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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

Home in Fort Lauderdale

4.74 out of 5 average rating, 42 reviews

Home in Oakland park with pool

DelmarriRating, 5 stars4 months ago
Easily accessible yet tucked away, offering just the right level of privacy. It was so peaceful and quiet, perfect for relaxation. The setting made it feel like a true getaway.
Guest favorite

Home in Hollywood

4.79 out of 5 average rating, 122 reviews

Amazin spacious 4/2 Pool Home in Hollywood FLL-MIA

AarondeepRating, 5 stars1 month ago
Dan was a very helpful host, answered every and all questions in a timely manner. The place was just as described plenty of space for lots of people to stay. Home was clean and organized. Provided everything you could need for your stay here. Dan was kind enough to check in and make sure all was going well during our stay. The house was within short driving distance of many malls, restaurants, shopping complexes and other tourist attractions and activities for all ages. Would 100% recommend this place to anyone and will be booking again in the future!
Superhost

Home in Fort Lauderdale

4.73 out of 5 average rating, 56 reviews

Modern Villa with Pool Hollywood Hard Rock Casino

ClaudiaRating, 5 stars1 month ago
Nice place to stay , 100% recommended
Superhost

Home in Noord

4.81 out of 5 average rating, 32 reviews

luxurious house private pool in tierra del sol Re

RobertRating, 5 stars2 months ago
Overall we had a very good stay. It’s clear that this is not a generic investment property but rather a place that the owners use & is unusually well equipped. Victor was a very responsive host. He checked in regularly with us & when there was a problem with the air conditioning on our last day he had a technician out within an hour. We particularly enjoyed the very nice espresso machine which we used every day. The villa is in a quiet neighborhood with a view that can’t be beat. That alone was worth staying here. The only negative we could see was that the outdoor kitchen, while functional was starting to show its age & was in need of some upkeep. We did report this to Victor & I’m sure it will be dealt with by the time we’re ready for another visit
Guest favorite

Home in San Juan

4.92 out of 5 average rating, 36 reviews

Pool/3BR 11 min SJU airprt/beach

AzuomaRating, 5 stars5 days ago
If you’re looking for a get away definitely consider booking this place great experience wouldn’t ask for anything more.
Superhost

Home in Lehigh Acres

4.83 out of 5 average rating, 129 reviews

LIVING in PARADISE 🌴 ⛱️ 😎

SherriRating, 5 stars1 week ago
Dario’s place was nice. Very quiet neighborhood with nice neighbors. During the week we had a couple issues, one with the pool heater not turned on and one with the tv, but both times Dario was super quick to respond and had someone out right away to fix any issues! He is a super nervous very guy!!
Superhost

Home in Fort Lauderdale

4.84 out of 5 average rating, 153 reviews

Large Waterfront House with Pool 4bd/2ba

DarrellRating, 5 stars2 weeks ago
We booked this place for three days before our cruise and it did the trick for our group of eight… We requested the pool be heated and it was toasty warm although our weather was rather cool and we didn’t get the use out of it… It was a good fit for a group of eight for our Fort Lauderdale days
Guest favorite

Home in Naples

4.85 out of 5 average rating, 175 reviews

*Hidden Oasis* Heated Pool w/ Tranquil Spa. Beach!

DavidRating, 5 stars1 month ago
We loved staying for our post-holiday relaxation vacation! It was our kids’ first time to the ocean, and this house was perfect! We loved playing in the pool and spa (both heated!), the beach was a very short drive away, and restaurants and shopping were all nearby! We also found the house super clean, including the travel crib and high chair. The host was very responsive and kind. We were able to enjoy the beach, the zoo, shops, restaurants, Tin City and other Naples attractions all week long! We also visited Pelican Bay Park several times for the kids to play at the playground. Would definitely stay here again!

