Vacation rentals in Montego Bay

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Quick stats about vacation rentals in Montego Bay

  • Total vacation rentals

    Explore 1,750 vacation rentals in Montego Bay

  • Nightly prices starting at

    Montego Bay vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 52,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    820 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 190 rentals that welcome pets

  • Vacation rentals with a pool

    670 properties feature pools

  • Rentals with dedicated workspaces

    790 properties have a dedicated workspace

  • Wi-Fi availability

    1,710 of Montego Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Montego Bay rentals

  • 4.7 Average rating

    Montego Bay stays receive an average rating of 4.7 out of 5 from guests

Top-rated vacation rentals in Montego Bay

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

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Top guest favorite
A serene pool area is visible, featuring lounge chairs arranged beside a clear blue pool. Palm trees and lush greenery frame the space, while a covered gazebo is provided in the background, enhancing the outdoor relaxation experience.
Townhouse in Montego Bay

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.

FamilyLocationIndoor spaces

4.98 out of 5 average rating, 216 reviews
Guest favorite
A tranquil swimming pool offers crystal-clear water, framed by lush tropical plants. The serene ocean view stretches beyond, showcasing gentle waves and distant hills under a partly cloudy sky. Lounge chairs are positioned nearby, inviting relaxation by the water's edge.
Home in Montego Bay

"Smallah" 4-br seaside villa own pool, resort area

Welcome to Smallah Villa, our spacious and elegantly designed 4-bedroom, 4.5-bathroom oceanfront townhouse in the Freeport Area of Montego Bay! This stunning property is the perfect getaway for families or groups of friends looking for a relaxing retreat in Caribbean Paradise. It comfortably accommodates up to 10 guests. With private infinity pool and a pier for private boat pickup. Premium Services ($ - Additional Fee) • Grocery Shopping & Delivery Service ($) • Cook & Clean ($) • Driver ($)

FamilyValueNearby

4.92 out of 5 average rating, 75 reviews
Guest favorite
A modern living area is presented with sleek furnishings and a large TV mounted on the wall. A gray sofa invites relaxation, complemented by a white coffee table and decorative plants. Natural light fills the space, highlighting the stylish decor and contemporary design elements.
Condo in Montego Bay

Affluence - Lux 1Bd MoBay Apt(Central+RooftopPool)

Name - AFFLUENCE This stunning luxury 1-bedroom apartment is designed for comfort and elegance, located 15 minutes from Sangster International Airport (Montego Bay Airport), with easy access to top restaurants, shopping, and entertainment. The complex features a total of 5 units, offering adequate privacy for our guests. Located only 7 minutes from Fairview shopping Centre and 10 minutes from Downtown Montego Bay and the popular Hipstrip. The beach is also 10 minutes away from your stay.

LocationFamilySleep quality

4.87 out of 5 average rating, 127 reviews
Guest favorite
A bright living area features a modern television mounted above a sleek white console. A glass coffee table stands on a textured rug, while a grey couch adorned with yellow cushions invites relaxation. Natural light floods through the window, complemented by patterned curtains.
Townhouse in Montego Bay

Shallhome Masterful Luxe City Ocean Views

Prepare for an earthy, spacious, comfortable, experiential and central location stay via our natural yet modern aesthetic and considerate, our luscious landscape consisting of scrumptious Jamaican delicacies and gardens filled with vibrance to a seaview of the horizon/the suns bed overlooking Montego bay; perfect to rise and shine like the sun, with a limitless mindset and an affirmative environment; reassuring and replenishing your capacity and tenacity to a state of I shall and will.

FamilyLocationComfort

4.88 out of 5 average rating, 25 reviews
Top guest favorite
An outdoor patio area features a spacious seating arrangement with blue cushions and dark wicker furniture. A large umbrella provides shade, while a jacuzzi is visible in the background, surrounded by lush greenery. Sliding glass doors lead to the interior space.
Home in Montego Bay

modern home solar power, king-size bed, hot tub

About this space Sunset club resort with 3 BR, 3 BA, Sleeps 6. This home is located in west village, 15 minutes from the Donald Sangster Int'Airport and 10 minutes away from the famous Hip strip, gated community is also located between the cities of Ocho Rios and Negril . A Gated community with 24-hour security. This home is ideal for a small Family setting, fun, or business. Long-term or short-term, Conveniently located close to all major shopping, restaurants, theatre, and nightlife.

