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

4.85 out of 5 average rating, 302 reviews

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 14 – 21

R1,749 ZAR per night
Superhost

Condo in Montego Bay

4.79 out of 5 average rating, 120 reviews

Sabal at One Palmyra your own personal retreat

Located on the Jewel Grande Spa & resort with all amenities on the 3rd floor of the owner building. Options for all-inclusive food and beverage offered by the hotel at check-in. IT IS NOT MANDATORY. All inclusive is $180 per person per day. Must book for entire stay or only for last day. Infants are free. Children 5-7 $75 per person. Day Pass (11:00am-5:00pm includes (Lunch) and Night pass (6:00pm to 11:00pm) and includes Room Service for $125 per person per day. Ask at time of Check-in.

Feb 16 – 23

R6,546 ZAR per night
Guest favorite

Townhouse in Montego Bay

4.98 out of 5 average rating, 122 reviews

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.

Jun 6 – 13

R5,842 ZAR per night

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

Guest favorite

Condo in Montego Bay

4.92 out of 5 average rating, 362 reviews

Jus' Beachy! Luxury Apt in a B/front Gated Cmnty.

May 1 – 8

R4,115 ZAR per night
Superhost

Apartment in Montego Bay

4.88 out of 5 average rating, 143 reviews

Marlin On The Bay, Montego Bay (In Resort Area)

Nov 13 – 20

R2,589 ZAR per night
Guest favorite

Condo in Montego Bay

4.93 out of 5 average rating, 127 reviews

Palmyra Resort - Blue Sky Hideaway

Mar 16 – 23

R3,916 ZAR per night
Superhost

Apartment in Montego Bay

4.78 out of 5 average rating, 111 reviews

2 BR w/AC, Wi-Fi, short walk to Hip Strip/Beach

Apr 27 – May 4

R2,478 ZAR per night
Superhost

Condo in Montego Bay

4.85 out of 5 average rating, 148 reviews

Luxury Apt, Beach Front Resort Montego Bay Jamaica

Aug 15 – 22

R4,425 ZAR per night
Superhost

Apartment in Montego Bay

4.82 out of 5 average rating, 125 reviews

Brise De Mer, Montego Bay

Nov 29 – Dec 6

R2,627 ZAR per night
Superhost

Apartment in Montego Bay

4.83 out of 5 average rating, 127 reviews

2 BD 2 Bth apt(Resort area Close to beach)

Jun 11 – 18

R2,939 ZAR per night
Superhost

Villa in Montego Bay

4.86 out of 5 average rating, 118 reviews

Orchids & Palms Luxury Villa

Nov 14 – 21

R16,416 ZAR per night
Superhost

Condo in Montego Bay

4.92 out of 5 average rating, 192 reviews

❤️New Ocean Front Montego Bay Club Hip Strip Beach

Sep 1 – 8

R2,990 ZAR per night
Guest favorite

Guest suite in Tryall Gardens, Montego Bay

4.92 out of 5 average rating, 193 reviews

✿Sunflower Escape✿ ❤️✔Car✔Parking✔beach✔AC✔WiFi

Mar 7 – 14

R1,202 ZAR per night
Guest favorite

Apartment in Montego Bay

4.97 out of 5 average rating, 73 reviews

New studio unit close to airport, beach & hipstrip

Nov 11 – 18

R1,961 ZAR per night
Guest favorite

Apartment in Hopewell

5.0 out of 5 average rating, 52 reviews

Oceanview Luxe Penthouse Suite + Pool & Butler

Dec 11 – 18

R11,864 ZAR per night

Montego Bay home rentals

Guest favorite

Home in Montego Bay

4.94 out of 5 average rating, 175 reviews

Cozy Vacationing

Jan 12 – 19

R2,110 ZAR per night
Superhost

Home in Montego Bay

4.75 out of 5 average rating, 101 reviews

Drummond's Place

Feb 6 – 13

R1,402 ZAR per night
Guest favorite

Home in Montego Bay

4.98 out of 5 average rating, 121 reviews

Villa Ginger: Food paradise/Beach/Pool/keycode

Mar 16 – 23

R6,555 ZAR per night
Guest favorite

Home in Montego Bay

4.89 out of 5 average rating, 108 reviews

The Sacred Space

Nov 4 – 11

R1,437 ZAR per night
Guest favorite

Home in Montego Bay

4.88 out of 5 average rating, 104 reviews

House Close to Resort Area & Airport❤

Apr 19 – 26

R1,595 ZAR per night
Superhost

Home in Montego Bay

4.88 out of 5 average rating, 24 reviews

Royal Urban Oasis. Secured Gated Community.