Condo rentals with a pool

Guest favorite

Condo in Naples

4.93 out of 5 average rating, 153 reviews

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

WilliamRating, 5 stars1 week ago
We had a wonderful time at Ken’s place! The amenities of the condo were great and everything was as described. Check in and check out were also easy and we appreciate that Ken had all the beach necessities already at his place.
Guest favorite

Condo in Rockley

4.92 out of 5 average rating, 142 reviews

Spacious 2 Bedroom Luxury Condo.

AndrewRating, 5 stars2 weeks ago
Beautiful apartment in a great location with all the amenities you could wish for. The accommodation was exactly as described . Toby is a fantastic host friendly and informative. Would definitely recommend.
Guest favorite

Condo in PR

4.83 out of 5 average rating, 171 reviews

Perfect Location 3bd2ba CondoVacation/Business

JuanRating, 5 stars2 weeks ago
Beautiful condo with matching views. very responsive host made the stay very easy and comfortable. looking forward to the next stay.
Superhost

Condo in Pompano Beach

4.85 out of 5 average rating, 271 reviews

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

AlexRating, 5 stars4 days ago
Marilyn’s place was great. Check in was super easy condo was very nice and perfectly clean. 5 minute walk from the beach. Pool was great and has a light at night. Stayed with our 3 kids they loved the pool and beach. Condo even had beach toys and wagon to use. Marilyn was very fast answering any questions we had and was very helpful. Would stay again!
Guest favorite

Condo in Sarasota

4.97 out of 5 average rating, 61 reviews

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

JulieRating, 5 stars1 month ago
Great place to stay! It was a very safe community with nice extras and was pretty close to the beaches. So nice to have the extra beach supplies to go shark tooth hunting at Caspersen Beach. The condo was clean and spacious.
Superhost

Condo in Northside

4.75 out of 5 average rating, 102 reviews

Lovely condo with two pools

DanielRating, 5 stars3 weeks ago
This place was amazing and very convenient. Easy to locate for the taxi driver, which is very important. You can get lost in St. Thomas without the proper directions. Our room was clean and cozy. The property itself had a variety of restaurants to eat from. I would recommend and surely would book again.
Guest favorite

Condo in Bonita Springs

4.93 out of 5 average rating, 107 reviews

Amazing Condo-1 mile from Bonita Beach

AlanRating, 5 stars1 week ago
We enjoyed our one-week stay at Susan's well-equipped condo. The layout is unusual, as the dining table is on the lanai beside a screened walkway used by a few other condo residents, but the weather permitted us to sit outside for most meals. The bed in the master bedroom is comfortable, but quite high off the ground, which could be a problem for folks with mobility issues. The pool water is very warm and pleasant for swimming. Susan communicated well and was responsive to our questions.
Guest favorite

Condo in Rincon

4.79 out of 5 average rating, 179 reviews

Corcega Beach Oceanfront Condo: pool, beach access

LindsayRating, 5 stars1 month ago
Great location with easy access to private beach and clean pool. Walking distance for several restaurants and a short drive to many others. Beautiful sunset views! Beach chairs and an umbrella were very helpful since we couldn’t bring those on the plane.

Home rentals with a private pool

Guest favorite

Home in Santo Domingo

4.94 out of 5 average rating, 390 reviews

Gorgeous Colonial House near Cafes and Bars

RebeccaRating, 5 stars3 weeks ago
We had a great stay, house was super cute, walking distance to supermarkets and restaurants. Absolutely gem in the heart of the city, the garden area is absolutely beautiful with the little pool was super charming. Kitchen equipped with everything someone would need. The only thing we could suggest is comfy pillow upgrade :) and the bed was a bit hard, but some definitely prefer that! it's a personal preference for sure! Thanks so much, we will definitely be back!
Guest favorite

Home in West Palm Beach

4.96 out of 5 average rating, 158 reviews

Soak up the Beachy Vibe at a Vibrant Poolside Paradise

FrancisRating, 5 stars3 weeks ago
Beautiful neighborhood and place! We loved hanging out at the pool, cooking inside, and grilling outside. We could walk to get groceries, and drive a short distance to the beach. Amy was an excellent host — detail-oriented and communicative.
Guest favorite

