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Results: 99 Rentals

  • 24 gated security studio apartment,  Seawind on the bay Freeport Mobay
    From $84 per night (USD)

    VRBO

    24 gated security studio apartment, Seawind on the bay Freeport Mobay

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Quiet, close to waterfront, studio apartment, located about 4 miles from a major international airport. Apartment inclu ...

    From $84 per night (USD)

    VRBO

    Details
  • SeeSea Waterfront Villa
    From $535 per night (USD)

    Expedia

    SeeSea Waterfront Villa

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

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

    From $535 per night (USD)

    Expedia

    Details
  • Ocean Yacht Club View
    From $272 per night (USD)

    VRBO

    Ocean Yacht Club View

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    This 1450 sqft feet spacious, fully furnished 2 bedroom apt has a superb location. It is in the first block, closest to ...

    From $272 per night (USD)

    VRBO

    Details
  • Beautiful Luxury Oceanfront Property Montego Bay Property
    From $375 per night (USD)

    Expedia

    Beautiful Luxury Oceanfront Property Montego Bay Property

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Imagine waking up to breathtaking views of shimmering turquoise waters, framed by majestic mountains, all from the comfo ...

    From $375 per night (USD)

    Expedia

    Details
  • 1 bedroom Luxe Apartment Penthouse with Oceanview
    From $176 per night (USD)

    VRBO

    1 bedroom Luxe Apartment Penthouse with Oceanview

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This stylish home is nested in central Montego Bay your gorgeous ocean view oasis consist of 1 luxury bedroom, 1 bathroo ...

    From $176 per night (USD)

    VRBO

    Details
  • The perfect \home away from home\ hide away holiday villa ! !
    From $608 per night (USD)

    Expedia

    The perfect \"home away from home\" hide away holiday villa ! !

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Star Apple House is a gorgeous private villa, perched on a hill overlooking the Caribbean and Montego Bay.. Offering stu ...

    From $608 per night (USD)

    Expedia

    Details
  • Penthouse in Paradise, 3 bedroom includes housekeeper/cook
    From $302 per night (USD)

    VRBO

    Penthouse in Paradise, 3 bedroom includes housekeeper/cook

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Your vacation starts here when you enter the 3 bedroom/3 bathroom Penthouse in Paradise. This third floor walk up has ...

    From $302 per night (USD)

    VRBO

    Details
  • Great studio in Freeport
    From $98 per night (USD)

    VRBO

    Great studio in Freeport

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This 2nd floor studio apartment is located in Baypointe, a gated complex in Freeport, the safest residential and hotel a ...

    From $98 per night (USD)

    VRBO

    Details
  • Seawind On The Bay Freeport Montego Bay
    From $104 per night (USD)

    VRBO

    Seawind On The Bay Freeport Montego Bay

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    Seawind On The Bay is a safe gated community. The property has a pool and shared bar and grill with a covered community ...

    From $104 per night (USD)

    VRBO

    Details
  • Serenity On The Bay A large self contained studio with private garden patio.
    From $113 per night (USD)

    Expedia

    Serenity On The Bay A large self contained studio with private garden patio.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Seawind On The Bay is located on the safe and exclusive Freeport Peninsula and nestled between The Secrets and Sunscape ...

    From $113 per night (USD)

    Expedia

    Details
  • Lagoons Penthouse, 4 bedroom/4 bathroom
    From $440 per night (USD)

    VRBO

    Lagoons Penthouse, 4 bedroom/4 bathroom

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Recently renovated two level, 4 bedrooms/4 bathrooms Penthouse located in the most desired and safest gated community in ...

    From $440 per night (USD)

    VRBO

    Details
  • The Wharf House - Old World Charm By The Sea
    From $900 per night (USD)

    VRBO

    The Wharf House - Old World Charm By The Sea

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    8

    The Wharf House is a beautiful and historic 18th century property located on the shores of the Montego Bay Lagoon, a lar ...

    From $900 per night (USD)

    VRBO

    Details
  • Seawind on the Bay Studio
    From $169 per night (USD)

    VRBO

    Seawind on the Bay Studio

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    Newly renovated 300 square feet bachelor apartment in the safest, prestigious residential neighborhood of Montego Bay. S ...

    From $169 per night (USD)

    VRBO

    Details
  • Bayview Apartment Montego Bay Montego Freeport
    From $198 per night (USD)

    VRBO

    Bayview Apartment Montego Bay Montego Freeport

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Ideally located in the Freeport area of Montego Bay this 2-bedroom apartment is perfectly situated to enjoy a great Jama ...

