Search vacation rentals in Montego Bay from 100+ sites!

1733 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Montego Bay vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Montego Bay

Best Montego Bay vacation rentals with a balcony

Montego Bay Best Kept Secret 4 B/r Apartments - Block A, Unit 1 & 2 - Montego Bay
Montego Bay
08/09 – 08/16
$266/nighttotal: $1862 (7 )

Montego Bay Best Kept Secret 4 B/r Apartments - Block A, Unit 1 & 2

4 7
apartment , MONTEGO BAY
This four-bedroom apartment rental near Sangster International Airport in Montego Bay, Jamaica offers convenient access to attractions like Doctor's Cave Beach and Rose Hall Great House, all within a short drive.
The 4-bathroom unit sleeps 12 guests comfortably and features a fully equipped kitchen, private balcony with ocean and airport views, in-unit air conditioning, Wi-Fi, and access to an outdoor pool.
Modern 2 Bedroom Apartment In Montego Bay With Spectacular Views - Montego Bay
9.4 78 reviews
Montego Bay
12/29 – 01/02
$173/nighttotal: $692 (4 )

Modern 2 Bedroom Apartment In Montego Bay With Spectacular Views

2 1
apartment , Montego Bay
This family-friendly vacation home is located just a short distance from Fairview Shopping Center, Bellefield Great House and Gardens, Widowmaker's Cave, and Montego Bay Marine Park, making it a convenient base for exploring the area. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
The home features two bedrooms and can comfortably accommodate up to six guests in its 1390 square feet of living space. Enjoy amenities like a fully equipped kitchen, a refreshing swimming pool, a relaxing terrace, and a lush garden, all while staying connected with free Wi-Fi.
Perfect Group Stay In The Heart Of Montego Bay. 10 Mins From Beach - Montego Bay
Montego Bay
07/07 – 07/12
$545/nighttotal: $2725 (5 )

Perfect Group Stay In The Heart Of Montego Bay. 10 Mins From Beach

5 10
apartment , Montego Bay
This five-bedroom, six-bathroom Montego Bay apartment rental is situated on a mountainside, approximately 6 miles from the city center and renowned beaches like Doctor's Cave Beach.
This spacious residence boasts two living rooms, four balconies offering panoramic views, a fully equipped kitchen including a dishwasher, and accommodates up to 10 guests, with easy access to Rose Hall Great House, Jarrett Park, and the Half Moon Bay Equestrian Centre.
Cozy 1- Studio At Montego Bay Club - Montego Bay
Montego Bay
06/29 – 06/30
$195/nightfor 1 night

Cozy 1- Studio At Montego Bay Club

1 2
studio , Montego Bay
This Montego Bay studio offers convenient access to Jamaica Beaches and Doctor's Cave Beach, situated less than 1 mile from the Montego Bay Cruise Ship Terminal and within reach of Montego Bay Marine Park and Widowmaker's Cave.
This apartment accommodates two guests and features air conditioning, Wi-Fi, a kitchenette with a fridge, a swimming pool, terrace, garden, and parking.

Browse Family-Friendly Vacation Rentals in Montego Bay

Find the perfect family vacation rental or Airbnb in Montego Bay with plenty of room to spread out near local beaches.

Vacation Getaway In Mango Walk Country Club - Montego Bay
9.4 23 reviews
Montego Bay
08/25 – 09/28
$171/nighttotal: $5814 (34 )

Vacation Getaway In Mango Walk Country Club

2 2
apartment , Montego Bay
This 2-bedroom apartment is located in the Mango Walk Country Club, just a short drive from both Closed Harbor Beach and One Man Beach. It's rated excellent for user experience, very good for cleanliness, and good for location.
The apartment offers 190 square feet of space, accommodating up to 4 guests. Enjoy amenities like a private balcony with city views, a swimming pool, a tennis court, and a well-equipped kitchen.
3br Townhome W/ Beach Access, Pool & Gym - Montego Bay
9.8 89 reviews
Montego Bay
10/14 – 10/21
$313/nighttotal: $2191 (7 )

3br Townhome W/ Beach Access, Pool & Gym

2 3
house , Montego Bay
This 3BR private home is located within the safest gated community in Freeport, Montego Bay, a 3-minute walk from an infinity edge pool and a 6-8 minute walk from the beach. It is conveniently located nearby to several restaurants/bars, hotels, gyms, doctors’ offices, clinics, movie theater, financial institutions, supermarkets, convenience stores, pharmacies, clothing stores, gas station, and cruise ship terminal.
This property is rated excellent by users for its location, cleanliness, and amenities. It features luxurious and modern furnishing and interior design, a fully equipped kitchen, an in-door laundry room and an outdoor laundry area, a supplemental generator for uninterrupted electricity and air conditioning, a gated property with 24-hour security presence, surveillance cameras, and convenient parking, a fitness center, pool, gazebo/BBQ grill space, and waterside views of the neighboring yacht docking area.
Jennyplace  Home Stay - Montego Bay
Montego Bay
12/19 – 12/26
$233/nighttotal: $1631 (7 )

