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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
A spacious backyard features a private pool surrounded by lounge chairs and tropical landscaping. A pergola provides shaded seating, complementing an outdoor dining table that accommodates up to eight guests. The atmosphere is enhanced by clear blue skies and vibrant greenery.
Home in Fort Lauderdale
4.73 out of 5 average rating, 44 reviews

Tropical Getaway w/Pool 15 Min to the Beach

DeniseRating, 5 stars6 months ago
The home and pool were beautiful and perfect for our Taylor Swift weekend!
Guest favorite
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!
Guest favorite
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 private pool area is highlighted, featuring two connected pools with a tile border. A gazebo is situated nearby, surrounded by lush greenery. Decorative lamps line the pool's perimeter, casting soft light in the open space.
Home in Las Lomas #2
4.87 out of 5 average rating, 192 reviews

Nature Getaway Resort with private pool

TanishaRating, 5 stars1 month ago
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.
Guest favorite
A heated pool is surrounded by lush greenery, with a dark blue umbrella providing shade over a white lounge chair. The serene setting is illuminated by soft lighting, creating a calm atmosphere for evening relaxation.
Home in Miami
4.96 out of 5 average rating, 47 reviews

Hidden Gem in Miami with Heated Pool

DemetriaRating, 5 stars2 weeks ago
Cynthia was so sweet and helpful always responsive would love to stay here again I will be back soon !
Superhost
A spacious pool area features a clear blue pool bordered by colorful tiles. Lounge chairs are positioned nearby, and tropical plants add greenery to the setting. The house is visible in the background, complementing the inviting outdoor atmosphere.
Home in Oranjestad
4.92 out of 5 average rating, 146 reviews

Vacation Home! Big Pool Area! Near Beaches&Center!

ToddRating, 5 stars1 month ago
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!!
Superhost
Home in Puerto Nuevo
4.87 out of 5 average rating, 113 reviews

"Seaside Luxury" - Ocean Front, Private Pool, Wifi

KelleyRating, 5 stars3 weeks ago
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!
Guest favorite
The villa is showcased from an aerial perspective, highlighting a private swimming pool surrounded by a stone deck. The property's modern architecture is complemented by lush green landscaping and neighboring villas. Large glass doors provide an open view into the inviting interior space.
Home in Sosúa
5 out of 5 average rating, 5 reviews

2 bdr. house with private pool Villa 704

RonnieRating, 5 stars1 week ago
Great place,very clean and new,everything worked

Condo rentals with a pool

Top guest favorite
The well-lit pool area is surrounded by lush tropical plants and softly glowing pathway lights. The tranquil pool reflects the evening sky, and stone pathways weave through manicured gardens, offering an inviting ambiance for relaxation.
Condo in Rockley
4.91 out of 5 average rating, 147 reviews

Spacious 2 Bedroom Luxury Condo.

HeleneRating, 5 stars3 weeks ago
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!
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.
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 stars1 day ago
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, 65 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!
Guest favorite
An illuminated rooftop pool is visible at night, with soft purple and blue lighting that reflects off the water. The view extends over a distant cityscape, featuring twinkling lights and dark hills in the background, contributing to a serene atmosphere.
Condo in Kingston
4.97 out of 5 average rating, 63 reviews

Quiet , pool, gated,security

DrevRating, 5 stars1 month ago
One of the best air bnbs I stayed in hands down! Definitely booking again on my next return.

Home rentals with a private pool

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
An outdoor patio features a table with several chairs, surrounded by lounge chairs and a view of a heated saltwater pool. A covered area provides shade, and palm trees are visible in the background against a clear blue sky.
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 shaded porch is flanked by lush palm trees and ornamental greenery. Two dark chairs are positioned on a textured floor, providing a cozy spot for relaxation. A side wall displays a decorative window, enhancing the inviting outdoor space.
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 dining area is positioned adjacent to a swimming pool, with a spacious table set for meals. The open layout features arched doorways, allowing for natural light to illuminate the space. Lush greenery and decorative elements enrich the ambiance.
Villa in CARTAGENA
4.87 out of 5 average rating, 152 reviews

Old City Villa - Breakfast & Housekeeping Included

AlvaroRating, 5 stars1 month ago
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.
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 stars6 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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