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Montego Bay Rentals with Pools

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

1 mi
195 rentals in Montego Bay.
Nautical Homes Miramar, vacation rental in Montego Bay
Nautical Homes Miramar, vacation rental in Montego Bay
Nautical Homes Miramar, vacation rental in Montego Bay

Nautical Homes Miramar

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Ocean Front Montego Bay Club Apartments, vacation rental in Montego Bay
Ocean Front Montego Bay Club Apartments, vacation rental in Montego Bay
Ocean Front Montego Bay Club Apartments, vacation rental in Montego Bay

Ocean Front Montego Bay Club Apartments

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Silent Waters Villa - Private Luxury Villa, vacation rental in Montego Bay
Silent Waters Villa - Private Luxury Villa, vacation rental in Montego Bay
Silent Waters Villa - Private Luxury Villa, vacation rental in Montego Bay

Silent Waters Villa - Private Luxury Villa

Rental Home
10 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps, All pools
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Bogue Villa, vacation rental in Montego Bay
Bogue Villa, vacation rental in Montego Bay
Bogue Villa, vacation rental in Montego Bay

Bogue Villa

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Serendipity  Jamaica - You won't want to leave!, vacation rental in Montego Bay
Serendipity  Jamaica - You won't want to leave!, vacation rental in Montego Bay
Serendipity  Jamaica - You won't want to leave!, vacation rental in Montego Bay

Serendipity Jamaica - You won't want to leave!

Rental Home
6 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Jamaica Villa Nutmeg, Montego Bay, Jamaica, vacation rental in Montego Bay
Jamaica Villa Nutmeg, Montego Bay, Jamaica, vacation rental in Montego Bay
Jamaica Villa Nutmeg, Montego Bay, Jamaica, vacation rental in Montego Bay

Jamaica Villa Nutmeg, Montego Bay, Jamaica

Rental Home
6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps, All pools
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Seaview Chateau, vacation rental in Montego Bay
Seaview Chateau, vacation rental in Montego Bay
Seaview Chateau, vacation rental in Montego Bay

Seaview Chateau

Rental Home
9 bedrooms
9 bathrooms
Sleeps 18
Match: Sleeps, All pools
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Seawind Studio - Montego Freeport, vacation rental in Montego Bay
Seawind Studio - Montego Freeport, vacation rental in Montego Bay
Seawind Studio - Montego Freeport, vacation rental in Montego Bay

Seawind Studio - Montego Freeport

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Celebrity Villa Jamaica, vacation rental in Montego Bay
Celebrity Villa Jamaica, vacation rental in Montego Bay
Celebrity Villa Jamaica, vacation rental in Montego Bay

Celebrity Villa Jamaica

Rental Home
7 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps, All pools
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Jetsetters Vacation  Apartment At Montego Bay Club, vacation rental in Montego Bay
Jetsetters Vacation  Apartment At Montego Bay Club, vacation rental in Montego Bay
Jetsetters Vacation  Apartment At Montego Bay Club, vacation rental in Montego Bay

Jetsetters Vacation Apartment At Montego Bay Club

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps, All pools
More info
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Village Maria~ A true Jamaican villa experience Beachfront, vacation rental in Montego Bay
Village Maria~ A true Jamaican villa experience Beachfront, vacation rental in Montego Bay
Village Maria~ A true Jamaican villa experience Beachfront, vacation rental in Montego Bay

Village Maria~ A true Jamaican villa experience Beachfront

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Bruce Seacastles Vacation Penthouse , vacation rental in Montego Bay
Bruce Seacastles Vacation Penthouse , vacation rental in Montego Bay
Bruce Seacastles Vacation Penthouse , vacation rental in Montego Bay

Bruce Seacastles Vacation Penthouse

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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2 bed/ 2.5 bath Ocean Front Condo Montego Bay Club, vacation rental in Montego Bay
2 bed/ 2.5 bath Ocean Front Condo Montego Bay Club, vacation rental in Montego Bay
2 bed/ 2.5 bath Ocean Front Condo Montego Bay Club, vacation rental in Montego Bay

2 bed/ 2.5 bath Ocean Front Condo Montego Bay Club

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Sea View Heights Villa Montego Bay, vacation rental in Montego Bay
Sea View Heights Villa Montego Bay, vacation rental in Montego Bay
Sea View Heights Villa Montego Bay, vacation rental in Montego Bay

