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Montego Bay Luxury Rentals

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1 mi
943 rentals in Montego Bay.
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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
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Tennsville, vacation rental in Montego Bay
Tennsville, vacation rental in Montego Bay
Tennsville, vacation rental in Montego Bay

Tennsville

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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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
More info
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Beautiful Beachfront Villa, Private Pool, Tennis, Full Staff, Gated Community, vacation rental in Montego Bay
Beautiful Beachfront Villa, Private Pool, Tennis, Full Staff, Gated Community, vacation rental in Montego Bay
Beautiful Beachfront Villa, Private Pool, Tennis, Full Staff, Gated Community, vacation rental in Montego Bay

Beautiful Beachfront Villa, Private Pool, Tennis, Full Staff, Gated Community

Rental Home
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Beach Front Villa W/Pool, in Gated Community W/Tennis/Gym, vacation rental in Montego Bay
Beach Front Villa W/Pool, in Gated Community W/Tennis/Gym, vacation rental in Montego Bay
Beach Front Villa W/Pool, in Gated Community W/Tennis/Gym, vacation rental in Montego Bay

Beach Front Villa W/Pool, in Gated Community W/Tennis/Gym

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Beachfront Villa in a Gated Community, Private Pool/Bar, Fully Staffed, vacation rental in Montego Bay
Beautiful Beachfront Villa in a Gated Community, Private Pool/Bar, Fully Staffed, vacation rental in Montego Bay
Beautiful Beachfront Villa in a Gated Community, Private Pool/Bar, Fully Staffed, vacation rental in Montego Bay

Beautiful Beachfront Villa in a Gated Community, Private Pool/Bar, Fully Staffed

Rental Home
4 bedrooms
5 bathrooms
Sleeps 4
Match: Sleeps
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LUXURY MODERN 5 BDR BEACHFRONT VILLA INFINITY POOL STUNNING VIEWS CHEF BUTLER, vacation rental in Montego Bay
LUXURY MODERN 5 BDR BEACHFRONT VILLA INFINITY POOL STUNNING VIEWS CHEF BUTLER, vacation rental in Montego Bay
LUXURY MODERN 5 BDR BEACHFRONT VILLA INFINITY POOL STUNNING VIEWS CHEF BUTLER, vacation rental in Montego Bay

LUXURY MODERN 5 BDR BEACHFRONT VILLA INFINITY POOL STUNNING VIEWS CHEF BUTLER

Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Luxury Oceanfront Property Montego Bay Property, vacation rental in Montego Bay
Beautiful Luxury Oceanfront Property Montego Bay Property, vacation rental in Montego Bay
Beautiful Luxury Oceanfront Property Montego Bay Property, vacation rental in Montego Bay

Beautiful Luxury Oceanfront Property Montego Bay Property

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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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
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Beachfront Luxury - Butler Service - Chef - Driver - Modern Dreamtime 7, vacation rental in Montego Bay
Beachfront Luxury - Butler Service - Chef - Driver - Modern Dreamtime 7, vacation rental in Montego Bay
Beachfront Luxury - Butler Service - Chef - Driver - Modern Dreamtime 7, vacation rental in Montego Bay

Beachfront Luxury - Butler Service - Chef - Driver - Modern Dreamtime 7

Rental Home
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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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
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Beach, Butler, Chef, Driver, Modern 6 BR Dreamtime, vacation rental in Montego Bay
Beach, Butler, Chef, Driver, Modern 6 BR Dreamtime, vacation rental in Montego Bay
Beach, Butler, Chef, Driver, Modern 6 BR Dreamtime, vacation rental in Montego Bay

Beach, Butler, Chef, Driver, Modern 6 BR Dreamtime

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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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
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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
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Island Breeze Villa (1 night free after 7 nights within 2022 - 2023), vacation rental in Montego Bay
Island Breeze Villa (1 night free after 7 nights within 2022 - 2023), vacation rental in Montego Bay
Island Breeze Villa (1 night free after 7 nights within 2022 - 2023), vacation rental in Montego Bay

Island Breeze Villa (1 night free after 7 nights within 2022 - 2023)

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

Villa Maria montego Bay

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Free transportation. private villa with amazing ocean veiw, pool, and maid., vacation rental in Montego Bay
Free transportation. private villa with amazing ocean veiw, pool, and maid., vacation rental in Montego Bay
Free transportation. private villa with amazing ocean veiw, pool, and maid., vacation rental in Montego Bay

Free transportation. private villa with amazing ocean veiw, pool, and maid.

