
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.
Holiday rentals for every style
Get the amount of space that is right for you
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!

Sands Beachfront Upstairs with Ocean View & Pool
The only word that describes this beautiful place is PARADISE… everything about the island and location was perfect!

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

Breathtaking Oceanfront Vistas by the Reef
From the moment I arrived, this place felt like a dream! The ocean views were literally breathtaking from every area of the house! It was Immaculately clean, very private, and peaceful! I felt like a celebrity in my own private retreat! The host was very helpful and responsive! If you're looking for a getaway that exceeds expectations in every way, this is it!

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!

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
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 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.

Casa LaCeiba - Cozy Penthouse | 5 mins to Ferry
Clean, comfy beds, modern baths, safe neighborhood and good location. Thanks Victor

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!

Costa Esmeralda #2, Ceiba PR
Beautiful place with an amazing view. We really enjoyed our short stay here. Definitely would recommend especially if needing to be close to the ferry!

Casa Paraiso Beach & Pool Condo Naguabo-Hucares
This condo was PERFECT for our family! It was just our 4 person family that stayed here and it was our kids first vacation not having to share a room which was perfect! You can walk or drive down to the beach. We opted to drive so we didn't have to carry our items across the parking lot. There is an outdoor shower right inside which was great to rinse off before heading back to the condo. You are close to the pool. We had a minor issue with the refrigerator and messaged Marley. She was VERY responsive and actually got us a whole new fridge! It wasn't a big issue for us because we did eat out most of the time but it was nice to have a cold fridge for water. The condo is close to restaurants which was very cool and about 15 minutes away from grocery stores. It's hard to explain but the condo is centurally located to a lot of things but still peaceful. I highly recommend for families! It was our first time visiting PR and we will definitely be back!

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!
Quick stats about holiday rentals with a pool in Florida
Total rentals
100 properties
Nightly prices starting at
$116 SGD 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
- Waterfront rentals Florida
- Rentals with beach access Florida
- Pet-friendly rentals Florida
- Flat rentals Florida
- Family-friendly rentals Florida
- Rentals with a washing machine and dryer Florida
- Villa rentals Florida
- Beachfront rentals Florida
- Guest house rentals Florida
- Family-friendly rentals Florida
- Rentals with a patio Florida
- House rentals Florida
- Rentals with outdoor seating Florida
- Rentals with pools Puerto Rico
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- 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
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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