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Results: 691 Rentals

  • BUTLER SERVICE, PRIVATE POOL,EXCLUSIVE COMMUNITY, CHEF, BEACH 2 MINS!
    From $750 per night (USD)

    HomeAway

    BUTLER SERVICE, PRIVATE POOL,EXCLUSIVE COMMUNITY, CHEF, BEACH 2 MINS!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    OMG! You have found a villa with a VERY SPECIAL OFFER!! COMPLIMENTARY 12 SEATER VAN AND DRIVER FOR WEEKLY BOOKINGS!! Inc ...

    From $750 per night (USD)

    HomeAway

    Details
  • SERENITY ON THE BEACH JAMAICA - Luxury 4 Bed Beachfront Villa Montego Bay
    From $1316 per night (USD)

    VRBO

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

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Serenity on the Beach, a wonderful 4 bedroom beachfront villa located on Jamaica’s stunning north coast. Its ...

    From $1316 per night (USD)

    VRBO

    Details
  • BEAUTIFUL MODERN 2 BEDROOM CONDO IN LIGUANEA, KINGSTON, JAMAICA.
    From $35 per night (USD)

    HomeAway

    BEAUTIFUL MODERN 2 BEDROOM CONDO IN LIGUANEA, KINGSTON, JAMAICA.

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    4

    Guests are sure to enjoy a memorable vacation in this fully furnished 2 Bedrooms, 2 1/2 Bathrooms condo (can be rented a ...

    From $35 per night (USD)

    HomeAway

    Details
  • Gorgeous, Private and Secure Country Club Home #2 - The Nylah
    From $179 per night (CAD)

    VRBO

    Gorgeous, Private and Secure Country Club Home #2 - "The Nylah"

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    7

    This is a replica of our original home, with a few additions. This home, "The Nylah" like our first, original home, also ...

    From $179 per night (CAD)

    VRBO

    Details
  • NOBLE HOUSE JAMAICA - Luxury 5 Bed Beachfront Villa in Montego Bay - Staff Included
    From $1736 per night (CAD)

    HomeAway

    NOBLE HOUSE JAMAICA - Luxury 5 Bed Beachfront Villa in Montego Bay - Staff Included

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to Noble House on the Beach, a luxurious 5 bedroom private beach front villa located in the beautiful Montego Ba ...

    From $1736 per night (CAD)

    HomeAway

    Details
  • Casa Tianna Guest Apartments
    From $331 per night (USD)

    VRBO

    Casa Tianna Guest Apartments

    Bedrooms:
    3
    Bathrooms:
    1
    Sleeps:
    6

    Property Location Located in Kingston, this apartment is within a 15-minute drive of Devon House and Emancipation Park ...

    From $331 per night (USD)

    VRBO

    Details
  • Casa Tamar Guest Apartments
    From $143 per night (USD)

    HomeAway

    Casa Tamar Guest Apartments

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, within a 5-minute drive of B ...

    From $143 per night (USD)

    HomeAway

    Details
  • Casa Pinto Guest Apartments
    From $157 per night (USD)

    VRBO

    Casa Pinto Guest Apartments

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment in Kingston, you'll be within a 10-minute drive of Bob Marley Museum a ...

    From $157 per night (USD)

    VRBO

    Details
  • Centrally Located Guest Apartments
    From $250 per night (USD)

    HomeAway

    Centrally Located Guest Apartments

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Property Location With a stay at this apartment in Kingston, you'll be within a 15-minute drive of Devon House and Bob ...

    From $250 per night (USD)

    HomeAway

    Details
  • Sunset Strip Acadia Guest Apartment
    From $127 per night (USD)

    VRBO

    Sunset Strip Acadia Guest Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location When you stay at this apartment in Kingston, you'll be near the beach, within a 5-minute drive of Bo ...

    From $127 per night (USD)

    VRBO

    Details
  • Well Appointed Luxury Villa on Ocean- Private Chef, Butler, Housekeeper and Gardner!
    From $926 per night (CAD)

    HomeAway

    Well Appointed Luxury Villa on Ocean- Private Chef, Butler, Housekeeper and Gardner!

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    Our Five Bedroom Oceanfront villa, large covered verandah surrounded in a tropical garden and conveniently located betwe ...

    From $926 per night (CAD)

    HomeAway

    Details
  • The Cabin at Long Mountain Country Club
    From $260 per night (USD)

    VRBO

    The Cabin at Long Mountain Country Club

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment in Kingston (Beverly Hills), you'll be within a 15-minute drive of Bob ...