    From $198 per night (USD)

    VRBO

    Details
  • A home away from home to enjoy Jamaica!
    From $130 per night (USD)

    VRBO

    A home away from home to enjoy Jamaica!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    My place is located in the beautiful neighborhood of Montego Bay, Free Port. The condo is 10 minutes from the airport an ...

    From $130 per night (USD)

    VRBO

    Details
  • Jus' Beachy! Luxury One Bedroom Apartment with Sleeper Sofa
    From $203 per night (USD)

    VRBO

    Jus' Beachy! Luxury One Bedroom Apartment with Sleeper Sofa

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Jus’ Beachy! is only 10 minutes from the Sangster International Airport. The beach theme apartment itself is your gatewa ...

    From $203 per night (USD)

    VRBO

    Details
  • 1 Br w Seaview- Zeppelin Suite MM Pool, Staff, Comp Trip Plan, Yatch/PJ Rental
    Click For Pricing

    VRBO

    1 Br w Seaview- Zeppelin Suite MM Pool, Staff, Comp Trip Plan, Yatch/PJ Rental

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    8

    Music Mansion in Montego Bay Jamaica is one of the many themed homes of famous music impresario Mr X. A retired reclusiv ...

    Click For Pricing

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    Details
  • Paradise Plum Villa 5BR - Rose Hall Estates.
    From $869 per night (USD)

    Expedia

    Paradise Plum Villa 5BR - Rose Hall Estates.

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    5 Bedrooms Private Luxury Villa, Pool, Fully Staffed, Personalized Service. 4 bedrooms with king sized beds and en suit ...

    From $869 per night (USD)

    Expedia

    Details
  • 1 Bedroom Ocean view Apartment, The Lagoons
    From $182 per night (USD)

    VRBO

    1 Bedroom Ocean view Apartment, The Lagoons

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Nestled in central Montego Bay your gorgeous poolside oasis. 1 Bedroom , 1 Bathroom , Kitchen , ground floor with direct ...

    From $182 per night (USD)

    VRBO

    Details
  • Oceanview Luxury villa w/Pool/jacuzzi/tennis in gated community with gym
    From $902 per night (USD)

    Expedia

    Oceanview Luxury villa w/Pool/jacuzzi/tennis in gated community with gym

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    AFIMI2: Your Ultimate Luxury Retreat in the Hills of Montego Bay Welcome to AFIMI2, a stunning, free-standing villa nest ...

    From $902 per night (USD)

    Expedia

    Details
  • Marlin In The Bay - Montego Bay
    From $282 per night (USD)

    VRBO

    Marlin In The Bay - Montego Bay

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    Marlin on the Bay is an elegant space suitable for groups, couples or sole business travellers. It has been thoughtfully ...

    From $282 per night (USD)

    VRBO

    Details
  •  EXCLUSIVE 4BR DESIGNER WATERFRONT VILLA CHEF POOL BEACH ACCESS PICKLEBALL GYM
    From $1513 per night (USD)

    Expedia

    EXCLUSIVE 4BR DESIGNER WATERFRONT VILLA CHEF POOL BEACH ACCESS PICKLEBALL GYM

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Villa Zen Zen, our Caribbean family villa where a private Sanctuary awaits you and we want you to experience ...

    From $1513 per night (USD)

    Expedia

    Details
  • Cozy Studio Apartment
    From $89 per night (USD)

    VRBO

    Cozy Studio Apartment

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tastefully decorated Studio apartment located in the Seawind On The Bay gated complex in exclusive Montego Bay Freeport ...

    From $89 per night (USD)

    VRBO

    Details
  • Montego Bay -  \Authentic Yaad Vibes\
    Click For Pricing

    Expedia

    Montego Bay - \"Authentic Yaad Vibes\"

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Home away from Home Nice, peaceful and safe home located in the tourist central of Montego Bay. The house is clean and ...

    Click For Pricing

    Expedia

    Details
  • Montego Bay Aunty Yaad vibes
    Click For Pricing

    VRBO

    Montego Bay Aunty Yaad vibes

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Home away from Home Nice, peaceful and safe home located in the tourist central of Montego Bay. The house is clean and ...

