
Vacation rentals with a pool in West Indies
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in West Indies
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for West Indies rentals with a pool
House rentals with a pool

Tropical Getaway w/Pool 15 Min to the Beach
The home and pool were beautiful and perfect for our Taylor Swift weekend!

2223 Doud Street, Sarasota, FL
This home was perfect for our group. We loved having 3 en-suite master bedrooms. The location is great for beach(Siesta Key), waterfront restaurants and shopping. We would definitely book again!

Pool house near Hyatt Regency Coconut Point
The house was fabulous and better than the photos! We had family staying at the Hyatt Regency and this was the perfect location to meet up and be close. As a family, (ages 13-47) we spent the entire day at the house and everyone agreed, it was better than the Hyatt resort! There is a Publix grocery store and several many restaurants within an 8 minute drive. Also, I swoon for the hammock between two Pine trees. If we are lucky, we will come back for another stay!

Nature Getaway Resort with private pool
What a great staycation. The property had, pool, pool table, basketball, badminton outside kitchen, lots of seating areas and hammocks. The place was clean and we felt very comfortable and secure. The host was also great. Will difinitely recommend.

Hidden Gem in Miami with Heated Pool
Cynthia was so sweet and helpful always responsive would love to stay here again I will be back soon !

Vacation Home! Big Pool Area! Near Beaches&Center!
We stayed for 2 weeks and absolutely LOVED the house. Each bedroom does in fact have its own bathroom. There are a total of 5 bathrooms at the house. The kitchen is well equipped with everything you need to prepare very nice meals. Coffee maker, blender, toaster, microwave, oven all worked great! The best part??? The pool area & surrounding patio! There’s a large palm tree on the southeast side of the patio that offers wonderful shade during the early part of the day. A large umbrella can also be opened for more shade. Plenty of chairs, loungers and tables are around the patio. The changing color LED pool lights at night are gorgeous! We brought a small blue tooth speaker to add to the ambiance of the pool area. We used the patio’s gas grill 4-5 times and it works great! Right across the street is a grocery store and hardware store. Super convenient!! Overall a wonderful, safe, private and amazing place to stay! Definitely will do again!!

"Seaside Luxury" - Ocean Front, Private Pool, Wifi
This place was amazing and everything we had hoped for for our group vacation. Carmen was super responsive with any questions we had and she gave detailed instructions for finding the place and checking in. We had plenty of basic supplies and made use of the beach chairs and towels. The veranda and pool were fantastic and you just can't beat being right on the ocean. It was very clean, had nice landscaping and comfy furniture inside and outside as well. There are restaurants nearby (thank you to Carmen for the recommendations) and a great beach down the road with a nice swimming lagoon. It was a great jumping off point to get to many places in the island and a short, 45 minutes to the airport and Old San Juan. We loved it and would definitely recommend it!

2 bdr. house with private pool Villa 704
Great place,very clean and new,everything worked
Condo rentals with a pool

Spacious 2 Bedroom Luxury Condo.
This was our second stay at Browne’s Condominiums, which offers an excellent location—conveniently situated near a small shopping center and within walking distance of a grocery store (1.4 km) and the beautiful Carlisle Bay (3.4 km) renowned as one of the top beaches in the world. If walking is not your thing, buses, vans and taxis are plentiful to get you to your destination. Toby’s place provides a warm and inviting atmosphere, making it an ideal retreat for small families or couples. We encountered a minor issue with a piece of furniture, but it was addressed promptly and effectively. Given its increasing popularity, I found it fully booked for 2026, which speaks to its appeal. I highly recommend considering this condo for your stay, you will not be disappointed. We look forward to returning!

Serenity Ocean 2 Luxury condo —Parking Included
The facility was beautiful and the condo was equally as nice. Looking forward to booking there again next year.

Perfect Location 3bd2ba CondoVacation/Business
Brad & Juanita condo was just right bed was conftoble water pressure was good The location was perfect, with many beaches nearby and We enjoyed exploring the area and found plenty of great dining options nearby. , our experience was amazing. We would highly recommend

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b
Great location, easy to walk to things or short drives. Kids loved the pool and the yachts/boats passing by on the canal. Wonderful spot, slightly off the beaten path. Highly recommend

Dreamy pool side condo
Had a great 5 day stay at Diana’s place. As described plus more . It was a close walk to the beach, center of town and restaurants . The pool was perfect . Maria was a great and quick to respond. Will recommend. Thank you

Peaceful retreat, pool, hot tub, near Siesta Key!
Absolutely beautiful home close to everything. Privacy was the key and home had everything and more! The most important was the communication and the host nailed it! I will definitely be back!