    From $260 per night (USD)

    VRBO

    Details
  • Ocho Rios Ocean View Villa at The Palms
    From $288 per night (USD)

    HomeAway

    Ocho Rios Ocean View Villa at The Palms

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Property Location When you stay at this villa in St. Ann's Bay, you'll be near the beach and within a 5-minute drive o ...

    From $288 per night (USD)

    HomeAway

    Details
  • New Kingston Guest Apartments at Abbey
    From $235 per night (USD)

    VRBO

    New Kingston Guest Apartments at Abbey

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, within a 5-minute drive of D ...

    From $235 per night (USD)

    VRBO

    Details
  • New Kingston Guest Apartment at Westbury
    From $265 per night (USD)

    HomeAway

    New Kingston Guest Apartment at Westbury

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Property Location A stay at this apartment places you in the heart of Kingston, within a 5-minute drive of Devon House ...

    From $265 per night (USD)

    HomeAway

    Details
  • Ocho Rios Villa at Coolshade
    From $238 per night (USD)

    VRBO

    Ocho Rios Villa at Coolshade

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Property Location When you stay at this villa in St. Ann's Bay, you'll be next to a golf course, within a 10-minute dr ...

    From $238 per night (USD)

    VRBO

    Details
  • Sunset on the Beach Jamaica - Luxury 5 Bed Beach Villa Access to Tryall Club Resort
    From $2572 per night (CAD)

    HomeAway

    Sunset on the Beach Jamaica - Luxury 5 Bed Beach Villa Access to Tryall Club Resort

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to Sunset on the Beach represented, a charming 5 bedroom private beach front villa located at the exclusively re ...

    From $2572 per night (CAD)

    HomeAway

    Details
  • TRYALL CLUB 10 Bd w/ Infinity Pool Incl Concierge Service & 1 Year Priority Pass
    From $3391 per night (USD)

    VRBO

    TRYALL CLUB 10 Bd w/ Infinity Pool Incl Concierge Service & 1 Year Priority Pass

    Bedrooms:
    10
    Bathrooms:
    10
    Sleeps:
    20

    The Tryall Club requires all villa and condo guests to become members during their stay via a temporary membership fee o ...

    From $3391 per night (USD)

    VRBO

    Details
  • Fern Court Apartment With Oceanic View
    From $238 per night (USD)

    HomeAway

    Fern Court Apartment With Oceanic View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Property Location Located in St. Ann's Bay, this apartment is by the ocean, a 4-minute drive from Priory Beach and 6 m ...

    From $238 per night (USD)

    HomeAway

    Details
  • New Kingston Guest Apartments II
    From $250 per night (USD)

    VRBO

    New Kingston Guest Apartments II

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, within a 5-minute drive of E ...

    From $250 per night (USD)

    VRBO

    Details
  • New Kingston Apartments at Kensington
    From $240 per night (USD)

    HomeAway

    New Kingston Apartments at Kensington

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, a 2-minute drive from Emanci ...

    From $240 per night (USD)

    HomeAway

    Details
  • Rose Hall Bungalow 10 Mins Walk to Secluded Beach
    From $25 per night (USD)

    VRBO

    Rose Hall Bungalow 10 Mins Walk to Secluded Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    I would like to share with you my special piece of paradise. This is a unique opportunity to experience Jamaica outside ...

    From $25 per night (USD)

    VRBO

    Details
  • New Kingston Guest Apartments at Seymour
    From $200 per night (USD)

    HomeAway

    New Kingston Guest Apartments at Seymour

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, a 2-minute drive from Bob Ma ...

    From $200 per night (USD)

    HomeAway

    Details
  • New Kingston CA Guest Apartment VI
    From $250 per night (USD)

    VRBO

    New Kingston CA Guest Apartment VI

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, a 1-minute drive from Emanci ...

    From $250 per night (USD)

    VRBO

    Details
  • Turtles Nest Villa - Near Callabash Bay Beach
    From $448 per night (USD)

    HomeAway

    Turtles Nest Villa - Near Callabash Bay Beach

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Property Location Located in Treasure Beach, this villa is by the ocean, a 2-minute drive from Calabash Bay and 6 minu ...

    From $448 per night (USD)

    HomeAway

    Details
  • Sunrise Estate Luxury villa
    From $643 per night (USD)

    VRBO

    Sunrise Estate Luxury villa

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...

