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Montego Bay villas
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438 Villa rentals in Montego Bay

Top-Rated Vacation Homes with a Pool in Montego Bay

These Montego Bay vacation homes include a swimming pool, so a refreshing dip is always an option during your stay.

Crystal Jamaica Villa - Montego Bay
Montego Bay
08/17 – 08/24
$14775/nighttotal: $103425 (7 )

Crystal Jamaica Villa

1 1
house , Montego Bay
This villa is located in Ironshore, Montego Bay, within 2 miles of SuperClubs Ironshore Golf and Country Club, Blue Diamond Shopping Centre, and Whitter Village.
Enjoy a private outdoor pool, furnished balcony, and complimentary WiFi, with charcoal grills available for outdoor cooking and a Smart TV for entertainment.
Hospitality Expert Cb All Pool Beach Chef - Montego Bay
Montego Bay
12/28 – 01/09
$2610/nighttotal: $31320 (12 )

Hospitality Expert Cb All Pool Beach Chef

10 8
house , Montego Bay
This ten-bedroom Montego Bay vacation home is a five-minute walk from Half Moon Point Beach and 2.5 miles from Sangster International Airport, offering convenient access to both relaxation and travel.
Boasting 7,500 square feet of space, this property features ten bathrooms, a private pool, a garden, parking, and a fully equipped kitchen, comfortably accommodating up to 34 guests.
Kotch N Chill, Montego Bay Gated Complex With Pool - Montego Bay
10 81 reviews
Montego Bay
10/01 – 10/04
$194/nighttotal: $582 (3 )

Kotch N Chill, Montego Bay Gated Complex With Pool

1 1
house , Montego Bay
This two-bedroom, one-bathroom house rental in Montego Bay's Kotch n Chill neighborhood is a 5-10 minute drive from Sangster International Airport, shopping centers, nightlife, and restaurants.
The 4-guest Kotch n Chill property boasts a private pool, screened porch, landscaped backyard, high-speed WiFi, washer/dryer, and complimentary grocery service for stays of 5 nights or more; airport pickup is available for an additional fee.
Hospitality Expert Eden 7br Pools Beach - Montego Bay
Montego Bay
06/29 – 06/30
$2341/nightfor 1 night

Hospitality Expert Eden 7br Pools Beach

7 2
house , Montego Bay
This seven-bedroom Montego Bay villa is located 1.2 miles from Half Moon Point Beach and 5 miles from Sangster International Airport (MBJ), offering convenient access to both the coast and the airport.
This 8,000-square-foot house boasts eight bathrooms, two living rooms, a private pool, a garden, parking, and can comfortably accommodate up to 18 guests, complete with a fully equipped kitchen and stunning sea views.

Best Montego Bay houses with a kitchen

Hospitality Expert El1: Private Pool, Beach, Chef - Montego Bay
Montego Bay
08/01 – 08/02
$907/nightfor 1 night

Hospitality Expert El1: Private Pool, Beach, Chef

2 3
house , Montego Bay
Eden Luxe 1, a luxurious villa in Montego Bay's upscale Spring Farm district, overlooks the Half Moon Golf Club and offers breathtaking Caribbean Sea views, within walking distance of three PGA-rated golf courses.
This 2,300-square-foot residence boasts two bedrooms, two bathrooms, sleeps six guests, and features a private infinity-edge pool, spacious outdoor areas, and complimentary Rose Hall Beach Club access.
Quiet Escape Unity Hall - Montego Bay
Montego Bay
06/29 – 06/30
$198/nightfor 1 night

Quiet Escape Unity Hall

1 2
house , Montego Bay
Quiet Escape Unity Hall is a house in Montego Bay, located 8.1 miles from Sangster International Airport, 29 miles from Luminous Lagoon, and 30 miles from YS Falls.
This 3000 square foot vacation home accommodates up to 11 guests with 2 bedrooms, 3 bathrooms, a fully equipped kitchen, air conditioning, a terrace, and free private parking.
Freeport Montego Bay View Private Pool Villa, 3 Bedrooms W/ensuites, Fast Wi-fi. - Montego Bay
Montego Bay
07/24 – 08/10
$419/nighttotal: $7123 (17 )

Freeport Montego Bay View Private Pool Villa, 3 Bedrooms W/ensuites, Fast Wi-fi.

3 3
house , Unity Hall
This Montego Bay villa, Unity Hall, is conveniently located within 6 miles of Jamaica Beaches, Fairview Shopping Center, and Rocklands Bird Sanctuary.
This 3-bedroom, 3-bathroom house sleeps 6, boasts a fully equipped kitchen with appliances (refrigerator, oven, stovetop, microwave, dishwasher), a swimming pool, free Wi-Fi, and on-site laundry and barbecue facilities.
Island Dreams Villa - Montego Bay
Montego Bay
06/27 – 07/02
$1058/nighttotal: $5290 (5 )

Island Dreams Villa

1 2
house , Montego Bay
Island Dreams Villa is a Montego Bay vacation rental located just 1.2 miles, or approximately 6,336 feet, from Sangster International Airport and 18 miles from the Luminous Lagoon.
This villa accommodates up to seven guests, offering a private terrace and balcony with garden views, a fully equipped kitchen, air conditioning, complimentary WiFi, a swimming pool, jacuzzi, and parking.

