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Search Hotels with Pool in Jamaica

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Check availability on Jamaica Hotels with Pool

Tonight
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Jamaica hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (5)
"This was the perfect little getaway! Beautiful area, staff was nice, atmosphere was relaxing and having the hot tub option was perfect! "
United States
Harley
The price is ฿4,194
฿4,614 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hideaway Inn Mt. Snow
Indoor pool, pool loungers
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (746)
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
United States
Jack
The price is ฿3,731
฿4,104 total
includes taxes & fees
31 Dec - 1 Jan 2026
Comfort Inn & Suites Brattleboro I-91
Indoor pool
Best Western Springfield Hotel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (806)
"so clean and friendly it was a perfect stay!"
United States
Colette
The price is ฿4,721
฿5,193 total
includes taxes & fees
6 Jan - 7 Jan 2026
Best Western Springfield Hotel
Indoor pool
Hampton Inn Brattleboro

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (928)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is ฿4,555
฿5,011 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn Brattleboro
Indoor pool
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1000)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
The price is ฿4,469
฿4,916 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Outdoor pool
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (688)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
The price is ฿3,452
฿3,832 total
includes taxes & fees
19 Jan - 20 Jan 2026
The Upper Pass Lodge at Magic Mountain
Exterior
Black Mountain Inn

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (475)
"Clean, very friendly staff. Will stay again."
United States
Scot
The price is ฿3,076
฿3,384 total
includes taxes & fees
30 Dec - 31 Dec
Black Mountain Inn
Indoor pool, seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.4 out of 10, Very good, (866)
"Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! "
United States
Amanda
The price is ฿3,139
฿3,965 total
includes taxes & fees
19 Jan - 20 Jan 2026
The Palmer House Resort, an Ascend Collection Hotel
Indoor pool
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (935)
"Great place to stay while skiing at okemo"
United States
Ken
The price is ฿5,245
฿5,979 total
includes taxes & fees
5 Jan - 6 Jan 2026
Pointe at Castle Hill Resort
Exterior
Aspen At Manchester

Aspen At Manchester

Aspen At Manchester
2.5 star property
Manchester Center
8.8 out of 10, Excellent, (613)
"Super clean and modern rooms, excellent location, scenic views… "
United States
Fernando
The price is ฿3,084
฿3,733 total
includes taxes & fees
14 Jan - 15 Jan 2026
Aspen At Manchester
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 Jamaica Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
Jack 1-night trip
Posted 4 days ago
Comfort Inn & Suites Brattleboro I-91

Frequently asked questions

What are some accommodation options with pools in Jamaica?
Pointe at Castle Hill Resort: Features a full-service spa, an indoor pool and free self parking. The Equinox Golf Resort & Spa: Offers a seasonal outdoor pool, an indoor pool and 4 restaurants. Kimpton Taconic Hotel by IHG: Provides complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. Hampton Inn and Suites Manchester: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. The Palmer House Resort, an Ascend Collection Hotel: Offers a seasonal outdoor pool, an indoor pool and 2 outdoor tennis courts.
What is there to see and do in Jamaica?
Explore places such as Stratton Mountain Resort and Mount Snow while you're in the area. The picturesque setting of Green Mountain National Forest and Winhall River showcase the area's natural beauty.
When is the best time to book a hotel with a pool in Jamaica?
Taking the local weather in Jamaica into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Jamaica are January, March, November and February, with each month seeing an average of 23 cm of snowfall.