Vacation rentals in Montego Bay

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Quick stats about vacation rentals in Montego Bay

  • Total vacation rentals

    Explore 1,690 vacation rentals in Montego Bay

  • Nightly prices starting at

    Montego Bay vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 49,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    810 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Vacation rentals with a pool

    670 properties feature pools

  • Rentals with dedicated workspaces

    790 properties have a dedicated workspace

  • Wifi availability

    1,640 of Montego Bay vacation rentals include wifi 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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Superhost
The exterior of the building features a well-maintained garden with lush greenery and vibrant flowers. A pathway of stone pavers leads to the entrance, bordered by a white picket fence. The inviting facade is complemented by two large windows and a covered carport.
Apartment in Montego Bay
4.9 out of 5 average rating, 115 reviews

Pacific 50 (free airport pickup)

At this peaceful and centrally-located place, Pacific 50 is the ideal place to stay when you are in Montego Bay. It's clean and cozy vibe welcomes you to just relax and bask in its tranquility. We are 10 mins from Sangsters airport, Montego Bay town , Doctors Cave beach on the Hip Strip, Pier 1 restaurant, Coral Cliff, movie theatre, clubs and other places of entertainment. Complimentary airport pick up is available. Tours & excursions can be arranged at additional cost as well as car rental.

Superhost
A serene view is captured from a pool area, showcasing lush tropical plants and a glimpse of the ocean in the distance during sunset. The sky is adorned with soft hues, reflecting on the water's surface, creating a calming atmosphere.
Home in Reading
4.82 out of 5 average rating, 50 reviews

Whiterock Pink Bougainvillea Villa

Spend memorable moments at our quiet oasis with Royal Palm trees, gardens, Jerk grills for outdoor cooking or just sit in the garden and enjoy the wind chime as it's soothing melody chimes as the winds blow. View of the Courtyard and open skies. Take a stroll down hill then up our spiral stairs to our elevated pool. Enjoy stunning ocean, mountain and city views from the pool deck. Or watch the sunset from the Floating Deck. Whatever your choice, you will enjoy the natural beauty. Whiterock.

Top guest favourite
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
4.98 out of 5 average rating, 210 reviews

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.

Guest favourite
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
4.93 out of 5 average rating, 72 reviews

"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 ($)

Guest favourite
Apartment in Reading
5 out of 5 average rating, 9 reviews

Casa G Stylish Montego Bay Escape with pool & gym

Welcome to Casa G, a modern 2BR/2BA apartment in Reading, Montego Bay. Set on the 4th floor of a secure gated community, it features a spacious private balcony with beautiful ocean and mountain views. This 1,364 sq ft home offers an open layout, full kitchen, and comfortable living spaces. Enjoy access to a pool and gym, and you’re less than 5 minutes from Fairview Plaza for shopping and dining. Perfect for a relaxing, convenient island stay. Ideal for couples, families, or business travelers.

Superhost
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
4.86 out of 5 average rating, 106 reviews

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.

Guest favourite
Condo in Montego Bay
4.94 out of 5 average rating, 155 reviews

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

Superhost
A stone wall displays the stylish 'Summerfields' sign against a backdrop of lush green grass and vibrant clover-like plants. The dark lettering contrasts with the warm tones of the stone, creating a visually appealing entrance.
Condo in Montego Bay
4.82 out of 5 average rating, 174 reviews

Summerfields Villa - The Hydrangea Suite

Summerfields is an ultra-private, individually styled apartment villa nestled in the upscale Ironshore community of Montego Bay. With 7 fully self-contained apartments - two 2 bedrooms (each w/ ensuite bathrooms, kitchen, living room and balcony access) and five 1 bedrooms (each w/ ensuite bathroom and kitchen), ideal for individual stay or consolidated as a fully functional villa. The Hydrangea Suite The Hibiscus Suite The Tulip The Water Lily The Bougainvillea The Sunflower The Orchid

Superhost
Home in Montego Bay
4.82 out of 5 average rating, 11 reviews

Modern 2BR Private Villa in Montego Bay

Welcome to Villa LE🇯🇲 A modern 2BR villa located in the heart of Montego Bay in a secure residential estate. Just 20 mins from MBJ Airport ✈️, 10 mins to Fairview Shopping Centre🛍️ & 15 mins to beaches and top attractions like Doctor’s Cave Beach🏖️, Harmony Beach Park🏖️, Margaritaville🍹, Starbucks🧋☕, Lounge 27/27, Pier 1 🎶 + more. Enjoy sleek modern finishes, privacy & comfort all in one stay😁. Perfect for couples, girls trip, small groups & getaways. Book your stay today✨

Top guest favourite
A bright living area features a light-colored sofa accompanied by two woven chairs. A television is mounted on the wall displaying the Netflix logo. Large windows provide natural light, while a ceiling fan adds comfort. A neutral rug defines the seating space.
Townhouse in Montego Bay
4.97 out of 5 average rating, 39 reviews

Montego Bay Townhouse•Pool w/Ocean View|Near Beach

Welcome to Casa 4 Chill - a renovated, fully air-conditioned townhouse tucked inside the gated Mango Walk Country Club in Montego Bay, Jamaica. Just 5 minutes from Sangster International Airport and a short drive to Doctor's Cave Beach and the famous Hip Strip, this is your safe, comfortable base for exploring Jamaica your way. Swim in the community pool with stunning ocean views, then come home to a modern kitchen, fresh linens, and total peace of mind.

Guest favourite
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
4.95 out of 5 average rating, 234 reviews

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.

Guest favourite
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 in St. James Parish
4.98 out of 5 average rating, 134 reviews

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.

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 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.

What are the 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