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Jamaica Smoking Friendly Vacation Rentals

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5 mi
883 rentals in Jamaica.
VILLA PATIENTLY WAITING - A DIAMOND LISTED RENTAL - A NORTH COAST JAMAICAN GEM, vacation rental in Jamaica
VILLA PATIENTLY WAITING - A DIAMOND LISTED RENTAL - A NORTH COAST JAMAICAN GEM, vacation rental in Jamaica
VILLA PATIENTLY WAITING - A DIAMOND LISTED RENTAL - A NORTH COAST JAMAICAN GEM, vacation rental in Jamaica

VILLA PATIENTLY WAITING - A DIAMOND LISTED RENTAL - A NORTH COAST JAMAICAN GEM

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Smoking allowed
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2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi, vacation rental in Jamaica
2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi, vacation rental in Jamaica
2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi, vacation rental in Jamaica

2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica, vacation rental in Jamaica
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica, vacation rental in Jamaica
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica, vacation rental in Jamaica

Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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5 BDR LUX BEACHFRONT VILLA INFINITY POOL XMAS SPECIAL 
CHEF BUTLER, vacation rental in Jamaica
5 BDR LUX BEACHFRONT VILLA INFINITY POOL XMAS SPECIAL 
CHEF BUTLER, vacation rental in Jamaica
5 BDR LUX BEACHFRONT VILLA INFINITY POOL XMAS SPECIAL 
CHEF BUTLER, vacation rental in Jamaica

5 BDR LUX BEACHFRONT VILLA INFINITY POOL XMAS SPECIAL CHEF BUTLER

Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, Smoking allowed
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Penthouse villa on the beach, chef services available- extra cost., vacation rental in Jamaica
Penthouse villa on the beach, chef services available- extra cost., vacation rental in Jamaica
Penthouse villa on the beach, chef services available- extra cost., vacation rental in Jamaica

Penthouse villa on the beach, chef services available- extra cost.

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Exquisite, recently renovated studio apartment, vacation rental in Jamaica
Exquisite, recently renovated studio apartment, vacation rental in Jamaica
Exquisite, recently renovated studio apartment, vacation rental in Jamaica

Exquisite, recently renovated studio apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Smoking allowed
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Ubuntu De La Villa, vacation rental in Jamaica
Ubuntu De La Villa, vacation rental in Jamaica
Ubuntu De La Villa, vacation rental in Jamaica

Ubuntu De La Villa

Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Luxurious 7-13 Bedroom Private Boutique Resort 
Guard Gated Beach Community, vacation rental in Jamaica
Luxurious 7-13 Bedroom Private Boutique Resort 
Guard Gated Beach Community, vacation rental in Jamaica
Luxurious 7-13 Bedroom Private Boutique Resort 
Guard Gated Beach Community, vacation rental in Jamaica

Luxurious 7-13 Bedroom Private Boutique Resort Guard Gated Beach Community

Rental Home
13 bedrooms
12 bathrooms
Sleeps 32
Match: Sleeps, Smoking allowed
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Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa., vacation rental in Jamaica
Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa., vacation rental in Jamaica
Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa., vacation rental in Jamaica

Luxe Grand Villa: New, Ultra Modern Luxury 6 Bedroom private beach villa.

Rental Home
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, Smoking allowed
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LUXURY MODERN VILLA 180 VIEWS POOL, FREE BEACH/GOLF FIVE STAR RESORT MEMBERSHIP, vacation rental in Jamaica
LUXURY MODERN VILLA 180 VIEWS POOL, FREE BEACH/GOLF FIVE STAR RESORT MEMBERSHIP, vacation rental in Jamaica
LUXURY MODERN VILLA 180 VIEWS POOL, FREE BEACH/GOLF FIVE STAR RESORT MEMBERSHIP, vacation rental in Jamaica

LUXURY MODERN VILLA 180 VIEWS POOL, FREE BEACH/GOLF FIVE STAR RESORT MEMBERSHIP

Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps, Smoking allowed
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Island Breeze Villa 1 night free after 7 nights within 2024 - 2026, vacation rental in Jamaica
Island Breeze Villa 1 night free after 7 nights within 2024 - 2026, vacation rental in Jamaica
Island Breeze Villa 1 night free after 7 nights within 2024 - 2026, vacation rental in Jamaica

Island Breeze Villa 1 night free after 7 nights within 2024 - 2026

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Villa Maria montego  Bay, vacation rental in Jamaica
Villa Maria montego  Bay, vacation rental in Jamaica
Villa Maria montego  Bay, vacation rental in Jamaica

