
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 $34 NZD 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.

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.

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.

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.

Jus' Beachy A Luxury Apt in a B/front Gated Cmnty.
This new beach theme apartment is located in 22 Freeport – A gated community in Freeport Montego Bay. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground; whilst the unit on the ground floor opens onto a cozy back yard space that flows into an open green space. Be sure to check out my other units in this community on my profile if your dates are not available or if you would like to book them all for your large group.

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

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

Ripe Plantain Cabin
Ripe Plantain offers 180 degrees view of lush mountainsides. The cool breeze, whistling wind, fresh crisp air provide the perfect condition to rest, relax and recharge. Off the main, a short ride up the bumpy hill leads to the perfect escape. This oasis is ideally located off the beaten track giving a break from the hustle and bustle of everyday living yet it is in close proximity to some of Jamaica’s finest attractions. Be sure to relax by the pool and make memories by the firepit.

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.

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.
Popular amenities for Montego Bay holiday rentals
Other great holiday rentals in Montego Bay

Prestige Villa at Westgate Hills- 4.5 Bedroom pool

Equinox | Luxe 2BR Penthouse| Pool •10 Mins to MBJ

Stylish Oceanview Apartment in Montego Bay

Elegant Mountain Manor cozy two bedroom town-house

Luxury Montego Bay 3BR Villa | Ocean Views & Pool

Falcon Sea Dreams-Secure-Airport Transport-Gated

Modern 2BR Private Villa in Montego Bay

Modern & Serene Oceanfront MoBay Retreat
When is the best time to visit Montego Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $171 NZD | $171 NZD | $171 NZD | $172 NZD | $172 NZD | $177 NZD | $176 NZD | $171 NZD | $169 NZD | $171 NZD | $171 NZD | $186 NZD |
| 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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