Search Your Destination Now!

Jamaica Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 1,000 + Rentals

  • Charming Villa in Spring Farm Estates near 3 Amazing Golf Courses
    From $371 per night (USD)

    HomeAway

    Charming Villa in Spring Farm Estates near 3 Amazing Golf Courses

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    9

    Come and enjoy our new rates of $365 per night for 1-6 days. Want to stay longer we start offering a discounted nightl ...

    From $371 per night (USD)

    HomeAway

    Details
  • Ocean View Beach House
    From $65 per night (CAD)

    VRBO

    Ocean View Beach House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This beautifully decorated beach house was designed with everything in mind for comfort and convenience. Located in a sa ...

    From $65 per night (CAD)

    VRBO

    Details
  • 7Br/7Ba - 9000 Square Feet!  Great Ocean Views - 10 Minutes From Airport
    From $99 per night (USD)

    HomeAway

    7Br/7Ba - 9000 Square Feet! Great Ocean Views - 10 Minutes From Airport

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    14

    7BR/7BA, 9000 square feet with air conditioning and a pool! Also there is a Toyota Voxy 8 seater for rent! Flamingo Bea ...

    From $99 per night (USD)

    HomeAway

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

    VRBO

    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)

    VRBO

    Details
  • White Horses Beach Studio at The  Montego Bay Club
    From $100 per night (USD)

    HomeAway

    White Horses Beach Studio at The Montego Bay Club

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    White Horses Beach Studio at Montego Bay Club Condominium along the Hip Strip, Gloucester Avenue St.James in the heart o ...

    From $100 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 private beachfront villa located on Jamaica’s stunning north coa ...

    From $1316 per night (USD)

    VRBO

    Details
  • EXOTIC BAYOU  A home away from home experience
    From $80 per night (USD)

    HomeAway

    EXOTIC BAYOU "A home away from home experience"

    Bedrooms:
    3.5
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Paradise Are you longing for a tropical getaway? A home away from home escape? Or a distraction from the hust ...

    From $80 per night (USD)

    HomeAway

    Details
  • Seawind On The Bay Beach 1BD Condo Pool View OLR
    From $30 per night (USD)

    VRBO

    Seawind On The Bay Beach 1BD Condo Pool View OLR

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    One bedroom apartment sleeps up to 4 people. The apartment is located in a lovely gated complex with large pool and 24-h ...

    From $30 per night (USD)

    VRBO

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

    HomeAway

    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)

    HomeAway

    Details
  • Tangerine Villa, Exclusive With Full Staff, Members Beach, Fabulous Ocean Views
    From $996 per night (USD)

    VRBO

    Tangerine Villa, Exclusive With Full Staff, Members Beach, Fabulous Ocean Views

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    16

    Tangerine Villa offers 7 bedrooms with 7 bathrooms. This villa is designed with a rustic, globally influenced design, ...

    From $996 per night (USD)

    VRBO

    Details
  • Eden Sands Villa Ocho Rios
    From $200 per night (USD)

    HomeAway

    Eden Sands Villa Ocho Rios

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Eden Sands Villa is a fully air conditioned property that is located 15 feet away from its very own beach. The approxim ...

    From $200 per night (USD)

    HomeAway

    Details
  • A breath of rest and relaxation on one of the top beaches in the world!
    From $86 per night (USD)

    VRBO

    A breath of rest and relaxation on one of the top beaches in the world!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Centrally located on beautiful 7 mile beach in Negril Jamaica, within walking distance to local restaurants, grocery sto ...

    From $86 per night (USD)

    VRBO

    Details
  • Chippewa Village Main House
    From $160 per night (USD)

    HomeAway

    Chippewa Village Main House

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The Main House is is a garden level 3 bedroom apt next to the pool and barbecue area. It has 3 double beds,full kitchen, ...

    From $160 per night (USD)

    HomeAway

    Details
  • SeeSea Waterfront Villa
    From $160 per night (USD)

    VRBO

    SeeSea Waterfront Villa

    Bedrooms:
    5.5
    Bathrooms:
    4
    Sleeps:
    10

    SeeSea Waterfront Villa is an unique, recently renovated, beachfront townhouse located in Montego Bay's most prestigious ...

