Jamaica Vacation Rental Getaways

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  • Property Options
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  • Bath
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Max Price Per Week $
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  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
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  • 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

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

132 Guest House Bejeweled

Kingston
An artistic and tastefully decored self contained studio apartment. Suitable for a single person or ...
Apartment 1 / 1 / 2

$80 - $80
Per Night

132 Guest House Red Velvet

Kingston
A dynamic island styled studio apartment and walk in closet. Sleeps up to 3 persons. Fully furnished...
Apartment 1 / 1 / 2

$80 - $80
Per Night

132 Guest House Paradise

Kingston
An enchanting self contained wooden cottage built on a wooden deck with outdoor fish and turtle pond...
Apartment 2 / 1 / 4

$150 - $150
Per Night

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

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

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

Endless Summer

Saint James
Located above the Half Moon Golf Course, Endless Summer is a mansion that offers panoramic ocean vie...
Villa 6 / 6 / 12

*
Online booking available

$1610 - $3825
Per Night

$11270 - $26775
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

Standard Ocean View Queen

Negril
Standard Ocean View Queen Unit Description: These standard ocean view rooms offer all the comforts ...
Condo 0 / 1 / 2

*
Online booking available

$81 - $999
Per Night

$567 - $6993
Per Week

Tradewinds - Tryall Club

Hanover
This cozy home sits on two acres at the famous Tryall Club - directly on the Caribbean Sea.  300 fee...
Villa 4 / 4 / 8

*
Online booking available

$885 - $2390
Per Night

$6195 - $16730
Per Week

Sweet Spot

Saint Ann
Located on a wide, sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkabl...
Villa 6 / 6 / 12

*
Online booking available

$2235 - $4515
Per Night

$15645 - $31605
Per Week

Beachfront superior room - all inclusive

Ocho Rios
Beachfront superior room - all inclusive Unit Description: These rooms are located in the east wing...
Condo 0 / 1 / 2

*
Online booking available

$153 - $999
Per Night

$1071 - $6993
Per Week

Cielo - Tryall Club

Montego Bay
Cielo is located on Barnes Hill at the deluxe Tryall Resort. It commands spectacular views of the ne...
Villa 4 / 4 / 8

*
Online booking available

$1080 - $3140
Per Night

$7560 - $21980
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

Bumpers Nest - Tryall Club

Montego Bay
Bumper's Nest is a deluxe villa located on Mahogany Hill with expansive ocean views. Set in a lush g...
Home 3 / 3 / 6

*
Online booking available

$1080 - $3140
Per Night

$7560 - $21980
Per Week

Kima

Mammee Bay
Kima is located seaside on the wind swept North Coast of Jamaica and within the exclusive Mammee Bay...
Villa 3 / 3 / 6

*
Online booking available

$495 - $940
Per Night

$3465 - $6580
Per Week

Fortlands Point

Saint Ann
"Fortlands Point is a fabulous villa strategically located at the lookout point where Discovery Bay ...
Villa 7 / 7.5 / 14

*
Online booking available

$3215 - $5400
Per Night

$22505 - $37800
Per Week

Deluxe

Negril
Deluxe Unit Description: These large ocean-front and ocean-view rooms come with a private balcony a...
Condo 0 / 1 / 4

*
Online booking available

$95 - $200
Per Night

$665 - $1400
Per Week

Eight Rivers

Saint Mary
"Destiny is located high above Montego Bay on seven lush acres. A majestic sanctuary of unparalleled...
Villa 4 / 4 / 8

*
Online booking available

$1160 - $2065
Per Night

$8120 - $14455
Per Week

Two Bedroom Suite-Triple

Ocho Rios
Two Bedroom Suite-Triple Unit Description: The two bedroom suite comes with a queen bed in one bedr...
Condo 2 / 1 / 4

*
Online booking available

$180 - $999
Per Night

$1260 - $6993
Per Week

Seagrapes - Jamaica

Saint Ann
Set on its own private white sand beach on the shores of a perfect horseshoe bay, Sea Grapes is a st...
Villa 5 / 5 / 10

*
Online booking available

$985 - $2750
Per Night

$6895 - $19250
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

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

Idle Hours

Runaway Bay
Idle Hours is an attractive and comfortably furnished villa located on the beach in Runaway Bay.  Th...
Villa 3 / 3 / 6

*
Online booking available

$500 - $790
Per Night

$3500 - $5530
Per Week

 

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