Rental Home
3 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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Rose Hall Great House and Golf Club Estate. Gated Community, 15 Mins to Airport., vacation rental in Montego Bay
Rose Hall Great House and Golf Club Estate. Gated Community, 15 Mins to Airport., vacation rental in Montego Bay
Rose Hall Great House and Golf Club Estate. Gated Community, 15 Mins to Airport., vacation rental in Montego Bay

Rose Hall Great House and Golf Club Estate. Gated Community, 15 Mins to Airport.

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Serendipity - Glorious Views, Ideal Location, Full Staff, Pool &Tennis, vacation rental in Montego Bay
Serendipity - Glorious Views, Ideal Location, Full Staff, Pool &Tennis, vacation rental in Montego Bay
Serendipity - Glorious Views, Ideal Location, Full Staff, Pool &Tennis, vacation rental in Montego Bay

Serendipity - Glorious Views, Ideal Location, Full Staff, Pool &Tennis

Rental Home
6 bedrooms
8 bathrooms
Sleeps 6
Match: Sleeps
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House by the sea with a small sandy beach, fantastic view, vacation rental in Montego Bay
House by the sea with a small sandy beach, fantastic view, vacation rental in Montego Bay
House by the sea with a small sandy beach, fantastic view, vacation rental in Montego Bay

House by the sea with a small sandy beach, fantastic view

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Modern 3 Bdrm - 3 1/2 Bath Apt. - Beach Pass/Pool/Gym/Wifi/Cable/Security/Gated, vacation rental in Montego Bay
Modern 3 Bdrm - 3 1/2 Bath Apt. - Beach Pass/Pool/Gym/Wifi/Cable/Security/Gated, vacation rental in Montego Bay
Modern 3 Bdrm - 3 1/2 Bath Apt. - Beach Pass/Pool/Gym/Wifi/Cable/Security/Gated, vacation rental in Montego Bay

Modern 3 Bdrm - 3 1/2 Bath Apt. - Beach Pass/Pool/Gym/Wifi/Cable/Security/Gated

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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"Sought-After" Luxurious Private Residence - Special Rates, vacation rental in Montego Bay
"Sought-After" Luxurious Private Residence - Special Rates, vacation rental in Montego Bay
"Sought-After" Luxurious Private Residence - Special Rates, vacation rental in Montego Bay

"Sought-After" Luxurious Private Residence - Special Rates

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Paradise Palms Jamaica Villa Montego Bay, vacation rental in Montego Bay
Paradise Palms Jamaica Villa Montego Bay, vacation rental in Montego Bay
Paradise Palms Jamaica Villa Montego Bay, vacation rental in Montego Bay

Paradise Palms Jamaica Villa Montego Bay

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Allamanda Villa - ROUND HILL membership - van & driver - nanny - TPDCO approved, vacation rental in Montego Bay
Allamanda Villa - ROUND HILL membership - van & driver - nanny - TPDCO approved, vacation rental in Montego Bay
Allamanda Villa - ROUND HILL membership - van & driver - nanny - TPDCO approved, vacation rental in Montego Bay

Allamanda Villa - ROUND HILL membership - van & driver - nanny - TPDCO approved

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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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
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LUXURY MODERN VILLA 180 VIEWS POOL, FREE BEACH/GOLF FIVE STAR RESORT MEMBERSHIP, vacation rental in Montego Bay
LUXURY MODERN VILLA 180 VIEWS POOL, FREE BEACH/GOLF FIVE STAR RESORT MEMBERSHIP, vacation rental in Montego Bay
LUXURY MODERN VILLA 180 VIEWS POOL, FREE BEACH/GOLF FIVE STAR RESORT MEMBERSHIP, vacation rental in Montego Bay

