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

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

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

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

$80 - $80
Per Night

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

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

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

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

1 bedroom

Ocho Rios
1 bedroom Unit Description: This one bedroom apartment is conveniently furnished with a kitchenette...
Condo 1 / 1 / 3

*
Online booking available

$85 - $95
Per Night

$595 - $665
Per Week

Frankfort

Saint Mary
Frankfort is a 17th Century fortress that was brilliantly restored as a remarkable four-bedroom home...
Home 6 / 6 / 12

*
Online booking available

$2860 - $4140
Per Night

$20020 - $28980
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

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

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

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

Silent Waters

Montego Bay
Silent Waters Villa won the Caribbean World Travel Awards Best Villa of the Year for 2004, 2005, 200...
Villa 10 / 6 / 20

*
Online booking available

$4555 - $8350
Per Night

$31885 - $58450
Per Week

Deluxe beachfront 2 bdrm - all inclusive

Ocho Rios
Deluxe beachfront 2 bdrm - all inclusive Unit Description: These suites are in separate 2-story uni...
Condo 2 / 2 / 4

*
Online booking available

$500 - $999
Per Night

$3500 - $6993
Per Week

1 bedroom/ 1 bath cottage

Runaway Bay
1 bedroom/ 1 bath cottage Unit Description: This cottage features one air conditioned bedroom with ...
Condo 1 / 1 / 2

*
Online booking available

$70 - $80
Per Night

$490 - $560
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

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

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

Fairway Manor

Saint James
"Fairway Manor is a glamorous seven-bedroom villa overlooking the famous Half Moon Golf Course and t...
Villa 7 / 8 / 14

*
Online booking available

$1775 - $4015
Per Night

$12425 - $28105
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

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

Rose Cottage - Tryall Club

Sandy Bay
"Rose Cottage, a six-bedroom villa, sits quietly yet dramatically on a plateau affording exceptional...
Villa 6 / 7 / 12

*
Online booking available

$2680 - $5890
Per Night

$18760 - $41230
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

 

More Getaway Locations and Properties