    From $160 per night (USD)

    VRBO

    Details
  • The Legend Villa at Little Bay Cabins, a secure property in Little Bay, Jamaica!
    From $84 per night (USD)

    HomeAway

    The Legend Villa at Little Bay Cabins, a secure property in Little Bay, Jamaica!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Little Bay Cabins! We are a gated secure property. We have 4 Villas for rent on our property and they are all ...

    From $84 per night (USD)

    HomeAway

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

    VRBO

    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)

    VRBO

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

    HomeAway

    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)

    HomeAway

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

    VRBO

    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)

    VRBO

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

    HomeAway

    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)

    HomeAway

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

    VRBO

    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)

    VRBO

    Details
  • Experience Real Jamaica! Large House, full kitchen, quiet beach, local vendors.
    From $75 per night (CAD)

    HomeAway

    Experience Real Jamaica! Large House, full kitchen, quiet beach, local vendors.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    We have a bright spacious and beautiful newly built home for guests to enjoy their authentic Jamaica experience. Featu ...

    From $75 per night (CAD)

    HomeAway

    Details
  • Modern Eshae Living Beach House
    From $153 per night (USD)

    VRBO

    Modern Eshae Living Beach House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Step into our light-airy beach house at Eshae Living and feel Jamaica's care free spirit take you to your unique place. ...

    From $153 per night (USD)

    VRBO

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

    HomeAway

    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)

    HomeAway

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

    VRBO

    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)

    VRBO

    Details
  • Chippewa Village Loft Apt
    From $160 per night (USD)

    HomeAway

    Chippewa Village Loft Apt

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    The loft apt is a large 2nd story apt, facing the mountains, featuring a multi level ground floor and 2nd story Loft bed ...

    From $160 per night (USD)

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

    HomeAway

    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)

    HomeAway

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

    VRBO

    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)

    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
  • your home away from home
    From $67 per night (CAD)

    VRBO

    your home away from home

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Located in the heart of kingston ( liguanea) is a 2 bedroom apartment with air conditioner, WIFI, cable, hot water, balc ...

    From $67 per night (CAD)

    VRBO

    Details
  • 1st Class Villa best location in J,  Sleeps 7 personal Cook
    From $63 per night (USD)

    HomeAway

    1st Class Villa best location in J, Sleeps 7 personal Cook

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    9

    Elegantly furnished and spacious 2 bedroom 2 bath Villas sleeping up to 7 adults 2 level, each level has private Gazebo ...

    From $63 per night (USD)

    HomeAway

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

    VRBO

    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)

    VRBO

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

    HomeAway

    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)

    HomeAway

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

    VRBO

    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)

    VRBO

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

    HomeAway

    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)

    HomeAway

    Details
  • The  Very Best Condo @ World Famous Doctors Cave Beach 1 Mile from Airpor
    From $35 per night (USD)

    VRBO

    The " Very" Best Condo @ World Famous Doctors Cave Beach 1 Mile from Airpor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Perfectly located , clean , and safe (security 24-7) -only a mile from MBJ Airport / only 45ft to World Famous Doctors ...

    From $35 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
  • Kingston most central and cozy guest house
    From $67 per night (CAD)

    VRBO

    Kingston most central and cozy guest house

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the heart of kingston ( liguanea) is a 1 bedroom apartment with air conditioner, WIFI, cable, hot water, balc ...

    From $67 per night (CAD)

    VRBO

    Details
  • Wild Orchid 5 BR 5.5 Bth staff transport Private Paradise Spring Gardens Montego
    From $999 per night (USD)

    HomeAway

    Wild Orchid 5 BR 5.5 Bth staff transport Private Paradise Spring Gardens Montego

    Bedrooms:
    6.5
    Bathrooms:
    5
    Sleeps:
    10

    7000 sq. Ft of indoor and outdoor living space on 6 acres of manicured grounds within this private 220 acres property. ...

