Jamaica Vacation Rental Getaways

Select a vacation destination from the list below.
You can narrow your search by selecting specific travel dates, a price range or other search options.

Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • 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

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 Red Velvet

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

$60 - $60
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 / 2 / 4

$100 - $100
Per Night

132 Guest House Bejeweled

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

$60 - $60
Per Night

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

Bahia Cottage

Runaway Bay
Bahia Cottage, on the beach at Runaway Bay, your passport to the beach life. Bahia is a charming cot...
Villa 1 / 1 / 2

*
Online booking available

$250 - $315
Per Night

$1750 - $2205
Per Week

Studio

Runaway Bay
Studio Unit Description: These fan cooled studios are located poolside and include cable TV, a bath...
Condo 0 / 1 / 2

*
Online booking available

$60 - $70
Per Night

$420 - $490
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

Superior

Negril
Superior Unit Description: Our superior rooms, which include a queen bed or two double beds, have a...
Condo 1 / 1 / 4

*
Online booking available

$65 - $150
Per Night

$455 - $1050
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

Fairwinds - Tryall Club

Hanover
Fairwinds is a superior villa located at the exclusive Tryall Resort. Located just twelve miles west...
Villa 4 / 4 / 8

*
Online booking available

$885 - $2390
Per Night

$6195 - $16730
Per Week

Sleepy Shallows

Discovery Bay
"Located on Bengal beach in Rio Bueno, approximately 50 minutes from Montego Bay, Sleepy Shallows is...
Villa 4 / 5 / 10

*
Online booking available

$925 - $1765
Per Night

$6475 - $12355
Per Week

A Summer Place

Saint Ann
A Summer Place is a lovely villa located on beautiful, private white sand beach in Discovery Bay. Re...
Villa 7 / 9 / 14

*
Online booking available

$2145 - $4815
Per Night

$15015 - $33705
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

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

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

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

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

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

Siesta

Saint Ann
Siesta Villa is a spacious 5+ bedroom beach front retreat in Runaway Bay on Jamaica's idyllic North ...
Villa 5 / 5 / 11

*
Online booking available

$930 - $1575
Per Night

$6510 - $11025
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

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

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

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

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

 

More Getaway Locations and Properties