International+1-514-360-2529

Luxury Villa Rentals Jamaica

Luxury Villa Rentals in Jamaica for 2 people

Janus

Round Hill, Jamaica

4 Bedrooms, Sleeps 8

JanusJanus #2Janus #3Janus #4Janus #5Janus #6Janus #7Janus #8Janus #9Janus #10Janus #11Janus #12Janus #13Janus #14Janus #15Janus #16
Starting at $2,071 /night.

Makana

Discovery Bay, Jamaica

7 Bedrooms, Sleeps 14

MakanaMakana #2Makana #3Makana #4Makana #5Makana #6Makana #7Makana #8Makana #9Makana #10Makana #11Makana #12Makana #13Makana #14Makana #15Makana #16Makana #17Makana #18Makana #19Makana #20Makana #21Makana #22Makana #23Makana #24Makana #25Makana #26Makana #27Makana #28Makana #29Makana #30Makana #31Makana #32Makana #33
Starting at $2,071 /night.

Villa Twin Palms

Tryall Club, Jamaica

7 Bedrooms, Sleeps 14

Villa Twin PalmsVilla Twin Palms #2Villa Twin Palms #3Villa Twin Palms #4Villa Twin Palms #5Villa Twin Palms #6Villa Twin Palms #7Villa Twin Palms #8Villa Twin Palms #9Villa Twin Palms #10Villa Twin Palms #11Villa Twin Palms #12Villa Twin Palms #13Villa Twin Palms #14Villa Twin Palms #15Villa Twin Palms #16Villa Twin Palms #17Villa Twin Palms #18Villa Twin Palms #19Villa Twin Palms #20
Starting at $14,028 /week.

Fortlands Point

Discovery Bay, Jamaica

7 Bedrooms, Sleeps 16

Fortlands PointFortlands Point #2Fortlands Point #3Fortlands Point #4Fortlands Point #5Fortlands Point #6Fortlands Point #7Fortlands Point #8Fortlands Point #9Fortlands Point #10Fortlands Point #11Fortlands Point #12Fortlands Point #13Fortlands Point #14Fortlands Point #15Fortlands Point #16Fortlands Point #17Fortlands Point #18
Starting at $14,000 /week.

Sea Glass

Tryall Club, Jamaica

6 Bedrooms, Sleeps 12

Sea GlassSea Glass #2Sea Glass #3Sea Glass #4Sea Glass #5Sea Glass #6Sea Glass #7Sea Glass #8Sea Glass #9Sea Glass #10Sea Glass #11
Starting at $13,640 /week.

Jubilation

Tryall Club, Jamaica

6 Bedrooms, Sleeps 12

JubilationJubilation #2Jubilation #3Jubilation #4Jubilation #5Jubilation #6Jubilation #7Jubilation #8Jubilation #9Jubilation #10Jubilation #11Jubilation #12Jubilation #13Jubilation #14
Starting at $13,640 /week.

Sea Salt

Tryall Club, Jamaica

5 Bedrooms, Sleeps 10

Sea SaltSea Salt #2Sea Salt #3Sea Salt #4Sea Salt #5Sea Salt #6Sea Salt #7Sea Salt #8Sea Salt #9Sea Salt #10Sea Salt #11Sea Salt #12Sea Salt #13Sea Salt #14
Starting at $13,640 /week.

Trinity

Tryall Club, Jamaica

5 Bedrooms, Sleeps 10

TrinityTrinity #2Trinity #3Trinity #4Trinity #5Trinity #6Trinity #7Trinity #8Trinity #9Trinity #10
Starting at $13,636 /week.

Bali Hai Tryall Club

Tryall Club, Jamaica

5 Bedrooms, Sleeps 10

Bali Hai Tryall ClubBali Hai Tryall Club #2Bali Hai Tryall Club #3Bali Hai Tryall Club #4Bali Hai Tryall Club #5Bali Hai Tryall Club #6Bali Hai Tryall Club #7Bali Hai Tryall Club #8Bali Hai Tryall Club #9Bali Hai Tryall Club #10Bali Hai Tryall Club #11Bali Hai Tryall Club #12Bali Hai Tryall Club #13Bali Hai Tryall Club #14Bali Hai Tryall Club #15Bali Hai Tryall Club #16Bali Hai Tryall Club #17Bali Hai Tryall Club #18Bali Hai Tryall Club #19
Starting at $13,273 /week.

Summerhill Villa

Montego Bay, Jamaica

9 Bedrooms, Sleeps 18

Summerhill VillaSummerhill Villa #2Summerhill Villa #3Summerhill Villa #4Summerhill Villa #5Summerhill Villa #6Summerhill Villa #7Summerhill Villa #8Summerhill Villa #9Summerhill Villa #10Summerhill Villa #11Summerhill Villa #12Summerhill Villa #13Summerhill Villa #14Summerhill Villa #15Summerhill Villa #16Summerhill Villa #17Summerhill Villa #18Summerhill Villa #19Summerhill Villa #20Summerhill Villa #21
Starting at $13,200 /week.