ValueLocationComfort

4.98 out of 5 average rating, 131 reviews
Top guest favorite
A spacious bedroom features a large bed with soft linens and decorative accents in shades of green. Two plush armchairs are situated nearby, and large windows offer a panoramic view of the Caribbean Sea, allowing natural light to fill the room.
Home in Montego Bay

Slippers Villa Montego Bay Beachfront Property

Welcome to Slippers Villa, where the vacation of your dreams awaits you. Beachfront view with breathtaking sunsets, a luxurious home that is fully air conditioned, come experience personalized service that are designed to spoil you. Step from your bedroom right into the Caribbean Sea where time stand seems to stand still. Connect with nature and create lasting memories as you experience the love and warmth of communal living. Don't just dream, live your best life at Slippers Villa.

LocationFamilySleep quality

4.97 out of 5 average rating, 152 reviews
Guest favorite
Condo in Montego Bay

Oceanfront Paradise Views 2Br Penthouse beach Pool

Escape to luxury at Westport, Jamaica's premier gated waterfront residence. Indulge in the ultimate Caribbean experience in this stunning 2-bedroom, 2-bathroom penthouse boasting a spacious balcony with breathtaking views of the Bay and Caribbean Sea. Features: Open-concept living and dining area, well-equipped kitchen, separate laundry room, Relax and unwind in the Oceanfront pool, Gym, kids play area, Chef on request, Spa Services, Concierge services, Full time driver on request.

ValueFamilyKitchen

4.95 out of 5 average rating, 113 reviews
Guest favorite
An open-concept living area is presented with a comfortable sofa chaise and accent chair, complemented by a coffee table. A large smart TV is positioned near a stylish decorative railing, which adds a touch of elegance. A small kitchenette is visible in the background.
Home in Montego Bay

Moodyjoy Vacation Home | 4 BR | Gated | Central

📍Prime Location - Stay close to everything Montego Bay has to offer: - 3.8 km to Fairview Shopping Center - 5.6 km to Pier One - 6.0 km to Hip Strip - 6.9 km to Doctor's Cave Beach - 8.4 km to Sangster International Airport - 20 km to Rose Hall Great House - minutes to beautiful beaches, shopping, dining, and nightlife. ⏰Flexible Arrival & Departure Early Check-In: Based on availability Flexible Check-Out: When possible 🧳 Ideal for Any Stay Perfect for business or leisure stays.

FamilyLocationKitchen

5.0 out of 5 average rating, 26 reviews
Guest favorite
Apartment in Montego Bay

New/Top Road/Gated/AC/Wi-fi/TV/Pool/Sea view/Gym

Welcome to your comfortable home away from home in Montego Bay. This new 2-br, 2-bth apartment at Racquet Club offers a fresh, modern space where you can relax, settle in, and enjoy your time in Jamaica. The apartment is well suited for couples, families, friends travelling together, or guests looking for a little extra space. Its convenient Montego Bay location puts you within easy reach of the AIRPORT, city’s beaches, restaurants, shopping, entertainment, and other attractions.

LocationAccuracyComfort

5.0 out of 5 average rating, 5 reviews
Top guest favorite
Condo in Montego Bay

Sea Crest at MoBay Royale: 2 Br-2 Bed | Pool

Sea Crest at MoBay Royale 2 Bedroom Caribbean Retreat in The Crest Collection Discover the beauty of island living at Sea Crest - a 2 bedroom | 2 bed luxury escape combining comfort, tropical elegance, and the relaxed rhythm of Jamaica. Designed for families & friends travelling together. Sea Crest offers a welcoming space to relax after beach days, sightseeing, and exploring Montego Bay. Enjoy the perfect balance of Caribbean charm and modern convenience.

FamilyLocationAccuracy

5.0 out of 5 average rating, 16 reviews
Superhost
The outdoor area features a spacious pool surrounded by a patio, with comfortable seating arrangements nearby. The villa's elegant design is highlighted by arched windows and a two-story structure. Sunshades provide respite from the sun, while lush greenery frames the backdrop.
Villa in Montego Bay

Villa Maria Montego Bay, Beach front with Pool

Villa Maria: A True Jamaican Experience (one of few Beach front villas in Mobay Fully A/C Chef service available airport pick-up from MBJ. available Property : We are located in a seaside fishing village. Even though not needed, we are monitored by security and outside video 24-hour OPTIONAL FEE The following fee is paid in addition to and after the reservation is paid for $180 / per day for pool heater. This is only if you want the pool heated.

FamilyLocationComfort

4.94 out of 5 average rating, 238 reviews
Guest favorite
An infinity edge swimming pool glistens under a clear blue sky, offering expansive views of the ocean and distant shoreline. Sun loungers are positioned along the poolside, inviting relaxation and enjoyment of the breathtaking scenery.
Home

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

Welcome to BayWatch Villa – a 4BR luxury retreat in Montego Bay. Marvel at breathtaking views of the harbor and Caribbean Sea both day and night. Share unforgettable moments with family and friends. Enjoy spacious living spaces, a modern kitchen, and laundry convenience on premises. Stay connected with Wi-Fi throughout, even by the pool. With solar backup, you’ll always have power for the essentials. Note: AC is not available on backup power.