Jennyplace Home Stay

3 6
apartment , Montego Bay
This three-bedroom Westgate Hills apartment in Montego Bay, Jamaica is under ten minutes from Doctor's Cave Beach, Margaritaville, and the city's nightlife.
The 3-bedroom, 2-bathroom rental boasts a private balcony, free Wi-Fi, parking, and accommodates up to six guests, offering easy access to attractions like the Montego Bay Cruise Ship Terminal and Jarrett Park.
Tropical Retreat Villas Miramar - Montego Bay
9.8 49 reviews
Montego Bay
08/22 – 08/31
$315/nighttotal: $2835 (9 )

Tropical Retreat Villas Miramar

1 6
apartment , Montego Bay
This luxurious three-bedroom villa is located in the Miramar gated community in Montego Bay, Jamaica, a 20-minute drive from Sangster International Airport and six minutes from the Fairview Shopping Center.
The 3-bathroom property boasts an infinity-edge pool, a fully equipped kitchen with modern appliances, and accommodates up to six guests, offering easy access to Gloucester Avenue's "Hip Strip" and family-friendly amenities.

Frequently Asked Questions about vacation rentals in Montego Bay

  • What should a first-time visitor not miss in Montego Bay?

    First-timers should definitely visit Doctor's Cave Beach, a famous spot known for its white sand and clear water. You can also check out the vibrant atmosphere of the Hip Strip, where you'll find shops, restaurants, and bars. And, of course, no trip to Montego Bay is complete without a taste of Jamaican jerk at Scotchies, a popular spot for authentic jerk chicken.
  • What are the best Airbnb and vacation rentals in Montego Bay?

    Luxury 2br Home Facing Beach W/pool Montego Bay #3, Summerfields Villa - The Sunflower and Mobay Kotch are the most popular Airbnb and vacation rentals in Montego Bay among travelers.

  • Which neighborhood in Montego Bay should you consider for a vacation rental?

    The best neighborhood for a vacation rental depends on what you're looking for. If you want to be close to the action, then the Hip Strip is the place to be. If you prefer a more relaxed atmosphere, then you might want to consider a rental in the residential area of Rose Hall, which is known for its beautiful beaches and golf courses.
  • What are the most popular Airbnbs in Montego Bay?

  • What are the top family-friendly attractions in Montego Bay?

    Families will love the attractions at the Aquasol Theme Park, with its water slides and rides. For a more educational experience, the Montego Bay Marine Park is a great choice, where you can learn about marine life and even go snorkeling. And if you want to experience the beauty of nature, you can visit the Luminous Lagoon, where the water glows in the dark.
  • What are the best vacation rentals with a pool in Montego Bay?

  • When is the best time to book a vacation rental in Montego Bay?

    The best time to book a vacation rental in Montego Bay is during the shoulder season, from April to June or September to November. You'll find lower prices and fewer crowds during these months. If you're looking for a more festive experience, you can book during the peak season, from December to April, but expect higher prices and larger crowds.
  • What are the best rentals for families and kids in Montego Bay?

  • What are the best budget-friendly activities in Montego Bay?

    You can enjoy a budget-friendly day at the Cornwall Beach, which is free to enter. For a taste of local life, head to the Montego Bay Craft Market, where you can find souvenirs and local crafts. And for a unique experience, take a walk along the Hip Strip at night, where you can enjoy the vibrant nightlife scene.
  • What are the best rentals or Airbnbs with a jacuzzi in Montego Bay?

  • What are the best restaurants with local dishes in Montego Bay?

    For authentic Jamaican cuisine, you can't go wrong with Scotchies, a popular spot for jerk chicken and pork. For a more upscale experience, try The Pelican Grill, which serves traditional Jamaican dishes with a modern twist. And if you're looking for a casual spot, The Pork Pit is a great choice for delicious barbecue.
  • What are the best walking or cycling routes in Montego Bay?

    For a scenic walk, you can take the Montego Bay Coastal Walk, which stretches along the waterfront. If you're feeling adventurous, you can try the Rose Hall Great House Trail, a challenging but rewarding hike that takes you through the Rose Hall Great House grounds. For a leisurely bike ride, you can explore the Hip Strip, which is flat and easy to navigate.
  • Are there pet-friendly attractions in Montego Bay?