    From $999 per night (USD)

    HomeAway

    Details
  • WATERFRONT Villas! SNORKEL! KAYAKS! 4 to 15BR
    From $3214 per night (USD)

    VRBO

    WATERFRONT Villas! SNORKEL! KAYAKS! 4 to 15BR

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    4 Bedroom Villa-Ann Marie- Newly refurbished waterfront luxury villas! Enjoy the luxury and peaceful surroundings of the ...

    From $3214 per night (USD)

    VRBO

    Details
  • WATERFRONT Villas! SNORKEL! KAYAKS! CHEF! POOL! 4 to 16BR
    From $1571 per night (USD)

    HomeAway

    WATERFRONT Villas! SNORKEL! KAYAKS! CHEF! POOL! 4 to 16BR

    Bedrooms:
    8
    Bathrooms:
    8
    Sleeps:
    16

    Two 4 Bedroom Villa-Laura and Villa Ann Marie- For a total of 8 bedrooms Newly refurbished waterfront luxury villas! En ...

    From $1571 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
  • Ultimate Retreat Townhouse
    From $58 per night (USD)

    HomeAway

    Ultimate Retreat Townhouse

    Bedrooms:
    4.5
    Bathrooms:
    3
    Sleeps:
    4

    This beautifully furnished spacious townhouse has high ceilings and a great layout. The ground floor has a home office w ...

    From $58 per night (USD)

    HomeAway

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

    VRBO

    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)

    VRBO

    Details
  • Island Breeze Villa- On the Sea Side
    From $200 per night (USD)

    HomeAway

    Island Breeze Villa- On the Sea Side

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    A scenic 30 minute ride from Montego Bay Sangster International airport (MBJ), to a relaxing sea side retreat. Guests a ...

    From $200 per night (USD)

    HomeAway

    Details
  • Luxe Modern Six-bedroom Cocosan Villa, Access to Geejam Hotel
    From $4500 per night (USD)

    VRBO

    Luxe Modern Six-bedroom Cocosan Villa, Access to Geejam Hotel

    Bedrooms:
    7.5
    Bathrooms:
    6
    Sleeps:
    12

    The next-level six-bedroom Cocosan Villa sits 200 meters above sea level with stunning views over Portland’s coastline, ...

    From $4500 per night (USD)

    VRBO

    Details
  • Ocean view Negril Point Village 2  bedroom condo
    From $154 per night (USD)

    HomeAway

    Ocean view Negril Point Village 2 bedroom condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Gorgeous 2 bedroom 2 bath beach condo at point Village next to Hedonism and the brand new Royalton. Condo resort has swi ...

    From $154 per night (USD)

    HomeAway

    Details
  • 2 Bedroom 2 Bathroom House on the North Coast
    From $30 per night (USD)

    VRBO

    2 Bedroom 2 Bathroom House on the North Coast

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This clean, comfortable and well supplied 2 bedroom 2 bathroom apartment is perfect for your next island getaway. Centra ...

    From $30 per night (USD)

    VRBO

    Details
  • Beau Jardin is relaxing, private, secure with own pool
    From $115 per night (GBP)

    HomeAway

    Beau Jardin is relaxing, private, secure with own pool

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    The villa is located in Bengal near Discovery Bay and sits in one and a third acres of mature plants, shrubs and trees. ...

    From $115 per night (GBP)

    HomeAway

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

    VRBO

    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)

    VRBO

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

    HomeAway

    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)

    HomeAway

    Details
  • Rest & Relaxation in a Peaceful & Tropical setting, Complimentary Airport Pickup
    From $20 per night (USD)

    VRBO

    Rest & Relaxation in a Peaceful & Tropical setting, Complimentary Airport Pickup

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Beautiful three bedrooms and bath rooms bungalow, new, with tropical flowers, jacuzzi, outdoor shower and bath, back pat ...

    From $20 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
  • Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
    From $59 per night (USD)

    VRBO

    Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    In a secluded tropical setting surround yourself in luxury. Spend romantic candle lit moments dining around the pool or ...