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

Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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A Private Cottage Just Steps Away From the Beach and Hip Strip, vacation rental in Montego Bay
A Private Cottage Just Steps Away From the Beach and Hip Strip, vacation rental in Montego Bay
A Private Cottage Just Steps Away From the Beach and Hip Strip, vacation rental in Montego Bay

A Private Cottage Just Steps Away From the Beach and Hip Strip

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beautiful staffed luxury villa in Montego Bay with Sea views & Golf Specials, vacation rental in Montego Bay
Beautiful staffed luxury villa in Montego Bay with Sea views & Golf Specials, vacation rental in Montego Bay
Beautiful staffed luxury villa in Montego Bay with Sea views & Golf Specials, vacation rental in Montego Bay

Beautiful staffed luxury villa in Montego Bay with Sea views & Golf Specials

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security., vacation rental in Montego Bay
Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security., vacation rental in Montego Bay
Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security., vacation rental in Montego Bay

Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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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
More info
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OCEANVIEW|PRIVATE POOL,Montego Bay, Jamaica, Full Staff, Security, 5 Acres, vacation rental in Montego Bay
OCEANVIEW|PRIVATE POOL,Montego Bay, Jamaica, Full Staff, Security, 5 Acres, vacation rental in Montego Bay
OCEANVIEW|PRIVATE POOL,Montego Bay, Jamaica, Full Staff, Security, 5 Acres, vacation rental in Montego Bay

OCEANVIEW|PRIVATE POOL,Montego Bay, Jamaica, Full Staff, Security, 5 Acres

Rental Home
6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Tradewinds on the Sea, at the Tryall Club, Complimentary  Resort Fees, vacation rental in Montego Bay
Tradewinds on the Sea, at the Tryall Club, Complimentary  Resort Fees, vacation rental in Montego Bay
Tradewinds on the Sea, at the Tryall Club, Complimentary  Resort Fees, vacation rental in Montego Bay

Tradewinds on the Sea, at the Tryall Club, Complimentary Resort Fees

Rental Home
4 bedrooms
5 bathrooms
Sleeps 4
Match: Sleeps
More info
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2 Bedroom fully air-conditioned 6 mins from Airport, vacation rental in Montego Bay
2 Bedroom fully air-conditioned 6 mins from Airport, vacation rental in Montego Bay
2 Bedroom fully air-conditioned 6 mins from Airport, vacation rental in Montego Bay

2 Bedroom fully air-conditioned 6 mins from Airport

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING., vacation rental in Montego Bay
PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING., vacation rental in Montego Bay
PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING., vacation rental in Montego Bay

PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.

Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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"Idle Time on the Bay". Visually Charming and newly refurbished apartment, vacation rental in Montego Bay
"Idle Time on the Bay". Visually Charming and newly refurbished apartment, vacation rental in Montego Bay
"Idle Time on the Bay". Visually Charming and newly refurbished apartment, vacation rental in Montego Bay

"Idle Time on the Bay". Visually Charming and newly refurbished apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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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
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EXCLUSIVE DESIGNER WATERFRONT 4 BDR VILLA CHEF POOL BEACH ACCESS, vacation rental in Montego Bay
EXCLUSIVE DESIGNER WATERFRONT 4 BDR VILLA CHEF POOL BEACH ACCESS, vacation rental in Montego Bay
EXCLUSIVE DESIGNER WATERFRONT 4 BDR VILLA CHEF POOL BEACH ACCESS, vacation rental in Montego Bay

EXCLUSIVE DESIGNER WATERFRONT 4 BDR VILLA CHEF POOL BEACH ACCESS

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Jamaica Luxury, Pampered Living Where Dreams can be a Reality, vacation rental in Montego Bay
Jamaica Luxury, Pampered Living Where Dreams can be a Reality, vacation rental in Montego Bay
Jamaica Luxury, Pampered Living Where Dreams can be a Reality, vacation rental in Montego Bay