Lovely condo with two pools
The place is just a 15 min walk to Megan's Bay but be warned that the walk is on the side of the road and there isn't a side walk but it was doable. Our AC broke the first night but they were able to get us a new room and the property is stunning with amazing views. Northside grind is a great place to get breakfast/lunch and the bar and grill on the property is good as well. Overall we loved our stay and hope to visit again soon!

Quiet , pool, gated,security
One of the best air bnbs I stayed in hands down! Definitely booking again on my next return.
Home rentals with a private pool

Gorgeous Colonial House near Cafes and Bars
Fantastic location in the Colonial Zone where everything is well within walking distance. Being in the midst of it allows you to experience the history and culture of the area. We felt very safe and residents were friendly and helpful. A great plus was having Susanne’s taxi friend available for transportation needs. Besides picking us up from the airport initially, we hired him to take us to the north end of the country and bring us back to Santo Domingo later. He goes anywhere in the country and gives a great rate to those who stay at Susanne’s property. We really enjoyed the total privacy of this roomy property. It has a nice plunge pool to relax in at any time. We’ve stayed at a number of airbnbs and this was one of our favorites.

Luxury Waterfront Home Minutes from the Beach
We LOVED our stay in Fort Lauderdale. The place was absolutely beautiful and just like advertised. We had to make a last minute reservation and the hosts were more than accommodating and extremely responsive. We traveled with a family of 6 and the home was the perfect size for us as there was more than enough room and we all had our own bathrooms. The outside area was amazing. The kids loved the pool and it was a very nice quiet, well kept neighborhood. Anytime I had a question I was able to text the hosts and they responded to me almost immediately. I even accidentally sent an amazon package to the wrong address and they offered to bring it to UPS for me. I cant say enough great things about this place, it was close enough to everything that you would need but also private enough to be able to relax when needed. We will definitely be back to Fort Lauderdale and would love to rent this wonderful home again.

Soak up the Beachy Vibe at a Vibrant Poolside Paradise
We did not want to leave! Amy's place was exactly what we were looking for while we visited our kids who now live in FL. The location was perfect for our needs, and the neighborhood is so pretty... tree-lined, with beautiful homes, and minutes from all the fun in downtown West Palm. The home is decorated with a fun and eclectic flair, and the heated saltwater pool surrounded by a perfect screen of palm trees was peaceful and fabulous. The pool house is a great feature, though we were not there long enough to take advantage of it. We are already looking at our calendars to try and return! Thank you again Amy!! 🌴

Casa Pantheon Luxury Colonial House
Beautiful place beautiful area. Very clean amenities were excellent host very receptive. Will definitely stay there again.

Old City Villa - Breakfast & Housekeeping Included
Sebastian is a very accommodating host and always reply’s to any questions. The property was amazing, the rooms were comfortable and clean. The staff and cleaning crew were great, they made sure we were fed breakfast and took care of our laundry needs. Lastly, Luis from security was like part of our family. We had a really good relationship with Luis from Security and developed a friendly relationship. He was always there to greet us, open the door, and advised us on how to enjoy the city. The staff made this Airbnb experience excellent. Also the property is walking distance to all of the restaurants, bars, and stores. We were very happy of how beautiful the property looked and how well managed it was by the staff.
Walled City Luxurious Townhouse With Private Pool
Amazing condo for our family of 5 (2 adults, 3 kids). Gorgeous decor, ample space, perfect location. Easy to walk to the lively areas of the walled city, but the condo itself was extremely peaceful. Perfect combination. Katia and Rosa were amazing! Rosa’s food was delicious. Ivan was also very responsive and kind in our communication. I would definitely want to stay here again for my next trip to Cartagena.

Condado Beach Views by Cesar 2501
This was our first time in Puerto Rico & we’re glad we were able to stay in such a nice Airbnb with no problems and a great host that was quick with the responses and super friendly. The property exceeded our expectations and we were blown away with how nice it was. The view alone was breathtaking. We would definitely stay again in the future!

Tropical Cabana with Pool in West Palm Beach
Chris place is fabulous. Green, lush surroundings. Private heated pool. Bedroom and sitting room/kitchen that spread around the patio so it feels like true indoor/outdoor living. You had to go outside to get to bedroom or bathroom or living room and we loved that. Chris was so welcoming, showed us around and we were able to feel at home and relaxed right away. Walkable to grocery store and daily walks through a very quaint and peaceful neighborhood. Short drive to beaches. The only thing to note is that you are often under the flight path from airport so while you don't hear any car/traffic noise (it was so quiet!), the planes flying over were noticeable. But I'd stay again regardless. Thanks Chris!!
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