Montego Bay vacation rentals

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Top-rated vacation rentals in Montego Bay

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost
Condo in Montego Bay
Modern apartment with a pool & amazing views!
Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. Start your day having coffee on the patio gazing at the awe-inspiring coastline and turquoise lagoon. The property is part of a secure, gated development with a private community pool for guests to laze away while perfecting their tan, or hide in the shade sipping on a cold drink. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation.
Aug 2 – 9
G$16,801 GYD per night
4.85 out of 5 average rating, 299 reviews
Guest favorite
Townhouse in Montego Bay
Townhouse Villa w/staff, gym, pool, beach access
Escape@20 is a lovely townhome that guarantees a truly relaxing and memorable experience. A friendly housekeeper/cook is included at NO EXTRA COST!! You just need to purchase the groceries. The townhome has an open floor plan with living and dining room opening out to a covered patio and a backyard. Guests can enjoy breathtaking views of the neighboring yacht docking area, swimming pool, gazebo/bbq grill space, gym, playground for kids, 24 hour security and complimentary beach access nearby.
Oct 8 – 15
G$56,704 GYD per night
4.98 out of 5 average rating, 121 reviews
Guest favorite
Loft in Montego Bay
Sunny Studio on Leaders Ave
This cozy and typically Jamaican studio is fully equipped and is located in the back of the main house with a view on the beautiful backyard, including a new Yoga platform, workshop tables to make souvenirs, fruit trees, swings and hammocks. At night, we can hear the crickets and stare at the moon, while lazing in a long chairs. The studio has a complete kitchen with a mini fridge, gas stove, toaster oven, ; a new double bed and a cute bathroom (Shower), and it has its own Internet access.
May 5 – 12
G$10,354 GYD per night
4.89 out of 5 average rating, 103 reviews

Popular amenities for Montego Bay vacation rentals

Stay near Montego Bay's top sights

Montego Bay Airport Transportation11 locals recommend
Pier One250 locals recommend
Secrets Wild Orchid Montego Bay3 locals recommend
Dead End Beach29 locals recommend
Doctor's Cave Bathing Club61 locals recommend
Coral Cliff75 locals recommend

Montego Bay beach vacation rentals

Superhost
Apartment in Montego Bay
Marlin On The Bay, Montego Bay (In Resort Area)
Apr 13 – 20
G$24,939 GYD per night
4.88 out of 5 average rating, 143 reviews
Superhost
Apartment in Montego Bay
OceanView 2bedrooms,rooftop pool,AirCon throughout
Nov 9 – 16
G$29,042 GYD per night
4.87 out of 5 average rating, 219 reviews
Superhost
Townhouse in Montego Bay
Ocean Breeze Miramar 3Bedroom Townhouse
Jan 20 – 27
G$82,206 GYD per night
4.88 out of 5 average rating, 130 reviews
Superhost
Villa in Montego Bay
Orchids & Palms Luxury Villa
Aug 26 – Sep 2
G$199,818 GYD per night
4.87 out of 5 average rating, 117 reviews
Superhost
Condo in Montego Bay
Ocean View Penthouse on Hip Strip Montego Bay Wifi
Feb 10 – 17
G$35,713 GYD per night
4.86 out of 5 average rating, 133 reviews
Guest favorite
Apartment in Hopewell
Oceanview Luxe Penthouse Suite + Pool & Butler
Jan 10 – 17
G$114,219 GYD per night
5.0 out of 5 average rating, 48 reviews
Guest favorite
Condo in Montego Bay
1br Lux Oceanfront 180 View Pool Beach Tennis Gym
Jun 17 – 24
G$46,886 GYD per night
4.93 out of 5 average rating, 91 reviews
Guest favorite
Apartment in Montego Bay
Paradise by the Sea
May 8 – 15
G$18,954 GYD per night
4.95 out of 5 average rating, 78 reviews
Guest favorite
Condo in Montego Bay
New Ocean View Condo.
Dec 21 – 28
G$34,050 GYD per night
5.0 out of 5 average rating, 21 reviews
Guest favorite
Condo in Montego Bay
Kusha Penthouse - Ultimate Luxury Experience
Jun 3 – 10
G$92,091 GYD per night
4.94 out of 5 average rating, 35 reviews
Guest favorite
Apartment in Montego Bay
New studio unit close to airport, beach & hipstrip
Oct 22 – 29
G$18,901 GYD per night
4.97 out of 5 average rating, 70 reviews
Guest favorite
Condo in Montego Bay
Oceanfront Lux Chic 1BR Apt Pool+Gym+ BeachAccess
Apr 14 – 21
G$49,879 GYD per night
5.0 out of 5 average rating, 68 reviews

