
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

Amazing Infinity pool @Coqui Tropical House
Our 2025 Puerto Rico vacation was so enjoyable!!! The home was perfect just a describe and the pictures that are shown in the listing. The house is beautiful, private, and in a safe neighborhood. The backyard is perfect to relax, cook out and enjoy family time. The home truly came with everything you need for a beach vacation!! All you need to pack is your clothes. Already planning to book at the house again for our family 2026 Puerto Rico vacation. Luis is an amazing host!!

Fajardo, Las Croabas
Place in a beautiful location. It does not have air conditioning in the common areas, which made the stay a bit warm. But overall, everything was fine.

Renald's Place
What an amazing stay! I brought my son for his birthday with a family members and we had a blast. The home is amazing and has everything you need! Pros: Remarkable home (pool and rooftop were amazing) The view is breathtaking So much space and has everything you need and then some Amazing responsiveness and hospitality! Quick drive to beach and bars, restaurants and shops! (Recommend renting a car if leaving the property) The home has a grill and fire pit. Cons: Master room gets really hot The rooftop lights didn’t work but wasn’t a big deal - had I asked her I’m sure she’d have got them on for me. So that’s on me. No delivery available (but a common problem outside of big cities since Covid) Power outages (but that’s been a problem in PR and the power in their house came back fast! Overall this is one of the best Airbnb’s I’ve stayed in across over 30 countries! I will 300% stay there again when I’m back! Tip: Rent a car San Juan is 30-50 min depending on traffic or where

Beautiful House, 24/7 Security, Gated Community
Absolutely loved our stay at this beautiful home in Humacao, PR! The pool was perfect, the amenities were top-notch, and the host was incredibly attentive. Highly recommend and would definitely stay again!

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.

❤️PRIVATE POOL,Beach home,BioBay Tour walk distance
Al’s place was great in a great area close to local attractions. The pool made it nice to relax on days that you would like to relax. Plenty of restaurants with in walking distance of the house. Quiet neighborhood that we felt safe walking through.

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!

La Casita: Private Heated Pool W/ Ocean Views
We booked this home to celebrate our daughter’s high school graduation, and it was the perfect place to honor her and create lasting memories. The views were absolutely stunning—ocean in the front, El Yunque in the back. We’ve traveled and stayed in a number of Airbnbs, but none with views as breathtaking as this. The home was cozy, peaceful, and the private pool was the perfect way to relax after a day exploring the island or visiting the beach. It did get a little warm at night even with the AC on low, but it was manageable. The location was perfect—only 10 minutes from local favorites like Mama Mia Pizza and Gabby’s Burgers, and a short drive to La Estación, Boardrider’s, Lolita’s, and Don Pepe. We also loved that both Seven Seas Beach and Luquillo Beach were just 30–40 minutes away—easily two of the best beach spots we found besides our trip to Icacos. This home gave us the space, comfort, and setting we needed for an unforgettable trip. We’d gladly stay here 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.

Breathtaking Oceanfront Bedroom and City Views
I had a great time in Luquillo, beautiful and many things to do around.

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.

New! Breath Taking View at Las Casitas Village
we loved our stay here! the highlights: 2 big bedrooms, lots of living space, & a great view for coffee each morning on the balcony! We arrived very late, but the host made sure we knew exactly where to go & what to do. Thanks for a fantastic stay!

Aqua Blue- Breathtaking Oceanview at Las Croabas
Beautiful place and exactly as shown in the pictures. The apartment was super clean and everything was so well thought out and decorated. My boyfriend and I really enjoyed relaxing on the balcony and listening to the waves. There are a few local spots for food, but the kitchen was really well stocked and great for cooking at home. We’ll definitely book again on our next trip to PR. Thank you for hosting us!

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

Ocean View-Elevated Luxury Suite(Remodeled)
Great place with a lovely view will recommend staying again. Also the host was very accommodating and helpful.

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
$139 AUD 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
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- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Mosquito Bay Beach
- Rio Mar Village
- Oppenheimer Beach
- Distrito T-Mobile
- Coki Beach
- 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