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Destinations nearby

Best Montego Bay houses with air conditioning

Serene Luxe 3br Home Family Friendly Mobay Stay - Montego Bay
Montego Bay
07/01 – 07/06
$311/nighttotal: $1555 (5 )

Serene Luxe 3br Home Family Friendly Mobay Stay

1 4
house , Montego Bay
This Montego Bay villa is located 1.9 miles from Sangster International Airport and 1.7 miles from Doctor's Cave Beach.
This air-conditioned villa accommodates up to 11 guests and features a fully equipped kitchen, free private parking, complimentary WiFi, a terrace, a balcony, and an on-site snack bar.
El Castillo Verde - Montego Bay
9.7 81 reviews
Montego Bay
08/09 – 08/16
$1105/nighttotal: $7735 (7 )

El Castillo Verde

8 7
house , St. James Parish
This luxurious 8-bedroom, 10-bathroom villa is located in Spring Farm Estates, La Castillo Verde, St. James Parish, Jamaica, less than 2 miles from the Sugar Mills Restaurant and minutes from the Rose Hall Beach Club.
This spacious estate boasts a private pool, a sprawling garden, and access to the Rose Hall Beach Club; it sleeps 16 guests and offers 24/7 chef and butler services (additional fees apply).
Luxury Manor 2 Bedroom /1 Bathroom House W/electric Fireplace, - Montego Bay
10 1 review
Montego Bay
06/29 – 06/30
$249/nightfor 1 night

Luxury Manor 2 Bedroom /1 Bathroom House W/electric Fireplace,

2 2
house , Montego Bay
This Montego Bay vacation home is located 0.6 miles from Sangster International Airport, 1.8 miles from Tropical Bliss Beach, and 18 miles from the Luminous Lagoon.
The 1000-square-foot property features two bedrooms, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, air conditioning, a private patio with garden views, and free parking.
Mike’s Guesthouse Montego West Village - Montego Bay
9.2 63 reviews
Montego Bay
10/14 – 10/21
$92/nighttotal: $644 (7 )

Mike’s Guesthouse Montego West Village

1 3
house , Montego Bay
This two-bedroom, two-bathroom Montego Bay vacation home is located in a quiet, gated community 10-15 minutes from Sangster International Airport and close to the Hip Strip and beaches.
The 2-bedroom house features a modern kitchen with fridge, freezer, and microwave, air conditioning, a garden, parking, and accommodates up to 5 guests with front and rear balconies, plus a separate laundry area.

Best Montego Bay villas and beach houses with jacuzzi

New Listing! Staffed Private Villa/majestic Ocean View/pool/10 Min Beach/wifi - Montego Bay
10 5 reviews
Montego Bay
12/07 – 01/06
$1454/nighttotal: $43620 (30 )

New Listing! Staffed Private Villa/majestic Ocean View/pool/10 Min Beach/wifi

3 3
house , Montego Bay
This Montego Bay vacation rental is located near the sea in a family-friendly area, within 6 miles of Jamaica Beaches, Rocklands Bird Sanctuary, and Fairview Shopping Center. It has earned excellent user ratings, indicating a high level of satisfaction from previous guests. This 3-bedroom home spans 3,530 square feet, offering ample space for a comfortable stay. The home features a private pool, jacuzzi, fitness center, tennis court, restaurant, and a spa, providing plenty of amenities and activities for relaxation and entertainment.
Villa Paradise- Pool, Jacuzzi & More - Montego Bay
10 1 review
Montego Bay
09/07 – 09/12
$635/nighttotal: $3175 (5 )

Villa Paradise- Pool, Jacuzzi & More

5 2
house , Montego Bay
Villa Paradise, a luxurious 4,800-square-foot vacation home in Montego Bay's upscale Ironshore district, is a ten-minute drive from Sangster International Airport and near attractions like Doctor's Cave Beach and the Montego Bay Cruise Ship Terminal.
This five-bedroom, five-bathroom residence boasts a private pool, Jacuzzi, outdoor bar, BBQ area, and can comfortably accommodate twelve guests, offering a complete Jamaican getaway experience.
Villa Nilaja- The Luxurious Modern 4-bedroom Villa - Montego Bay
9.1 7 reviews
Montego Bay
08/09 – 08/16
$564/nighttotal: $3948 (7 )

Villa Nilaja- The Luxurious Modern 4-bedroom Villa

4 7
house , Montego Bay
This exclusive private villa, featuring 4 bedrooms and 4 bathrooms for up to 8 guests, is located in the cool hills of Hatfield Meadows in Ironshore, Montego Bay.
The property offers a dedicated games room with a pool table, air hockey, and a 120-inch projector, a family room with an 86-inch TV and digital piano, and a grand 25 ft ceiling foyer, all complemented by modern art throughout.
Shallhome Masterful Luxe City Ocean Views - Montego Bay
9.7 20 reviews
Montego Bay
08/22 – 08/31
$436/nighttotal: $3924 (9 )

Shallhome Masterful Luxe City Ocean Views

5 6
house , Montego Bay
This Montego Bay vacation home offers a central location with breathtaking sea views, providing easy access to Montego Bay's beaches and attractions.
The five-bedroom, five-bathroom house sleeps twelve guests and boasts a private swimming pool, Jacuzzi, and lush gardens, along with modern amenities including air conditioning, internet, and a fully equipped kitchen.
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