
Vacation rentals with a pool in Florida
Find and book unique homes with a pool on Airbnb
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 Blanca with pool, tropical garden and rooftop
Recommended! Pros: Clean! Lovely yard with soaking pool, large capacity washer and drier, soap and shampoo provided, parking; host left very clear instructions and was very responsive (e.g. we asked if they had snorkeling equipment, and they replied immediately - and the answer was yes!) Cons: Quite small; neighbourhood is one square block outside of town; some houses are well cared for (like this one!), but others are dilapidated To know: The living room and one bedroom have AC, these don't really cool the second bedroom, so we moved the standing fan in there and it was fine. I found the temperature light on the AC too bright for sleeping, and ended up turning it off in the middle of the night, but with a sleep mask it wouldn't have been an issue. Another review mentioned roosters in the morning - yes, roosters roam freely across the whole island, so no matter where you stay you'll want to use white noise or earplugs. There's a coffee pot, so bring coffee. Thank you!!

Home for 9 with Pool and Solar Panels in Vieques!
Maria's house was perfect for us. It is in a very quiet neighborhood (except for the roosters, but it's like that all over the island). I would, however, recommend renting a vehicle, because it's not in walking distance to anything other than a convenience store. But if you do get a car, it only takes about 8 minutes to drive to the ferry terminal, and about 10 minutes to get to Esperanza on the south side of the island. What I really liked about the house is that it was that it not only has solar panels, but it also has a whole-house battery backup system. It made me feel better about being on vacation in a net zero energy use home. My wife and I went with 5 girls, so the pool was a nice addition. Thanks, Maria!

Small Rainforest Mansion
The house is set up so that you tend to do everything outside -- The large "dining room" table and downstairs TV is on a large covered patio. Since it is always comfortable out there, even in the rain, it was great to be outside. The pool is great, and there are even some pool toys available for kids. There are many great sitting places near the pool as well... (as well as bathrooms). So we spent a lot of time there. The bedrooms are large and airy. The host met us (at our convenience) when we got there to give us the codes and keys.

Renald's Place
Absolutely fantastic! This home had it all, of course the outdoor area was great but the view was INCREDIBLE! Sitting on top of the mountain, you have the view of the ocean and the mountains. Additionally, seeing the sun rise in the morning from your bedroom window or on the rooftop or by the pool was..... there are no words. Nicole was so communicative and accommodating. I can't say enough great things about this home and our experience there. It made a memorable trip to start with even better. Don't look any further, book this place. You wont regret it. :)

Beautiful House, 24/7 Security, Gated Community
We felt safe in the gated community and the house exceeded our expectations. If we are ever on that side of the island again, we will definitely stay here again!

Coastal Getaway with Pool, Game Room & Ocean View
Wonderful stay, beautiful place, can’t ask for anything more

Private Pool Villa! Get to the point, Puerto Rico
We spent 9 nights at the house- loved it. John and Arturo were quick to respond to any questions we had and super easy to deal with. I feel like I know them and we’ve never met. Place was spotless- has absolutely anything you would need. Beds are comfortable- linens and towels are lovely. The backyard pool area is superb- like your own little private resort. We felt 100% safe there- it’s a quiet neighborhood and fairly private. Ralph’s was great for groceries; beaches are not far driving distances.. Highly recommend!

Casa Amor Home Esperanza Salt Pool- close to Beach
Lili’s spot is amazing! Walking distance to Esperanza for restaurants and an oasis of beauty in the small town. We loved it! The pool was delightful and so private; we loved sitting outside and listening to the frogs ; the kids loved the hammock. It was one of our Airbnb favorites!
Condo rentals with a pool

Las Croabas Oceanfront Condominium
We loved staying at Brittany’s place! Having the ability to do laundry in the unit was a huge plus for us after exploring the island all day. The balcony that overlooked the marina was beautiful. The full kitchen was great to prepare small meals after a long day. There were also several restaurants within walking distance of the apartment. The building itself is very secure and we loved having a designated parking spot! Everything was super clean and the ACs and wifi worked great! I would definitely recommend this spot!