    While there aren't many specifically pet-friendly attractions, you can bring your furry friend to Cornwall Beach, which is dog-friendly. Some restaurants also allow dogs on their patios. For a more structured experience, you can check out the Montego Bay Dog Park, which is a great place for your dog to run and play.
  • What are the benefits of choosing a vacation rental in Montego Bay?

    Vacation rentals offer more space and privacy than hotels. They can also be a great option for families or groups of friends, as they often have multiple bedrooms and bathrooms. And you can often find rentals that are located in more desirable areas than hotels, such as the Hip Strip or Rose Hall.
  • What are the top sports attractions and facilities in Montego Bay?

    Montego Bay is home to several sports attractions, including the Catherine Hall Sports Complex, which hosts a variety of sporting events. For golf enthusiasts, there are several world-class golf courses in the area, including the Half Moon Golf Course and the White Witch Golf Course. And if you're looking for a more active experience, you can try surfing at Doctors Cave Beach or snorkeling at the Montego Bay Marine Park.

Destinations nearby

Best Montego Bay vacation rentals with parking

Hospitality Expert Cb All: Pool, Beach & Chef - Montego Bay
10 3 reviews
Montego Bay
12/28 – 01/09
$2172/nighttotal: $26064 (12 )

Hospitality Expert Cb All: Pool, Beach & Chef

10 8
house , Montego Bay
This ten-bedroom, ten-bathroom luxury villa is situated in the Nianna Coral Bay community near Montego Bay, Jamaica, minutes from hotels like the Holiday Inn, Half Moon, Hyatt, and Jewel Grande, and a ten-minute drive from the Hip Strip.
The property, offering five two-bedroom townhouses, accommodates up to 16 guests and boasts an infinity-edge pool, children's playground, complimentary Rose Hall Beach Club membership, and access to additional services including airport pickup and chef services.
The Mango Walk Hideaway Bay View/ Very Private - Montego Bay
10 13 reviews
Montego Bay
12/30 – 01/13
$217/nighttotal: $3038 (14 )

The Mango Walk Hideaway Bay View/ Very Private

1 4
house , Montego Bay
This two-bedroom, one-bathroom townhouse in the Mango Walk Country Club is a 10-minute drive from Sangster International Airport (MBJ), Montego Bay's Hip Strip, and the beaches.
The fully equipped kitchen, private patio with barbecue, and access to the country club's pool and walking trails complement the king and two double beds, accommodating up to four guests.
Skyline Suites Villa Guest House - Montego Bay
Montego Bay
07/24 – 08/10
$69/nighttotal: $1173 (17 )

Skyline Suites Villa Guest House

1 3
apartment , Montego Bay
This Montego Bay vacation rental is conveniently located approximately 2.6 miles from Westgate Shopping Centre and within 6.2 miles of Cornwall Regional Hospital, Widowmaker's Cave, Creek Dome, and Jarrett Park.
The one-bedroom, one-bathroom home sleeps four guests and features free Wi-Fi, a fully equipped kitchen with a refrigerator, an in-house washing machine, and a sofa bed.
Bella Vista Gorgeous Newest 3br Apartment W/pool - Montego Bay
9.0 132 reviews
Montego Bay
01/02 – 01/09
$369/nighttotal: $2583 (7 )

Bella Vista Gorgeous Newest 3br Apartment W/pool

3 5
apartment , Montego Bay
This vacation rental is located in Mango Walk, a peaceful neighborhood in Montego Bay, just under 2 kilometers from Fort Montego, Fort Montego Craft Market, and Harmony Beach Park. It boasts excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
The home has three bathrooms, a fully equipped kitchen, and a washing machine for added convenience. Guests can enjoy the outdoor pool, barbecue grills, free Wi-Fi, and a TV for relaxing after a day exploring the area.

Choose the Right Vacation Rentals with a Pool in Montego Bay

A vacation rental with a pool in Montego Bay is the perfect amenity to complement your time spent by the water.

"Peaceful Escape" Mit Terrasse - Montego Bay
Montego Bay
07/24 – 08/10
$83/nighttotal: $1411 (17 )

"Peaceful Escape" Mit Terrasse

1 3
apartment , Belleair
This ground-floor condo in Montego Bay, Jamaica, is located approximately 1.2 miles from the beach, town center, and grocery store, and 0.6 miles from restaurants and the airport.
This 550-square-foot apartment sleeps up to three guests and features one bedroom, one bathroom, air conditioning, a private terrace, a communal garden, and access to an outdoor pool.
Montego Bay Best Kept Secret 8 B/r Apartments - Block A - Montego Bay
Montego Bay
07/07 – 07/12
$822/nighttotal: $4110 (5 )