Montego Bay home rentals

Guest favorite
Home in Montego Bay
Cozy Vacationing
Aug 2 – 9
G$20,372 GYD per night
4.94 out of 5 average rating, 174 reviews
Guest favorite
Home in Montego Bay
The Sacred Space
Oct 24 – 31
G$13,861 GYD per night
4.89 out of 5 average rating, 109 reviews
Superhost
Home in Montego Bay
Drummond's Place
May 11 – 18
G$17,902 GYD per night
4.75 out of 5 average rating, 101 reviews
Guest favorite
Home in Montego Bay
House Close to Resort Area & Airport❤
Sep 2 – 9
G$16,959 GYD per night
4.88 out of 5 average rating, 104 reviews
Guest favorite
Home in Montego Bay
Modern 3 bedrooms with king size bed and hot tub
Oct 8 – 15
G$51,814 GYD per night
4.98 out of 5 average rating, 54 reviews
Guest favorite
Home in St. James Parish
Spacious Garden Suite with King Bed
Sep 4 – 11
G$11,971 GYD per night
4.78 out of 5 average rating, 73 reviews
Guest favorite
Home in St.Bran's Burg
Montego Bay Jamaica Dreams Villa
Jan 17 – 24
G$169,063 GYD per night
4.91 out of 5 average rating, 34 reviews
Guest favorite
Home in Montego Bay
Island Vacation Stays Ja
Oct 13 – 20
G$21,002 GYD per night
4.92 out of 5 average rating, 53 reviews
Guest favorite
Home in Montego Bay
Tranquil City Getaway with Patio: The Perfect Stay
May 15 – 22
G$16,795 GYD per night
5.0 out of 5 average rating, 13 reviews
Guest favorite
Home in Montego Bay
Comfort Stay - Entire home in gated community
Jun 11 – 18
G$20,552 GYD per night
4.98 out of 5 average rating, 50 reviews
Guest favorite
Home in Montego Bay
Cole’s Vacationing
Jan 30 – Feb 6
G$19,952 GYD per night
4.88 out of 5 average rating, 66 reviews
Guest favorite
Home in Montego Bay
Caribbean Sea Dreams, 24 hour security, 2 pools
Feb 17 – 24
G$37,488 GYD per night
4.92 out of 5 average rating, 39 reviews

Beach home rentals in Montego Bay

Superhost
Home in Montego Bay
Bayview, City and Ocean View with rooftop pool
Oct 20 – 27
G$20,372 GYD per night
4.85 out of 5 average rating, 179 reviews
Superhost
Home in Montego Bay
PleasantView
Jun 25 – Jul 2
G$58,658 GYD per night
4.84 out of 5 average rating, 153 reviews
Guest favorite
Home in Montego Bay
Shimmering Waters * Big Views *Pool *Chef Optional
May 3 – 10
G$141,919 GYD per night
4.98 out of 5 average rating, 55 reviews
Guest favorite
Home in St. James Parish
Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ
Sep 29 – Oct 6
G$126,323 GYD per night
5.0 out of 5 average rating, 51 reviews
Superhost
Home in Reading
Whiterock Montego Bay Stunning OMG Views Luxury
Aug 13 – 20
G$31,092 GYD per night
4.96 out of 5 average rating, 48 reviews
Superhost
Home in Montego Bay
Amara Fully Staffed 3BR Waterfront Villa
Aug 1 – 8
G$141,761 GYD per night
4.92 out of 5 average rating, 60 reviews
Guest favorite
Home in Montego Bay
Slippers Villa Montego Bay Beachfront Property
Nov 23 – 30
G$119,979 GYD per night
4.95 out of 5 average rating, 64 reviews
Guest favorite
Home in Montego Bay
New luxury Villa Near Beach/Shopping/Airport.
Apr 4 – 11
G$31,352 GYD per night
4.96 out of 5 average rating, 26 reviews
Superhost
Home in Montego Bay
"Smallah"- 4-br oceanside villa
Sep 5 – 12
G$119,709 GYD per night
5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Montego Bay
Zach's Place
Oct 9 – 16
G$15,163 GYD per night
4.94 out of 5 average rating, 52 reviews
Superhost
Home in Montego Bay
New Luxury Unit w/pool, gym+more
Jun 7 – 14
G$144,911 GYD per night
4.5 out of 5 average rating, 8 reviews
Superhost
Home in Montego Bay
Casa Bella in Montego Bay
May 9 – 16
G$162,763 GYD per night
4.84 out of 5 average rating, 32 reviews

Quick stats about vacation rentals in Montego Bay

Total rentals

1.7K properties

Rentals with a pool

720 properties have a pool

Pet-friendly rentals

200 properties allow pets

Family-friendly rentals

850 properties are a good fit for families

Total number of reviews

33K reviews

Nightly prices starting at

G$2,100 GYD before taxes and fees

Your guide to Montego Bay

All About Montego Bay

Montego Bay, the second-largest city in Jamaica, is divided into downtown Montego Bay, a colorful, bustling neighborhood surrounding Sam Sharpe Square, and the tourist strip of Gloucester Avenue, which is lined with souvenir shops, restaurants, and reggae bars. Each area has a distinct personality, allowing you to experience two sides of this lively city. Aside from city attractions, you can enjoy horseback riding on the beach, rafting along the tranquil Martha Brae River, and taking a day trip to Dunn’s River Falls, which cascades nearly 600 feet over limestone terraces before reaching the Caribbean Sea. Montego Bay is also rich in history: you can visit centuries-old buildings, including Greenwood Great House, which was once the home of a famous English poet.