    From $643 per night (USD)

    VRBO

    Details
  • Ocho Rios Villas at Coolshade II
    From $254 per night (USD)

    HomeAway

    Ocho Rios Villas at Coolshade II

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    7

    Property Location When you stay at this villa in St. Ann's Bay, you'll be next to a golf course, within a 10-minute dr ...

    From $254 per night (USD)

    HomeAway

    Details
  • Oaklands Guest Oasis
    From $270 per night (USD)

    VRBO

    Oaklands Guest Oasis

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, a 4-minute drive from Devon ...

    From $270 per night (USD)

    VRBO

    Details
  • Ocean Suite Beach Front at Mobay Club
    From $106 per night (USD)

    HomeAway

    Ocean Suite Beach Front at Mobay Club

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Property Location When you stay at this apartment in Montego Bay, you'll be near the beach, just steps from Hip Strip ...

    From $106 per night (USD)

    HomeAway

    Details
  • Sunrise Villa On The Beach
    From $192 per night (USD)

    VRBO

    Sunrise Villa On The Beach

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Property Location With a stay at this villa in Portmore, you'll be on the beach, within a 15-minute drive of Hellshire ...

    From $192 per night (USD)

    VRBO

    Details
  • Skyclub Beach Suite at Mobay Club
    From $120 per night (USD)

    HomeAway

    Skyclub Beach Suite at Mobay Club

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Property Location With a stay at this apartment in Montego Bay, you'll be on the beach, steps from Hip Strip and a 5-m ...

    From $120 per night (USD)

    HomeAway

    Details
  • Ocho Rios Villa at Coolshade V
    From $237 per night (USD)

    VRBO

    Ocho Rios Villa at Coolshade V

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    6

    Property Location When you stay at this apartment in St. Ann's Bay, you'll be by the ocean, within a 10-minute drive o ...

    From $237 per night (USD)

    VRBO

    Details
  • The Oasis Golf Retreat
    From $183 per night (USD)

    HomeAway

    The Oasis Golf Retreat

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Property Location When you stay at this villa in Kingston, you'll be next to a golf course and within a 5-minute drive ...

    From $183 per night (USD)

    HomeAway

    Details
  • Seacastles Exora Beach Suite
    From $77 per night (USD)

    VRBO

    Seacastles Exora Beach Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location When you stay at this apartment in Montego Bay, you'll be on the beach, within a 5-minute drive of H ...

    From $77 per night (USD)

    VRBO

    Details
  • Casa Marina Montego Bay at Seawind
    From $498 per night (USD)

    HomeAway

    Casa Marina Montego Bay at Seawind

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Property Location When you stay at this apartment in Montego Bay, you'll be on the waterfront, within a 10-minute driv ...

    From $498 per night (USD)

    HomeAway

    Details
  • Kingston Sunset Guest Apartment II
    From $123 per night (USD)

    VRBO

    Kingston Sunset Guest Apartment II

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment in Kingston, you'll be within a 15-minute drive of Devon House and Tro ...

    From $123 per night (USD)

    VRBO

    Details
  • Oceanic View Apartment at Fern Court
    From $188 per night (USD)

    HomeAway

    Oceanic View Apartment at Fern Court

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Property Location When you stay at this apartment in St. Ann's Bay, you'll be next to a golf course and 7 minutes by c ...

    From $188 per night (USD)

    HomeAway

    Details
  • Crawfish Beach Suite
    From $188 per night (USD)

    VRBO

    Crawfish Beach Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location When you stay at this apartment in Negril, you'll be on the beach, just steps from Seven Mile Beach ...

    From $188 per night (USD)

    VRBO

    Details
  • New Kingston Apt at Wellington Cove
    From $173 per night (USD)

    HomeAway

    New Kingston Apt at Wellington Cove

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, within a 5-minute drive of B ...

    From $173 per night (USD)

    HomeAway

    Details
  • Ocho Rios Getaway Villa at The Palms
    From $283 per night (USD)

    VRBO

    Ocho Rios Getaway Villa at The Palms

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Property Location When you stay at this villa in Ocho Rios, you'll be by the ocean, within a 10-minute drive of Dolphi ...

    From $283 per night (USD)

    VRBO

    Details
  • Beach Club 1 Bedroom Apartment
    From $118 per night (USD)

    HomeAway

    Beach Club 1 Bedroom Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Property Location When you stay at this apartment in Ocho Rios, you'll be on the beach, a 4-minute drive from Dolphin ...

