
Holiday rentals with a pool in Florida
Find and book unique homes with a pool on Airbnb
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

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.

Domirriqueña House
A relaxing experience, very clean, quiet place and the house contains everything you may 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.

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!

ISOLA
My family and I had a wonderful stay at this beautiful home! We were here for a week with our five- and eight-year old children. They loved the pool and we loved the views! So many restaurants and shops within walking distance, but the house itself is quiet and peaceful. We would absolutely stay here again!

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.

Hilltop Esperanza with ocean views, saltwater pool
Lori and her husband were very welcoming and helpful. Their place is lovely and just as shown in listing. We enjoyed the easy proximity to Esperanza restaurants. The house was in a great location for all the activities we wanted to do. Swimming in the pool in the morning and evening was a perfect way to open and close our days. The AC units worked well in each room. Lori was very responsive and the checkin/out process was very straightforward.

Location, Location, Location with Pool
This was our first time to Vieques and both the location and the house were wonderful. The house is easily walkable to the south side restaurants and bio bay tours. The house had lots of space and was well supplied with beach towels, beach chairs, and kitchen items. The pool and patio were amazing spots to relax.
Apartment rentals with a pool

Oceanview Vista Bahía Penthouse near Marina-Ferry
Great condo. The view and rooftop were our favorite features. The location is very close to the ceiba ferry. Owner was responsive and helpful. A/C is great. I have no complaints of the condo.

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!

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

The ReFresh | Warm minimalist seaviewing retreat
Great service from host, truly a beautiful place to stay at, my husband and I loved the view and everything provided in the home for us to have a great experience, thank you Gianni for such a great service. We will for sure return here on our next trip to Puerto Rico. We highly recommend it🫶🏻

Marina’s ll ocean view apartment
Jacqueline’s was Really friendly, she gave us a list on some restaurants,The view is amazing, just like the picture,it's in a great location

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

Luxury Ocean View Apt 2 BR/1BA Dos Marinas Fajardo
I would highly recommend this condo for the beautiful scenery! It was clean, spacious, and had everything you needed! Close to attractions, activities and restaurants. Also the area has security.
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
- Saint Croix Holiday rentals
- Tortola Holiday rentals
- Luquillo Holiday rentals
- Fajardo Holiday rentals
- Ponce Holiday rentals
- Santo Domingo Holiday rentals
- San Juan Holiday rentals
- Punta Cana Holiday rentals
- Las Terrenas Holiday rentals
- Rentals with beach access Florida
- Flat rentals Florida
- Waterfront rentals Florida
- Beachfront rentals Florida
- Rentals with a washing machine and dryer Florida
- Family-friendly rentals Florida
- Villa rentals Florida
- House rentals Florida
- Rentals with a patio Florida
- Family-friendly rentals Florida
- Pet-friendly rentals Florida
- Rentals with outdoor seating Florida
- Guest house rentals Florida
- Rentals with pools Puerto Rico
- Yurt Rentals United States
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- Castle Rentals United States
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- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
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- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
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- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
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- 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