
Holiday houses in Montego Bay
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Quick stats about holiday rentals in Montego Bay

Total holiday rentals
Explore 1,690 holiday rentals in Montego Bay

Nightly prices starting at
Montego Bay holiday rentals start at $29 AUD per night before taxes and fees

Verified guest reviews
Over 49,440 verified reviews to help you choose

Family-friendly holiday rentals
810 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 180 rentals that welcome pets

Holiday rentals with a pool
670 properties feature pools

Rentals with dedicated workspaces
790 properties have a dedicated workspace

Wi-Fi availability
1,640 of Montego Bay holiday 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 holiday rentals in Montego Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

"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 ($)

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.

Luxury Oceanfront 1 Bedroom/Pool
Ocean views meet luxurious condominium living. With views of the Caribbean Sea, wide open to the balcony, this apartments' open concept living room invites Jamaica's beautiful scenery inside. Located in Montego Bay's most coveted neighborhood, walking distance to the beach, 20 minutes from the airport, this is luxury living at its finest with a jetted pool, spa room, gym, tennis court and more. Enjoy the beauty of the sunrise while sipping coffee on the balcony, it will tickle your senses.

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.

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

Timeless Villa/Pool/Gym/Gated
Timeless, because here in this deluxe cottage, time just slips away. Come enjoy and escape in our one bedroom, one and half bath unit, outfitted with all the essentials to suit your needs. Situated in the luxury Paradise Bay complex, right on the main in Reading, Montego Bay, our modern yet cozy apartment is close to all the amenities (restaurants, supermarkets, banks, pharmacies, movie theatre, clothing and souvenir stores) and offers a serene space for your quick trip or longer stays.

Luxury Montego Bay 3BR Villa | Ocean Views & Pool
Luxury Montego Bay 3BR Villa with Ocean Views Welcome to your private retreat at Paradise Bay. This luxury 3-bedroom villa in Montego Bay offers breathtaking ocean views with private plunge pool, and a beautifully designed space perfect for families or small groups seeking comfort, privacy, and Caribbean elegance. Our guest will enjoy the expansive views from this well appointed villa and the luxury amenities it has to offer. Just 15 minutes away from Donald Sangster's airport (MBJ).

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.

Stylish 2BR Escape | Pool + Beach Access
Welcome to our recently renovated tropical retreat in Freeport Montego Bay. This home is a 2 minute walk to the pool and an 10 minute walk to a quiet rustic beach. A plush patio set is nestled in the back yard, creating the perfect space to unwind and relax. Guests also enjoy access to 24 hour security, a gym and a gazebo. Conveniently located just 10-15 minutes driving distance to the airport, restaurants, shopping and entertainment. You'll be close to the center of it all.

SERENITY ON THE BAY
Serenity On The Bay is located on the exclusive Freeport Peninsula, nestled between The Secrets and Sunscape Resorts. This is a safe community. The Montego Bay Yacht Club offers fine dining and an excellent bar, property borders the club. Along the Peninsula, there is a jogging trail, for your early morning or sunset run. At Serenity On The Bay one can take opportunity to visit the attractions/adventures as well as relaxation at every turn.
Popular amenities for Montego Bay holiday rentals
Other great holiday rentals in Montego Bay

Seawind on the Bay Studio

Island Style Apt in Gated Cmnty

The Summit Studio

Ripe Plantain Cabin

Ocean Breeze Seawind on the Bay.

Falcon Sea Dreams-Secure-Airport Transport-Gated

Solara Retreat Luxury Manor

Tropical Bliss 3bd TH, wlk Doctors Cave & Hipstrip
When is the best time to visit Montego Bay?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $143 AUD | $143 AUD | $143 AUD | $139 AUD | $141 AUD | $143 AUD | $148 AUD | $143 AUD | $142 AUD | $143 AUD | $143 AUD | $156 AUD |
| Avg. temp | 26°C | 26°C | 27°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 28°C | 28°C | 27°C |
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.
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