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Featured Caribbean Islands Hotels with Pool

Condado Vanderbilt Hotel
Condado Vanderbilt Hotel
5.0 out of 5.0 1055 Ashford Avenue, San Juan
Free Cancellation
$279
4.8/5 (191 reviews)

Amazing staff! Beautiful decor and super clean. Rooms were comfy and packed with everything you could possibly need including snacks and beverages. Can’t wait to go back

Reviewed on Nov 5, 2019
A local mainstay since 1919, Condado Vanderbilt Hotel offers a full-service spa, 4 outdoor pools, and a children's pool. Valet parking is available for USD 30 ...
PoolBeachConcierge
Wyndham Grand Rio Mar Puerto Rico Golf & Beach Resort
Wyndham Grand Rio Mar Puerto Rico Golf & Beach Resort
4.5 out of 5.0 6000 Rio Mar Boulevard, Rio Grande
$189
4.6/5 (55 reviews)

We loved the breakfast and service, pool areas and all the activities. We had issues with the AC in our room which led to the room smelling a little musty. But otherwise a great experience!

Reviewed on Aug 26, 2019
Wyndham Grand Rio Mar Puerto Rico Golf & Beach Resort features a golf course, a full-service spa, and 3 outdoor pools. Parking is USD 15 per night (USD 20 per ...
PoolBeachBar
La Concha Renaissance San Juan Resort
La Concha Renaissance San Juan Resort
4.0 out of 5.0 1077 Ashford Ave Condado, San Juan
Free Cancellation
$249
4.3/5 (711 reviews)

I loved how beautiful the hotel was and how it felt safe will say housekeeping does a half job found my room dirty on my first night besides this I enjoyed my stay

Reviewed on Nov 5, 2019
Guests of La Concha Renaissance San Juan Resort have access to 3 outdoor pools, a casino, and a nightclub. Parking is available for USD 20 per day (USD 25 per ...
PoolBeachFitness Center
San Juan Marriott Resort and Stellaris Casino
San Juan Marriott Resort and Stellaris Casino
4.5 out of 5.0 1309 Ashford Avenue, San Juan
Free Cancellation
$239
4.3/5 (905 reviews)

Hidden resort fees, exact prices not listed beforehand

Reviewed on Aug 15, 2019
San Juan Marriott Resort and Stellaris Casino features a full-service spa, 2 outdoor pools, and a casino. Valet parking is available for USD 25.00 per day. Multilingual ...
PoolBeachConcierge
Majestic Elegance Punta Cana - All Inclusive
Majestic Elegance Punta Cana - All Inclusive
4.5 out of 5.0 Playa Bavaro - Punta Cana, Punta Cana, La Altagracia
Free Cancellation
$197
4.3/5 (818 reviews)

Very clean, workers very friendly. Accommodations were excellant, we were upgraded to the Mirage and the room was great we had a top floor room and we had a rooftop sittiNo sera with a cabana and jaquazzi,

Reviewed on Nov 16, 2019
Majestic Elegance Punta Cana - All Inclusive features a private beach, a full-service spa, and a casino. You can take advantage of free parking if you drive. ...
PoolBeachOutdoor Pool
Majestic Colonial Punta Cana - All Inclusive
Majestic Colonial Punta Cana - All Inclusive
4.0 out of 5.0 Punta Cana- Playa Bavaro, Punta Cana, La Altagracia
Free Cancellation
$188
4.2/5 (729 reviews)

Very clean and staff were wonderful. we will definitely come back

Reviewed on Nov 17, 2019
Majestic Colonial Punta Cana - All Inclusive features a private beach, a full-service spa, and 3 outdoor pools. You can put free parking to good use if you drive. ...
PoolBeachOutdoor Pool
Luxury Bahia Principe Ambar - Adults Only All Inclusive
Luxury Bahia Principe Ambar - Adults Only All Inclusive
4.0 out of 5.0 Carettera Arena Gorda, Playa Bavero Higuey, Punta Cana, La Altagracia
$785
4.2/5 (450 reviews)

The management at Ambar, specifically Albania, for making our anniversary stay, including special touches to the room and dinner, extra special. Your listening skills and professionalism will certainly bring us back a fourth time.

Reviewed on Nov 2, 2019
Luxury Bahia Principe Ambar - Adults Only All Inclusive features a private beach, a golf course, and a full-service spa. You can take advantage of free parking, ...
PoolBeachDining
Barceló Bávaro Palace - All Inclusive
Barceló Bávaro Palace - All Inclusive
4.5 out of 5.0 Carretera Bávaro Km. 1, Playa Bávaro, Punta Cana, La Altagracia
4.1/5 (242 reviews)

I loved that the Place was amazingly clean I didn’t like that the staff was not friendly nor did they have good customer service skills

Reviewed on Oct 27, 2019
Barceló Bávaro Palace - All Inclusive features a private beach, a golf course, and a full-service spa. There's free parking, as well as an airport shuttle for ...
PoolBeachDining
Grand Bahia Principe Punta Cana - All Inclusive
Grand Bahia Principe Punta Cana - All Inclusive
4.0 out of 5.0 Arena Gorda - Macao, Seccion Baigua, Punta Cana, La Altagracia
$402
3.8/5 (429 reviews)

The food was amazing. Staff was nice. Misunderstanding with check in associate that stated their pools were open 24hrs and they did not indicate a dress code for dinner, which caused more delays as needing to change outfits. Other than that we had an amazing time. Drinks were great. Pool great. I ...

Reviewed on Sep 8, 2019
Grand Bahia Principe Punta Cana - All Inclusive features a golf course, a full-service spa, and 2 outdoor pools. You can take advantage of free parking, along ...
PoolBeachDining

Dive into These Caribbean Islands Hotels with Pools

Whether you're looking for a sunny spot to take the family for a refreshing dip, or just want to kick back by a chic rooftop pool with views of the city, Caribbean Islands hotels with pool amenities offer something for everyone.

Caribbean Islands hotels with indoor pools ensure you get your swim time without worrying about weather. You can still brag that you spent your vacation poolside—rain or shine. Many hotels even offer access to both indoor and outdoor pools, giving you the best of both worlds.

Fun features of Caribbean Islands hotels with pools
If you’re planning a family getaway, a pool provides the ideal place for the kids to burn off some energy. Many options have a resort feel, with water slides, splash pads, and poolside activities.

If you’re looking for a luxe getaway, check out the range of chic Caribbean Islands hotels offering trendy rooftop pools with stunning views and elegant cocktail bars.

Spas, saunas, and more
Imagine relaxing in a Jacuzzi for a spa experience, with warm water and soothing jets melting your stress away, before jumping in a sauna to loosen your tired muscles, and cooling down with a quick dip in the pool.

Keep up with your fitness routine doing laps in the morning, or just sit with your feet in the water while you watch the kids play. And of course, let’s not forget a romantic evening dip with your special someone. Whether it's reconnecting, rejuvenating, or reenergizing that’s on your mind, a hotel pool is a must for your Caribbean Islands vacation.


Recent Hotels with Pool Reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.