Vacation rentals in Montego Bay

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Top-rated vacation rentals in Montego Bay

Guests agree: these stays 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
$134 CAD per night
4.85 out of 5 average rating, 301 reviews
Guest favourite
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.
Aug. 9 – 16
$417 CAD per night
4.98 out of 5 average rating, 121 reviews
Superhost
Condo in Montego Bay
Fabulous 1 Bedroom Condo with Ocean and Pool View.
This privately owned luxury condo is located on the ocean front property of The Jewel Grande Montego Bay Resort Premises,it is right across from the Rose Hall Great House and 15 minutes away from the Sangsters International Airport. Our condo offers luxury finishes and furnishings , high-end appliances, air-conditioning and everything you may need for a perfect home away from home. There is free wifi throughout the property , 24 hrs gated and electronic security as well as free parking.
Aug. 16 – 23
$294 CAD per night
4.85 out of 5 average rating, 172 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

Other great vacation rentals in Montego Bay

Guest favourite
Apartment in Montego Bay
New studio unit close to airport, beach & hipstrip
Jul. 30 – Aug. 6
$147 CAD per night
4.97 out of 5 average rating, 70 reviews
Guest favourite
Apartment in Montego Bay
Paradise by the Sea
Sep. 20 – 27
$154 CAD per night
4.95 out of 5 average rating, 78 reviews
Guest favourite
Condo in Montego Bay
New Ocean View Condo.
Aug. 3 – 10
$244 CAD per night
5.0 out of 5 average rating, 21 reviews
Superhost
Condo in St. James Parish
Bayshore Tropical Condo w Pool - Ideal Location
Jul. 6 – 13
$183 CAD per night
4.84 out of 5 average rating, 57 reviews
Guest favourite
Apartment in Montego Bay
Bordeaux Suites
Aug. 22 – 29
$254 CAD per night
4.97 out of 5 average rating, 33 reviews
Guest favourite
Condo in Montego Bay
1br Lux Oceanfront 180 View Pool Beach Tennis Gym
Aug. 9 – 16
$358 CAD per night
4.93 out of 5 average rating, 91 reviews
Guest favourite
Condo in Montego Bay
The Palm - Studio Apartment
Aug. 20 – 27
$150 CAD per night
5.0 out of 5 average rating, 51 reviews
Guest favourite
Apartment in Montego Bay
Montego Bay Hip Strip Suite - Sleeps 4
Sep. 23 – 30
$130 CAD per night
4.9 out of 5 average rating, 88 reviews
Guest favourite
Apartment in Montego Bay
Ocean Caribe Upper Deck: 1BR Apt
Jun. 6 – 13
$96 CAD per night
4.92 out of 5 average rating, 26 reviews
Guest favourite
Apartment in Hopewell
Oceanview Luxe Penthouse Suite + Pool & Butler
Jan. 11 – 18
$895 CAD per night
5.0 out of 5 average rating, 48 reviews
Guest favourite
Cabin in Anchovy
Ripe Plantain Cabin
Sep. 16 – 23
$201 CAD per night
5.0 out of 5 average rating, 31 reviews
Guest favourite
Apartment in Montego Bay
The Jewel at Dream 36
Feb. 5 – 12
$488 CAD per night
5.0 out of 5 average rating, 27 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

$14 CAD before taxes and fees

Your guide to Montego Bay

All About Montego Bay

Montego Bay is an idyllic Caribbean vacation spot with year-round blue skies, white sandy beaches, and a vibrant nightlife on Jamaica’s North Coast. The famous Doctor’s Cave Beach lies at the heart of the city and features a historic bathing club overlooking a 300-metre stretch of sand with calm emerald waters patrolled by lifeguards. You can try parasailing and jet skiing or go snorkelling with colourful reefs to explore. Next door is the quiet Cornwall Beach with loungers for soaking up the sun, and Walter Fletcher Beach nearby is great fun, with a go-kart track and an aquatic park with blow-up slides.

Along the oceanfront is Gloucester Avenue, a two-mile strip of shops and restaurants with authentic jerk chicken. At night the strip is where you’ll find bars, reggae shows, and nightclubs where you can dance all night. Just off the coast is Montego Bay Marine Park, a protected area full of coral reefs and mangroves. A scuba diving or glass-bottom boat will take you to see swarms of tropical fish swimming around the reefs, including groupers, barracudas, and stripy sergeant majors.


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

Jamaica experiences a tropical climate with year-round warm weather. The most pleasant time to vacation in a rental house or villa in Montego Bay is from December to April, when the days are warm and sunny for enjoying the beach with little chance of rain. The famous jazz and blues festival occurs in January with seven days of concerts featuring top local and international musicians. May to November is the rainy season, when you’re likely to experience warm humidity and changeable conditions. You can expect regular short, sharp bursts of showers mixed in with plenty of sunshine.

In July, one of the most popular reggae events in the city features local and international acts, with dancing and culinary delights. If you’re a foodie, consider timing your visit during Jamaica’s Food and Drink Festival, with five days of celebrations. While not a common occurrence, Jamaica can experience hurricanes, with the official hurricane season running from June to November.


Top things to do in Montego Bay

Martha Brae River

Head 30 minutes inland to Martha Brae River where you can take a traditional bamboo raft journey through beautiful jungle scenery. You’ll sit on top of a double-seat throne on the raft decorated with colourful flowers while a guide steers you along a three-mile stretch of the calm river. Bars and shops are available to stop at along the way. There’s even a zipline if you fancy whizzing across the river.

Montego Bay Cultural Centre

Visit the city’s cultural centre in Sam Sharpe Square to gain a fascinating insight into Jamaican culture and heritage. It is home to the National Museum West, which features Jamaica’s most prominent contemporary artists and includes paintings, sculptures, and photos. There’s a gift shop on-site where you can buy authentic Jamaican pieces crafted by locals, and the centre often holds events, including folk concerts.

Negril

You may want to visit the nearby town of Negril, home to Seven Mile Beach — regarded as one of the best beaches in the world. As the name suggests, this is a long stretch of beautiful white sand lined with palm trees and clear warm waters. For a spot of shopping, make your way to Norman Manley Boulevard, which is full of restaurants and reggae bars, as well as small stalls on the pavement selling crafts and jerk chicken.

Destinations to explore

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