Jamaica Vacation Rental Getaways

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  • Property Options
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  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
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  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Sea view

Negril
Sea view Unit Description: All rooms are well furnished with A/C, a ceiling fan, cable TV, coffeema...
Condo 0 / 1 / 2

*
Online booking available

$120 - $180
Per Night

$840 - $1260
Per Week

Garden View Room

Negril
Garden View Room Unit Description: These large, spacious rooms are tiled with either marble or gran...
Condo 0 / 1 / 2

*
Online booking available

$140 - $210
Per Night

$980 - $1470
Per Week

Roaring Pavilion

Saint Ann
The Divine Villa Roaring Pavilion is a one of a kind property whose recent $5 million renovation, co...
Villa 5 / 5 / 8

*
Online booking available

$4875 - $13065
Per Night

$34125 - $91455
Per Week

Goat Hill

Cornwall County
Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of th...
Villa 3 / 3 / 9

*
Online booking available

$1250 - $2950
Per Night

$8750 - $20650
Per Week

Following Seas - Tryall Club

Hanover
Following Seas is a one-of-a-kind vacation hideaway offering the ultimate in luxury, comfort and bre...
Villa 6 / 7 / 12

*
Online booking available

$2680 - $5890
Per Night

$18760 - $41230
Per Week

Sunset - Tryall Club

Hanover
Sunset is a three-bedroom villa with the perfect location for a seaside escape. This beautiful villa...
Villa 3 / 3 / 6

*
Online booking available

$985 - $2815
Per Night

$6895 - $19705
Per Week

Two Bedroom Suite-Double

Ocho Rios
Two Bedroom Suite-Double Unit Description: The two bedroom suite comes with a queen bed in one bedr...
Condo 2 / 1 / 3

*
Online booking available

$180 - $999
Per Night

$1260 - $6993
Per Week

Infinity - Tryall Club

Sandy Bay
Among the newest Premier villas at the renowned Tryall Club, Infinity is a halcyon haven overlooking...
Villa 5 / 5 / 10

*
Online booking available

$2145 - $4915
Per Night

$15015 - $34405
Per Week

Cary Island

Frankfort
Located 1 ½ hours from Montego Bay, this 1930’s Tudor house is the holiday escape that is totally sp...
Villa 7 / 7 / 14

*
Online booking available

$1520 - $2650
Per Night

$10640 - $18550
Per Week

Flower Hill

Montego Bay
Flower Hill is one of the newest villas in Montego Bay's, Spring Farm neighborhood. This Premier 19,...
Villa 5 / 14 / 10

*
Online booking available

$3215 - $4125
Per Night

$22505 - $28875
Per Week

Lime Acre

Whitehouse
"Lime Acre is a beautiful and unique 3 bedroom, 3.5 bathroom beachfront villa with separate 2 bedroo...
Villa 5 / 5.5 / 10

*
Online booking available

$1230 - $1890
Per Night

$8610 - $13230
Per Week

Rio Chico

Saint Ann
Rio Chico is a masterpiece nestled seaside at Ocho Rios. Originally built in 1898, the villa underwe...
Villa 8 / 8 / 16

*
Online booking available

$9035 - $15700
Per Night

$63245 - $109900
Per Week

Drambuie

Long Hill
Built in the 1940‘s by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica when livel...
Villa 5 / 5 / 10

*
Online booking available

$1250 - $2550
Per Night

$8750 - $17850
Per Week

Sugar Bay - Jamaica

Saint Ann
Sugar Bay is located on a perfect crescent of sugar, white sand at the lapping shores of tranquil Di...
Villa 5 / 5.5 / 10

*
Online booking available

$2125 - $4975
Per Night

$14875 - $34825
Per Week

Frangipani - Jamaica

Saint Mary
Frangipani is a deluxe home overlooking the crystal clear waters of the Caribbean. Nestled into a lu...
Villa 4 / 4 / 8

*
Online booking available

$855 - $1625
Per Night

$5985 - $11375
Per Week

Golden Cove Villas

Middlesex County
Golden Cove Villas are located in Oracabessa, a beautiful enclave containing four villas. The estate...
Villa 16 / 16 / 30

*
Online booking available

$3660 - $5300
Per Night

$25620 - $37100
Per Week

Golden Clouds

Saint Mary
Golden Clouds is a luxurious, six acre gated estate located in the picturesque banana port village o...
Villa 9 / 9 / 18

*
Online booking available

$2145 - $4125
Per Night

$15015 - $28875
Per Week

Culloden Cove

Cornwall County
Culloden Cove is a beautiful villa with a private beach and infinity pool on the unspoilt south coas...
Villa 5 / 4 / 10

*
Online booking available

$750 - $1475
Per Night

$5250 - $10325
Per Week

Kitchenette

Negril
Kitchenette Unit Description: These large ocean-front and ocean-view or garden-view rooms come with...
Condo 0 / 1 / 2

*
Online booking available

$115 - $250
Per Night

$805 - $1750
Per Week

Summertime

Unity Hall
Located seven miles West of Montego Bay, Jamaica this 5 acre, 6,000 square foot vacation estate look...
Villa 6 / 6 / 13

*
Online booking available

$1075 - $2550
Per Night

$7525 - $17850
Per Week

Pavilion Villa

Montego Bay
"Pavilion is a gorgeous villa located at the end of a cul-de-sac with stunning views of the Caribbea...
Villa 6 / 5 / 12

*
Online booking available

$1225 - $2850
Per Night

$8575 - $19950
Per Week

One Bedroom Suite-Double

Ocho Rios
One Bedroom Suite-Double Unit Description: The one bedroom suite comes with a queen or a double bed...
Condo 1 / 1 / 2

*
Online booking available

$85 - $120
Per Night

$595 - $840
Per Week

Wagwater

Frankfort
Wag Water is a charming three-bedroom villa overlooking the sea and forming part of the historic Pro...
Villa 3 / 3 / 6

*
Online booking available

$485 - $825
Per Night

$3395 - $5775
Per Week

Lolita - Tryall Club

Sandy Bay
"Villa Lolita is Tryall's newest and most fabulously equipped luxury villa! It is 14,000 square feet...
Villa 5 / 5 / 10

*
Online booking available

$2145 - $4915
Per Night

$15015 - $34405
Per Week

Deluxe

Negril
Deluxe Unit Description: Our deluxe rooms, which include a king bed and complimentary beach towels,...
Condo 1 / 1 / 3

*
Online booking available

$70 - $150
Per Night

$490 - $1050
Per Week

 

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