    From $59 per night (USD)

    VRBO

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

    HomeAway

    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)

    HomeAway

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

    VRBO

    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)

    VRBO

    Details
  • NEW! Suburban Apartment with Comfortable Queen-size beds
    From $10 per night (USD)

    HomeAway

    NEW! Suburban Apartment with Comfortable Queen-size beds

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

    Whatever brings you to Jamaica, after your day is spent I invite you to come home to a relaxing evening. Our home is loc ...

    From $10 per night (USD)

    HomeAway

    Details
  • Luxurious Rooms And Crisp, Virgin Mountain Air Awaits....Chef on Call
    From $25 per night (USD)

    VRBO

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

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Nestled between two mountain ranges, Charley's Inn offers a taste of the real Jamaican country-style living, wrapped in ...

    From $25 per night (USD)

    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
  • The Fleming Villa at GoldenEye
    From $7249 per night (CAD)

    VRBO

    The Fleming Villa at GoldenEye

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    The Fleming Villa at GoldenEye on Jamaica is an oceanside Ocho Rios retreat with a celebrated history. Known as the home ...

    From $7249 per night (CAD)

    VRBO

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

    HomeAway

    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)

    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
  • 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
  • BRAND NEW BOUTIQUE HOTEL WITH BREATH TAKING VIEWS OF THE HISTORIC TOWN OF NEGRIL
    From $200 per night (CAD)

    HomeAway

    BRAND NEW BOUTIQUE HOTEL WITH BREATH TAKING VIEWS OF THE HISTORIC TOWN OF NEGRIL

    Bedrooms:
    11
    Bathrooms:
    99
    Sleeps:
    20

    Negril Sky Blue Resorts Ltd. Book your next relaxing vacation at the all-inclusive Negril Sky Blue Resorts in Negri ...

    From $200 per night (CAD)

    HomeAway

    Details
  • Idyllic Beachfront Condo Wifi Cable - Ocho Rios
    From $99 per night (CAD)

    VRBO

    Idyllic Beachfront Condo Wifi Cable - Ocho Rios

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Perfect Getaway Imagine yourself with a cup of coffee, sitting on the balcony and looking at the brilliant blue Car ...

    From $99 per night (CAD)

    VRBO

    Details
  • Following Seas at Tryall
    From $3858 per night (CAD)

    HomeAway

    Following Seas at Tryall

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    12

    Villa Following the Seas at the Tryall Club on Jamaica is located in a desirable location on the islands north shore wit ...

    From $3858 per night (CAD)

    HomeAway

    Details
  • Bali Hai at Tryall - Montego Bay
    From $2315 per night (CAD)

    VRBO

    Bali Hai at Tryall - Montego Bay

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Villa Bali Hai at the Tryall Club on Jamaica is a spectacular seven-acre estate overlooking the Tryall golf course and t ...

    From $2315 per night (CAD)

    VRBO

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

    HomeAway

    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)

    HomeAway

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

    VRBO

    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)

    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
  • Hummingbird House at Tryall
    From $3772 per night (CAD)

    VRBO

    Hummingbird House at Tryall

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    14

    Villa Hummingbird House at the Tryall Club on Jamaica is a spectacular 14,000 square foot estate on four beautiful acres ...

    From $3772 per night (CAD)

    VRBO

    Details
  • Point Of View at Tryall
    From $4801 per night (CAD)

    HomeAway

    Point Of View at Tryall

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Villa Point of View at the Tryall Club on Jamaica is a gorgeous five-bedroom home with elegant classical furnishings tha ...

    From $4801 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
  • Haystack at Tryall - Montego Bay
    From $4544 per night (CAD)

    HomeAway

    Haystack at Tryall - Montego Bay

    Bedrooms:
    10
    Bathrooms:
    10
    Sleeps:
    16

    Villa Haystack at the Tryall Club on Jamaica is a huge eight-bedroom vacation home nestled into a green Jamaican hillsid ...

    From $4544 per night (CAD)

    HomeAway

    Details
  • WATERFRONT! SEA KAYAKS! CHEF! Golden Cove Boscobel 4BR
    From $786 per night (USD)

    VRBO

    WATERFRONT! SEA KAYAKS! CHEF! Golden Cove Boscobel 4BR

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    4 Bedroom Villa-Laura- Newly refurbished waterfront luxury villas! Enjoy the luxury and peaceful surroundings of these f ...

