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Jamaica Rentals with Pools

Destination
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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
983 rentals in Jamaica.

Datura Villa

Rental Home
5 bedrooms
15 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Kreations Cozy Villa - Private Beach/Pool & Wifi, vacation rental in Jamaica
Kreations Cozy Villa - Private Beach/Pool & Wifi, vacation rental in Jamaica
Kreations Cozy Villa - Private Beach/Pool & Wifi, vacation rental in Jamaica

Kreations Cozy Villa - Private Beach/Pool & Wifi

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Ocho Rios Beautiful 1 Bed With Pool WIFI Security Parking Gated Sleeps 4, vacation rental in Jamaica
Ocho Rios Beautiful 1 Bed With Pool WIFI Security Parking Gated Sleeps 4, vacation rental in Jamaica
Ocho Rios Beautiful 1 Bed With Pool WIFI Security Parking Gated Sleeps 4, vacation rental in Jamaica

Ocho Rios Beautiful 1 Bed With Pool WIFI Security Parking Gated Sleeps 4

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Sunrise Supreme, vacation rental in Jamaica
Sunrise Supreme, vacation rental in Jamaica
Sunrise Supreme, vacation rental in Jamaica

Sunrise Supreme

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Luxor Villa at Richmond Estates, vacation rental in Jamaica
Luxor Villa at Richmond Estates, vacation rental in Jamaica
Luxor Villa at Richmond Estates, vacation rental in Jamaica

Luxor Villa at Richmond Estates

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beautiful New & Private Villa-- Centrally Located In Runaway Bay, Jamaica W.I., vacation rental in Jamaica
Beautiful New & Private Villa-- Centrally Located In Runaway Bay, Jamaica W.I., vacation rental in Jamaica
Beautiful New & Private Villa-- Centrally Located In Runaway Bay, Jamaica W.I., vacation rental in Jamaica

Beautiful New & Private Villa-- Centrally Located In Runaway Bay, Jamaica W.I.

Rental Home
4 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Archer's Rock-Luxurious Ocean Front cottage at Chukka Cove w/Private Plunge pool, vacation rental in Jamaica
Archer's Rock-Luxurious Ocean Front cottage at Chukka Cove w/Private Plunge pool, vacation rental in Jamaica
Archer's Rock-Luxurious Ocean Front cottage at Chukka Cove w/Private Plunge pool, vacation rental in Jamaica

Archer's Rock-Luxurious Ocean Front cottage at Chukka Cove w/Private Plunge pool

Rental Home
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps, All pools
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Villa Gilgal -  Possibilities Are Endless...., vacation rental in Jamaica
Villa Gilgal -  Possibilities Are Endless...., vacation rental in Jamaica
Villa Gilgal -  Possibilities Are Endless...., vacation rental in Jamaica

Villa Gilgal - Possibilities Are Endless....

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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TNC Executive Villa at Richmond Estate Jamaica, vacation rental in Jamaica
TNC Executive Villa at Richmond Estate Jamaica, vacation rental in Jamaica
TNC Executive Villa at Richmond Estate Jamaica, vacation rental in Jamaica

TNC Executive Villa at Richmond Estate Jamaica

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Village Maria~ A true Jamaican villa experience Beachfront, vacation rental in Jamaica
Village Maria~ A true Jamaican villa experience Beachfront, vacation rental in Jamaica
Village Maria~ A true Jamaican villa experience Beachfront, vacation rental in Jamaica

Village Maria~ A true Jamaican villa experience Beachfront

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Nautical Homes Miramar, vacation rental in Jamaica
Nautical Homes Miramar, vacation rental in Jamaica
Nautical Homes Miramar, vacation rental in Jamaica

Nautical Homes Miramar

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Pleasant View Villa, vacation rental in Jamaica
Pleasant View Villa, vacation rental in Jamaica
Pleasant View Villa, vacation rental in Jamaica

Pleasant View Villa

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Seadrift Villa w/ private pool, great entertainment space, easy walk to beach., vacation rental in Jamaica
Seadrift Villa w/ private pool, great entertainment space, easy walk to beach., vacation rental in Jamaica
Seadrift Villa w/ private pool, great entertainment space, easy walk to beach., vacation rental in Jamaica

Seadrift Villa w/ private pool, great entertainment space, easy walk to beach.

