properties
Nightly prices starting at
₹7,707 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 Holiday rentals
- Culebra Holiday rentals
- Saint Thomas Holiday rentals
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- Tortola Holiday rentals
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- Fajardo Holiday rentals
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- Las Terrenas Holiday rentals
- Family-friendly rentals Florida
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- Family-friendly rentals Florida
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- Guest house rentals Florida
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- Pet-friendly rentals Florida
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- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Mosquito Bay Beach
- Rio Mar Village
- Oppenheimer Beach
- Distrito T-Mobile
- Praia de Luquillo
- Coki Beach
- Chocolate Hole
- Liquillo Beach
- Peter Bay Beach
- Morningstar Beach
- Gibney Beach
- Playa Sun Bay
- Caneel Bay Beach
- Playa el Convento
- Beach Planes
- Turquoise Beach
- Playa Puerto Real
- Playa Maunabo
- The Saint Regis Bahia Golf Course
- Hull Bay Beach