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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.

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Guest favourite
Villa in Montego Bay
4.89 out of 5 average rating, 35 reviews

The Modern Villa

Luxury 6-Bedroom Villa with Stunning Amenities and Prime Location in Ironshore, Montego Bay. Welcome to your private oasis in the heart of St. James! A perfect escape for families, friends, or events, sleeping 12 guests with daily breakfast ingredients nclusion(chef service $75 daily per group) Each bedroom offers en suite bathrooms, smart TV, air conditioning, walk-in closets. The villa also has spacious entertainment areas with a private pool & bar, outdoor spaces with gazebos and fireplace

ValueLocationAccuracy

Top Guest favourite
A private pool is surrounded by lush greenery and tropical plants, with illuminated waters inviting relaxation. Sun loungers are positioned on the pool deck, offering comfortable seating. The villa's architectural elements provide shaded areas for enjoyable outdoor relaxation.
Villa in Montego Bay
5.0 out of 5 average rating, 60 reviews

Foxtail Villa - Pool, Chef included

Foxtail is a fully staffed luxurious villa nestled amongst lush green, enchanting foxtail palms and an assortment of tropical shrubs in the upscale community of Ironshore, Montego Bay. Foxtail boasts breathtaking picturesque views overlooking the Caribbean Sea. Our gated property is only minutes away from the airport, fast food restaurants, and Starbucks. Our central location gives ease of access to popular attractions such as Dunns River Falls and a host of other attractions in and around town.

ValueLocationBathroom

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, 211 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.

ValueLocationBeach

Guest favourite
A spacious villa is depicted with a large swimming pool surrounded by sun loungers and umbrellas. Lush greenery and well-maintained gardens enhance the outdoor space, while the villa's expansive windows reflect natural light. A patio area is visible for outdoor dining, capturing a serene atmosphere.
Villa in Montego Bay
4.92 out of 5 average rating, 199 reviews

VIBES COVE enjoy your stay while getting pampered

FREE Arrival meal, the first day you arrive to Vibes Cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes Coves Villa is super Spacious and Private. Enjoy your vacation while getting pampered. This property comes with a personal chef, Butler, and Housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not attached to your living area of the property ) only those listed on the Airbnb is allowed at the property

LocationFamilyCondition

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, 74 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 ($)

LocationFamilyCleanliness

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
4.85 out of 5 average rating, 110 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.

FamilyLocationAccess

Guest favourite
A bright living area features a modern television mounted above a sleek white console. A glass coffee table stands on a textured rug, while a grey couch adorned with yellow cushions invites relaxation. Natural light floods through the window, complemented by patterned curtains.
Townhouse in Montego Bay
4.88 out of 5 average rating, 24 reviews

Shallhome Masterful Luxe City Ocean Views

Prepare for an earthy, spacious, comfortable, experiential and central location stay via our natural yet modern aesthetic and considerate, our luscious landscape consisting of scrumptious Jamaican delicacies and gardens filled with vibrance to a seaview of the horizon/the suns bed overlooking Montego bay; perfect to rise and shine like the sun, with a limitless mindset and an affirmative environment; reassuring and replenishing your capacity and tenacity to a state of I shall and will.

FamilyLocationAccuracy

Guest favourite
Condo in Montego Bay
4.95 out of 5 average rating, 111 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.

FamilyLocationAmenities

Superhost
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
4.94 out of 5 average rating, 236 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.

LocationValueLaundry

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
4.98 out of 5 average rating, 135 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.

FamilyValuePool

Guest favourite
Home in Montego Bay
4.92 out of 5 average rating, 24 reviews

5BD Gated, Pool, incl Full Staff & Private Driver

5 Bedrooms Private Luxury Villa, Pool, Fully Staffed, Personalized Service. 4 bedrooms with king sized beds and en suite bathrooms. 1 bedroom with queen size bed, and adjacent half-bath - this room also doubles as an office for any guests who might be working remotely. Paradise Plum is proud to be approved by the Jamaican Tourist Board. For your convenience - Paradise Plum Villa is only a 15 minute drive from the Montego Bay airport!

