Jamaica Vacation Rental Getaways

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  • Property Options
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Max Price Per Week $
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  • Apt/Room/Suite
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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

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

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

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

Blue Waters Villa

Saint Ann's Bay
Charming Blue Waters is like a tiny jewel set in the exclusive, gated community of Old Fort Bay just...
Villa 4 / 4 / 8

*
Online booking available

$450 - $890
Per Night

$3150 - $6230
Per Week

Harmony Hill - Tryall Club

Sandy Bay
Harmony Hill is a private oasis offering the finest in Caribbean living, combining Jamaica's rich ar...
Villa 7 / 7 / 14

*
Online booking available

$3215 - $6975
Per Night

$22505 - $48825
Per Week

Keelawee

Saint Ann
Located on the tranquil shores of Discovery Bay, sits this magnificent home away from home-the ultim...
Villa 6 / 6.5 / 14

*
Online booking available

$2410 - $5115
Per Night

$16870 - $35805
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

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

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

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

Star Apple

Hanover
"Star Apple House is a luxurious staffed private home, a comfortable retreat situated high above the...
Villa 3 / 3 / 6

*
Online booking available

$535 - $990
Per Night

$3745 - $6930
Per Week

Standard Garden View Queen

Negril
Standard Garden View Queen Unit Description: These units offer a veranda or balcony and hammocks on...
Condo 0 / 1 / 2

*
Online booking available

$64 - $999
Per Night

$448 - $6993
Per Week

Afterglow - Mamiti Cove

Ocho Rios
Afterglow (Mamiti Cove) is a beautiful 3 bedroom, 3.5 bath villa nestled in a lush tropical garden o...
Villa 3 / 3 / 6

*
Online booking available

$715 - $1375
Per Night

$5005 - $9625
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

3 Bedroom Cottage

Runaway Bay
3 Bedroom Cottage Unit Description: This cottage features three air conditioned bedrooms with two e...
Condo 3 / 2 / 7

*
Online booking available

$150 - $180
Per Night

$1050 - $1260
Per Week

Amanoka

Saint Ann
Amanoka is a stunning seven-bedroom villa located on its own 70' private, powder-white sand beach, l...
Villa 7 / 7.5 / 14

*
Online booking available

$3215 - $5890
Per Night

$22505 - $41230
Per Week

Clandestino Villa

Cornwall County
Nestled in a lush tropical jungle within The Caves' resort property, the approximately 3,500 sq feet...
Villa 4 / 4 / 8

*
Online booking available

$1100 - $1600
Per Night

$7700 - $11200
Per Week

Pimento Hill

Hanover
Pimento Hill is a beautiful home with a legendary history. The home overlooks the Caribbean Sea and ...
Villa 6 / 6.5 / 15

*
Online booking available

$1750 - $3715
Per Night

$12250 - $26005
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

Terra Nova

Saint Ann
Located oceanfront, Terra Nova is an older, comfortable family home. The living areas are spacious a...
Villa 4 / 4 / 8

*
Online booking available

$625 - $1075
Per Night

$4375 - $7525
Per Week

Kai Kala

Frankfort
Kai Kala is a spectacular oceanfront private villa compound with 4 unique villas providing a total o...
Villa 10 / 10 / 22

*
Online booking available

$2680 - $4815
Per Night

$18760 - $33705
Per Week

Standard Ocean View 2 Doubles

Negril
Standard Ocean View 2 Doubles Unit Description: This standard ocean view room consists of 2 double ...
Condo 0 / 1 / 4

*
Online booking available

$106 - $999
Per Night

$742 - $6993
Per Week

One Bedroom Suite-Triple

Ocho Rios
One Bedroom Suite-Triple Unit Description: The one bedroom suite comes with a queen or a double bed...
Condo 1 / 1 / 3

*
Online booking available

$105 - $140
Per Night

$735 - $980
Per Week

Four Winds

Saint Ann
"Tucked into the Old Fort Bay gated community, three miles west of Ocho Rios, Jamaica, is Four Winds...
Villa 5 / 5 / 10

*
Online booking available

$1535 - $3925
Per Night

$10745 - $27475
Per Week

Deluxe beachfront villa on beautiful Discovery Bay

Discovery Bay
"Makana is a deluxe beachfront villa located on the sugary white sands of beautiful Discovery Bay. I...
Villa 6 / 6.5 / 12

*
Online booking available

$2680 - $5115
Per Night

$18760 - $35805
Per Week

 

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