Holiday houses in Montego Bay

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Quick stats about holiday rentals in Montego Bay

  • Total holiday rentals

    Explore 1,640 holiday rentals in Montego Bay

  • Nightly prices starting at

    Montego Bay holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 47,330 verified reviews to help you choose

  • Family-friendly holiday rentals

    830 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 190 rentals that welcome pets

  • Holiday rentals with a pool

    660 properties feature pools

  • Rentals with dedicated workspaces

    780 properties have a dedicated workspace

  • Wi-Fi availability

    1,590 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.

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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, 205 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
4.92 out of 5 average rating, 66 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 ($)

Superhost
The vibrant exterior of the studio is highlighted by a bright orange wall and a sunshade that provides protection from sunlight. A small, covered patio features potted plants and outdoor furniture, inviting relaxation in the serene surroundings.
Loft in Montego Bay
4.88 out of 5 average rating, 130 reviews

Sunny Studio in garden

This cozy and typically Jamaican studio is fully equipped and is located in the back of the main house with a view on the beautiful backyard, including a new Yoga platform, workshop tables to make souvenirs, fruit trees, swings and hammocks. At night, we can hear the crickets and stare at the moon, while lazing in a long chairs. The studio has a complete kitchen with a mini fridge, gas stove, toaster oven, ; a new double bed and a cute bathroom (Shower), and it has its own Internet access.

Guest favourite
An infinity-edge pool stretches into the serene Marina, surrounded by palm trees and sun loungers. Clear blue skies and fluffy white clouds reflect on the water's surface, creating a peaceful ambiance. The picturesque surroundings enhance the sense of relaxation and tranquility.
Condo in Montego Bay
4.91 out of 5 average rating, 435 reviews

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.

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
4.84 out of 5 average rating, 164 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
An outdoor infinity pool is set against a backdrop of lush mountains and clear skies. The deck features wooden flooring and a pergola structure above, providing shade and visual interest. The tranquil water reflects the surrounding scenery, creating a serene escape.
Condo in St. James Parish
4.87 out of 5 average rating, 110 reviews

Luxury Condo in Montego Bay, Rooftop Pool access

Located in Montego Bay, DREAM36 is a centrally-located, private luxury condo quietly nested in the heart of the city. Placed between ocean views to the north & lush mountains to the south, this modern high-rise sits only 15 mins to major shopping, restaurants, nightlife & world-class beaches. Stylishly decorated to feel like a vacation home away from home, you'll experience luxury a sense of tranquility and comfort, combined with hotel-style features and fully secured with 24/7 security.

Guest favourite
A two-story cottage is surrounded by lush greenery, featuring a blue-tiled roof and large balconies. Below, a pool area is highlighted with sun loungers, inviting relaxation. The property is set within a vibrant landscape, showcasing palm trees and well-maintained gardens.
Cottage in Montego Bay
4.92 out of 5 average rating, 235 reviews

Glory @ Montego Bay

Welcome to “Glory”. The cottage is situated on the grounds of our home “Victory“. We invite you to experience our concept of “Jamaican Home Living”. Glory overlooks the Sangster International Airport and the Caribbean Sea and is 5 mins from world-famous Doctors Cave Beach. We are also conveniently 5 minutes drive from the airport. We own the SeaGull @ Little Bay Country Club in Negril, and are Airbnb SuperHosts; we know how to take care of our guests. Join us for a special experience.

Superhost
A modern kitchen area features dark blue cabinetry and stainless steel appliances, complemented by a light, neutral-toned countertop. Two wooden stools are positioned at the breakfast bar, while a cozy gray sofa is visible nearby. Bright lighting highlights the stylish design and open layout.
Apartment in Montego Westvillage
4.87 out of 5 average rating, 133 reviews

Tropical paradise Apartment

This apartment offers a contemporary experience that combines modern comforts with a stylish and sophisticated ambiance. From the moment you step inside, you'll be greeted by sleek and tastefully designed interiors that exude a sense of luxury and elegance. The apartment amenities are great. We are located in a gated community which is very convenient, only 10 minutes away from the Airport and 3 minutes away from major Supermarket, also close to the famous Hip Strip for major nightlife .

Guest favourite
Condo in Montego Freeport
4.95 out of 5 average rating, 103 reviews

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.

Top Guest favourite
A modern living area features a dark sofa adorned with decorative pillows, positioned beside a small table. Large windows provide natural light, framed by blue curtains. A potted plant adds a touch of greenery, while wooden accents contribute to the overall decor.
Apartment in Montego Bay
4.97 out of 5 average rating, 159 reviews

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.

Guest favourite
A modern sleeping area features a spacious bed with a minimalist design. A flat-screen TV is mounted above a wooden dresser, while a bathroom door is visible in the background. Natural light enters through a nearby window, illuminating the neutral-toned walls.
Guest suite in Montego Bay
4.88 out of 5 average rating, 127 reviews

Quiet, safe & modern apartment with great views!

Modern, 1BR, ground level apartment with all the modern amenities you will need for a perfect stay. The windows are equipped with insect screens so can leave ajar and awake to the sounds of local birds or the smell of the fresh Jamaican air. You're close enough to the airport, shopping malls and nightlife - but nestled on the outskirts for quiet relaxation. Average journey from the airport to the apartment is 20 to 25 minutes depending on traffic conditions and time of day.

Top Guest favourite
Townhouse in Montego Bay
4.97 out of 5 average rating, 32 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.

Popular amenities for Montego Bay holiday rentals

When is the best time to visit Montego Bay?

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Avg. temp26°C26°C27°C27°C28°C29°C29°C29°C29°C28°C28°C27°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.

Destinations to explore

  1. Airbnb
  2. Jamaica
  3. Saint James
  4. Montego Bay