
Vacation rentals in Montego Bay
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Top-rated vacation rentals in Montego Bay
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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.

1 Bedroom Miramar Condo
1 bedroom 900 square feet spacious condo in a secure gated community across from the natural beach. Close to public transport. About 10-15 minutes drive from downtown Montego Bay and 20-25 mins drive from the airport. Great amenities including 24 hour security, pool, laundry, fully equipped kitchen. Elevate Lounge - 3 mins drive, Fairview Shopping Center (Uncorked, Mystic Thai, Tutti Frutti, HILO, Progressive Foods Fairview, Fontana Pharmacy, Palace Multiplex movie theater etc.) - 10 mins drive.

Luxury In Paradise: Pool, Jacuzzi, Gated, 3rd Flr
Whether you’re in Jamaica for work or vacation, this condo will check all your boxes. Located in Ironshore, one of Montego Bay’s most prominent communities, sits Dream 36. A luxury condominium complex that’s close to entertainment, beaches, restaurants, and airport (12 mins). This one bedroom condo is extremely spacious at 900 sq ft. It boasts modern furnishings with a warm feel. You can truly relax with amazing amenities such as gated 24/7 security, lounge, pool, and rooftop views. Book now 😁

2BR Townhouse with 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.

The Palm - Studio Apartment
Enjoy stylish experience at our centrally-located studio apartment. The apartment is freshly renovated and has everything you need to feel like home. We are located within walking distance to Harmony Beach Park, Hip Strip (Gloucester Ave./Jimmy Cliff Blvd.,), Doctor’s Cave Beach Club, KFC, local crafts market and much more! Airport pick up & drop off can be arranged at additional cost. Tours and excursions, provided by our reliable partners, are available and can be booked upon request.

Oceanfront 1BR Lux Apt Pool Beach Gym Pickleball
Discover the ultimate tropical retreat at the Soleil Residences, where luxury meets serenity. This elegant oceanfront one-bedroom condominium features a stunning balcony with 180-degree views of the Bay, inviting you to bask in the beauty of Jamaica's coastline. Highlights - Lge Waterfront Pool & Pool Deck * Private Beach Access * Gym * Tennis/Pickleball* Kids Play Area * Gated Community * Fast Fibre WiFi* Chef on request * Spa Services * Concierge Services * Full Time Driver Upon Request

Glory @ Montego Bay
Welcome to “Glory”. The cottage is situated on the grounds of our home “Victory“. We invite you to experience our concept of “Jamaican Home Living”. Glory overlooks the Sangster International Airport and the Caribbean Sea and is 5 mins from world-famous Doctors Cave Beach. We are also conveniently 5 minutes drive from the airport. We own the SeaGull @ Little Bay Country Club in Negril, and are Airbnb SuperHosts; we know how to take care of our guests. Join us for a special experience.

Hospitality Expert EL1: Private Pool, Beach, Chef
Eden Luxe 1 is set on a beautiful hillside offering panoramic views of the sparkling Caribbean Sea. This 2 BR ultra luxurious villa is part of the HOSPITALITYEXPERT Eden Estate, set in the heart of Spring Farm, an upscale Montego Bay community, right above the Half Moon Golf Club. Luxe 1 sleeps up to 6 guests, a private chef is available for hire and we offer pre-stocking services. All our properties come with complimentary access to Tropical Bliss Beach Club. Add-on services offered.

Coastal Charm Hideaway
We strive to provide our guests with an exceptional experience, our attentive team is readily available to assist throughout your stay. From our doorstep, you'll have easy access to an array of local attractions, restaurants, airport, nightlife spots, and breathtaking beaches such as the popular Doctor's Cave Beach. Whether you're seeking adventure, relaxation, or cultural experiences, our centrally located apartment serves as an ideal starting point for your Caribbean escapades.

Luxury studio apartment on the Hip strip
Ultra modern and gated complex located 2 minutes drive from the Sangsters Intl. airport and walking distance from Montego Bay's world renowned Hip Strip and beaches. This unit also retains excellent privacy and quietness despite the hip strip basically being at your doorstep. Who says you can't have it all?! The unit has a fully stocked kitchen and wardrobe amenities and a free parking spot. What are you waiting on? Your dream destination awaits you at this lovely and cozy unit.

Always Home
This cozy and private hideaway is located in Bogue Village Montego Bay minutes away from Sangster International Airport, restaurants and shopping center. Although off the beaten path you'll want for nothing. Fantastic for first time or returning vacationers. The outdoor area is equipped with seasonal fruits, BBQ area, swing,hammock, green area, outdoor dining and privacy. The chirping birds, awesome sun rise and sunset add tranquility and peace of mind to each day.

HideAway By the Sea - Your HOME away from Home
Welcome to HideAway by the Sea, where you will be able to relax and enjoy the island. This studio apartment offers all the comforts of home with AC, room fan, hot water on demand, a washer, Smart TV, WIFI, comfy Queen bed and a fully equipped cooking space to make meals. This space is great for working professionals, travelers, singles, or a couple. It is very safe with 24-hour security. Smoking is permitted on patios only.
Popular amenities for Montego Bay vacation rentals
Montego Bay beach vacation rentals

Jus' Beachy Quatre Luxury Apt B/Front Gated Cmnty

Palmyra Resort - Blue Sky Hideaway

Sabal at One Palmyra your own personal retreat

Beautiful Ocean Beach View Apt / Resort Access

A Jewel at a Luxury All-Inclusive Resort

Oceanfront Apt w/ Beach Access, Pool, & Gym

Seawind On The Bay Studio

1 Bdrm. Ocean view Condo, Sea Castles, Montego Bay
Montego Bay home rentals

Camola at Montego West Village

PleasantView

House Close to Resort Area & Airport❤

SchowanyLodge

Tropical Mountain View

Villa Ginger: Food paradise/Beach/Pool/keycode

Cozy Tropical Retreat in Montego Bay

Skye's Nest
Beach home rentals in Montego Bay

I love Lucea Nestled between Montego Bay & Negril

Slippers Villa Montego Bay Beachfront Property

Seashells @ Seashore

PrimeView Villa 2 (w/prvt pool)

Brooks Unique Retreat Jacuzzi, Grill, Pools, Beach

Scenic Ocean View Home (in Gated Community)

Paradise Oasis at Oceanpointe

Private & Cozy two bedroom Oceanpointe House
Quick stats about vacation rentals in Montego Bay
Total rentals
1.9K properties
Nightly prices starting at
G$2,097 GYD before taxes and fees
Total number of reviews
47K reviews
Family-friendly rentals
890 properties are a good fit for families
Pet-friendly rentals
190 properties allow pets
Rentals with a pool
740 properties have a pool
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.
What types of vacation rentals are available in Montego Bay?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Montego Bay. From over 500 house rentals to over 720 apartment rentals, we've got you covered.
Are there vacation rentals with a dedicated workspace in Montego Bay?
Yes! Work meets play with ease at over 840 vacation rentals in Montego Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.
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