Villa Maria montego Bay

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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A luxurious beachfront villa with private beach on a calm lagoon. Montego Bay JA, vacation rental in Jamaica
A luxurious beachfront villa with private beach on a calm lagoon. Montego Bay JA, vacation rental in Jamaica
A luxurious beachfront villa with private beach on a calm lagoon. Montego Bay JA, vacation rental in Jamaica

A luxurious beachfront villa with private beach on a calm lagoon. Montego Bay JA

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Newly Furnished  1 Bedroom in Montego Bay, vacation rental in Jamaica
Newly Furnished  1 Bedroom in Montego Bay, vacation rental in Jamaica
Newly Furnished  1 Bedroom in Montego Bay, vacation rental in Jamaica

Newly Furnished 1 Bedroom in Montego Bay

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Smoking allowed
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Sweet Escape ~the villa "Your Island Utopia" The Sweetest Escape, vacation rental in Jamaica
Sweet Escape ~the villa "Your Island Utopia" The Sweetest Escape, vacation rental in Jamaica
Sweet Escape ~the villa "Your Island Utopia" The Sweetest Escape, vacation rental in Jamaica

Sweet Escape ~the villa "Your Island Utopia" The Sweetest Escape

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Smoking allowed
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The Recess Stays – 2 Rooms 3 Beds, 2 Baths w/ Grill, vacation rental in Jamaica
The Recess Stays – 2 Rooms 3 Beds, 2 Baths w/ Grill, vacation rental in Jamaica
The Recess Stays – 2 Rooms 3 Beds, 2 Baths w/ Grill, vacation rental in Jamaica

The Recess Stays – 2 Rooms 3 Beds, 2 Baths w/ Grill

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Smoking allowed
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VILLA PATIENTLY WAITING IS A STUNNING NORTH COAST JAMAICAN GEM A DIAMOND RENTAL, vacation rental in Jamaica
VILLA PATIENTLY WAITING IS A STUNNING NORTH COAST JAMAICAN GEM A DIAMOND RENTAL, vacation rental in Jamaica
VILLA PATIENTLY WAITING IS A STUNNING NORTH COAST JAMAICAN GEM A DIAMOND RENTAL, vacation rental in Jamaica

VILLA PATIENTLY WAITING IS A STUNNING NORTH COAST JAMAICAN GEM A DIAMOND RENTAL

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Smoking allowed
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Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid., vacation rental in Jamaica
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid., vacation rental in Jamaica
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid., vacation rental in Jamaica

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

Rental Home
3 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps, Smoking allowed
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Spacious contemporary, relaxing apartment only 5 minutes walk to fabulous beach, vacation rental in Jamaica
Spacious contemporary, relaxing apartment only 5 minutes walk to fabulous beach, vacation rental in Jamaica
Spacious contemporary, relaxing apartment only 5 minutes walk to fabulous beach, vacation rental in Jamaica

Spacious contemporary, relaxing apartment only 5 minutes walk to fabulous beach

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, Smoking allowed
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Hospitality Expert NSF: Private Pool, Beach, Chef, vacation rental in Jamaica
Hospitality Expert NSF: Private Pool, Beach, Chef, vacation rental in Jamaica
Hospitality Expert NSF: Private Pool, Beach, Chef, vacation rental in Jamaica

Hospitality Expert NSF: Private Pool, Beach, Chef

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Oceanfront Villa , Chef, Private Pool, Tourvan!!, vacation rental in Jamaica
Oceanfront Villa , Chef, Private Pool, Tourvan!!, vacation rental in Jamaica
Oceanfront Villa , Chef, Private Pool, Tourvan!!, vacation rental in Jamaica

Oceanfront Villa , Chef, Private Pool, Tourvan!!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Smoking allowed
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Vacation Rental Near Doctors Cave Beach along the Hip Strip Montego Bay Jamaica, vacation rental in Jamaica
Vacation Rental Near Doctors Cave Beach along the Hip Strip Montego Bay Jamaica, vacation rental in Jamaica
Vacation Rental Near Doctors Cave Beach along the Hip Strip Montego Bay Jamaica, vacation rental in Jamaica

Vacation Rental Near Doctors Cave Beach along the Hip Strip Montego Bay Jamaica

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Villa de la Sable located on the edge of the sea with spectacular views, vacation rental in Jamaica
Villa de la Sable located on the edge of the sea with spectacular views, vacation rental in Jamaica
Villa de la Sable located on the edge of the sea with spectacular views, vacation rental in Jamaica

Villa de la Sable located on the edge of the sea with spectacular views

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Smoking allowed
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Gorgeous, Private and Secure Country Club Home #1 - "The Nyssa", vacation rental in Jamaica
Gorgeous, Private and Secure Country Club Home #1 - "The Nyssa", vacation rental in Jamaica
Gorgeous, Private and Secure Country Club Home #1 - "The Nyssa", vacation rental in Jamaica

