Find Hotels with a Pool in Caribbean Islands

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Check availability on Caribbean Islands Hotels with a Pool

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Nov 8 - Nov 9
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Nov 9 - Nov 10
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Nov 14 - Nov 16
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Nov 21 - Nov 23

Top Caribbean Islands Hotels with a Pool

Exercise/lap pool
Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 star property
Sabana
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
  • Hot tub
9.4 out of 10, Exceptional, (2781)
Crystalline waters beckon at the enormous outdoor pool complex, featuring dedicated children's swimming areas and relaxing hot tubs. Sunbathe on premium loungers while enjoying refreshing cocktails from the poolside bar with breathtaking ocean views.
The price is ₩190,845
₩271,177 total
includes taxes & fees
Dec 1 - Dec 2
Hyatt Vacation Club at Hacienda del Mar, Dorado
Outdoor pool
Hotel Santiago, Curio Collection by Hilton

Hotel Santiago, Curio Collection by Hilton

4.0 star property
Villa Olga
  • Outdoor pool
9.6 out of 10, Exceptional, (273)
Sparkling waters beckon from the outdoor pool, offering breathtaking mountain panoramas until 11:00 PM daily. Fitness enthusiasts appreciate the modern center while the rooftop terrace and garden create perfect relaxation spots at this Art Deco retreat.
The price is ₩172,666
₩221,013 total
includes taxes & fees
Dec 5 - Dec 6
Hotel Santiago, Curio Collection by Hilton
Outdoor pool
Sea Gate Hotel

Sea Gate Hotel

2.5 star property
Isabel II
  • Outdoor pool
  • Children's pool
  • Near the beach
9.4 out of 10, Exceptional, (1000)
Sparkling waters beckon from the outdoor pool, creating a peaceful retreat after exploring Vieques Island. Families appreciate the dedicated children's pool, while adventure seekers can arrange scuba diving, kayaking, and sailing through the helpful staff.
The price is ₩175,610
₩200,972 total
includes taxes & fees
Nov 20 - Nov 21
Sea Gate Hotel
Outdoor pool
Hacienda Villa Sotomayor

Hacienda Villa Sotomayor

3.0 star property
Adjuntas
  • Outdoor pool
  • Children's pool
9.0 out of 10, Wonderful, (8)
The price is ₩92,061
₩113,498 total
includes taxes & fees
Dec 7 - Dec 8
Hacienda Villa Sotomayor
Outdoor pool, sun loungers
Abitta Condado

Abitta Condado

3.0 star property
Condado
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
8.4 out of 10, Very Good, (8)
The price is ₩159,339
₩231,622 total
includes taxes & fees
Dec 1 - Dec 2
Abitta Condado
Exterior
Hotel Pinar Dorado by Gran Jimenoa

Hotel Pinar Dorado by Gran Jimenoa

4.5 star property
Jarabacoa
  • Outdoor pool
  • Poolside bar
  • Pool loungers
9.4 out of 10, Exceptional, (215)
Splash into vacation mode at this luxury hotel's outdoor sanctuary featuring a dedicated children's pool and poolside bar. Thoughtful amenities include free cabanas, sun loungers, and spa services, all nestled in a peaceful city center setting.
The price is ₩132,078
₩169,059 total
includes taxes & fees
Nov 13 - Nov 14
Hotel Pinar Dorado by Gran Jimenoa
Outdoor pool, sun loungers
Royal Delonix Hotel

Royal Delonix Hotel

3.0 star property
Penuelas
  • Outdoor pool
  • Pool loungers
9.2 out of 10, Wonderful, (292)
Poolside perfection awaits with sun loungers surrounding the immaculate outdoor swimming area. Spotlessly clean facilities complement the exceptional staff service, while the on-site restaurant serves excellent cuisine for the perfect urban retreat.
Royal Delonix Hotel
Outdoor pool
Siesta Hotel

Siesta Hotel

3.0 star property
St. George's
  • Outdoor pool
  • Near the beach
9.0 out of 10, Wonderful, (1001)
Floating in the azure pool, surrounded by lush gardens, creates an idyllic escape from everyday stress. Guests appreciate the poolside restaurant serving excellent local and international cuisine while enjoying spectacular ocean panoramas.
The price is ₩145,524
₩174,628 total
includes taxes & fees
Nov 17 - Nov 18
Siesta Hotel
Exterior detail
La Vue Boutique Inn

La Vue Boutique Inn

3.5 star property
Sandy Ground
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Full-service spa
8.8 out of 10, Excellent, (189)
Sparkling outdoor pools invite both families and couples to unwind, with dedicated children's swimming space and plush sun loungers. After refreshing dips, guests savor international cuisine at Flavors Restaurant or schedule rejuvenating spa massages.
La Vue Boutique Inn
Outdoor pool, pool umbrellas, sun loungers
Aquarius Vacation Club at Boqueron Beach Resort

Aquarius Vacation Club at Boqueron Beach Resort

3.5 star property
Cabo Rojo
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Direct access to the beach
9.2 out of 10, Wonderful, (2125)
Glide down the waterslide at this beachfront hotel's outdoor water park complex. Families love the children's pool, umbrellas, and loungers while savoring Latin cuisine at Piscis Cafe & Bar. Nearby hiking trails and water sports complete the perfect vacation.
Aquarius Vacation Club at Boqueron Beach Resort
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

La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

10/10 Excellent
"We really enjoyed our stay. The staff was friendly and accommodating. The location is beautiful with multiple pools by the beach to enjoy and relax. I received a wonderful experience at the spa. Guided tours through the hotel are overpriced. We decided to book tours with locals instead. The food provided by room service is not as good as the restaurant food."
Jamila 3-night trip
Posted 1 day ago
La Concha Resort, Puerto Rico, Autograph Collection

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