    From $118 per night (USD)

    HomeAway

    Details
  • Cocosan Villa - Near Blue Lagoon
    From $4500 per night (USD)

    VRBO

    Cocosan Villa - Near Blue Lagoon

    Bedrooms:
    1
    Bathrooms:
    6
    Sleeps:
    12

    Property Location With a stay at this villa in Port Antonio, you'll be within a 15-minute drive of Blue Lagoon and Win ...

    From $4500 per night (USD)

    VRBO

    Details
  • Country Club Mangowalk Townhouse
    From $198 per night (USD)

    HomeAway

    Country Club Mangowalk Townhouse

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Property Location With a stay at this cottage in Montego Bay (Mango Walk), you'll be a 5-minute drive from Hip Strip a ...

    From $198 per night (USD)

    HomeAway

    Details
  • New Kingston Guest Apt at Sonoma Estate
    From $464 per night (USD)

    VRBO

    New Kingston Guest Apt at Sonoma Estate

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    4

    Property Location With a stay at this apartment in Kingston, you'll be within a 5-minute drive of Bob Marley Museum an ...

    From $464 per night (USD)

    VRBO

    Details
  • Ocho Rios Villa at Coolshade III
    From $285 per night (USD)

    HomeAway

    Ocho Rios Villa at Coolshade III

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Property Location Located in St. Ann's Bay, this vacation home is by the ocean, a 4-minute drive from Priory Beach and ...

    From $285 per night (USD)

    HomeAway

    Details
  • Sundown Villa -Negril
    From $550 per night (USD)

    VRBO

    Sundown Villa -Negril

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Property Location With a stay at this villa in Negril (West End), you'll be a 1-minute drive from Negril Lighthouse an ...

    From $550 per night (USD)

    VRBO

    Details
  • Ocho Rios Villa at Coolshade IV
    From $285 per night (USD)

    HomeAway

    Ocho Rios Villa at Coolshade IV

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    6

    Property Location When you stay at this cottage in St. Ann's Bay, you'll be by the ocean, within a 10-minute drive of ...

    From $285 per night (USD)

    HomeAway

    Details
  • Hatfield South Villa
    From $356 per night (USD)

    VRBO

    Hatfield South Villa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    14

    Property Location Located in Montego Bay (IronShore Estates), this villa is within a 10-minute drive of Hip Strip and ...

    From $356 per night (USD)

    VRBO

    Details
  • Oasis at Oaklands - Near Sunshine Amusement Complex
    From $43 per night (USD)

    HomeAway

    Oasis at Oaklands - Near Sunshine Amusement Complex

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, a 4-minute drive from Devon ...

    From $43 per night (USD)

    HomeAway

    Details
  • New Kingston C  A Guest Apartments I
    From $178 per night (USD)

    VRBO

    New Kingston C A Guest Apartments I

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, within a 5-minute drive of E ...

    From $178 per night (USD)

    VRBO

    Details
  • Seas the Day Sanctuary
    From $285 per night (USD)

    HomeAway

    Seas the Day Sanctuary

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Property Location When you stay at this vacation home in Negril, you'll be on the beach, within a 15-minute drive of S ...

    From $285 per night (USD)

    HomeAway

    Details
  • Casa Royale Guest Apartment
    From $187 per night (USD)

    VRBO

    Casa Royale Guest Apartment

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, within a 15-minute drive of ...

    From $187 per night (USD)

    VRBO

    Details
  • Dolphin Beach Suite - Near Dolphin Cove
    From $125 per night (USD)

    HomeAway

    Dolphin Beach Suite - Near Dolphin Cove

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Property Location With a stay at this apartment in Ocho Rios, you'll be a 4-minute drive from Dolphin Cove and 5 minut ...

    From $125 per night (USD)

    HomeAway

    Details
  • Private 2 Bedroom Condo A31 Sandcastle
    From $225 per night (USD)

    VRBO

    Private 2 Bedroom Condo A31 Sandcastle

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Property Location When you stay at this condo in Ocho Rios, you'll be on the beach, within a 10-minute drive of Dolphi ...

    From $225 per night (USD)

    VRBO

    Details
  • SKY LOUNGE BEACH STUDIO AT MONEGO BAY CLUB RESORT
    From $140 per night (USD)

    HomeAway

    SKY LOUNGE BEACH STUDIO AT MONEGO BAY CLUB RESORT

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Property Location When you stay at this apartment in Montego Bay, you'll be near the beach, just steps from Hip Strip ...