    Click For Pricing

    VRBO

    Details
  • Waterfront Villa Private Pool Floating Breakfast Inc.\nFully Staffed Chef Avaible
    From $671 per night (USD)

    Expedia

    Waterfront Villa Private Pool Floating Breakfast Inc.\nFully Staffed Chef Avaible

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    • “SHIMMERING WATERS-BIG VIEWS” • Fully Staffed you choose. • SPACIOUS 3,300ft WATERFRONT HOME. • PRIVATE POOL & GL ...

    From $671 per night (USD)

    Expedia

    Details
  • 5 BDR LUX MODERN BEACHFRONT VILLA PRIVATE INFINITY POOL & OCEAN VIEWS STAFF
    From $2365 per night (USD)

    VRBO

    5 BDR LUX MODERN BEACHFRONT VILLA PRIVATE INFINITY POOL & OCEAN VIEWS STAFF

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    14

    Welcome to our Caribbean family villa, we want you to experience 5 Star service whilst feeling at home. We hope you wil ...

    From $2365 per night (USD)

    VRBO

    Details
  • Summer Penthouse I Sea View | Private Beach Access
    Click For Pricing

    Expedia

    Summer Penthouse I Sea View | Private Beach Access

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Exclusive 2BR 2BA 2-storey penthouse suite in the secured and gated Montego Freeport enclave. Captivating and incredible ...

    Click For Pricing

    Expedia

    Details
  • Endless Summer 7-BEACH MEMBERSHIP, PRIVATE POOL, FULLY STAFFED, ELEGANT
    From $2339 per night (USD)

    VRBO

    Endless Summer 7-BEACH MEMBERSHIP, PRIVATE POOL, FULLY STAFFED, ELEGANT

    Bedrooms:
    7
    Bathrooms:
    7
    Sleeps:
    15

    One of the most glamorous villas in Jamaica!! On site gym, Butler service, A perfect wedding venue! Resort Membership t ...

    From $2339 per night (USD)

    VRBO

    Details
  • Diamond Villas and Suites
    Click For Pricing

    Expedia

    Diamond Villas and Suites

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    <p>While you're here, you can enjoy all the comforts of home and more, including a refrigerator and a stovetop, as well ...

    Click For Pricing

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    Details
  • \Idle Time on the Bay\. Visually Charming and newly refurbished apartment
    From $135 per night (USD)

    VRBO

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    The complex, Seawind on the Bay is set in a beautiful lush garden setting which leads onto a tranquil ocean front. Just ...

    From $135 per night (USD)

    VRBO

    Details
  • Beryl’s at Seawind on the Bay , Freeport,  Montego Bay
    From $106 per night (USD)

    Expedia

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

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    located in Freeport , Montego Bay. This air conditioned studio is close to Secrets Hotel , Sunscape Resort (old Seawind ...

    From $106 per night (USD)

    Expedia

    Details
  • 2 bedrooms Panoramic Seaview condo villa with pool
    From $199 per night (USD)

    VRBO

    2 bedrooms Panoramic Seaview condo villa with pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Come relax and enjoy a panaromic seaview of Montego Bay in this exquisite 2 bedrooms 2.5 bathrooms vacation home with fr ...

    From $199 per night (USD)

    VRBO

    Details
  • Anna's Joye Seawind - Montego Freeport
    From $118 per night (USD)

    Expedia

    Anna's Joye Seawind - Montego Freeport

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    This well appointed, air-conditioned studio is located in the Seawind On The Bay complex in the upscale Montego Freeport ...

    From $118 per night (USD)

    Expedia

    Details
  • Studio in exclusive waterfront community in Montego Bay
    Click For Pricing

    VRBO

    Studio in exclusive waterfront community in Montego Bay

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    1 bedroom studio in a gated waterfront community within walking distance of the beach. You can park your sailboat right ...

    Click For Pricing

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  • Private Beach Club
    From $260 per night (USD)

    Expedia

    Private Beach Club

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Seeking a quiet, spectacular sunlit corner apartment with views of the lagoon and the Caribbean Sea? Great Jamaican cuis ...

    From $260 per night (USD)

    Expedia

    Details
  • 1 Bedroom Oceanfront Apartment The Lagoons Freeport
    From $181 per night (USD)

    VRBO

    1 Bedroom Oceanfront Apartment The Lagoons Freeport

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Nestled in central Montego Bay your gorgeous poolside oasis. 1 Bedroom , 1 Bathroom , Kitchen , ground floor with direct ...