    From $786 per night (USD)

    VRBO

    Details
  • Infinity at Tryall - Montego Bay
    From $2315 per night (CAD)

    HomeAway

    Infinity at Tryall - Montego Bay

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Villa Infinity at the Tryall Club on Jamaica is a premiere five-bedroom estate with breathtaking views of the Caribbean ...

    From $2315 per night (CAD)

    HomeAway

    Details
  • Sea Salt at Tryall - Montego Bay
    From $2572 per night (CAD)

    VRBO

    Sea Salt at Tryall - Montego Bay

    Bedrooms:
    6.5
    Bathrooms:
    5
    Sleeps:
    10

    Villa Sea Salt at the Tryall Club on Jamaica is an exquisite five-bedroom mansion with an expansive 11,000 square feet o ...

    From $2572 per night (CAD)

    VRBO

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

    HomeAway

    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)

    HomeAway

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

    VRBO

    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)

    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
  • Windward at Tryall - Montego Bay
    From $2143 per night (CAD)

    VRBO

    Windward at Tryall - Montego Bay

    Bedrooms:
    8.5
    Bathrooms:
    6
    Sleeps:
    12

    Villa Windward at Tryall on Jamaica features a stylish six-bedroom layout that is ideal for families. Located in desirab ...

    From $2143 per night (CAD)

    VRBO

    Details
  • Beautiful Home In Exotic Tropical Paradise - Montego Bay (Gated Community)
    From $235 per night (CAD)

    HomeAway

    Beautiful Home In Exotic Tropical Paradise - Montego Bay (Gated Community)

    Bedrooms:
    3.5
    Bathrooms:
    3
    Sleeps:
    6

    This beautiful rustic-styled three bedroom townhouse is located at the Mango Walk Country Club, a gated community in one ...

    From $235 per night (CAD)

    HomeAway

    Details
  • Sea Spray 50 Steps to the Sea, COOK, POOL! BEACH! AFFORDABLE! FAMILY!, 3 BR
    From $359 per night (USD)

    VRBO

    Sea Spray 50 Steps to the Sea, COOK, POOL! BEACH! AFFORDABLE! FAMILY!, 3 BR

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Sea Spray Villa...Just 50 Steps To The Sea is a wonderful 3 bedroom casual villa rental in Jamaica, located within the g ...

    From $359 per night (USD)

    VRBO

    Details
  • Yellowbird at Tryall
    From $1036 per night (CAD)

    HomeAway

    Yellowbird at Tryall

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Villa Yellowbird at the Tryall Club on Jamaica is a well-situated Montego Bay home overlooking the deep blue waters of t ...

    From $1036 per night (CAD)

    HomeAway

    Details
  • Knockando on Round Hill
    From $1688 per night (CAD)

    VRBO

    Knockando on Round Hill

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    13

    Villa Knockando at Round Hill in Montego Bay is a gorgeous island estate built by the visionary John Pringle who created ...

    From $1688 per night (CAD)

    VRBO

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

    HomeAway

    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)

    HomeAway

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

    VRBO

    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)

    VRBO

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

    HomeAway

    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)

    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
  • 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
  • Signature Sky's Guest Apartments
    From $431 per night (USD)

    HomeAway

    Signature Sky's Guest Apartments

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Property Location With a stay at Signature Sky's Guest Apartments in Kingston, you'll be convenient to National Stadiu ...

    From $431 per night (USD)

    HomeAway

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

    VRBO

    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)

    VRBO

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

    HomeAway

    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)

    HomeAway

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

    VRBO

    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)

    VRBO

    Details
  • The Caymanas Villa
    From $80 per night (USD)

    TripAdvisor

    The Caymanas Villa

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    My place is close to the airport, golf resorts, polo clubs, beaches, the city center, great views, and parks. My place ...

    From $80 per night (USD)

    TripAdvisor

    Details
  • Sweet Escape (20 Minutes from Kingston)
    From $40 per night (USD)

    PerfectPlaces

    Sweet Escape (20 Minutes 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 $40 per night (USD)

    PerfectPlaces

    Details