Villa in Santo Domingo

4.93 out of 5 average rating, 323 reviews

Casa Pantheon Luxury Colonial House

NelsonRating, 5 stars1 week ago
This place is beautiful and amazing beyond expectations! The host and house staff such as Jennifer are beautiful people. The aura is vibrant and the decor is such a refresher to adore while relaxing. This place will have you certainly feeling energetic and comfortable.
Superhost

Bungalow in Punta Cana

4.79 out of 5 average rating, 310 reviews

Sink into the Pool of a Wonderful Bungalow

JoshuaRating, 5 stars3 weeks ago
I definitely enjoyed my stay here. The views and cleanliness were top tier. VERY peaceful/safe neighborhood. Friendly neighbors. Good communication with host about locating the airbnb. Receptive to feedback. Nice restaurants nearby and eateries on nearby resorts. I had to take trips a little further out to do activities/popular attractions BUT I love that this location was out the way and very peaceful/very quiet neighborhood. I definitely recommend and I would definitely return.
Guest favorite

Townhouse in Cartagena

4.87 out of 5 average rating, 203 reviews

Walled City Luxurious Townhouse With Private Pool

MarjorieRating, 5 stars2 weeks ago
What a great experience we had in Cartagena at Iván's place. We enjoyed all the amenities the condo and the complex had to offer. Great sauna, well equipped gym, massage service in the room, made our stay even better, this things are important to us. Woke up to a delicious breakfast, explored Cartagena and came back to the condo to cool off in the pool or rooftop jacuzzi... Trust me when I tell you, you don't need heater for the jacuzzi. Cartagena is in the 90s F. We had lunch prepared by Rosa and Katia and explore more of Cartagena after that. The condo is located in the perfect spot! A short block away from everything but at the same time not in the middle of the hustle and bustle of the city. We enjoy our nights relaxing in the rooftop and watching movies on the very comfortable couch!
Guest favorite

Condo in San Juan

4.9 out of 5 average rating, 248 reviews

Condado Beach Vistas by Cesar 2501

YasmineRating, 5 stars2 weeks ago
My husband and I had a wonderful stay here! I highly recommend Cesar's home if you're coming to visit San Juan. It's beautiful (love the decor), conveniently located, and priced well! There are lots of restaurants, souvenir shops, and small markets in walking distance. Cesar or his co-host were also very responsive whenever I sent a message. They have easy rules to follow and check-in was breeze. Thank you so much for such a wonderful stay.
Guest favorite

Guesthouse in West Palm Beach

4.96 out of 5 average rating, 170 reviews

Tropical Cabana with Pool in West Palm Beach

KerryRating, 5 stars3 weeks ago
We absolutely loved our stay with Chris and her sweet pup CindyLouWho. Her home is comfortable, thoughtfully arranged, and best of all- absolutely beautiful and just really aesthetically pleasing. We felt as if we were staying with a long time friend- in fact, I think that’s what we’ve become!! No amount of time was too much for her to make sure we had all our questions answered. Her home is just minutes to Palm Beach and West Palm has tons to offer including great restaurants, galleries and the Norton Museum.
Guest favorite

Apartment in Rincon

4.99 out of 5 average rating, 110 reviews

Idyllic Beachfront Penthouse w/Private Plunge Pool

SusanRating, 5 stars3 weeks ago
One of the very nicest airbnbs we’ve stayed in. This is a dream home right on the beach; very private, amazing views and convenient, yet quiet location. The home was meticulously cared for and designed. Very nice bed, relaxing outside living room with two grills and a nice kitchen well equipped with everything you need and more! We felt right at home and appreciated all the thought and care that went into this home and our stay. The location was peaceful and convenient to visit beaches north and south. Highest of recommendations to stay here, thank you!

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