Sea View Heights Villa Montego Bay

Rental Home
16 bedrooms
16 bathrooms
Sleeps 36
Match: Sleeps, All pools
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Impressive Studio With Captivating Ocean View Overlooking Doctors Cave Beach, vacation rental in Montego Bay
Impressive Studio With Captivating Ocean View Overlooking Doctors Cave Beach, vacation rental in Montego Bay
Impressive Studio With Captivating Ocean View Overlooking Doctors Cave Beach, vacation rental in Montego Bay

Impressive Studio With Captivating Ocean View Overlooking Doctors Cave Beach

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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5 Bedroom Luxury and Affordable Villa on 9 acres, vacation rental in Montego Bay
5 Bedroom Luxury and Affordable Villa on 9 acres, vacation rental in Montego Bay
5 Bedroom Luxury and Affordable Villa on 9 acres, vacation rental in Montego Bay

5 Bedroom Luxury and Affordable Villa on 9 acres

Rental Home
5 bedrooms
6 bathrooms
Sleeps 11
Match: Sleeps, All pools
More info
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2 Bedrooms 2 Bath New Luxury Ocean Front Condo , vacation rental in Montego Bay
2 Bedrooms 2 Bath New Luxury Ocean Front Condo , vacation rental in Montego Bay
2 Bedrooms 2 Bath New Luxury Ocean Front Condo , vacation rental in Montego Bay

2 Bedrooms 2 Bath New Luxury Ocean Front Condo

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Anna's Joye - Seawind, Montego Bay, vacation rental in Montego Bay
Anna's Joye - Seawind, Montego Bay, vacation rental in Montego Bay
Anna's Joye - Seawind, Montego Bay, vacation rental in Montego Bay

Anna's Joye - Seawind, Montego Bay

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, All pools
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Caribbean Jewel - Spring Farm, Montego Bay 4 Bdrms, vacation rental in Montego Bay
Caribbean Jewel - Spring Farm, Montego Bay 4 Bdrms, vacation rental in Montego Bay
Caribbean Jewel - Spring Farm, Montego Bay 4 Bdrms, vacation rental in Montego Bay

Caribbean Jewel - Spring Farm, Montego Bay 4 Bdrms

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

Jus' Beachy - Luxury Apartment in Beachfront Gated Community

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Luxurious 1 BdRm Ocean Front Condo in Montego Bay, vacation rental in Montego Bay
Luxurious 1 BdRm Ocean Front Condo in Montego Bay, vacation rental in Montego Bay
Luxurious 1 BdRm Ocean Front Condo in Montego Bay, vacation rental in Montego Bay

Luxurious 1 BdRm Ocean Front Condo in Montego Bay

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
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Paradise Plum - 4BD,Pool, Ocean views, full staff, vacation rental in Montego Bay
Paradise Plum - 4BD,Pool, Ocean views, full staff, vacation rental in Montego Bay
Paradise Plum - 4BD,Pool, Ocean views, full staff, vacation rental in Montego Bay

Paradise Plum - 4BD,Pool, Ocean views, full staff

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Blue Heaven - 3 Bedroom in Montego Bay - Book Now, vacation rental in Montego Bay
Blue Heaven - 3 Bedroom in Montego Bay - Book Now, vacation rental in Montego Bay
Blue Heaven - 3 Bedroom in Montego Bay - Book Now, vacation rental in Montego Bay

Blue Heaven - 3 Bedroom in Montego Bay - Book Now

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Ocean Front Modern Studio Hip Strip Beach Mobay, vacation rental in Montego Bay
Ocean Front Modern Studio Hip Strip Beach Mobay, vacation rental in Montego Bay
Ocean Front Modern Studio Hip Strip Beach Mobay, vacation rental in Montego Bay

Ocean Front Modern Studio Hip Strip Beach Mobay

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Gorgeous Oceanview Condo Montego Bay Jamaica , vacation rental in Montego Bay
Gorgeous Oceanview Condo Montego Bay Jamaica , vacation rental in Montego Bay
Gorgeous Oceanview Condo Montego Bay Jamaica , vacation rental in Montego Bay

Gorgeous Oceanview Condo Montego Bay Jamaica

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Ocean Front Modern Luxury Condo Montego Bay Club, vacation rental in Montego Bay
Ocean Front Modern Luxury Condo Montego Bay Club, vacation rental in Montego Bay
Ocean Front Modern Luxury Condo Montego Bay Club, vacation rental in Montego Bay