Jamaica Luxury, Pampered Living Where Dreams can be a Reality

Rental Home
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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SERENITY ON THE BEACH JAMAICA - Luxury 4 Bed Beachfront Villa Montego Bay, vacation rental in Montego Bay
SERENITY ON THE BEACH JAMAICA - Luxury 4 Bed Beachfront Villa Montego Bay, vacation rental in Montego Bay
SERENITY ON THE BEACH JAMAICA - Luxury 4 Bed Beachfront Villa Montego Bay, vacation rental in Montego Bay

SERENITY ON THE BEACH JAMAICA - Luxury 4 Bed Beachfront Villa Montego Bay

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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FULLY STAFFED! POOL! BEACH MEMBERSHIP! VIEWS! Pharos-Summertime- Montego Bay 5BR, vacation rental in Montego Bay
FULLY STAFFED! POOL! BEACH MEMBERSHIP! VIEWS! Pharos-Summertime- Montego Bay 5BR, vacation rental in Montego Bay
FULLY STAFFED! POOL! BEACH MEMBERSHIP! VIEWS! Pharos-Summertime- Montego Bay 5BR, vacation rental in Montego Bay

FULLY STAFFED! POOL! BEACH MEMBERSHIP! VIEWS! Pharos-Summertime- Montego Bay 5BR

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Ocean Yacht Club View, vacation rental in Montego Bay
Ocean Yacht Club View, vacation rental in Montego Bay
Ocean Yacht Club View, vacation rental in Montego Bay

Ocean Yacht Club View

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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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
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FULLY STAFFED! POOL! BUTLER! CHEF! BEACH CLUB! SEAVIEWS! Serendipity, 6, vacation rental in Montego Bay
FULLY STAFFED! POOL! BUTLER! CHEF! BEACH CLUB! SEAVIEWS! Serendipity, 6, vacation rental in Montego Bay
FULLY STAFFED! POOL! BUTLER! CHEF! BEACH CLUB! SEAVIEWS! Serendipity, 6, vacation rental in Montego Bay

FULLY STAFFED! POOL! BUTLER! CHEF! BEACH CLUB! SEAVIEWS! Serendipity, 6

Rental Home
6 bedrooms
6 bathrooms
Sleeps 13
Match: Sleeps
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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
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PRIVATE POOL! CHEF! BASKET BALL! TENNIS COURT! FAMILY FRIENDLY! Pharos 6, vacation rental in Montego Bay
PRIVATE POOL! CHEF! BASKET BALL! TENNIS COURT! FAMILY FRIENDLY! Pharos 6, vacation rental in Montego Bay
PRIVATE POOL! CHEF! BASKET BALL! TENNIS COURT! FAMILY FRIENDLY! Pharos 6, vacation rental in Montego Bay

PRIVATE POOL! CHEF! BASKET BALL! TENNIS COURT! FAMILY FRIENDLY! Pharos 6

Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
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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
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Karma Bay Villa - Luxury 6 Bed Oceanfront Villa - STAFF INC & ACCESS TO TRYALL, vacation rental in Montego Bay
Karma Bay Villa - Luxury 6 Bed Oceanfront Villa - STAFF INC & ACCESS TO TRYALL, vacation rental in Montego Bay
Karma Bay Villa - Luxury 6 Bed Oceanfront Villa - STAFF INC & ACCESS TO TRYALL, vacation rental in Montego Bay

Karma Bay Villa - Luxury 6 Bed Oceanfront Villa - STAFF INC & ACCESS TO TRYALL

Rental Home
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
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The Palms of Mobay, vacation rental in Montego Bay
The Palms of Mobay, vacation rental in Montego Bay
The Palms of Mobay, vacation rental in Montego Bay

The Palms of Mobay

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Distinguished Beach Cottage in Montego Bay, vacation rental in Montego Bay
A Distinguished Beach Cottage in Montego Bay, vacation rental in Montego Bay
A Distinguished Beach Cottage in Montego Bay, vacation rental in Montego Bay

A Distinguished Beach Cottage in Montego Bay

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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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
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