    From $181 per night (USD)

    VRBO

    Details
  • 40πλ. Sailboat in Montego Bay
    From $137 per night (USD)

    VRBO

    40πλ. Sailboat in Montego Bay

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Deja vu is a roomy sailing yacht with 3 cabins with 2 ensuite showers with toilets. The vessel is moored in the Freepor ...

    From $137 per night (USD)

    VRBO

    Details
  • Beachfront Villa, Staff, Boat, Pool, Tennis, Gated
    From $1480 per night (USD)

    VRBO

    Beachfront Villa, Staff, Boat, Pool, Tennis, Gated

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    ELSEWHERE by the SEA is a stunning beachfront villa in the upscale gated community of Lagoons, just 20 minutes from the ...

    From $1480 per night (USD)

    VRBO

    Details
  • STAY AWHILE - EXCLUSIVE HOME POOL GYM BEACH ACCESS
    From $676 per night (USD)

    Expedia

    STAY AWHILE - EXCLUSIVE HOME POOL GYM BEACH ACCESS

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Stay Awhile, our modern Caribbean family villa where a private oasis awaits you. Experience 5 Star service wh ...

    From $676 per night (USD)

    Expedia

    Details
  • Villa Ginger/Beach access/Gated Community
    From $419 per night (USD)

    VRBO

    Villa Ginger/Beach access/Gated Community

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Villa Ginger is a private retreat for close friends and family in the safety of a gated community with 24-hour security. ...

    From $419 per night (USD)

    VRBO

    Details
  • Beautiful Beachfront Villa in a Gated Community, Private Pool/Bar, Fully Staffed
    From $4292 per night (USD)

    Expedia

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

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    The HOME AT LAST Villa is a fully staffed 4 bedroom, 4.5 bath upscale villa in the secure, gated community of The Lagoon ...

    From $4292 per night (USD)

    Expedia

    Details
  • ⭐️ Cozy Condo ❤️ Free Beach ❤️ Seawind On The Bay
    From $93 per night (USD)

    VRBO

    ⭐️ Cozy Condo ❤️ Free Beach ❤️ Seawind On The Bay

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Thank you for your interest in our studio apartment which is located at Seawind On the Bay, a gated community in Freepor ...

    From $93 per night (USD)

    VRBO

    Details
  • Montego Bay: Elegant Apt w/ Stunning Sunset Views
    From $611 per night (USD)

    Expedia

    Montego Bay: Elegant Apt w/ Stunning Sunset Views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in the highly sought-after enclave of Freeport in MoBay and just 20 minutes from Sangster International Airport, ...

    From $611 per night (USD)

    Expedia

    Details
  • Refined & Deluxe Oceanfront Condo in Montego Bay
    From $411 per night (USD)

    VRBO

    Refined & Deluxe Oceanfront Condo in Montego Bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Nestled in the highly sought-after enclave of Freeport in MoBay and just 20 minutes from Sangster International Airport, ...

    From $411 per night (USD)

    VRBO

    Details
  • 3BR Penthouse on the Ocean
    Click For Pricing

    Expedia

    3BR Penthouse on the Ocean

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Relax with the whole family at this peaceful place to stay. The hosts are experienced, highly rated hosts who are commi ...

    Click For Pricing

    Expedia

    Details
  • Townhouse Villa w/staff, gated community, gym, pool, beach access
    From $285 per night (USD)

    VRBO

    Townhouse Villa w/staff, gated community, gym, pool, beach access

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Escape@20 is located within the beautiful, prestigious and ultra-safe gated Freeport community of Westport, Montego Bay ...

    From $285 per night (USD)

    VRBO

    Details
  • Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.
    From $195 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Located in the prestigious Bay Pointe complex, just 10 minutes from the Montego Bay airport. Caribbean Sea Dreams is a l ...

    From $195 per night (USD)

    VRBO

    Details
  • Beach Front Villa W/Pool, in Gated Community W/Tennis/Gym
    From $1363 per night (USD)

    VRBO

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

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    AFIMI Beach House: Your Exclusive Oceanfront Escape in Montego Bay Discover the epitome of luxury at AFIMI Beach House, ...

    From $1363 per night (USD)

    VRBO

    Details
  • A home away from home to enjoy Jamaica!
    From $130 per night (USD)

    VRBO

    A home away from home to enjoy Jamaica!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    My place is located in the beautiful neighborhood of Montego Bay, Free Port. The condo is 10 minutes from the airport an ...

