
Jamaica Holiday Rentals
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Our top choices for Jamaica holiday rentals

Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.
Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.Jamaica
8.8 out of 10, Excellent, (8 reviews)
The price is HK$2,584
HK$5,730 total
includes taxes & fees
17 May - 18 May

Stratton Ski Haus | A-Frame Hot Tub Sauna EV Sleeps 10
Stratton Ski Haus | A-Frame Hot Tub Sauna EV Sleeps 10Jamaica
10.0 out of 10, Exceptional, (3 reviews)
The price is HK$4,072
HK$8,805 total
includes taxes & fees
20 May - 21 May

Outdoor Adventure Hub! Family Home in West Dover
Outdoor Adventure Hub! Family Home in West DoverWest Dover
The price is HK$1,198
HK$4,083 total
includes taxes & fees
21 May - 22 May

Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!Okemo Village
10.0 out of 10, Exceptional, (64 reviews)
The price is HK$3,523
HK$6,573 total
includes taxes & fees
22 May - 23 May

8.6 out of 10, Excellent, (83 reviews)
The price is HK$2,322
HK$2,887 total
includes taxes & fees
1 Jun - 2 Jun

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Charming Fully Renovated One-Room Schoolhouse on 22+ acresGrafton
9.6 out of 10, Exceptional, (169 reviews)
The price is HK$1,331
HK$2,797 total
includes taxes & fees
18 May - 19 May

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!Dover
10.0 out of 10, Exceptional, (13 reviews)
The price is HK$3,629
HK$9,231 total
includes taxes & fees
15 May - 16 May

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski ResortCavendish
10.0 out of 10, Exceptional, (23 reviews)
The price is HK$2,349
HK$4,200 total
includes taxes & fees
15 May - 16 May
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
6/10 Okay
Find out more about Jamaica
Search for holiday rentals in Jamaica on Expedia! You can easily find your home rentals, villas, holiday apartments in Jamaica using one of the methods below:
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