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Vacation rentals with a pool in West Indies

Find and book unique homes with a pool on Airbnb

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Popular amenities for West Indies rentals with a pool

House rentals with a pool

Superhost
The screened-in pool area features a clear, inviting swimming pool surrounded by a spacious deck. Natural light filters through the screen, highlighting the lush greenery visible in the background, creating a tranquil and private atmosphere.
Home in Sarasota
4.97 out of 5 average rating, 59 reviews

2223 Doud Street, Sarasota, FL

MicheleRating, 5 stars1 month ago
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!
Superhost
A screened-in pool area is surrounded by lush greenery, featuring a clear blue pool and a small staircase for easy access. The patio includes an outdoor seating area and a barbecue grill, providing a relaxing space for enjoyment amidst nature.
Home in Bonita Springs
4.93 out of 5 average rating, 141 reviews

Pool house near Hyatt Regency Coconut Point

CarrieRating, 5 stars1 week ago
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!
Superhost
A swimming pool is situated within a gated area, surrounded by palm trees and clear blue skies. The pool features a shallow ledge and steps for easy access. Sunlight reflects off the water, creating a bright and inviting atmosphere.
Home in San Juan
4.91 out of 5 average rating, 45 reviews

Pool/3BR 11 min SJU airprt/beach

LuisRating, 5 stars6 days ago
I have to say I would definitely stay again. Terrence was a great host, responds to message super quick and really helpful. The place was in excellent condition, very secure place very clean. The location is really close to a lot of things, 17 mins away to old San Juan, 9 mins to Walmart and other restaurants. Even though less than 24 hrs into our stay the island had a total blackout Terrence was really helpful. Checked on us throughout the day, making sure we were ok. Really did appreciate that. You may see the neighborhood to be a little sketchy but to be honest it is a very very quiet neighborhood. Thank you Terrence for opening your home.
Superhost
A private pool area features a clear blue pool with gentle splashes, surrounded by brick paving. Two adirondack chairs are positioned beside the water, with a lounged chair nearby. The house's exterior showcases large glass doors leading to the indoor space, under a sloped roof.
Home in Boynton Beach
4.96 out of 5 average rating, 155 reviews

Beautiful 3/2.5 Private Pool & Backyard

LauraRating, 5 stars1 month ago
Dina was a great host! Great location and lots of room!
Superhost
Home in Sarasota
4.87 out of 5 average rating, 85 reviews

Spacious Heated Pool Home Near Siesta Key

RobRating, 5 stars1 week ago
We were incredibly happy with the location. Sarasota is a big county but this location provided quick access to the beaches, Siesta Key and Lido Beach. We were also 35 minutes from Manasota and had a great time hunting sharks teeth! I forgot to request heating the pool but the host promptly helped and I was surprised by how quickly the pool heated. The coffee bar was a nice touch!
Superhost
A single-story home is set amidst lush greenery, featuring a well-maintained driveway paved with bricks. The house boasts large windows and a stylish metal roof. Palm trees frame the property, contributing to a serene outdoor environment.
Home in Lighthouse Point
5 out of 5 average rating, 8 reviews

Great Home/Private Pool/5 min to Beach

CathyRating, 5 stars2 weeks ago
This place was so nice and peaceful neighborhood it’s worth everything
Superhost
An open-concept living area is featured, showcasing a modern kitchen with stainless steel appliances and a spacious island. A comfortable gray sofa is arranged facing a large wall-mounted TV. Soft lighting and decorative plants create a welcoming ambiance throughout the space.
Home in North Port
4.89 out of 5 average rating, 19 reviews

Rival Paradise Pool Home For Your Vacation!

PatRating, 5 stars3 weeks ago
Our stay was great! Our host was fantastic, easy to communicate with and was quick to respond to any questions we had. The home was an open floor plan, lovely and clean. We certainly enjoyed the pool area and the pool. The location was close to shopping, restaurants and golf courses.
Superhost
Home in Port Charlotte
5 out of 5 average rating, 16 reviews

Villa Endless Summer

KathyRating, 5 stars3 weeks ago
Loved this place! Tu was very responsive and a pleasure to deal with. We are already booking for next year. The pool and dock were awesome for us. The ladies enjoyed the pool and the men fished. Couldn't ask for much more.

Condo rentals with a pool

Superhost
A large outdoor pool is surrounded by lounge chairs and tropical landscaping. Palms and greenery line the pool area, with multiple balconies overlooking the water. The pool’s clear blue water invites relaxation under a bright sky.
Condo in Boynton Beach
4.8 out of 5 average rating, 69 reviews

Serenity Ocean 2 Luxury condo —Parking Included

ToniRating, 5 stars1 month ago
The facility was beautiful and the condo was equally as nice. Looking forward to booking there again next year.
Superhost
An aerial view captures the community layout, highlighting the cluster of condo buildings with designated parking. The nearby heated pool and tennis courts are visible, set against lush greenery and providing access to the surrounding water bodies and shopping facilities.
Condo in Englewood
4.87 out of 5 average rating, 47 reviews

Condo With Heated Pool, Beaches Only Minutes Away

DanRating, 5 stars3 weeks ago
We were pleasantly surprised by Nicole’s apartment. It was extremely clean, lots of towels, linen, well appointed kitchen and everything else needed to make it like home. We didn’t need to buy or bring anything for the beach because we had beach chairs and an umbrella which were in really great shape. The apartment is within a short driving distance to beaches, stores, restaurants and shop. We had a great time and felt right at home. We highly recommend her place to anyone vacationing in the area.
Guest favorite
Condo in Miami
4.9 out of 5 average rating, 20 reviews