Gorgeous, Private and Secure Country Club Home #1 - "The Nyssa"

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Magical Romantic Getaway For 2, Lovers Paradise On Private White Sand Beach Cove, vacation rental in Jamaica
Magical Romantic Getaway For 2, Lovers Paradise On Private White Sand Beach Cove, vacation rental in Jamaica
Magical Romantic Getaway For 2, Lovers Paradise On Private White Sand Beach Cove, vacation rental in Jamaica

Magical Romantic Getaway For 2, Lovers Paradise On Private White Sand Beach Cove

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Smoking allowed
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Teejay's rustic retreat, vacation rental in Jamaica
Teejay's rustic retreat, vacation rental in Jamaica
Teejay's rustic retreat, vacation rental in Jamaica

Teejay's rustic retreat

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Smoking allowed
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Hospitality Expert NCB3: Pool, Beach, Shops & Chef, vacation rental in Jamaica
Hospitality Expert NCB3: Pool, Beach, Shops & Chef, vacation rental in Jamaica
Hospitality Expert NCB3: Pool, Beach, Shops & Chef, vacation rental in Jamaica

Hospitality Expert NCB3: Pool, Beach, Shops & Chef

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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3rd Floor Breezy Studio, footsteps from the beach., vacation rental in Jamaica
3rd Floor Breezy Studio, footsteps from the beach., vacation rental in Jamaica
3rd Floor Breezy Studio, footsteps from the beach., vacation rental in Jamaica

3rd Floor Breezy Studio, footsteps from the beach.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Smoking allowed
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Beachfront villa w/ private Pool, Seaside garden w/ Pickleball court-Blue, vacation rental in Jamaica
Beachfront villa w/ private Pool, Seaside garden w/ Pickleball court-Blue, vacation rental in Jamaica
Beachfront villa w/ private Pool, Seaside garden w/ Pickleball court-Blue, vacation rental in Jamaica

Beachfront villa w/ private Pool, Seaside garden w/ Pickleball court-Blue

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Panoramic views with room to roam in a relaxing environment., vacation rental in Jamaica
Panoramic views with room to roam in a relaxing environment., vacation rental in Jamaica
Panoramic views with room to roam in a relaxing environment., vacation rental in Jamaica

Panoramic views with room to roam in a relaxing environment.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Smoking allowed
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Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea, vacation rental in Jamaica
Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea, vacation rental in Jamaica
Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea, vacation rental in Jamaica

Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Private Villa! 3BD-3BA! Pool -AC, vacation rental in Jamaica
Private Villa! 3BD-3BA! Pool -AC, vacation rental in Jamaica
Private Villa! 3BD-3BA! Pool -AC, vacation rental in Jamaica

Private Villa! 3BD-3BA! Pool -AC

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Smoking allowed
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Annex Grand View  situated in the lush green hill of Three Hills near Ocho Rios, vacation rental in Jamaica
Annex Grand View  situated in the lush green hill of Three Hills near Ocho Rios, vacation rental in Jamaica
Annex Grand View  situated in the lush green hill of Three Hills near Ocho Rios, vacation rental in Jamaica

Annex Grand View situated in the lush green hill of Three Hills near Ocho Rios

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Smoking allowed
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Unforgettable Beach-House: A Rare Private Escape, vacation rental in Jamaica
Unforgettable Beach-House: A Rare Private Escape, vacation rental in Jamaica
Unforgettable Beach-House: A Rare Private Escape, vacation rental in Jamaica

Unforgettable Beach-House: A Rare Private Escape

Rental Home
4 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps, Smoking allowed
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VIVIENNE'S Guest House #A4   King size bed private balcony, vacation rental in Jamaica
VIVIENNE'S Guest House #A4   King size bed private balcony, vacation rental in Jamaica
VIVIENNE'S Guest House #A4   King size bed private balcony, vacation rental in Jamaica

VIVIENNE'S Guest House #A4 King size bed private balcony

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Smoking allowed
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Serene Flat, 1 bedroom apt -  additional rooms for a 2 or 3-bedroom available, vacation rental in Jamaica
Serene Flat, 1 bedroom apt -  additional rooms for a 2 or 3-bedroom available, vacation rental in Jamaica
Serene Flat, 1 bedroom apt -  additional rooms for a 2 or 3-bedroom available, vacation rental in Jamaica

Serene Flat, 1 bedroom apt - additional rooms for a 2 or 3-bedroom available

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Smoking allowed
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'Sunset Vista' - Negril Seafront Townhouse - W/Solar Power, vacation rental in Jamaica
'Sunset Vista' - Negril Seafront Townhouse - W/Solar Power, vacation rental in Jamaica
'Sunset Vista' - Negril Seafront Townhouse - W/Solar Power, vacation rental in Jamaica