Villa Following Seas

Tryall Club, Jamaica

6 Bedrooms, Sleeps 12

Villa Following SeasVilla Following Seas #2Villa Following Seas #3Villa Following Seas #4Villa Following Seas #5Villa Following Seas #6Villa Following Seas #7Villa Following Seas #8Villa Following Seas #9Villa Following Seas #10Villa Following Seas #11Villa Following Seas #12Villa Following Seas #13
Starting at $13,000 /week.

Four Winds Villa

Old Fort Bay, Jamaica

5 Bedrooms, Sleeps 10

Four Winds VillaFour Winds Villa #2Four Winds Villa #3Four Winds Villa #4Four Winds Villa #5Four Winds Villa #6Four Winds Villa #7Four Winds Villa #8Four Winds Villa #9Four Winds Villa #10
Starting at $13,000 /week.
3 Bedroom Luxury | Round Hill Resort3 Bedroom Luxury | Round Hill Resort #23 Bedroom Luxury | Round Hill Resort #33 Bedroom Luxury | Round Hill Resort #43 Bedroom Luxury | Round Hill Resort #53 Bedroom Luxury | Round Hill Resort #63 Bedroom Luxury | Round Hill Resort #73 Bedroom Luxury | Round Hill Resort #83 Bedroom Luxury | Round Hill Resort #93 Bedroom Luxury | Round Hill Resort #103 Bedroom Luxury | Round Hill Resort #11
Starting at $1,839 /night.

Sundown

Discovery Bay, Jamaica

9 Bedrooms, Sleeps 18

SundownSundown #2Sundown #3Sundown #4Sundown #5Sundown #6Sundown #7Sundown #8Sundown #9Sundown #10Sundown #11Sundown #12Sundown #13Sundown #14Sundown #15Sundown #16Sundown #17Sundown #18
Starting at $1,807 /night.

Bougainvillea House

Tryall Club, Jamaica

5 Bedrooms, Sleeps 10

Bougainvillea HouseBougainvillea House #2Bougainvillea House #3Bougainvillea House #4Bougainvillea House #5Bougainvillea House #6Bougainvillea House #7Bougainvillea House #8Bougainvillea House #9Bougainvillea House #10Bougainvillea House #11
Starting at $12,275 /week.

Selah Villa

Runaway Bay, Jamaica

4 Bedrooms, Sleeps 8

Selah VillaSelah Villa #2Selah Villa #3Selah Villa #4Selah Villa #5Selah Villa #6Selah Villa #7Selah Villa #8Selah Villa #9Selah Villa #10Selah Villa #11Selah Villa #12Selah Villa #13Selah Villa #14Selah Villa #15Selah Villa #16Selah Villa #17Selah Villa #18Selah Villa #19Selah Villa #20Selah Villa #21
Starting at $12,000 /week.

Keela Wee

Discovery Bay, Jamaica

6 Bedrooms, Sleeps 12

Keela WeeKeela Wee #2Keela Wee #3Keela Wee #4Keela Wee #5Keela Wee #6Keela Wee #7Keela Wee #8Keela Wee #9Keela Wee #10Keela Wee #11Keela Wee #12Keela Wee #13Keela Wee #14Keela Wee #15Keela Wee #16Keela Wee #17Keela Wee #18
Starting at $1,714 /night.

Fairway Manor

Montego Bay, Jamaica

7 Bedrooms, Sleeps 14

Fairway ManorFairway Manor #2Fairway Manor #3Fairway Manor #4Fairway Manor #5Fairway Manor #6Fairway Manor #7Fairway Manor #8Fairway Manor #9Fairway Manor #10Fairway Manor #11Fairway Manor #12Fairway Manor #13Fairway Manor #14Fairway Manor #15Fairway Manor #16Fairway Manor #17Fairway Manor #18Fairway Manor #19Fairway Manor #20
Starting at $11,900 /week.

Villa Rose Cottage

Tryall Club, Jamaica

6 Bedrooms, Sleeps 12

Villa Rose CottageVilla Rose Cottage #2Villa Rose Cottage #3Villa Rose Cottage #4Villa Rose Cottage #5Villa Rose Cottage #6Villa Rose Cottage #7Villa Rose Cottage #8Villa Rose Cottage #9Villa Rose Cottage #10Villa Rose Cottage #11
Starting at $11,820 /week.