Ocean Front Lovely 1-bedroom condo with pool
What a great and easy experience

Ocean View Penthouse Condo with A/C in every Room
The apartment was ideal for our family. The beds were comfortable, and it was well-equipped with everything we needed. The location was fantastic, and Diane was incredibly helpful throughout our stay. We had an amazing time and couldn't have asked for a better experience.

Ocean View Luxury Condo
This is a beautiful condo in Fajarda in the Dos Marinas tower two. Balcony has gorgeous views both from the private balcony, and the front door balcony. Very secure location with excellent security protocols, easy parking, beautiful huge swimming pool. The condo itself is well equipped with cooking apparel, linens, towels, beach gear, etc. The host was proactive and shared important details with us to make check-in and use of the apartment easy and peaceful. We loved visiting Puerto Rico for the first time. Fajardo, where this airbnb is located, is a perfect location for exploring many activities, the beach and snorkeling trips are minutes away, many delicious restaurants are nearby, and other areas such as the Cieba ferry to Vieques or Culebra, or El Yunque rainforest are short drives away. Access to Fajardo from San Juan's airport is an easy 45-minute drive. Highly Recommend!

Lovely Ocean View Apartment
I was truly pleased with the Airbnb, the cleanliness the host was extremely helpful and responded to every question. I would definitely recommend this beautiful condo.

*Azul Marino* Golf & Ocean View Luxury Condo
Fantastic view and well cared for. Would recommend for families looking to have some tranquility

Amazing Ocean and Marina view Luxury Condo, New
So glad we picked Edwin & Julia's beautiful property as our base of operations while exploring the eastern part of Puerto Rico! Our three young children loved the picturesque, clean pools at the resort so much that the numerous, gorgeous nearby beaches were almost an afterthought. We walked to our boat and snorkeling tours at the nearby marinas. We met friendly locals while playing basketball at the resort and while using the gym. We saved money by utilizing the spacious kitchen for meals in between adventures. The shower was very spacious, and the hot water was a welcomed way to relax after our long days in the sun (and our stay in Old San Juan made us realize hot water can't be taken for granted). We would stay here again in a heartbeat for our next trip to Puerto Rico!

☀️Beautiful Oceanfront Studio - Ocean Blue Faith
Loved the view from the balcony. Parking was easy and the area was very peaceful. Extremely helpful and very responsive. We had no issues at all. Thank you. Would stay here again.
Quick stats about vacation rentals with a pool in Florida
Total rentals
100 properties
Nightly prices starting at
$114 CAD before taxes and fees
Total number of reviews
4K 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
- Fajardo Vacation rentals
- Tortola Vacation rentals
- Luquillo Vacation rentals
- Ponce Vacation rentals
- Palmas del Mar Vacation rentals
- Santo Domingo Vacation rentals
- Punta Cana Vacation rentals
- San Juan Vacation rentals
- Rentals with outdoor seating Florida
- Rentals with a patio Florida
- Pet-friendly rentals Florida
- Rentals with beach access Florida
- Apartment rentals Florida
- Waterfront rentals Florida
- Rentals with a washer and dryer Florida
- Kid-friendly rentals Florida
- House rentals Florida
- Beachfront rentals Florida
- Guesthouse rentals Florida
- Villa rentals Florida
- Family-friendly rentals Florida
- Rentals with pools Puerto Rico
- Yurt Rentals United States
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- House Rentals with a Pool United States
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- Limetree Beach
- Distrito T-Mobile
- Morningstar Beach
- Carabali Rainforest Park
- Punta Bandera Luquillo PR
- Balneario del Escambrón
- Sprat Hall Beach
- Inches Beach
- Cocoloba Beach
- Punta Guilarte Beach
- Playa Las Palmas
- Stream Thermal Bath
- LaGrange Beach
- Frederiksted Beach
- Sandy Point Beach
- Saint Croix Country Club Beach
- Davis Beach
- Playa Mala Pascua
- Sun Bay Beach
- Blue Beach
- Playa Icacos
- Vessel
- Playa Media Luna
- Playa Maunabo