Oct 4 – 11

R1,551 ZAR per night
Guest favorite

Home in Montego Bay

5.0 out of 5 average rating, 14 reviews

Tranquil City Getaway with Patio: The Perfect Stay

Nov 14 – 21

R1,832 ZAR per night
Guest favorite

Home in Montego Bay

4.98 out of 5 average rating, 52 reviews

Comfort Stay - Entire home in gated community

Jul 12 – 19

R2,135 ZAR per night
Guest favorite

Home in Montego Bay

4.92 out of 5 average rating, 53 reviews

Island Vacation Stays Ja

Dec 19 – 26

R2,183 ZAR per night
Guest favorite

Home in Montego Bay

4.98 out of 5 average rating, 54 reviews

Modern 3 bedrooms with king size bed and hot tub

Jun 10 – 17

R5,340 ZAR per night
Guest favorite

Home in St.Bran's Burg

4.91 out of 5 average rating, 35 reviews

Montego Bay Jamaica Dreams Villa

May 26 – Jun 2

R16,611 ZAR per night
Guest favorite

Home in Montego Bay

4.9 out of 5 average rating, 21 reviews

Palmetto Villa

Sep 4 – 11

R2,893 ZAR per night

Beach home rentals in Montego Bay

Superhost

Home in Montego Bay

4.85 out of 5 average rating, 179 reviews

Bayview, City and Ocean View with rooftop pool

Dec 9 – 16

R2,112 ZAR per night
Superhost

Home in Montego Bay

4.85 out of 5 average rating, 155 reviews

PleasantView

Jun 25 – Jul 2

R6,080 ZAR per night
Superhost

Home in Reading

4.96 out of 5 average rating, 50 reviews

Whiterock Montego Bay Stunning OMG Views Luxury

May 4 – 11

R2,630 ZAR per night
Guest favorite

Home in Montego Bay

4.96 out of 5 average rating, 27 reviews

New luxury Villa Near Beach/Shopping/Airport.

May 19 – 26

R3,269 ZAR per night
Guest favorite

Home in Montego Bay

4.98 out of 5 average rating, 57 reviews

Shimmering Waters * Big Views *Pool *Chef Optional

Jan 25 – Feb 1

R14,622 ZAR per night
Guest favorite

Home in Montego Bay

4.94 out of 5 average rating, 52 reviews

Zach's Place

May 21 – 28

R1,572 ZAR per night
Superhost

Home in Montego Bay

5.0 out of 5 average rating, 3 reviews

Westport Oasis w/Opt chef /driver /beach access

Nov 14 – 21

R6,458 ZAR per night
Guest favorite

Home in St. James Parish

5.0 out of 5 average rating, 54 reviews

Luxury Oceanview 4BR Villa w/ Balcony, Pool & BBQ

Mar 20 – 27

R12,432 ZAR per night
Superhost

Home in Montego Bay

4.92 out of 5 average rating, 61 reviews

Amara Fully Staffed 3BR Waterfront Villa

Sep 18 – 25

R14,606 ZAR per night
Guest favorite

Home in Montego Bay

4.95 out of 5 average rating, 65 reviews

Slippers Villa Montego Bay Beachfront Property

Sep 26 – Oct 3

R12,263 ZAR per night
Superhost

Home in Reading

5.0 out of 5 average rating, 3 reviews

N/H Paradise 2

Feb 24 – Mar 3

R6,034 ZAR per night
Guest favorite

Home in Montego Bay

4.96 out of 5 average rating, 27 reviews

The BEACH is calling you! Next to Hip Strip! Come!

Oct 8 – 15

R2,046 ZAR per night

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

R190 ZAR 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