Ocean Front Modern Luxury Condo Montego Bay Club

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Sea Glass Villa, vacation rental in Montego Bay
Sea Glass Villa, vacation rental in Montego Bay
Sea Glass Villa, vacation rental in Montego Bay

Sea Glass Villa

Rental Home
6 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Datura Villa

Rental Home
5 bedrooms
15 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Star Apple House, lovely private Villa, Montego Bay, Jamaica, vacation rental in Montego Bay
Star Apple House, lovely private Villa, Montego Bay, Jamaica, vacation rental in Montego Bay
Star Apple House, lovely private Villa, Montego Bay, Jamaica, vacation rental in Montego Bay

Star Apple House, lovely private Villa, Montego Bay, Jamaica

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Holiday House & Hill Top Villa Montego   , vacation rental in Montego Bay
Holiday House & Hill Top Villa Montego   , vacation rental in Montego Bay
Holiday House & Hill Top Villa Montego   , vacation rental in Montego Bay

Holiday House & Hill Top Villa Montego

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Beryl’s at Seawind on the Bay - Freeport, Montego Bay, vacation rental in Montego Bay
Beryl’s at Seawind on the Bay - Freeport, Montego Bay, vacation rental in Montego Bay
Beryl’s at Seawind on the Bay - Freeport, Montego Bay, vacation rental in Montego Bay

Beryl’s at Seawind on the Bay - Freeport, Montego Bay

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps, All pools
More info
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Cozy Montego Bay Studio Apartment Jamaica, vacation rental in Montego Bay
Cozy Montego Bay Studio Apartment Jamaica, vacation rental in Montego Bay
Cozy Montego Bay Studio Apartment Jamaica, vacation rental in Montego Bay

Cozy Montego Bay Studio Apartment Jamaica

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Mobay Club Studio Hip Strip, Beach Pool Nightlife, vacation rental in Montego Bay
Mobay Club Studio Hip Strip, Beach Pool Nightlife, vacation rental in Montego Bay
Mobay Club Studio Hip Strip, Beach Pool Nightlife, vacation rental in Montego Bay

Mobay Club Studio Hip Strip, Beach Pool Nightlife

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
More info
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Enchanted Villas  For the holiday of a life Time (Sleeps 18), vacation rental in Montego Bay
Enchanted Villas  For the holiday of a life Time (Sleeps 18), vacation rental in Montego Bay
Enchanted Villas  For the holiday of a life Time (Sleeps 18), vacation rental in Montego Bay

Enchanted Villas For the holiday of a life Time (Sleeps 18)

Rental Home
10 bedrooms
9 bathrooms
Sleeps 18
Match: Sleeps, All pools
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Beautiful Luxury 1 BDRM Condo, vacation rental in Montego Bay
Beautiful Luxury 1 BDRM Condo, vacation rental in Montego Bay
Beautiful Luxury 1 BDRM Condo, vacation rental in Montego Bay

Beautiful Luxury 1 BDRM Condo

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, All pools
More info
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Pleasant View Villa, vacation rental in Montego Bay
Pleasant View Villa, vacation rental in Montego Bay
Pleasant View Villa, vacation rental in Montego Bay

Pleasant View Villa

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 Montego Bay
Chateau Gloria Luxury Villa, vacation rental in Montego Bay
Chateau Gloria Luxury Villa, vacation rental in Montego Bay

Chateau Gloria Luxury Villa

Rental Home
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Beautiful ocean views, Montego Bay Studio near Doctors Cave Beach and Hip Strip, vacation rental in Montego Bay
Beautiful ocean views, Montego Bay Studio near Doctors Cave Beach and Hip Strip, vacation rental in Montego Bay
Beautiful ocean views, Montego Bay Studio near Doctors Cave Beach and Hip Strip, vacation rental in Montego Bay

Beautiful ocean views, Montego Bay Studio near Doctors Cave Beach and Hip Strip

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
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Hospitality Expert NSF: Private Pool, Beach, Chef, vacation rental in Montego Bay
Hospitality Expert NSF: Private Pool, Beach, Chef, vacation rental in Montego Bay
Hospitality Expert NSF: Private Pool, Beach, Chef, vacation rental in Montego Bay