    From $140 per night (USD)

    HomeAway

    Details
  • Caribe Estate Guest Apartment I
    From $166 per night (USD)

    VRBO

    Caribe Estate Guest Apartment I

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment in Portmore (Caribbean Estates), you'll be within a 10-minute drive of ...

    From $166 per night (USD)

    VRBO

    Details
  • Fern Court Apartment With Oceanic View III
    From $198 per night (USD)

    HomeAway

    Fern Court Apartment With Oceanic View III

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Property Location Located in St. Ann's Bay, this apartment is by the ocean, a 5-minute drive from Priory Beach and 7 m ...

    From $198 per night (USD)

    HomeAway

    Details
  • Ocho Rios Villa at The Palms
    From $550 per night (USD)

    VRBO

    Ocho Rios Villa at The Palms

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Property Location When you stay at this villa in St. Ann's Bay, you'll be by the ocean, within a 10-minute drive of Do ...

    From $550 per night (USD)

    VRBO

    Details
  • New Kingston Apartment at The Palms
    From $335 per night (USD)

    HomeAway

    New Kingston Apartment at The Palms

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, within a 5-minute drive of E ...

    From $335 per night (USD)

    HomeAway

    Details
  • Retreat Plantation House
    From $265 per night (USD)

    VRBO

    Retreat Plantation House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Property Location With a stay at this villa in Negril, you'll be near the beach, within a 15-minute drive of Seven Mil ...

    From $265 per night (USD)

    VRBO

    Details
  • CORAL REEF BEACH SUITE AT MONTEGO BAY CLUB RESORT
    From $155 per night (USD)

    HomeAway

    CORAL REEF BEACH SUITE AT MONTEGO BAY CLUB RESORT

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Property Location When you stay at this apartment in Montego Bay, you'll be near the beach, just steps from Hip Strip ...

    From $155 per night (USD)

    HomeAway

    Details
  • Kingston Sunset Guest Apartment I
    From $113 per night (USD)

    VRBO

    Kingston Sunset Guest Apartment I

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment in Kingston, you'll be within a 15-minute drive of Devon House and Tro ...

    From $113 per night (USD)

    VRBO

    Details
  • Modern London Decor Guest Apartments
    From $250 per night (USD)

    HomeAway

    Modern London Decor Guest Apartments

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, within a 5-minute drive of B ...

    From $250 per night (USD)

    HomeAway

    Details
  • INCREDIBLE SPECIAL RATES ON CERTAIN WEEKS **PLEASE ASK* Luxury 7 Bed Beach Villa in Ocho Rios
    From $4258 per night (CAD)

    VRBO

    INCREDIBLE SPECIAL RATES ON CERTAIN WEEKS **PLEASE ASK* Luxury 7 Bed Beach Villa in Ocho Rios

    Bedrooms:
    9
    Bathrooms:
    7
    Sleeps:
    14

    Welcome to Canoe Cove on the Beach on Old Fort Bay, a contemporary 7 bedroom beachfront villa perched on 3 private beach ...

    From $4258 per night (CAD)

    VRBO

    Details
  • Gorgeous, Private and Secure Country Club Home #1 - The Nyssa
    From $59 per night (CAD)

    HomeAway

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

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Along with a electric gate to park on the premises with remote access, "The Nyssa" comes with 3 bedrooms, an Open Concep ...

    From $59 per night (CAD)

    HomeAway

    Details
  • Mais Oui Villa - 8BR, Sleeps 16+, Discounted Golf, Beach Club. Great for Families.
    From $1740 per night (CAD)

    VRBO

    Mais Oui Villa - 8BR, Sleeps 16+, Discounted Golf, Beach Club. Great for Families.

    Bedrooms:
    13
    Bathrooms:
    8
    Sleeps:
    17

    If you are planning a trip to Jamaica with a group of up to 17 or so friends and family of diverse ages and interests, w ...

    From $1740 per night (CAD)

    VRBO

    Details
  • INCREDIBLE SPECIAL RATES ON CERTAIN WEEKS **PLEASE ASK* Luxury 6 Bed Beach Villa in Runaway Bay
    From $2358 per night (CAD)

    HomeAway

    INCREDIBLE SPECIAL RATES ON CERTAIN WEEKS **PLEASE ASK* Luxury 6 Bed Beach Villa in Runaway Bay

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Welcome to Sweet Spot on the Beach, a luxury 6 bedroom beach front villa located in the beautiful Runaway Bay. Villa Sw ...