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Dreamy Haven, vacation rental in Jamaica
Dreamy Haven, vacation rental in Jamaica
Dreamy Haven, vacation rental in Jamaica

Dreamy Haven

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
More info
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Ocho Rios Retreat, vacation rental in Jamaica
Ocho Rios Retreat, vacation rental in Jamaica
Ocho Rios Retreat, vacation rental in Jamaica

Ocho Rios Retreat

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Villa Nirvana:  Your luxury home away from home., vacation rental in Jamaica
Villa Nirvana:  Your luxury home away from home., vacation rental in Jamaica
Villa Nirvana:  Your luxury home away from home., vacation rental in Jamaica

Villa Nirvana: Your luxury home away from home.

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Villa Serene, Jewel of Black River, vacation rental in Jamaica
Villa Serene, Jewel of Black River, vacation rental in Jamaica
Villa Serene, Jewel of Black River, vacation rental in Jamaica

Villa Serene, Jewel of Black River

Rental Home
4 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Whistling Villa-Most Affordable Private  Villa with pool In Runaway Bay Jamaica, vacation rental in Jamaica
Whistling Villa-Most Affordable Private  Villa with pool In Runaway Bay Jamaica, vacation rental in Jamaica
Whistling Villa-Most Affordable Private  Villa with pool In Runaway Bay Jamaica, vacation rental in Jamaica

Whistling Villa-Most Affordable Private Villa with pool In Runaway Bay Jamaica

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Paradise Found: Luxury Family Villa with Private Pool & Beach, vacation rental in Jamaica
Paradise Found: Luxury Family Villa with Private Pool & Beach, vacation rental in Jamaica
Paradise Found: Luxury Family Villa with Private Pool & Beach, vacation rental in Jamaica

Paradise Found: Luxury Family Villa with Private Pool & Beach

Rental Home
5 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps, All pools
More info
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Ocho Rios Villa at The Palms - Richmond, vacation rental in Jamaica
Ocho Rios Villa at The Palms - Richmond, vacation rental in Jamaica
Ocho Rios Villa at The Palms - Richmond, vacation rental in Jamaica

Ocho Rios Villa at The Palms - Richmond

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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RUSTIC CARIBBEAN HIDEAWAY IN PRISTINE COVE, vacation rental in Jamaica
RUSTIC CARIBBEAN HIDEAWAY IN PRISTINE COVE, vacation rental in Jamaica
RUSTIC CARIBBEAN HIDEAWAY IN PRISTINE COVE, vacation rental in Jamaica

RUSTIC CARIBBEAN HIDEAWAY IN PRISTINE COVE

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Beautiful Staffed Villa with Spectacular North Shore Ocean Views, vacation rental in Jamaica
Beautiful Staffed Villa with Spectacular North Shore Ocean Views, vacation rental in Jamaica
Beautiful Staffed Villa with Spectacular North Shore Ocean Views, vacation rental in Jamaica

Beautiful Staffed Villa with Spectacular North Shore Ocean Views

Rental Home
3 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Sol Mar Villa, vacation rental in Jamaica
Sol Mar Villa, vacation rental in Jamaica
Sol Mar Villa, vacation rental in Jamaica

Sol Mar Villa

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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JamRest Villas, vacation rental in Jamaica
JamRest Villas, vacation rental in Jamaica
JamRest Villas, vacation rental in Jamaica

JamRest Villas

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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SettleDown-3 B/R Ocean Front cottage at Chukka Cove Farm, vacation rental in Jamaica
SettleDown-3 B/R Ocean Front cottage at Chukka Cove Farm, vacation rental in Jamaica
SettleDown-3 B/R Ocean Front cottage at Chukka Cove Farm, vacation rental in Jamaica