The best time to stay in a vacation rental in Montego Bay

Thanks to the warm Caribbean climate, Montego Bay is a great place to visit all year round. While the summers can be hot and humid, this is a great time to hang out at the beach. On August 1 — Emancipation Day in Jamaica — Montego Bay hosts Jerk Fest, with live reggae music, all-ages entertainment, and the chance to feast on everything jerked: chicken, pork, shrimp, and lobster.

The rain begins to pick up in the fall, but usually lasts less than an hour a day, leaving you plenty of time for fun in the sun. In November, the Jamaica Jazz and Blues Festival showcases the country’s leading jazz and blues musicians. During the winter, the rain lessens and the temperatures drop, giving you the perfect weather to enjoy outdoor activities. If you want to avoid the crowds, spring may be the best time to visit, as the weather is pleasant and the summer high season has yet to kick in.


Top things to do in Montego Bay

Doctor’s Cave Beach

The cave that gave this beach its name was destroyed in a hurricane 90 years ago. Today, Doctor’s Cave Beach is a beautiful stretch of powder-white sand and aquamarine water right in the middle of Montego Bay, off Gloucester Avenue. In the 1920s, a British doctor took a dip in the warm turquoise water and declared it had restored him to good health, curing him of any ailments. Test it out for yourself by going for a swim.

Luminous Lagoon

Located 45 minutes from Montego Bay, this lagoon is home to millions of tiny bioluminescent organisms that, when disturbed by boats or swimmers, begin to glow. Take a kayak or boat trip along the lagoon after the sun has gone down, and perhaps even jump into the water to truly appreciate the beauty of this phenomenon. This event is best seen on overcast nights or when there is not a full moon, so you’ll need to check the calendar.

Martha Brae River Rafting

One of the best ways to explore the beautiful waterways of Jamaica is through river rafting. Rafting along the gentle blue-green Martha Brae River lets you immerse yourself in the island’s lush jungles. Trips start from the Rafters’ Village, where you can take a dip in the pool or have lunch in the picnic area, and slowly meander through the rainforest down the river on traditional bamboo floats.

Frequently Asked Questions

  • How is the weather in Montego Bay?

    Montego Bay typically has a tropical climate, with temperatures ranging from 70°F to 90°F (21°C to 32°C) throughout the year. The rainy season usually occurs from May to November, and the dry season from December to April.

  • What are some of the best things to do in Montego Bay?

    Visitors to Montego Bay often enjoy exploring the Hip Strip for shopping and dining, lounging on Doctor's Cave Beach, embarking on a rafting adventure on the Martha Brae River, or exploring the local cuisine and culture.

  • What is the best time of year to visit Montego Bay?

    The most popular time to visit Montego Bay is from November to mid-December when the weather is most pleasant. Notable local events include the Reggae Sumfest in July and the Montego Bay Jerk Festival in August.

  • What are the best places to stay in Montego Bay?

    Ironshore, Rose Hall, and the Hip Strip are frequently suggested areas to stay in Montego Bay due to their proximity to attractions, restaurants, and beaches.

  • What are the best places to visit in Montego Bay?

    The Rose Hall Great House, Sam Sharpe Square, Doctor's Cave Beach, and the Martha Brae River are often recommended places to visit in Montego Bay.

  • What are some hiking trails in Montego Bay?

    Montego Bay has several hiking trails like the Cockpit Country Adventure Tours route, Ahhh...Ras Natango Gallery and Garden trail, and the Mosquito Cove Mountain trail for nature lovers.

  • What are some family activities to do in Montego Bay?

    Families often enjoy visiting the Montego Bay Marine Park for snorkeling, spending a day at the Aquasol Theme Park, or experiencing the natural wonders of the Rocklands Bird Sanctuary.

  • What are some of the best day trip ideas in Montego Bay?

    Exploring the rich history of Falmouth, discovering the waterfalls at Dunn's River Falls in Ocho Rios, or visiting Negril for its beautiful Seven Mile Beach are frequently suggested day trip ideas from Montego Bay.

  • Are there vacation rentals with a dedicated workspace in Montego Bay?

    Yes! Work meets play with ease at over 710 vacation rentals in Montego Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Montego Bay?

    Four-legged friends are welcome in Montego Bay. Choose from more than 200 vacation rentals for guests traveling with pets.

Destinations to explore

  1. Airbnb
  2. Jamaica
  3. St. James Parish
  4. Montego Bay