Beginning of main content
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Caribbean Hotels with Pool

Condado Vanderbilt Hotel
Condado Vanderbilt Hotel
5.0 out of 5.0 1055 Ashford Avenue, San Juan
Free Cancellation
$279
4.7/5 (127 reviews)

The Vanderbilt hotel is a great place to stay. The ocean/beach view is amazing. The staff are hands down the nicest people I’ve met. They always greet you with a smile, and small talk with you even if they’ve never seen you before.. great experience.

Reviewed on Oct 13, 2020
A local mainstay since 1919, Condado Vanderbilt Hotel offers a full-service spa, 4 outdoor pools, and a children's pool. Valet parking is offered for USD 30 ...
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
4.6/5 (228 reviews)

it was very nice that everything was under a roof for when it rained.

Reviewed on Mar 15, 2020
Majestic Elegance Punta Cana - All Inclusive features a private beach, a full-service spa, and a casino. A stay here includes free parking. The front desk has ...
PoolBeachOutdoor Pool
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
$204
4.5/5 (73 reviews)

The resort was beautiful! Everything was perfect.

Reviewed on Aug 11, 2020
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
Majestic Mirage Punta Cana - All Suites - All inclusive
Majestic Mirage Punta Cana - All Suites - All inclusive
5.0 out of 5.0 Bavaro, Playa Arena Gorda, Punta Cana, La Altagracia
$275
4.5/5 (222 reviews)

This property is extremely tranquil and friendly. Would highly recommend.

Reviewed on Feb 10, 2020
Majestic Mirage Punta Cana - All Suites - All inclusive features a full-service spa, 13 outdoor pools, and a casino. If you plan to drive, free parking is available. ...
PoolBeachDining
Majestic Colonial Punta Cana - All Inclusive
Majestic Colonial Punta Cana - All Inclusive
4.0 out of 5.0 Carretera El Maca, Punta Cana, Punta Cana
4.4/5 (214 reviews)

the staff was amazing, especially the entertainment staff.

Reviewed on Mar 16, 2020
Majestic Colonial Punta Cana - All Inclusive features a private beach, a full-service spa, and 3 outdoor pools. Free parking is included with your stay. Multilingual ...
PoolBeachOutdoor Pool
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
$169
4.3/5 (86 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
Bahia Principe Luxury Ambar - Adults Only - All Inclusive
Bahia Principe Luxury Ambar - Adults Only - All Inclusive
4.5 out of 5.0 Carettera Arena Gorda, Playa Bavero Higuey, Punta Cana, La Altagracia
$529
4.3/5 (96 reviews)

Amazing amazing amazing!! 10/10 would recommend night life could of been better but given the circumstances they tried their best with entertainment . Looking forward to going back after all of this is over ! Best hotel room I’ve ever stayed at .

Reviewed on Oct 24, 2020
Bahia Principe Luxury Ambar - Adults Only - All Inclusive features a private beach, a golf course, and a full-service spa. There's free parking and an airport ...
PoolBeachDining
Embassy Suites by Hilton San Juan Hotel & Casino
Embassy Suites by Hilton San Juan Hotel & Casino
3.5 out of 5.0 8000 Tartak Street, Carolina
Free Cancellation
$149
4.3/5 (92 reviews)

The amenities are nice, the complementary reception is awesome

Reviewed on Nov 30, 2019
Guests of Embassy Suites by Hilton San Juan Hotel & Casino enjoy a casino, an outdoor pool, and a children's pool. Valet parking is offered for USD 24.00 per ...
PoolBeachOutdoor Pool
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
$167
4.3/5 (91 reviews)

The resort was excellent. Need more towels in the room at check in it was only one face towel.

Reviewed on Sep 22, 2020
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. The ...
PoolBeachConcierge
InterContinental San Juan
InterContinental San Juan
4.0 out of 5.0 5961 Isla Verde Avenue, Carolina
Free Cancellation
$179
4.1/5 (111 reviews)

It’s a really nice hotel at a great location. I didn’t like the added fees: breakfast, parking, etc. The staff was very friendly.

Reviewed on Oct 7, 2020
InterContinental San Juan features a full-service spa, an outdoor pool, and a 24-hour fitness center. Parking is available for USD 20 per day (USD 25 per day ...
PoolBeachOutdoor Pool
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
$180
4.1/5 (232 reviews)

Amazing view, very clean, beautiful beach, very nice staff

Reviewed on Oct 14, 2020
Barceló Bávaro Palace - All Inclusive features a private beach, a golf course, and a full-service spa. You can take advantage of free parking, along with an ...
PoolBeachDining
Hyatt Regency Grand Reserve Puerto Rico
Hyatt Regency Grand Reserve Puerto Rico
4.0 out of 5.0 200 Coco Beach Blvd. Highway 955-I, Rio Grande
Free Cancellation
$249
4.1/5 (40 reviews)

Very beautiful property, clean, big and nice. The staff is very helpful and friendly!!!

Reviewed on Aug 21, 2020
Hyatt Regency Grand Reserve Puerto Rico features a golf course, a full-service spa, and 3 outdoor pools. Parking is USD 16.73 per night (USD 27.88 per night ...
PoolOutdoor PoolDining
The Condado Plaza Hilton
The Condado Plaza Hilton
4.5 out of 5.0 999 Ashford Avenue, San Juan
Free Cancellation
$145
3.9/5 (107 reviews)

I love to stay it was sad that the governor kept the pools closed and all the bars and restaurants closed while we were there. I’m looking forward to going back there when everything is open. The staff was very nice

Reviewed on Aug 18, 2020
At The Condado Plaza Hilton, guests enjoy 4 outdoor pools, a children's pool, and a 24-hour fitness center. Self parking is offered for USD 22.30 per night. ...
PoolBeachBar
Bahia Principe Grand Punta Cana - All Inclusive
Bahia Principe Grand Punta Cana - All Inclusive
3.5 out of 5.0 Arena Gorda - Macao, Seccion Baigua, Punta Cana, La Altagracia
3.8/5 (134 reviews)

En su mayoría el servicio es único en atención otras veces solo funciona con la propina principalmente en la playa no me gusto que hagan la habitación hasta las dos tres de la tarde de resto fue espectacular

Reviewed on Oct 4, 2020
Bahia Principe Grand Punta Cana - All Inclusive features a full-service spa, 2 outdoor pools, and a casino. There's free parking and an airport shuttle for a ...
PoolBeachDining
Melia Nassau Beach - All Inclusive
Melia Nassau Beach - All Inclusive
4.0 out of 5.0 1 West Bay Street - Cable Street, Nassau, New Providence
$321
3.6/5 (178 reviews)

Variety of restaurants was perfect, pools and hot tubs were great. Proximity to the beach was amazing.

Reviewed on Mar 15, 2020
At Melia Nassau Beach - All Inclusive, guests enjoy 3 outdoor pools, a children's pool, and a 24-hour fitness center. A stay here includes free parking. Multilingual ...
PoolBeachDining
Map

Dive into These Caribbean 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 hotels with pool amenities offer something for everyone.

Caribbean 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 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 hotels offering trendy rooftop pools with stunning views and elegant cocktail bars.

Spas, saunas, and more
Imagine relaxing in a hot tub 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 vacation.

 

Recent 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.