FamilyValueSleep quality

Guest favourite
The exterior of the villa is showcased, featuring a vibrant yellow facade with a tiled roof. A covered parking area is visible, along with a well-maintained pathway. Lush greenery is present alongside the entrance, creating a welcoming approach to the property.
Villa in Montego Bay
4.97 out of 5 average rating, 124 reviews

Luxury Villa - King Bed /Pool/Near Airport & Beach

Everything Irie@ Les Chateaux Villa - Located within 10 minutes of the airport & beaches - Handicap Access/Backup Generator & Water Tank - Walking distance of Whitter's Village with a supermarket, shops & restaurants - 3 Full Bedrooms w/ en-suite bathrooms - Sleeps up to 8 (1 King, 2 Queens & Sofa bed) - Gated Community with Security - Nestled directly across from the pool & gym - Has Wi-fi internet & over 900 cable channels

LocationFamilyPool

Popular amenities for Montego Bay holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Montego Bay's top sights

Sangster International Airport

69 locals recommend

Doctor's Cave Beach

436 locals recommend

Coral Cliff

189 locals recommend

Harmony Beach Park

175 locals recommend

Dead End Beach

69 locals recommend

Fairview Shopping Centre

55 locals recommend

Other great holiday rentals in Montego Bay

Guest favourite
The exterior of the villa is showcased in soft evening light, highlighting its modern architectural design. A winding driveway leads to the entrance, flanked by landscaped greenery and illuminated pathways. The surrounding lush foliage creates a serene ambiance.
Villa in Montego Bay
4.94 out of 5 average rating, 69 reviews

Luxury Montego Bay Villa | Pool, Gym & Jacuzzi

LocationFamilyHot tub

Superhost
Home in Montego Bay
4.69 out of 5 average rating, 131 reviews

Island Boii

ValueFamilyOutdoor spaces

Guest favourite
A spacious living area features a light-colored sectional sofa adorned with colorful cushions, complementing a vibrant yellow armchair. A round coffee table sits in front, with two glasses and a bottle, while ceiling fans provide a fresh airflow. An adjacent dining area is visible, showcasing a bright setup.
Home in Montego Bay
4.94 out of 5 average rating, 35 reviews

Tropical Bliss 3bd TH, wlk Doctors Cave & Hipstrip

FamilyLocationBreakfast

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
4.98 out of 5 average rating, 40 reviews

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

FamilyLocationBeach

Guest favourite
An infinity pool is seen with a tiled edge, complemented by plush white towels stacked beside it. Two glasses of sparkling wine rest on the tiled surface, overlooking a serene ocean view framed by palm trees and vibrant greenery.
Condo in Reading
4.88 out of 5 average rating, 82 reviews

Kusha Penthouse - Ultimate Luxury Experience

LocationValueCheckout

Superhost
An above-ground pool is surrounded by a wooden deck, featuring a ladder for easy access. The pool reflects the bright blue sky, with a vibrant view of the ocean and palm trees in the background, enhancing the outdoor space.
Villa in Montego Bay
4.76 out of 5 average rating, 80 reviews

Oceanview Villa - Private Pool in Gated Community

ValueFamilyAir conditioning

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, 51 reviews

Whiterock Pink Bougainvillea Villa

LocationFamilyBreakfast

An infinity-edge pool is framed by modern lounge chairs and plush seating. Lush greenery and an expansive lawn create a serene environment, while the Caribbean Sea is visible in the distance under a clear blue sky.
Villa in Montego Bay
4.83 out of 5 average rating, 161 reviews

Hospitality Expert EL1: Private Pool, Beach, Chef

LocationValueAir conditioning

When is the best time to visit Montego Bay?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$168 NZD$168 NZD$168 NZD$170 NZD$170 NZD$175 NZD$173 NZD$168 NZD$166 NZD$168 NZD$168 NZD$183 NZD
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