SettleDown-3 B/R Ocean Front cottage at Chukka Cove Farm

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Chateau Gloria Luxury Villa, vacation rental in Jamaica
Chateau Gloria Luxury Villa, vacation rental in Jamaica
Chateau Gloria Luxury Villa, vacation rental in Jamaica

Chateau Gloria Luxury Villa

Rental Home
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, All pools
More info
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Retreat Drax Hall Country Club, vacation rental in Jamaica
Retreat Drax Hall Country Club, vacation rental in Jamaica
Retreat Drax Hall Country Club, vacation rental in Jamaica

Retreat Drax Hall Country Club

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Grande Haven Villa - Oracabessa, St Mary Jamaica , vacation rental in Jamaica
Grande Haven Villa - Oracabessa, St Mary Jamaica , vacation rental in Jamaica
Grande Haven Villa - Oracabessa, St Mary Jamaica , vacation rental in Jamaica

Grande Haven Villa - Oracabessa, St Mary Jamaica

Rental Home
4 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Alexanders 3 bedrooms Penthouse on the Beach, vacation rental in Jamaica
Alexanders 3 bedrooms Penthouse on the Beach, vacation rental in Jamaica
Alexanders 3 bedrooms Penthouse on the Beach, vacation rental in Jamaica

Alexanders 3 bedrooms Penthouse on the Beach

Rental Home
3 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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 Dream Villa with private pool, vacation rental in Jamaica
 Dream Villa with private pool, vacation rental in Jamaica
 Dream Villa with private pool, vacation rental in Jamaica

Dream Villa with private pool

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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North Coast Escape - Drax Hall, Ocho Rios, St. Ann, vacation rental in Jamaica
North Coast Escape - Drax Hall, Ocho Rios, St. Ann, vacation rental in Jamaica
North Coast Escape - Drax Hall, Ocho Rios, St. Ann, vacation rental in Jamaica

North Coast Escape - Drax Hall, Ocho Rios, St. Ann

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Island Treasure Villas, vacation rental in Jamaica
Island Treasure Villas, vacation rental in Jamaica
Island Treasure Villas, vacation rental in Jamaica

Island Treasure Villas

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Tranquility Villa with Private Beach, vacation rental in Jamaica
Tranquility Villa with Private Beach, vacation rental in Jamaica
Tranquility Villa with Private Beach, vacation rental in Jamaica

Tranquility Villa with Private Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Stunning Beachfront Escape w/ Panoramic Views, Private Beaches, Pool,  and A/C, vacation rental in Jamaica
Stunning Beachfront Escape w/ Panoramic Views, Private Beaches, Pool,  and A/C, vacation rental in Jamaica
Stunning Beachfront Escape w/ Panoramic Views, Private Beaches, Pool,  and A/C, vacation rental in Jamaica

Stunning Beachfront Escape w/ Panoramic Views, Private Beaches, Pool, and A/C

Rental Home
4 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Villa BiancaJel, 8 mins from Ocho Rios, a/c, pool, mountain view, vacation rental in Jamaica
Villa BiancaJel, 8 mins from Ocho Rios, a/c, pool, mountain view, vacation rental in Jamaica
Villa BiancaJel, 8 mins from Ocho Rios, a/c, pool, mountain view, vacation rental in Jamaica

Villa BiancaJel, 8 mins from Ocho Rios, a/c, pool, mountain view

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Celebrity Villa Jamaica, vacation rental in Jamaica
Celebrity Villa Jamaica, vacation rental in Jamaica
Celebrity Villa Jamaica, vacation rental in Jamaica

Celebrity Villa Jamaica

Rental Home
7 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps, All pools
More info
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Oceanview  Apt.13c, vacation rental in Jamaica
Oceanview  Apt.13c, vacation rental in Jamaica
Oceanview  Apt.13c, vacation rental in Jamaica