    From $130 per night (USD)

    VRBO

    Details
  • Luxury Beachfront All Inclusive Resort Jamaica
    From $900 per night (USD)

    VRBO

    Luxury Beachfront All Inclusive Resort Jamaica

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Breathless Montego Bay Resort & Spa, surrounded by Montego Bay Marine Park, is a modern 5-story adults-only, 150-suite r ...

    From $900 per night (USD)

    VRBO

    Details
  • Relaxation
    From $586 per night (USD)

    Expedia

    Relaxation

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Spacious waterfront 4 bedroom townhouse located in one of Jamaica's most sought after neighborhoods of 22 Freeport, Mont ...

    From $586 per night (USD)

    Expedia

    Details
  • 1br Music themed luxury villa suite - 15 minutes from airport
    From $445 per night (USD)

    VRBO

    1br Music themed luxury villa suite - 15 minutes from airport

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This suite will tantalize all your senses. Book now to enjoy an unmatched experience. Owned by Mr X, this property i ...

    From $445 per night (USD)

    VRBO

    Details
  • Luxury Master Penthouse Suite w Jacuzzi Sauna Staff Private Beach - 15 M Airport
    From $1047 per night (USD)

    Expedia

    Luxury Master Penthouse Suite w Jacuzzi Sauna Staff Private Beach - 15 M Airport

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Take a dip in the Jacuzzi while sipping complimentary champagne. Designed with luxury and comfort in mind, The Mr X suit ...

    From $1047 per night (USD)

    Expedia

    Details
  • Sumptuous Luxury Unit w/pool, gym+more
    From $795 per night (USD)

    VRBO

    Sumptuous Luxury Unit w/pool, gym+more

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    This townhome is located in 22 Freeport – An exclusive gated community in Freeport Montego Bay. 22 Freeport features 24 ...

    From $795 per night (USD)

    VRBO

    Details
  • 3 Bedroom Luxury Condo Montego Bay
    From $702 per night (USD)

    Expedia

    3 Bedroom Luxury Condo Montego Bay

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    1

    Welcome to Montego Bay 3 Bedroom Luxury Condo! It's a brand new 3 bedroom property located in Montego Bay prestigious ...

    From $702 per night (USD)

    Expedia

    Details
  • Spacious family friendly vacation spot.
    From $214 per night (USD)

    VRBO

    Spacious family friendly vacation spot.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Spacious condo located on the Freeport peninsula which makes for at least a 180° view of the Caribbean sea. This is the ...

    From $214 per night (USD)

    VRBO

    Details
  • NEW C202 Tara Estate 2Bed with Pool & Tennis Court
    Click For Pricing

    Expedia

    NEW C202 Tara Estate 2Bed with Pool & Tennis Court

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Bring the whole family to this great place with lots of room for fun! Located in Montego Bay the capital of St. James Pa ...

    Click For Pricing

    Expedia

    Details
  • Paradise on the Waterfront!
    From $387 per night (USD)

    VRBO

    Paradise on the Waterfront!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    This newly remodeled, spacious, three bedroom, three bathroom apartment is the perfect home away from home for your holi ...

    From $387 per night (USD)

    VRBO

    Details
  • Exquisite 5BR, 7BA Villa with Tryall Club Membership - Tropical Paradise Awaits!
    Click For Pricing

    Expedia

    Exquisite 5BR, 7BA Villa with Tryall Club Membership - Tropical Paradise Awaits!

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    14

    Welcome to the epitome of luxury and serenity - the Great River House, a magnificent 5-bedroom, 5 full en-suite baths, 2 ...

    Click For Pricing

    Expedia

    Details
  • Luxury Beachfront All Inclusive Resort St. James
    From $500 per night (USD)

    VRBO

    Luxury Beachfront All Inclusive Resort St. James

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    On an island that was once part of the British Empire, Secrets St. James Montego Bay, a AAA Four Diamond resort, present ...

    From $500 per night (USD)

    VRBO

    Details
  • Luxury Beachfront All Inclusive Resort St. James
    From $500 per night (USD)

    VRBO

    Luxury Beachfront All Inclusive Resort St. James

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    On an island that was once part of the British Empire, Secrets St. James Montego Bay, a AAA Four Diamond resort, present ...

    From $500 per night (USD)

    VRBO

    Details
  • Luxury Beachfront All Inclusive Resort St. James
    From $500 per night (USD)

    VRBO

    Luxury Beachfront All Inclusive Resort St. James

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    On an island that was once part of the British Empire, Secrets St. James Montego Bay, a AAA Four Diamond resort, present ...

