Holiday rentals 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 $26 SGD 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 & child-friendly amenities
Pet-friendly holiday rentals
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
Wifi availability
1,640 of Montego Bay holiday 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 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.
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.
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.
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.
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).
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.
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.
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 holiday rentals
Stay near Montego Bay's top sights
Other great holiday rentals in Montego Bay
Modern & Serene Oceanfront MoBay Retreat
Kusha Penthouse - Ultimate Luxury Experience
Vacay Home Gated | Parking
Jasmine Palms at Miramar, gated 2bd/3bth with pool
Turn Plantain Cabin
Modern 2BR Private Villa in Montego Bay
Hospitality Expert EL1: Private Pool, Beach, Chef
Glory @ Montego Bay
When is the best time to visit Montego Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $129 SGD | $129 SGD | $129 SGD | $125 SGD | $127 SGD | $129 SGD | $133 SGD | $129 SGD | $128 SGD | $129 SGD | $129 SGD | $141 SGD |
| 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 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.
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.
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