Hospitality Expert NSF: Private Pool, Beach, Chef

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Villa-Tianna, vacation rental in Montego Bay
Villa-Tianna, vacation rental in Montego Bay
Villa-Tianna, vacation rental in Montego Bay

Villa-Tianna

Rental Home
13 bedrooms
16 bathrooms
Sleeps 26
Match: Sleeps, All pools
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Blue Heaven Villa, vacation rental in Montego Bay
Blue Heaven Villa, vacation rental in Montego Bay
Blue Heaven Villa, vacation rental in Montego Bay

Blue Heaven Villa

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, All pools
More info
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Villa Sweet Villa, Montego Bay - 9 Spacious Bedrooms with Chef, vacation rental in Montego Bay
Villa Sweet Villa, Montego Bay - 9 Spacious Bedrooms with Chef, vacation rental in Montego Bay
Villa Sweet Villa, Montego Bay - 9 Spacious Bedrooms with Chef, vacation rental in Montego Bay

Villa Sweet Villa, Montego Bay - 9 Spacious Bedrooms with Chef

Rental Home
9 bedrooms
10 bathrooms
Sleeps 21
Match: Sleeps, All pools
More info
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Beautiful Exotic Tropical Paradise - Townhouse in, vacation rental in Montego Bay
Beautiful Exotic Tropical Paradise - Townhouse in, vacation rental in Montego Bay
Beautiful Exotic Tropical Paradise - Townhouse in, vacation rental in Montego Bay

Beautiful Exotic Tropical Paradise - Townhouse in

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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The Palms of Mobay (Montego Bay), vacation rental in Montego Bay
The Palms of Mobay (Montego Bay), vacation rental in Montego Bay
The Palms of Mobay (Montego Bay), vacation rental in Montego Bay

The Palms of Mobay (Montego Bay)

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Greatview - Spring Farm, Montego Bay 6 Bdrms-ask about our 4, 5, 7, 8 bdrm rate, vacation rental in Montego Bay
Greatview - Spring Farm, Montego Bay 6 Bdrms-ask about our 4, 5, 7, 8 bdrm rate, vacation rental in Montego Bay
Greatview - Spring Farm, Montego Bay 6 Bdrms-ask about our 4, 5, 7, 8 bdrm rate, vacation rental in Montego Bay

Greatview - Spring Farm, Montego Bay 6 Bdrms-ask about our 4, 5, 7, 8 bdrm rate

Rental Home
6 bedrooms
10 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Windfall Villas... FREE TRANSPORTATION !, vacation rental in Montego Bay
Windfall Villas... FREE TRANSPORTATION !, vacation rental in Montego Bay
Windfall Villas... FREE TRANSPORTATION !, vacation rental in Montego Bay

Windfall Villas... FREE TRANSPORTATION !

Rental Home
3 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps, All pools
More info
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Ocean Front 2 Bed/2.5 Bath Suite Hip Strip Beach, vacation rental in Montego Bay
Ocean Front 2 Bed/2.5 Bath Suite Hip Strip Beach, vacation rental in Montego Bay
Ocean Front 2 Bed/2.5 Bath Suite Hip Strip Beach, vacation rental in Montego Bay

Ocean Front 2 Bed/2.5 Bath Suite Hip Strip Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Bombay at Mango walk country club , vacation rental in Montego Bay
Bombay at Mango walk country club , vacation rental in Montego Bay
Bombay at Mango walk country club , vacation rental in Montego Bay

Bombay at Mango walk country club

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
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Mahogany House • 3/4BR Villa • Grand spaces • Amazing views • *Cook • RoseHall •, vacation rental in Montego Bay
Mahogany House • 3/4BR Villa • Grand spaces • Amazing views • *Cook • RoseHall •, vacation rental in Montego Bay
Mahogany House • 3/4BR Villa • Grand spaces • Amazing views • *Cook • RoseHall •, vacation rental in Montego Bay

Mahogany House • 3/4BR Villa • Grand spaces • Amazing views • *Cook • RoseHall •

Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, All pools
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*PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 5 Bed Fully Staffed OceanFront Villa, vacation rental in Montego Bay
*PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 5 Bed Fully Staffed OceanFront Villa, vacation rental in Montego Bay
*PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 5 Bed Fully Staffed OceanFront Villa, vacation rental in Montego Bay

*PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 5 Bed Fully Staffed OceanFront Villa

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Showing results 1-50 of 195