    From $2358 per night (CAD)

    HomeAway

    Details
  • 2 Bedroom Upscale Apartment Casa Alexandria
    From $145 per night (CAD)

    VRBO

    2 Bedroom Upscale Apartment Casa Alexandria

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Casa Alexandria is straight out of HGTV. If you have style and taste, then you deserve to vacation at this amazing place ...

    From $145 per night (CAD)

    VRBO

    Details
  • Luxury 7 Bed Private Beachfront Villa in Discovery Bay - Fully Staffed
    From $3301 per night (CAD)

    HomeAway

    Luxury 7 Bed Private Beachfront Villa in Discovery Bay - Fully Staffed

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    14

    Welcome to Whispering Waters on the Beach, a contemporary and luxurious 7 bedroom private beach front villa located in t ...

    From $3301 per night (CAD)

    HomeAway

    Details
  • INCREDIBLE SPECIAL RATES ON CERTAIN WEEKS **PLEASE ASK* Luxury 6 Bed Ocean View Villa in Tryall
    From $2144 per night (CAD)

    VRBO

    INCREDIBLE SPECIAL RATES ON CERTAIN WEEKS **PLEASE ASK* Luxury 6 Bed Ocean View Villa in Tryall

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Welcome to Windward at the Tryall Club, a luxury 6 bedroom brand new private villa located on Two Acres of Tryall Club’ ...

    From $2144 per night (CAD)

    VRBO

    Details
  • INCREDIBLE SPECIAL RATES ON CERTAIN WEEKS **PLEASE ASK* Luxury 8 Bed Villa in Tryall
    From $2829 per night (CAD)

    HomeAway

    INCREDIBLE SPECIAL RATES ON CERTAIN WEEKS **PLEASE ASK* Luxury 8 Bed Villa in Tryall

    Bedrooms:
    9
    Bathrooms:
    8
    Sleeps:
    16

    Welcome to Round House at the Tryall Club, an 8 bedroom private Jamaican villa at the Tryall Club in Montego Bay. You q ...

    From $2829 per night (CAD)

    HomeAway

    Details
  • MAKANA VILLA JAMAICA  - Luxury 6 Bed Beachfront  Villa Discovery Bay - Staff Included
    From $3113 per night (CAD)

    VRBO

    MAKANA VILLA JAMAICA - Luxury 6 Bed Beachfront Villa Discovery Bay - Staff Included

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    14

    Welcome to Villa Makana, a glamorous 7 bedroom beach front villa on the precious strip of land that borders Discovery Ba ...

    From $3113 per night (CAD)

    VRBO

    Details
  • Casa Victoria Golf Retreat @ Caymanas Country Club
    From $145 per night (CAD)

    HomeAway

    Casa Victoria Golf Retreat @ Caymanas Country Club

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Casa Victoria is straight out of HGTV. If you have style and taste, then you deserve to vacation at this amazing place. ...

    From $145 per night (CAD)

    HomeAway

    Details
  • Greatview- 6 bd private villa overlooking Half Moon Bay
    From $2090 per night (USD)

    VRBO

    Greatview- 6 bd private villa overlooking Half Moon Bay

    Bedrooms:
    8
    Bathrooms:
    6
    Sleeps:
    12

    This large and luxurious villa overlooks a serene golf course, Half Moon Bay and the dazzling Caribbean Sea. The home ha ...

    From $2090 per night (USD)

    VRBO

    Details
  • INCREDIBLE SPECIAL RATES ON CERTAIN WEEKS **PLEASE ASK* Luxury 6 Bed Beach Villa in Runaway Bay
    From $2547 per night (CAD)

    HomeAway

    INCREDIBLE SPECIAL RATES ON CERTAIN WEEKS **PLEASE ASK* Luxury 6 Bed Beach Villa in Runaway Bay

    Bedrooms:
    7
    Bathrooms:
    6
    Sleeps:
    12

    Welcome to Hidden Bay by the Sea, a luxury 6 bedroom private beach front villa located in the stunning Runaway Bay. Hi ...

    From $2547 per night (CAD)

    HomeAway

    Details
  • Sweet Escape (Gated-20 Minutes away from Kingston)
    From $43 per night (CAD)

    VRBO

    Sweet Escape (Gated-20 Minutes away from Kingston)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This sweet escape is close to great views in a quiet gated community. It's located off Old Harbour Road (20 minutes from ...