ValueFamilyOutdoor spaces

4.98 out of 5 average rating, 135 reviews

Popular amenities for Montego Bay vacation rentals

When is the best time to visit Montego Bay?

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Frequently Asked Questions

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

    Montego Bay has a variety of areas to explore for your stay, including the lively Hip Strip, the upscale Ironshore district, and local guesthouses nestled around Rose Hall. Neighborhoods near the waterfront are frequently suggested for convenient access to beaches and entertainment.

  • What are the best things to do in Montego Bay with kids?

    Families often explore waterfront parks, safe swimming beaches, and nature adventure parks around Montego Bay. Guided boat tours and interactive wildlife encounters are also frequently suggested for visitors with children.

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

    Montego Bay has activities from relaxing on Doctor's Cave Beach and exploring the Hip Strip’s shops, to discovering the history at Rose Hall Great House. Guided rafting trips and local food tours are also often recommended.

  • How is the weather in Montego Bay?

    Montego Bay has warm, tropical weather year-round, with temperatures typically between 72–92°F (22–33°C). Rainfall is higher in late spring and autumn, while most days bring abundant sunshine.

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

    Explore Doctor's Cave Beach for gentle waves, Rose Hall Great House for historic interpretation, and Greenwood Great House for period collections. The Hip Strip is also frequently suggested for local shopping and entertainment.

  • What are some hiking trails in Montego Bay?

    Montego Bay has nature trails around the Montego Bay Marine Park and forested paths on the grounds of historic estates like Greenwood Great House. Nearby hills and gardens often offer scenic walks and birdwatching opportunities.

  • What are some family activities we can do in Montego Bay?

    Families often explore local beaches, visit animal farms, or try guided river raft tours together. Many parks and adventure centers around Montego Bay have activities for a range of ages.

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

    Consider exploring the natural beauty at Dunn's River Falls, joining tours to scenic Martha Brae River, or visiting historic sites around Negril. Guided excursions to plantation estates and art villages are also often recommended.

  • Are there any pet friendly accommodations available in Montego Bay?

    Montego Bay has various stays that welcome pets, including beachfront rentals and guesthouses in areas like Ironshore and Spring Garden. Always check individual property policies for current details about pets.

  • What are some local tips for visiting Montego Bay?

    Exploring local markets for crafts or fresh produce provides a glimpse into daily life. Light clothing, sun protection, and respectful attire for visiting historic or sacred sites are often suggested by locals.

  • What is Montego Bay known for?

    Montego Bay is known for its lively beaches, reggae culture, and a waterfront area called the Hip Strip filled with shops and entertainment. The city’s history includes significant sites like Rose Hall Great House and bustling local markets.

  • What are the best hidden gems to explore in Montego Bay?

    Seek out local art galleries, tranquil garden estates, and family-run food stands nestled along residential streets. Montego Bay also has smaller, lesser-known beaches and scenic picnic spots near woodland areas.

  • What are the best foods to try in Montego Bay?

    Montego Bay has jerk chicken, fresh-caught fish prepared seaside, and fried plantains as frequently suggested dishes. Patties filled with spiced meat or vegetables and coconut-infused desserts are also local favorites.

  • What should I bring for a trip to Montego Bay?

    Pack lightweight clothing, sunscreen, and a sun hat for protection, plus sandals suitable for the beach. Insect repellent and a reusable water bottle are also useful for outdoor outings.

  • What is the nightlife in Montego Bay like?

    The Hip Strip area is known for beachside lounges, live reggae performances, and casual bars. Many venues have outdoor patios, and open-air music is a frequent part of local nightlife.

  • What are the most popular events or festivals in Montego Bay?

    The Jamaica Jazz and Blues Festival is a frequently suggested event drawing international talent, while Carnival brings colorful celebrations during the spring. Reggae Sumfest is another major festival celebrated by locals and visitors.

  • Are there family friendly vacation rentals in Montego Bay?

    Many vacation rentals in areas like Ironshore and the Rose Hall corridor provide extra space and amenities for families. Look for listings with secure outdoor areas or nearby access to beaches and parks.

  • When is the best time to visit Montego Bay?

    Late winter through spring is often recommended for milder temperatures and less rainfall, while autumn brings lush scenery and tropical showers. Festivals and cultural events are more frequent during the spring and summer months.

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.

What are the 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.

Destinations to explore