Oceanview Apt.13c

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Private Villa - 3-bedroom, vacation rental in Jamaica
Private Villa - 3-bedroom, vacation rental in Jamaica
Private Villa - 3-bedroom, vacation rental in Jamaica

Private Villa - 3-bedroom

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Butterfly House - Negril, Luxury Private Beach & Amazing Tropical Garden , vacation rental in Jamaica
Butterfly House - Negril, Luxury Private Beach & Amazing Tropical Garden , vacation rental in Jamaica
Butterfly House - Negril, Luxury Private Beach & Amazing Tropical Garden , vacation rental in Jamaica

Butterfly House - Negril, Luxury Private Beach & Amazing Tropical Garden

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Fern Court Apartment ll Oceanic View at Richmond , vacation rental in Jamaica
Fern Court Apartment ll Oceanic View at Richmond , vacation rental in Jamaica
Fern Court Apartment ll Oceanic View at Richmond , vacation rental in Jamaica

Fern Court Apartment ll Oceanic View at Richmond

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Pimento Oasis, Ocho Rios, St. Ann, Jamaica, vacation rental in Jamaica
Pimento Oasis, Ocho Rios, St. Ann, Jamaica, vacation rental in Jamaica
Pimento Oasis, Ocho Rios, St. Ann, Jamaica, vacation rental in Jamaica

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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The Caymanas Villa, vacation rental in Jamaica
The Caymanas Villa, vacation rental in Jamaica
The Caymanas Villa, vacation rental in Jamaica

The Caymanas Villa

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, All pools
More info
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The Biggest and Best on Jamaica's South Coast, vacation rental in Jamaica
The Biggest and Best on Jamaica's South Coast, vacation rental in Jamaica
The Biggest and Best on Jamaica's South Coast, vacation rental in Jamaica

The Biggest and Best on Jamaica's South Coast

Rental Home
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Jus' Beachy - Luxury Apartment in Beachfront Gated Community, vacation rental in Jamaica
Jus' Beachy - Luxury Apartment in Beachfront Gated Community, vacation rental in Jamaica
Jus' Beachy - Luxury Apartment in Beachfront Gated Community, vacation rental in Jamaica

Jus' Beachy - Luxury Apartment in Beachfront Gated Community

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Shakti Home-The villa you've been dreaming about, vacation rental in Jamaica
Shakti Home-The villa you've been dreaming about, vacation rental in Jamaica
Shakti Home-The villa you've been dreaming about, vacation rental in Jamaica

Shakti Home-The villa you've been dreaming about

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Paradise Plum - 5 Bedroom,  InfinityPool, Ocean views, full staff, Gated Estate, vacation rental in Jamaica
Paradise Plum - 5 Bedroom,  InfinityPool, Ocean views, full staff, Gated Estate, vacation rental in Jamaica
Paradise Plum - 5 Bedroom,  InfinityPool, Ocean views, full staff, Gated Estate, vacation rental in Jamaica

Paradise Plum - 5 Bedroom, InfinityPool, Ocean views, full staff, Gated Estate

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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The Avolan at Seacastle Luxury suite,Rose hall, vacation rental in Jamaica
The Avolan at Seacastle Luxury suite,Rose hall, vacation rental in Jamaica
The Avolan at Seacastle Luxury suite,Rose hall, vacation rental in Jamaica

The Avolan at Seacastle Luxury suite,Rose hall

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Topaz Villa, vacation rental in Jamaica
Topaz Villa, vacation rental in Jamaica
Topaz Villa, vacation rental in Jamaica

Topaz Villa

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Sea Palms ,Apt E-6, vacation rental in Jamaica
Sea Palms ,Apt E-6, vacation rental in Jamaica
Sea Palms ,Apt E-6, vacation rental in Jamaica

Sea Palms ,Apt E-6

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Out of the Blue Villa, vacation rental in Jamaica
Out of the Blue Villa, vacation rental in Jamaica
Out of the Blue Villa, vacation rental in Jamaica

Out of the Blue Villa

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Showing results 1-50 of 5,756