    From $500 per night (USD)

    VRBO

    Details
  • Luxury Beachfront All Inclusive Resort St. James
    From $500 per night (USD)

    VRBO

    Luxury Beachfront All Inclusive Resort St. James

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    On an island that was once part of the British Empire, Secrets St. James Montego Bay, a AAA Four Diamond resort, present ...

    From $500 per night (USD)

    VRBO

    Details
  • \Smallah\ Peaceful waterfront villa with plunge pool
    From $625 per night (USD)

    VRBO

    \"Smallah\" Peaceful waterfront villa with plunge pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Montego Bay, the capital of Saint James Parish on Jamaica’s north coast, is a major cruise ship port with numerous beach ...

    From $625 per night (USD)

    VRBO

    Details
  • Coastal Gem in gated community. Waterfront, pool, 20 mins from airport
    From $198 per night (USD)

    Expedia

    Coastal Gem in gated community. Waterfront, pool, 20 mins from airport

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Come enjoy coastal living in one of the most sought-after communities in Montego Bay—the affluent resort area of Freepor ...

    From $198 per night (USD)

    Expedia

    Details
  • Welcome to Nautical Homes Paradise 2
    From $238 per night (USD)

    VRBO

    Welcome to Nautical Homes Paradise 2

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Our guest will enjoy the expansive views from this well appointed villa and the luxury amenities it has to offer. This i ...

    From $238 per night (USD)

    VRBO

    Details
  • Life of Montego Bay\n\n
    From $237 per night (USD)

    Expedia

    Life of Montego Bay\n\n

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    5

    Welcome to Montego Bay , where you’ll have 24 hour gated security. 30 min from mobay airport. 15 min from shopping area ...

    From $237 per night (USD)

    Expedia

    Details
  • Modern Day Great House with expansive views over the Caribbean sea
    Click For Pricing

    VRBO

    Modern Day Great House with expansive views over the Caribbean sea

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    The Columns is a family house set on 7 acres a short distance from the sea. With 180 degree views of the sea from the l ...

    Click For Pricing

    VRBO

    Details
  • Montego Bay Oasis: Luxe Retreat with Pool & Ocean Views!
    From $611 per night (USD)

    Expedia

    Montego Bay Oasis: Luxe Retreat with Pool & Ocean Views!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Nestled in the highly sought-after enclave of Freeport in MoBay and just 20 minutes from Sangster International Airport, ...

    From $611 per night (USD)

    Expedia

    Details
  • Luxury Beachfront All Inclusive Resort Jamaica
    From $500 per night (USD)

    VRBO

    Luxury Beachfront All Inclusive Resort Jamaica

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Breathless Montego Bay Resort & Spa, surrounded by Montego Bay Marine Park, is a modern 5-story adults-only, 150-suite r ...

    From $500 per night (USD)

    VRBO

    Details
  • Luxury Beachfront All Inclusive Resort Jamaica
    From $500 per night (USD)

    VRBO

    Luxury Beachfront All Inclusive Resort Jamaica

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Breathless Montego Bay Resort & Spa, surrounded by Montego Bay Marine Park, is a modern 5-story adults-only, 150-suite r ...

    From $500 per night (USD)

    VRBO

    Details
  • Luxury Beachfront All Inclusive Resort Jamaica
    From $500 per night (USD)

    VRBO

    Luxury Beachfront All Inclusive Resort Jamaica

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    From indigenous art to chic design, Secrets Wild Orchid Montego Bay, Junior Suite , AAA Four Diamond resort, takes its i ...

    From $500 per night (USD)

    VRBO

    Details
  • Luxury Beachfront All Inclusive Resort Jamaica
    From $500 per night (USD)

    VRBO

    Luxury Beachfront All Inclusive Resort Jamaica

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    From indigenous art to chic design, Secrets Wild Orchid Montego Bay, Junior Suite , AAA Four Diamond resort, takes its i ...

    From $500 per night (USD)

    VRBO

    Details
  • Luxury Beachfront All Inclusive Resort Jamaica
    From $500 per night (USD)

    VRBO

    Luxury Beachfront All Inclusive Resort Jamaica

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    From indigenous art to chic design, Secrets Wild Orchid Montego Bay, Junior Suite , AAA Four Diamond resort, takes its i ...