'Sunset Vista' - Negril Seafront Townhouse - W/Solar Power

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Vivienne's Guest House #A5   2Bed+ AC+Hot Water+TV+Free Wifi, vacation rental in Jamaica
Vivienne's Guest House #A5   2Bed+ AC+Hot Water+TV+Free Wifi, vacation rental in Jamaica
Vivienne's Guest House #A5   2Bed+ AC+Hot Water+TV+Free Wifi, vacation rental in Jamaica

Vivienne's Guest House #A5 2Bed+ AC+Hot Water+TV+Free Wifi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, Smoking allowed
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Entire Luxury Apartment with contemporary decor, vacation rental in Jamaica
Entire Luxury Apartment with contemporary decor, vacation rental in Jamaica
Entire Luxury Apartment with contemporary decor, vacation rental in Jamaica

Entire Luxury Apartment with contemporary decor

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Smoking allowed
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Luxurious Rooms And Crisp, Virgin Mountain Air Awaits....Chef on Call, vacation rental in Jamaica
Luxurious Rooms And Crisp, Virgin Mountain Air Awaits....Chef on Call, vacation rental in Jamaica
Luxurious Rooms And Crisp, Virgin Mountain Air Awaits....Chef on Call, vacation rental in Jamaica

Luxurious Rooms And Crisp, Virgin Mountain Air Awaits....Chef on Call

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Culture guest house and inn, vacation rental in Jamaica
Culture guest house and inn, vacation rental in Jamaica
Culture guest house and inn, vacation rental in Jamaica

Culture guest house and inn

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps, Smoking allowed
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Bungalow on the Terrace Coral GardensMontego Bay, vacation rental in Jamaica
Bungalow on the Terrace Coral GardensMontego Bay, vacation rental in Jamaica
Bungalow on the Terrace Coral GardensMontego Bay, vacation rental in Jamaica

Bungalow on the Terrace Coral GardensMontego Bay

Rental Home
5 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps, Smoking allowed
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Beautiful Tallyman Condo ~ Montego Bay, vacation rental in Jamaica
Beautiful Tallyman Condo ~ Montego Bay, vacation rental in Jamaica
Beautiful Tallyman Condo ~ Montego Bay, vacation rental in Jamaica

Beautiful Tallyman Condo ~ Montego Bay

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Smoking allowed
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Beautiful Villa offering Spectacular Vistas of the Caribbean Sea, vacation rental in Jamaica
Beautiful Villa offering Spectacular Vistas of the Caribbean Sea, vacation rental in Jamaica
Beautiful Villa offering Spectacular Vistas of the Caribbean Sea, vacation rental in Jamaica

Beautiful Villa offering Spectacular Vistas of the Caribbean Sea

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Smoking allowed
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House of Amour is a stunning self catered 3 bed 2 bath fully ac villa, vacation rental in Jamaica
House of Amour is a stunning self catered 3 bed 2 bath fully ac villa, vacation rental in Jamaica
House of Amour is a stunning self catered 3 bed 2 bath fully ac villa, vacation rental in Jamaica

House of Amour is a stunning self catered 3 bed 2 bath fully ac villa

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Beautiful Villa in Ocho Rios, vacation rental in Jamaica
Beautiful Villa in Ocho Rios, vacation rental in Jamaica
Beautiful Villa in Ocho Rios, vacation rental in Jamaica

Beautiful Villa in Ocho Rios

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Relaxing fun in the sun. Enjoy a little piece of the jamaican jewel in security, vacation rental in Jamaica
Relaxing fun in the sun. Enjoy a little piece of the jamaican jewel in security, vacation rental in Jamaica
Relaxing fun in the sun. Enjoy a little piece of the jamaican jewel in security, vacation rental in Jamaica

Relaxing fun in the sun. Enjoy a little piece of the jamaican jewel in security

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Smoking allowed
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Zero minutes to the most prestigous cove in the area, vacation rental in Jamaica
Zero minutes to the most prestigous cove in the area, vacation rental in Jamaica
Zero minutes to the most prestigous cove in the area, vacation rental in Jamaica

Zero minutes to the most prestigous cove in the area

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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***YOUR HOME AWAY FROM HOME!!***, vacation rental in Jamaica
***YOUR HOME AWAY FROM HOME!!***, vacation rental in Jamaica
***YOUR HOME AWAY FROM HOME!!***, vacation rental in Jamaica

***YOUR HOME AWAY FROM HOME!!***

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Smoking allowed
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Tashari-dae Inn home away from home, vacation rental in Jamaica
Tashari-dae Inn home away from home, vacation rental in Jamaica
Tashari-dae Inn home away from home, vacation rental in Jamaica

Tashari-dae Inn home away from home

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Smoking allowed
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