Hotels with Swimming Pool in Caribbean Islands, Caribbean

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Caribbean Islands Hotels with Swimming Pool

Top Caribbean Islands Hotels with Swimming Pool

Majestic Elegance Punta Cana - All Inclusive
Exterior

Majestic Elegance Punta Cana - All Inclusive

4.5 star property
8.8 out of 10, Excellent, (4197)
"We had a great stay!"
Majestic Elegance Punta Cana - All Inclusive
Majestic Colonial Punta Cana - All Inclusive
Exterior

Majestic Colonial Punta Cana - All Inclusive

4.0 star property
8.8 out of 10, Excellent, (6419)
"Very good resort and very good food."
Majestic Colonial Punta Cana - All Inclusive
Condado Vanderbilt Hotel
On the beach, white sand, beach cabanas, sun loungers

Condado Vanderbilt Hotel

5.0 star property
9.2 out of 10, Wonderful, (1523)
"Nice hotel for staycation "
The price is P19,355
P25,781 total
includes taxes & fees
Aug 12 - Aug 13
Condado Vanderbilt Hotel
Barceló Bávaro Palace - All Inclusive
4 outdoor pools, pool umbrellas, sun loungers

Barceló Bávaro Palace - All Inclusive

4.5 star property
8.0 out of 10, Very Good, (4977)
"Everything was perfect on our stay"
The price is P13,221
P16,923 total
includes taxes & fees
Sep 1 - Sep 2
Barceló Bávaro Palace - All Inclusive
The Condado Plaza Hotel
2 outdoor pools, pool umbrellas, sun loungers

The Condado Plaza Hotel

4.0 star property
7.8 out of 10, Good, (1528)
"Beautiful hotel and exceptionally friendly staff."
The price is P10,191
P13,287 total
includes taxes & fees
Sep 1 - Sep 2
The Condado Plaza Hotel
La Concha Resort, Puerto Rico, Autograph Collection
View from room

La Concha Resort, Puerto Rico, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1989)
"Great location, plenty of dining options!"
The price is P12,504
P17,999 total
includes taxes & fees
Aug 25 - Aug 26
La Concha Resort, Puerto Rico, Autograph Collection
Bahia Principe Luxury Ambar - Adults Only - All Inclusive
Aerial view

Bahia Principe Luxury Ambar - Adults Only - All Inclusive

4.5 star property
8.8 out of 10, Excellent, (2292)
"Wonderful stay for our honeymoon!"
Bahia Principe Luxury Ambar - Adults Only - All Inclusive
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5.0 star property
8.6 out of 10, Excellent, (2108)
"Had an excellent stay. Can’t wait to come back😊"
The price is P14,773
P20,006 total
includes taxes & fees
Aug 18 - Aug 19
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Bahia Principe Grand Punta Cana - All Inclusive
Aerial view

Bahia Principe Grand Punta Cana - All Inclusive

4.0 star property
7.2 out of 10, Good, (1533)
"Amazing resort "
Bahia Principe Grand Punta Cana - All Inclusive
San Juan Marriott Resort and Stellaris Casino
View from property

San Juan Marriott Resort and Stellaris Casino

4.5 star property
9.0 out of 10, Wonderful, (1321)
"Great stay! "
The price is P15,364
P21,174 total
includes taxes & fees
Sep 8 - Sep 9
San Juan Marriott Resort and Stellaris Casino
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Caribbean Islands Hotel Reviews

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent
"The staff was very nice and helpful. The buffet was great especially the breakfast. They had great activities and shows. I would definitely recommend this resort for solo and family vacations."
Shalee 3-night trip
Posted 9 hours ago
Hotel Riu Montego Bay - Adults Only - All Inclusive