Hotels with Swimming Pools in Caribbean Islands

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Check availability on Caribbean Islands Hotels with Swimming Pools

Our top choices for Caribbean Islands hotels with a pool

Outdoor pool
Hotel Santiago, Curio Collection by Hilton

Hotel Santiago, Curio Collection by Hilton

Hotel Santiago, Curio Collection by Hilton
4.0 star property
Villa Olga
9.6 out of 10, Exceptional, (344)
"Very well located it , beautiful rooms and amazing staff👍👍"
United States
Luis
The price is S$184
includes taxes & fees
20 Dec - 21 Dec
Hotel Santiago, Curio Collection by Hilton
Outdoor pool, open 10:00 AM to 7:00 PM, pool loungers
Catalonia Santo Domingo

Catalonia Santo Domingo

Catalonia Santo Domingo
5.0 star property
Ciudad Universitaria
8.8 out of 10, Excellent, (1731)
"Everything was great, very clean, good food, excelent amenities."
United States
FELIX
The price is S$172
includes taxes & fees
20 Dec - 21 Dec
Catalonia Santo Domingo
Exterior detail
La Vue Boutique Inn

La Vue Boutique Inn

La Vue Boutique Inn
3.5 star property
Sandy Ground
8.8 out of 10, Excellent, (192)
"Lpovely staff, very clean room and great location overlooking Sandy Ground Bay."
United Kingdom
David
La Vue Boutique Inn
Outdoor pool
Sea Gate Hotel

Sea Gate Hotel

Sea Gate Hotel
2.5 star property
Isabel II
9.4 out of 10, Exceptional, (1003)
"Wonderful staff, perfect location. Best beds on our entire vacation. "
United States
Dock
The price is S$178
includes taxes & fees
14 Dec - 15 Dec
Sea Gate Hotel
Outdoor pool, open 7:00 AM to 9:00 PM, pool umbrellas, pool loungers
STUDIO APART HOTEL ROOFTOP POOL BEACH

STUDIO APART HOTEL ROOFTOP POOL BEACH

STUDIO APART HOTEL ROOFTOP POOL BEACH
4.5 star property
Bávaro
9.6 out of 10, Exceptional, (51)
"Everything was so convenient, yet the hotel still felt private and quiet. The combination of comfort, beauty, and tranquility was unbeatable."
United States
Carla
The price is S$184
includes taxes & fees
14 Dec - 15 Dec
STUDIO APART HOTEL ROOFTOP POOL BEACH
Exercise/lap pool
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado
3.5 star property
Sabana
9.4 out of 10, Exceptional, (2969)
"Our stay was amazing great staff food and pool"
United States
Magdalena
The price is S$322
includes taxes & fees
15 Dec - 16 Dec
Hyatt Vacation Club at Hacienda del Mar, Dorado
Outdoor pool, pool loungers
Royal Delonix Hotel

Royal Delonix Hotel

Royal Delonix Hotel
3.0 star property
Penuelas
9.2 out of 10, Wonderful, (317)
"Small hotel, great staff, clean rooms, great restaurant. Would return. "
United States
Emmanuel
Royal Delonix Hotel
Exterior
Hotel Pinar Dorado by Gran Jimenoa

Hotel Pinar Dorado by Gran Jimenoa

Hotel Pinar Dorado by Gran Jimenoa
4.5 star property
Jarabacoa
9.4 out of 10, Exceptional, (223)
"The installations have been renovated and the hotel is very beautiful with a modern feel. The staff is very attentive and polite. "
United States
Luis
The price is S$151
includes taxes & fees
6 Jan - 7 Jan, 2026
Hotel Pinar Dorado by Gran Jimenoa
Body treatments, hydrotherapy, aromatherapy, hot stone massages
CARIBBEAN Ocean Breeze Beach HOTEL

CARIBBEAN Ocean Breeze Beach HOTEL

CARIBBEAN Ocean Breeze Beach HOTEL
3.0 star property
Bávaro
10.0 out of 10, Exceptional, (5)
"Staying at this hotel was such a wonderful experience. My studio suite was beautifully furnished and had a lovely view of the garden. Garden pool area was peaceful and surrounded by palm trees, making it the perfect spot to read or sunbathe. The short walk to the beach was a huge advantage, and I found myself going there several times a day. Caribbean Sea was warm, clear, and perfect for swimming. I appreciated having so many restaurants close by because it made dining easy and enjoyable."
United States
Jeremy
The price is S$253
includes taxes & fees
14 Dec - 15 Dec
CARIBBEAN Ocean Breeze Beach HOTEL
2 outdoor pools
Boho Beach Club

Boho Beach Club

Boho Beach Club
2.0 star property
Cabo Rojo
9.0 out of 10, Wonderful, (758)
"It was a really nice property. I enjoy my stay."
United States
Xavier
The price is S$145
includes taxes & fees
15 Dec - 16 Dec
Boho Beach Club
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.
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Hotels with pools and free breakfast in Caribbean Islands

Ecotours
CARIBBEAN Ocean Breeze Beach HOTEL

CARIBBEAN Ocean Breeze Beach HOTEL

CARIBBEAN Ocean Breeze Beach HOTEL
3.0 star property
Bávaro
10.0 out of 10, Exceptional, (5)
The price is S$253
includes taxes & fees
14 Dec - 15 Dec
CARIBBEAN Ocean Breeze Beach HOTEL
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4-star hotels with pools in Caribbean Islands

Outdoor pool, pool umbrellas, pool loungers
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG
4.5 star property
Seven Mile Beach
9.8 out of 10, Exceptional, (444)
The price is S$731
includes taxes & fees
15 Dec - 16 Dec
Hotel Indigo Grand Cayman by IHG
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Hotels with pools and ocean views in Caribbean Islands

Bar (on property)
The Moorings Yacht Club Hotel

The Moorings Yacht Club Hotel

The Moorings Yacht Club Hotel
3.0 star property
Road Town
10.0 out of 10, Exceptional, (1)
The price is S$416
includes taxes & fees
14 Dec - 15 Dec
The Moorings Yacht Club Hotel
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.
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Top Caribbean Islands Hotel Reviews

The Royal at Atlantis

The Royal at Atlantis

10/10 Excellent
"Room was clean and harborside view was great"
Mary D 7-night trip
Posted 14 hours ago
The Royal at Atlantis

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