Modern Spacious 2 Bed In Aventura/ FREE Parking

CarolinaRating, 5 stars1 month ago
I recently stayed at a beautiful apartment in Miami, hosted by Dmitry and Maria, and we couldn't have been more pleased with the experience. The apartment offered stunning views of the water and boats, making every moment feel like a picturesque escape. It was impeccably clean, which added to the overall comfort and enjoyment of the stay. Dmitry and Maria were incredibly kind and flexible, always available whenever we needed assistance, making the entire process smooth and pleasant. The beds were comfortable, the bathrooms were very nice, and the kitchen was fully equipped.I highly recommend this apartment for anyone looking to visit Miami.
Guest favorite
A clear blue pool is surrounded by lounge chairs, providing a spacious area for relaxation. The pool is framed by a clean pathway and surrounded by greenery, with a basketball court visible in the background under a bright blue sky.
Condo in PR
4.83 out of 5 average rating, 179 reviews

Perfect Location 3bd2ba CondoVacation/Business

lillieRating, 5 stars2 weeks ago
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
Superhost
Condo in Pompano Beach
4.84 out of 5 average rating, 286 reviews

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b

JackieRating, 5 stars3 days ago
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
Superhost
Two inviting pools are surrounded by palm trees and lounge chairs. Clear water reflects the sun, while the shallow entry area with mosaic tiles is visible in one pool. Umbrellas provide shaded seating options near the pools.
Condo in San Andrés
4.78 out of 5 average rating, 45 reviews

Dreamy pool side condo

XimenaRating, 5 starstoday
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
Guest favorite
A large swimming pool is surrounded by lounge chairs beneath the shade of tall trees. A separate hot tub is visible next to the pool, with a red umbrella providing shade to a nearby table. The area is fenced, offering a sense of privacy.
Condo in Sarasota
4.97 out of 5 average rating, 64 reviews

Peaceful retreat, pool, hot tub, near Siesta Key!

EmmaRating, 5 stars1 week ago
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!
Superhost
A serene beach scene features soft, white sand bordered by lush green trees. Calm turquoise waters stretch out to the horizon, dotted with small boats. A clear sky frames the tranquil setting, creating a peaceful atmosphere ideal for relaxation.
Condo in Northside
4.74 out of 5 average rating, 110 reviews

Lovely condo with two pools

NeelumRating, 5 stars1 month ago
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!

Home rentals with a private pool

Guest favorite
A serene bedroom features a wooden headboard complemented by matching side tables. Decorative pillows with fish designs sit on a spacious bed. Two lamps with leaf motifs provide soft illumination. Above the bed, artwork of green leaves adds a touch of nature.
Bungalow in Punta Cana
5 out of 5 average rating, 37 reviews

Sunbathe by a PrivatePool-Elegant House near beach

MarcoRating, 5 stars11 months ago
Loved every minute of our stay. Johanmely was a wonderful host and person always present and ready to assist.
Guest favorite
A spacious entryway is defined by exposed brick archways and a staircase leading to the upper level. A glass-topped desk is positioned in the foreground, complemented by textured tile flooring and decorative wall art.
Home in Santo Domingo
4.94 out of 5 average rating, 401 reviews

Gorgeous Colonial House near Cafes and Bars

KentRating, 5 stars1 month ago
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.
Top guest favorite
The serene waterway is bordered by lush greenery and palm trees, reflecting a clear blue sky. A wooden dock is visible, with posts lining the edge and a gentle slope leading to the grassy area beyond the canal.
Home in Fort Lauderdale
5 out of 5 average rating, 19 reviews

Luxury Waterfront Home Minutes from the Beach

JenelleRating, 5 stars6 months ago
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.
Top guest favorite
A heated saltwater pool is framed by lush greenery, providing a sense of privacy. The pool features a decorative wall at one end, adding an elegant touch. The surrounding patio offers a clean, open space for relaxation.
Home in West Palm Beach
4.96 out of 5 average rating, 164 reviews

Soak up the Beachy Vibe at a Vibrant Poolside Paradise

JenRating, 5 stars3 weeks ago
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!! 🌴
Guest favorite
Villa in Santo Domingo
4.93 out of 5 average rating, 330 reviews

Casa Pantheon Luxury Colonial House

MichelleRating, 5 stars1 week ago
Beautiful place beautiful area. Very clean amenities were excellent host very receptive. Will definitely stay there again.
Guest favorite
A private pool sits surrounded by lush ferns and a stone wall, providing a tranquil setting. A patio area features a dining table under an umbrella, creating a space for outdoor relaxation. The pool's blue tiles reflect sunlight, enhancing the serene environment.
Townhouse in CARTAGENA
4.87 out of 5 average rating, 209 reviews

Walled City Luxurious Townhouse With Private Pool

KeishaRating, 5 stars3 weeks ago
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.
Guest favorite
A modern living space is observed, featuring a light grey sofa adorned with turquoise cushions. A sleek coffee table sits in front, with decorative glass items. Large windows provide ample natural light and showcase city views, while a cozy sleeping area is visible in the background.
Condo in San Juan
4.91 out of 5 average rating, 256 reviews

Condado Beach Views by Cesar 2501

ChaseRating, 5 stars1 month ago
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!
Guest favorite
A serene pathway lined with tropical plants leads to a stone table, surrounded by lush greenery and vibrant palms. The path is paved with bricks, creating a welcoming entrance to a private garden area.
Guesthouse in West Palm Beach
4.97 out of 5 average rating, 173 reviews

Tropical Cabana with Pool in West Palm Beach

VeronicaRating, 5 stars5 days ago
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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