    From $500 per night (USD)

    VRBO

    Details
  • Luxury Beachfront All Inclusive Resort Jamaica
    From $500 per night (USD)

    VRBO

    Luxury Beachfront All Inclusive Resort Jamaica

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    From indigenous art to chic design, Secrets Wild Orchid Montego Bay, Junior Suite , AAA Four Diamond resort, takes its i ...

    From $500 per night (USD)

    VRBO

    Details
  • The perfect tropical getaway for couples, families and friends!
    From $414 per night (USD)

    VRBO

    The perfect tropical getaway for couples, families and friends!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Spectacular sea view and private sea side with fully equipped kitchen, spacious living and gathering area with an outdoo ...

    From $414 per night (USD)

    VRBO

    Details
  • Parrot Bay Condo
    Click For Pricing

    Expedia

    Parrot Bay Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Forget your worries in this spacious and serene space. What this place offers Hair dryer laundry facilites Iron Wifi D ...

    Click For Pricing

    Expedia

    Details
  • Willow tree
    From $98 per night (USD)

    VRBO

    Willow tree

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    This home is nestled safely in Bogue one of the safest neighborhood in Montego Bay! This is perfect for a double couple ...

    From $98 per night (USD)

    VRBO

    Details
  • Tranquil Studio in Gated Community with Beach & Pool
    From $154 per night (USD)

    Expedia

    Tranquil Studio in Gated Community with Beach & Pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our cozy, newly renovated studio! Perfect for those seeking peace, quiet, and nature. Ideal for one or two gu ...

    From $154 per night (USD)

    Expedia

    Details
  • Welcome to Villa Soleil Levant “ Rising Sun”
    From $726 per night (USD)

    VRBO

    Welcome to Villa Soleil Levant “ Rising Sun”

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to Villa Soleil Levant, a 7,500 sq ft luxury retreat 15 minutes from Montego Bay Airport. Located in an upscale ...

    From $726 per night (USD)

    VRBO

    Details
  • Great River Private Retreat \n
    Click For Pricing

    Expedia

    Great River Private Retreat \n

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Set in Montego Bay in the Saint James region, Great River Private Retreat features a garden. The air-conditioned accommo ...

    Click For Pricing

    Expedia

    Details
  • Welcome N/H Villa Paradise in enchanting Reading, Montego Bay with AC, Gym, WiFi
    From $976 per night (USD)

    VRBO

    Welcome N/H Villa Paradise in enchanting Reading, Montego Bay with AC, Gym, WiFi

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    Welcome to our Piece of Paradise! Experience the ultimate in relaxation and luxury at our expansive 5-bedroom villa, pe ...

    From $976 per night (USD)

    VRBO

    Details
  • Sunset at Seawind by the Bay
    From $168 per night (USD)

    Expedia

    Sunset at Seawind by the Bay

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Sunset at Seawind on the Bay, Your Peaceful Escape in Montego Bay Welcome to Sunset at Seawind, a cozy and tranquil stu ...

    From $168 per night (USD)

    Expedia

    Details
  • Dejai On The Bay  Gated 2 or3 bdr Condo in Montego Bay with stunning's views
    From $201 per night (USD)

    VRBO

    Dejai On The Bay Gated 2 or3 bdr Condo in Montego Bay with stunning's views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Montego Bay is calling! Enjoy a peaceful getaway at this beautiful 2- or 3-bedroom condo, offering a relaxing escape. Ch ...

    From $201 per night (USD)

    VRBO

    Details
  • Bayfront Studio: PVT Beach, Pool, Gated Community\n\n
    From $165 per night (USD)

    Expedia

    Bayfront Studio: PVT Beach, Pool, Gated Community\n\n

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Discover our charming, gated community just a 3-minute stroll from the beach! Unwind in our cozy studio featuring a quee ...

    From $165 per night (USD)

    Expedia

    Details
  • Oceanview Apt - Montego Bay, Ja, pool, bar, beach
    From $121 per night (USD)

    VRBO

    Oceanview Apt - Montego Bay, Ja, pool, bar, beach

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Discover Montego Bay from our lovely apartment. This stylish apartment is perfect for a holiday away whilst enjoying all ...

    From $121 per night (USD)

    VRBO

    Details
  • Elysium Escapes Luxury 3BR Villa 18Mins FR Airport
    From $728 per night (USD)

    Expedia

    Elysium Escapes Luxury 3BR Villa 18Mins FR Airport

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Escape to paradise in our luxurious 3-bedroom, 3.5 bathroom villa in the heart of Montego Bay. Enjoy 24hr gated security ...

