Jamaica Vacation Rental Getaways

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Max Price Per Week $
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  • 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

Jamaican Villa with private Pool & ocean view

Treasure Beach
Marblue Verandah Villa - your home away from home. Enjoy Jamaican Hospitality with calm winds sweepi...
Villa 6 / 6 / 12

$2550 - $5350
Per Week

Greatview

Saint James
Greatview is one of the newest and most luxurious of the Montego Bay, Spring Farm villas overlooking...
Villa 7 / 7 / 12

*
Online booking available

$2535 - $5300
Per Night

$17745 - $37100
Per Week

Bay Watch

Saint Ann
Bay Watch; is a new 5 bedroom beach front home located in; Runaway Bay on Jamaica's beautiful North ...
Villa 5 / 5 / 10

*
Online booking available

$930 - $1475
Per Night

$6510 - $10325
Per Week

Yellowbird - Tryall Club

Hanover
This beautifully appointed villa, completed in 1991, offers spectacular views of both the golf cours...
Villa 4 / 4 / 8

*
Online booking available

$1080 - $3140
Per Night

$7560 - $21980
Per Week

Calypso - Tryall Club

Hanover
Calypso is a charming open-air villa adjacent to the 16th hole of the championship Tryall golf cours...
Villa 4 / 4 / 8

*
Online booking available

$620 - $2450
Per Night

$4340 - $17150
Per Week

Scotch on the Rocks

Saint Ann
Scotch on the Rocks (affectionately referred to as "Scotchie" is located on the lush and spectacular...
Villa 5 / 5 / 12

*
Online booking available

$1170 - $1975
Per Night

$8190 - $13825
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

Mahogany Hill - Tryall Club

Hanover
Mahogany Hill is a deluxe home located atop a hill and offers spectacular and stunning views of the ...
Villa 5 / 5 / 10

*
Online booking available

$1700 - $5890
Per Night

$11900 - $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

Seafore - Tryall Club

Hanover
Seagrape at Tryall is a superior villa located on Country Club Drive fronting the Caribbean. A brick...
Villa 4 / 4 / 8

*
Online booking available

$620 - $2450
Per Night

$4340 - $17150
Per Week

Villa Paradiso - Jamaica

St. Ann's Bay
Villa Paradiso, newly constructed in 2006, is situated on a spectacular 150 foot, white sand beach i...
Villa 8 / 6 / 16

*
Online booking available

$2325 - $4325
Per Night

$16275 - $30275
Per Week

Twin Palms - Tryall Club

Hanover
Twin Palms is perhaps the most amazing feat of architecture and design achieved in the Caribbean in ...
Villa 7 / 5 / 10

*
Online booking available

$4825 - $7865
Per Night

$33775 - $55055
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

Haystack - Tryall Club

Hanover
An exquisite, superbly welcoming villa, Haystack furnishes you with a vacation experience unmatched ...
Villa 8 / 8 / 16

*
Online booking available

$3575 - $7865
Per Night

$25025 - $55055
Per Week

Sun Spot Villa

Saint Ann
"Sun Spot Villa is located on the sugary white sands of the Caribbean Sea in Runaway Bay. Set in lus...
Villa 4 / 3.5 / 10

*
Online booking available

$805 - $1575
Per Night

$5635 - $11025
Per Week

Tranquility Villa - Jamaica

Portland
"Tranquility Villa  is the perfect hideaway for those who want a private villa with exceptional view...
Villa 2 / 1 / 5

*
Online booking available

$305 - $450
Per Night

$2135 - $3150
Per Week

Calypso Shores

Saint James
"Welcome to Calypso Shores, a stunning Fully-Staffed, Waterfront Villa with its own Private Beach an...
Villa 4 / 4 / 8

*
Online booking available

$1070 - $2515
Per Night

$7490 - $17605
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

Jasmin Hill

Ocho Rios
Jasmin Hill Villa is a lovely home located directly on the ocean in Ocho Rios. This classic stucco ...
Villa 6 / 4.5 / 8

*
Online booking available

$1160 - $2265
Per Night

$8120 - $15855
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

Wild Orchid - Jamaica

Unity Hall
Wild Orchid is located on 220 private of acres of former banana and coconut plantations. The Georgia...
Villa 5 / 5 / 12

*
Online booking available

$1565 - $2850
Per Night

$10955 - $19950
Per Week

Tangerine Villa

Runaway Bay
Tangerine Villa is a private, luxury, gated villa, situated in the prestigious Cardiff Hall Estates,...
Villa 7 / 7 / 20

*
Online booking available

$1110 - $1675
Per Night

$7770 - $11725
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

Datura Villa

Reading
"Your stay at Datura is one that can be tailored to fit almost anyone's needs, from couples and fami...
Villa 5 / 6 / 10

*
Online booking available

$785 - $1175
Per Night

$5495 - $8225
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

 

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