    From $43 per night (CAD)

    VRBO

    Details
  • *SPECIAL OFFERS* 5 Bedroom Luxury Villa in Montego Bay with Private Pool
    From $1650 per night (CAD)

    HomeAway

    *SPECIAL OFFERS* 5 Bedroom Luxury Villa in Montego Bay with Private Pool

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to Wild Orchid, a luxury 5 bedroom private villa located in the stunning Montego Bay. On 220 private acres of f ...

    From $1650 per night (CAD)

    HomeAway

    Details
  • Family Friendly Relaxation  Personal & Attentive Service!
    From $839 per night (CAD)

    VRBO

    Family Friendly Relaxation Personal & Attentive Service!

    Bedrooms:
    7
    Bathrooms:
    5
    Sleeps:
    16

    Villa Serenity offers a one-of-a-kind, all-inclusive luxury experience in Ocho Rios, Jamaica, a beachside community, whe ...

    From $839 per night (CAD)

    VRBO

    Details
  • Millsborough Guest Apartments
    From $250 per night (USD)

    HomeAway

    Millsborough Guest Apartments

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment in Kingston (Jack's Hill), you'll be within a 10-minute drive of Bob M ...

    From $250 per night (USD)

    HomeAway

    Details
  • New Kingston Guest Apartment VII
    From $429 per night (USD)

    VRBO

    New Kingston Guest Apartment VII

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment, you'll be centrally located in Kingston, a 4-minute drive from Bob Ma ...

    From $429 per night (USD)

    VRBO

    Details
  • TRYALL CLUB 8 Bd w/ Pool & Spa! Incl Concierge Service & 1 Year Priority Pass!
    From $2857 per night (USD)

    HomeAway

    TRYALL CLUB 8 Bd w/ Pool & Spa! Incl Concierge Service & 1 Year Priority Pass!

    Bedrooms:
    8
    Bathrooms:
    8
    Sleeps:
    16

    The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...

    From $2857 per night (USD)

    HomeAway

    Details
  • Ocho Rios Tamarind Villas
    From $157 per night (USD)

    VRBO

    Ocho Rios Tamarind Villas

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location With a stay at this apartment in Ocho Rios (River Oaks), you'll be within a 15-minute drive of Dolph ...

    From $157 per night (USD)

    VRBO

    Details
  • TRYALL CLUB 5 Bd ESTATE w/ Pool! Incl Concierge Service & 1 Year Priority Pass!
    From $2091 per night (USD)

    HomeAway

    TRYALL CLUB 5 Bd ESTATE w/ Pool! Incl Concierge Service & 1 Year Priority Pass!

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...

    From $2091 per night (USD)

    HomeAway

    Details
  • SEA SHELL BEACH STUDIO AT MONTEGO BAY CLUB RESORT
    From $120 per night (USD)

    VRBO

    SEA SHELL BEACH STUDIO AT MONTEGO BAY CLUB RESORT

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Property Location When you stay at this apartment in Montego Bay, you'll be near the beach, just steps from Hip Strip ...

    From $120 per night (USD)

    VRBO

    Details
  • Panorama Villa - Near Blue Lagoon
    From $3500 per night (USD)

    HomeAway

    Panorama Villa - Near Blue Lagoon

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Property Location With a stay at this villa in Port Antonio, you'll be within a 15-minute drive of Blue Lagoon and Bik ...

    From $3500 per night (USD)

    HomeAway

    Details
  • Ocho Rios Almond Tree Villas
    From $208 per night (USD)

    VRBO

    Ocho Rios Almond Tree Villas

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Property Location With a stay at this villa in Ocho Rios (River Oaks), you'll be within a 10-minute drive of Mahogany ...

    From $208 per night (USD)

    VRBO

    Details
  • Peace by the Beach Vacation Home
    From $66 per night (CAD)

    HomeAway

    Peace by the Beach Vacation Home

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The uncluttered rooms and crisp decor give the home its light, airy feel. My home comfortably accommodates four people w ...

    From $66 per night (CAD)

    HomeAway

    Details
  • TRYALL CLUB 5 Bds w/ Pool! Incl Concierge Service & 1 Year Priority Pass!
    From $1786 per night (USD)

    VRBO

    TRYALL CLUB 5 Bds w/ Pool! Incl Concierge Service & 1 Year Priority Pass!

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Pineapple House is nestled on the brow of Copperwood Ridge, overlooking an extensive portion of the Tryall Club 18 hole ...

