Jamaica Vacation Rental Getaways

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  • Property Options
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  • Pets Allowed
  • Private Pool
  • Pool Access
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
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  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Oceanfront Villa with private Pool & Chef!!

Ocho Rios
Offering an indoor Private Pool, Villa Afibaview is well designed for Groups or families who enjoy O...
Villa 3 / 3 / 6

$280 - $330
Per Night

$2280 - $2380
Per Week

Family Home Close To The Airport and Attraction

Martha Brae Trelawny
Menas Retreat is a 3 bed rooms, 2 bathrooms home located in the gated community of Holland Estates. ...
Home 3 / 2 / 6

$90 - $90
Per Night

Plantation House in Ocho Rios, Jamaica

Ocho Rios
Plantation House, built 250 years ago, recently refurbished, on 250 acres. Amazing views and tranqui...
Bed and Breakfast 5 / 4.5 / 10

$175 - $250
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

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

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

Jubilation - Tryall Club

Sandy Bay
Jubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly...
Villa 6 / 6.5 / 12

*
Online booking available

$2600 - $2600
Per Night

$18200 - $18200
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 - $4375
Per Night

$15015 - $30625
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

$2195 - $4465
Per Night

$15365 - $31255
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

$2275 - $4875
Per Night

$15925 - $34125
Per Week

Skylark Villa

Cornwall County
At Skylark the terrace and pool enjoy the warm ocean views and breezes. Guests will be pampered by o...
Villa 4 / 4 / 12

*
Online booking available

$845 - $1395
Per Night

$5915 - $9765
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

$805 - $1975
Per Night

$5635 - $13825
Per Week

Traditional West Indian home dressed in charming periwink...

Saint Ann
"Located on a private waterfront acre, Sea Haven is a traditional West Indian home dressed in charmi...
Villa 4 / 4 / 8

*
Online booking available

$715 - $1430
Per Night

$5005 - $10010
Per Week

Almond Hill

Sandy Bay
"Almond Hill is a lovely private, 4 bedroom villa surrounded by a 500-acre coconut plantation with a...
Villa 4 / 4 / 8

*
Online booking available

$940 - $1780
Per Night

$6580 - $12460
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

$1360 - $1495
Per Night

$9520 - $10465
Per Week

Mai Tai Villa

Duncans
This newly constructed four bedroom villa, takes advantage of it's premium location with an unobstru...
Villa 4 / 4 / 8

*
Online booking available

$860 - $1145
Per Night

$6020 - $8015
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

$3655 - $7105
Per Night

$25585 - $49735
Per Week

Halcyon - Port Antonio

Fern Hill
Originally owned by a member of Alexander Graham Bell's family, one of the first owners at San San, ...
Villa 4 / 4 / 8

*
Online booking available

$1250 - $1875
Per Night

$8750 - $13125
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

$790 - $860
Per Night

$5530 - $6020
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

$920 - $1610
Per Night

$6440 - $11270
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

$910 - $1430
Per Night

$6370 - $10010
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

$630 - $825
Per Night

$4410 - $5775
Per Week

Somewhere

Saint Mary
"The Somewhere villa is located on one and a half acres of beautifully landscaped oceanfront propert...
Home 4 / 4 / 8

*
Online booking available

$810 - $1255
Per Night

$5670 - $8785
Per Week

 

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