Montego Bay Best Kept Secret 8 B/r Apartments - Block A

8 10
apartment , MONTEGO BAY
This 8-bedroom apartment is located just a 5-minute drive from Sangster's International Airport in Montego Bay, making it incredibly convenient for travelers. The surrounding area offers easy access to popular attractions like Widowmaker's Cave and Aquasol Beach Park.
This spacious rental features a fully equipped kitchen, a private balcony with ocean and airport views, and access to an outdoor pool. It also includes modern amenities like air conditioning, Wi-Fi, and cable television, ensuring a comfortable and enjoyable stay.
Apartment 1 @ Top Bay Apartments - Montego Bay
Montego Bay
06/29 – 06/30
$149/nightfor 1 night

Apartment 1 @ Top Bay Apartments

1 2
house , Montego Bay
This Montego Bay vacation rental, Top Bay Apartments, is centrally located on Upton Hill, a short drive or walk from Harmony Beach Park and other Montego Bay attractions.
The 280-square-foot apartment features one bedroom, one bathroom, and accommodates two guests, offering a private terrace, garden access, a kitchen with a fridge and microwave, air conditioning, and on-site parking and spa.
Ultimate Relaxation - Montego Bay
Montego Bay
07/24 – 08/10
$162/nighttotal: $2754 (17 )

Ultimate Relaxation

2 3
apartment , St. James Parish
This Montego Bay apartment rental is located in St. James Parish, Jamaica, within 1.2 miles of SuperClubs Ironshore Golf & Country Club and Jamaica's beaches, and within 3.1 miles of Half Moon Bay Equestrian Centre and Blue Diamond Shopping Centre.
This two-bedroom, one-bathroom condo sleeps four guests and features a private pool, free WiFi, a fully equipped kitchen with a refrigerator, microwave, and stovetop, plus a Smart TV and a terrace/balcony.

Top-Rated Oceanfront Vacation Rentals in Montego Bay

Discover beautiful beach towns with these seaside vacation rentals in Montego Bay, perfect for relaxing near the coast and exploring the shore.

Sky Palace - Montego Bay
9.8 76 reviews
Montego Bay
08/22 – 08/31
$198/nighttotal: $1782 (9 )

Sky Palace

2 6
apartment , Montego Bay
Hospitality Expert Swf104 - Pool, Beach, Chef - Montego Bay
9.8 32 reviews
Montego Bay
06/29 – 06/30
$200/nightfor 1 night

Hospitality Expert Swf104 - Pool, Beach, Chef

1 2
apartment , Montego Bay
Hideaway Studio At Montego Bay Club - Montego Bay
Montego Bay
12/29 – 01/02
$159/nighttotal: $636 (4 )

Hideaway Studio At Montego Bay Club

1 1
studio , Montego Bay
Whiterock Montego Bay Bou Villa - Montego Bay
9.6 45 reviews
Montego Bay
07/04 – 07/05
$173/nightfor 1 night

Whiterock Montego Bay Bou Villa

1 1
apartment , Reading

Traveler-Approved Luxury Vacation Rentals in Montego Bay

Indulge in a luxury vacation rental in Montego Bay, where high-end design meets world-class 5-star comfort.

La Leila Bay - Montego Bay
9.5 31 reviews
Montego Bay
07/05 – 07/06
$107/nightfor 1 night

La Leila Bay

1 2
apartment , Montego Bay

Explore Vacation Rentals with Saunas in Montego Bay

Relax with an on-site sauna at these vacation rentals in Montego Bay, perfect for a steam session after a day by the water.

Escape To Exhale Rerlaxed 2 Bedroom Apartment In Paradise - Montego Bay
Montego Bay
06/29 – 06/30
$154/nightfor 1 night

Escape To Exhale Rerlaxed 2 Bedroom Apartment In Paradise

2 2
apartment , Montego Bay
Ama Villas Luxury Collection **Brand New - Montego Bay
Montego Bay
12/19 – 12/26
$3403/nighttotal: $23821 (7 )

Ama Villas Luxury Collection **Brand New

4 6
house , Rose Hall
Ama Villas - Luxury Collection -  **Brand New ****Discount Available - Montego Bay
Montego Bay
10/14 – 10/21
$2719/nighttotal: $19033 (7 )

Ama Villas - Luxury Collection - **Brand New ****Discount Available

5 2
house , Rose Hall
Hotel Riu Palace Jamaica - Adults Only - All Inclusive - Montego Bay
8.8 1741 reviews
Montego Bay
07/10 – 08/07
$622/nighttotal: $17416 (28 )

Hotel Riu Palace Jamaica - Adults Only - All Inclusive

1 2
resort , Montego Bay
©2026 cozycozy.com