    From $728 per night (USD)

    Expedia

    Details
  • 3bdr Stunning Ocean Front Condo, Beach Access, Pool, Solar
    From $388 per night (USD)

    VRBO

    3bdr Stunning Ocean Front Condo, Beach Access, Pool, Solar

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Ideal for families, business travelers, or couples, this three-bedroom waterfront condo offers an exceptional location j ...

    From $388 per night (USD)

    VRBO

    Details
  • Cozy 2-bedroom apartment in enchanting Montego Bay with WiFi, AC
    From $159 per night (USD)

    Expedia

    Cozy 2-bedroom apartment in enchanting Montego Bay with WiFi, AC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Seafront Serenity: 2-Bedroom AC Apartment with WiFi, 2 Pools, Small Waterfall, and Steps to the Sea - 5-Minute Walk to M ...

    From $159 per night (USD)

    Expedia

    Details
  • Hospitality Expert Seawind - Pool, Beach, Chef
    From $226 per night (USD)

    VRBO

    Hospitality Expert Seawind - Pool, Beach, Chef

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    H/E Seawind is a stunning 1 bedroom apartment in the most luxurious part of MoBay. The apartment has all the amenities y ...

    From $226 per night (USD)

    VRBO

    Details
  • Luxury Waterfront Villa Jamaica.
    From $158 per night (USD)

    Expedia

    Luxury Waterfront Villa Jamaica.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Escape to luxury in this stunning one-bedroom waterfront villa with breathtaking peninsula views. Perfect for a couple's ...

    From $158 per night (USD)

    Expedia

    Details
  • Serene Getaway-Charming 2-BR apartment with AC, WIFI in delightful Montego Bay
    From $99 per night (USD)

    VRBO

    Serene Getaway-Charming 2-BR apartment with AC, WIFI in delightful Montego Bay

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located in Montego Bay, this charming 2 bedroom apartment is your perfect getaway! Cozy queen bed, two comfortable twin ...

    From $99 per night (USD)

    VRBO

    Details
  • Charming 1-bedroom apartment with AC, king bed, beach and pool, gated
    From $116 per night (USD)

    Expedia

    Charming 1-bedroom apartment with AC, king bed, beach and pool, gated

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Discover this fabulous 1-bedroom gem in Montego Bay. This soothing apartment features a cozy king bed, a full kitchen, a ...

    From $116 per night (USD)

    Expedia

    Details
  • Peaceful studio in a waterfront gated complex.
    From $95 per night (USD)

    VRBO

    Peaceful studio in a waterfront gated complex.

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    2

    Charming Studio Apartment in Prime Freeport, Montego Bay Location Discover the perfect blend of comfort and convenience ...

    From $95 per night (USD)

    VRBO

    Details
  • Stay peaceful in this oceanfront apt in Montego Bay
    From $138 per night (USD)

    VRBO

    Stay peaceful in this oceanfront apt in Montego Bay

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Consider this apartment your home away from home while you visit Montego Bay. This brilliant space offers a spacious bed ...

    From $138 per night (USD)

    VRBO

    Details
  • Sea-Breeze Cottage Montego Bay Jamaica
    Click For Pricing

    VRBO

    Sea-Breeze Cottage Montego Bay Jamaica

    Bedrooms:
    0
    Bathrooms:
    1
    Sleeps:
    4

    Cozy 1-Bedroom Bungalow in Montego Bay Escape to this charming 1-bedroom bungalow, perfect for couples or solo travelle ...

    Click For Pricing

    VRBO

    Details
  • Sea View  2-bedroom townhome in lovely Montego Bay with fitness room, WiFi
    From $254 per night (USD)

    Expedia

    Sea View 2-bedroom townhome in lovely Montego Bay with fitness room, WiFi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Located in Montego Bay this charming 2-bedroom townhome offers a peaceful retreat for guests. With amenities like AC, Wi ...

    From $254 per night (USD)

    Expedia

    Details
  • charming 2 Bedroom getaway, A/C Comfort,10 mins from Airport.\nGated community.
    From $150 per night (USD)

    VRBO

    charming 2 Bedroom getaway, A/C Comfort,10 mins from Airport.\nGated community.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Nestled in Montego Bay, this charming house offers a serene escape for guests. With 2 cozy bedrooms, including 2 queen b ...

    From $150 per night (USD)

    VRBO

    Details