    From $1786 per night (USD)

    VRBO

    Details
  • New Kingston Guest Apartment IV
    From $204 per night (USD)

    HomeAway

    New Kingston Guest Apartment IV

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Property Location A stay at this apartment places you in the heart of Kingston, within a 15-minute walk of Emancipatio ...

    From $204 per night (USD)

    HomeAway

    Details
  • Ocho Rios Boardwalk Apartment
    From $217 per night (USD)

    VRBO

    Ocho Rios Boardwalk Apartment

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Property Location Located in Ocho Rios, this apartment is on the beach, a 3-minute walk from Island Village and 10 min ...

    From $217 per night (USD)

    VRBO

    Details
  • Luxury 3 Bed Beach Villa in Discovery Bay - Fully Staffed
    From $566 per night (CAD)

    HomeAway

    Luxury 3 Bed Beach Villa in Discovery Bay - Fully Staffed

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Linga-Awile on the Beach, a lovely small and private 3 bedroom beach front villa located on the clear waters ...

    From $566 per night (CAD)

    HomeAway

    Details
  • TRYALL CLUB 7 Bds! Pool & View! Incl Concierge Service & 1 Year Priority Pass!
    From $3143 per night (USD)

    VRBO

    TRYALL CLUB 7 Bds! Pool & View! Incl Concierge Service & 1 Year Priority Pass!

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    14

    The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...

    From $3143 per night (USD)

    VRBO

    Details
  • TRYALL CLUB 6 Bd Villa w/ Pool! Incl Concierge Service & 1 Year Priority Pass!
    From $2338 per night (USD)

    HomeAway

    TRYALL CLUB 6 Bd Villa w/ Pool! Incl Concierge Service & 1 Year Priority Pass!

    Bedrooms:
    7.5
    Bathrooms:
    6
    Sleeps:
    12

    The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...

    From $2338 per night (USD)

    HomeAway

    Details
  • Avalon Villa Luxury villa
    From $786 per night (USD)

    VRBO

    Avalon Villa Luxury villa

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Avalon is a restful hideaway, beautifully furnished and nestled in a magnificent garden rich with fruit trees and offeri ...

    From $786 per night (USD)

    VRBO

    Details
  • TRYALL CLUB 4 Bds! Shuffleboard! Incl Concierge Service & 1 Year Priority Pass!
    From $786 per night (USD)

    HomeAway

    TRYALL CLUB 4 Bds! Shuffleboard! Incl Concierge Service & 1 Year Priority Pass!

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Sweeping views of the changing hues of the sea, gentle waves lapping against the reef and pleasant trade winds fanning t ...

    From $786 per night (USD)

    HomeAway

    Details
  • TRYALL CLUB 4 Bdr Villa with Pool! Incl Concierge Service & 1 Year Priority Pass
    From $1000 per night (USD)

    VRBO

    TRYALL CLUB 4 Bdr Villa with Pool! Incl Concierge Service & 1 Year Priority Pass

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Built and owned by the same family for over forty years, Ma Moura's unique setting comprised of four lots, sits high on ...

    From $1000 per night (USD)

    VRBO

    Details
  • Fairwinds Luxury villa
    From $643 per night (USD)

    HomeAway

    Fairwinds Luxury villa

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee ...

    From $643 per night (USD)

    HomeAway

    Details
  • Sweet Spot-  6 bdrm beachfront villa on Runaway Bay with pool and outdoor living
    From $2360 per night (USD)

    VRBO

    Sweet Spot- 6 bdrm beachfront villa on Runaway Bay with pool and outdoor living

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Right on Runaway Bay’s famous mile-long white sand beach, this is a two-story plantation-style home set amid rolling law ...

    From $2360 per night (USD)

    VRBO

    Details
  • 3BR Townhouse w/Pool on Hip Strip, Montego Bay, FREE BEACH access, Sleeps 8
    From $69 per night (USD)

    TripAdvisor

    3BR Townhouse w/Pool on Hip Strip, Montego Bay, FREE BEACH access, Sleeps 8

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Occupying a prime corner in the Chatham Palms community, this newly released 3-bed townhouse is a 1 min walk to a golden ...

    From $69 per night (USD)

    TripAdvisor

    Details
  • Tranquility Villa, Port Antonio - Jamaica
    From $137 per night (CAD)

    HomeAway

    Tranquility Villa, Port Antonio - Jamaica

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Welcome to Tranquility Villa Port Antonio Jamaica Tranquility Villa is the perfect hideaway for those who want a priv ...

    From $137 per night (CAD)

    HomeAway

    Details