Tradewinds on the Sea

Tryall Club, Jamaica

4 Bedrooms, Sleeps 8

Tradewinds on the SeaTradewinds on the Sea #2Tradewinds on the Sea #3Tradewinds on the Sea #4Tradewinds on the Sea #5Tradewinds on the Sea #6Tradewinds on the Sea #7Tradewinds on the Sea #8Tradewinds on the Sea #9Tradewinds on the Sea #10Tradewinds on the Sea #11Tradewinds on the Sea #12Tradewinds on the Sea #13Tradewinds on the Sea #14Tradewinds on the Sea #15Tradewinds on the Sea #16Tradewinds on the Sea #17Tradewinds on the Sea #18
Starting at $11,455 /week.

Windward Villa

Tryall Club, Jamaica

6 Bedrooms, Sleeps 12

Windward VillaWindward Villa #2Windward Villa #3Windward Villa #4Windward Villa #5Windward Villa #6Windward Villa #7Windward Villa #8Windward Villa #9Windward Villa #10
Starting at $11,365 /week.

Golden Clouds

Oracabessa, Jamaica

12 Bedrooms, Sleeps 24

Golden CloudsGolden Clouds #2Golden Clouds #3Golden Clouds #4Golden Clouds #5Golden Clouds #6Golden Clouds #7Golden Clouds #8Golden Clouds #9Golden Clouds #10Golden Clouds #11Golden Clouds #12Golden Clouds #13Golden Clouds #14Golden Clouds #15Golden Clouds #16Golden Clouds #17Golden Clouds #18Golden Clouds #19Golden Clouds #20Golden Clouds #21Golden Clouds #22Golden Clouds #23Golden Clouds #24Golden Clouds #25
Starting at $11,000 /week.

A Summer Place

Discovery Bay, Jamaica

7 Bedrooms, Sleeps 14

A Summer PlaceA Summer Place #2A Summer Place #3A Summer Place #4A Summer Place #5A Summer Place #6A Summer Place #7A Summer Place #8A Summer Place #9A Summer Place #10A Summer Place #11A Summer Place #12A Summer Place #13A Summer Place #14A Summer Place #15A Summer Place #16
Starting at $11,000 /week.

Overlook Villa

Tryall Club, Jamaica

5 Bedrooms, Sleeps 10

Overlook VillaOverlook Villa #2Overlook Villa #3Overlook Villa #4Overlook Villa #5Overlook Villa #6Overlook Villa #7Overlook Villa #8Overlook Villa #9Overlook Villa #10
Starting at $10,910 /week.

Estate Stella

Tryall Club, Jamaica

6 Bedrooms, Sleeps 12

Estate StellaEstate Stella #2Estate Stella #3Estate Stella #4Estate Stella #5Estate Stella #6Estate Stella #7Estate Stella #8Estate Stella #9Estate Stella #10Estate Stella #11
Starting at $10,910 /week.

Villa Rosa

Montego Bay, Jamaica

5 Bedrooms, Sleeps 11

Villa RosaVilla Rosa #2Villa Rosa #3Villa Rosa #4Villa Rosa #5Villa Rosa #6Villa Rosa #7Villa Rosa #8Villa Rosa #9Villa Rosa #10Villa Rosa #11Villa Rosa #12Villa Rosa #13Villa Rosa #14
Starting at $1,557 /night.

Greatview

Montego Bay, Jamaica

7 Bedrooms, Sleeps 14

GreatviewGreatview #2Greatview #3Greatview #4Greatview #5Greatview #6Greatview #7Greatview #8Greatview #9Greatview #10Greatview #11Greatview #12Greatview #13Greatview #14Greatview #15Greatview #16Greatview #17Greatview #18Greatview #19Greatview #20Greatview #21Greatview #22Greatview #23
Starting at $1,557 /night.

Endless Summer

Montego Bay, Jamaica

6 Bedrooms, Sleeps 12

Endless SummerEndless Summer #2Endless Summer #3Endless Summer #4Endless Summer #5Endless Summer #6Endless Summer #7Endless Summer #8Endless Summer #9Endless Summer #10Endless Summer #11Endless Summer #12Endless Summer #13Endless Summer #14Endless Summer #15Endless Summer #16Endless Summer #17
Starting at $1,514 /night.

Palm Villa

Negril, Jamaica

5 Bedrooms, Sleeps 10

Palm VillaPalm Villa #2Palm Villa #3Palm Villa #4Palm Villa #5
Starting at $1,500 /night.

Cottonwood Villa

Negril, Jamaica

5 Bedrooms, Sleeps 10

Cottonwood VillaCottonwood Villa #2Cottonwood Villa #3Cottonwood Villa #4Cottonwood Villa #5Cottonwood Villa #6
Starting at $1,500 /night.
Show More Properties Top

Need some help?

Let us know what you're looking for and a Reservation Manager will contact you right away with some options.

$0 No Max

Access your favorites anytime.

You can view your list of favorites anytime by clicking on the favorites icon in the top menu.

You can view your list of favorites anytime by clicking on Your Favorites in the mobile menu.

When you are logged in to your account, we will automatically save your favorites so you can come back later and view them or share them.

Got it.