Luxury Villa Specialist
Meet your premier luxury villa specialist, offering some of the finest villa escapes in Jamaica. Through CaribbeanVillaEscapes.com, we grant exclusive access to stunning properties across Jamaica, each crafted for ultimate relaxation and luxury. Whether you’re seeking a serene beachfront retreat or an exquisite hillside getaway, our villas provide unmatched comfort, style, and personalized experiences. Discover your perfect Jamaican escape with us today.










































































Welcome to WindsongWindsong is a 4-bedroom luxury villa overlooking Montego Bay's western coast.
Windsong is a 4-bedroom luxury villa overlooking Montego Bay's western coast.
Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay … the west view is an equally lovely vista of Round Hill, the sea and the sunset.
Windsong is a stunning and secluded villa located just minutes from Round Hill. Designed by renowned architect Kasimir Coribut, this exceptional property offers breathtaking views both day and night, enhanced by refreshing tradewinds. To the east, guests can enjoy the sunrise and panoramic vistas of Montego Bay, while the west view showcases the serene beauty of Round Hill, the sea, and unforgettable sunsets.
About Windsong
Up To 4 Bedrooms • 4 Bathrooms • Up To 10 Guests • 4 Min. Nights
Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay … the west view is an equally lovely vista of Round Hill, the sea and the sunset.
- 4-Bedroom deluxe private villa on 3 acres ~ spectacular ocean views east and west
- Open-air villa
- 20’ x 40’ Private tiled pool and poolside bar
- A full-time complimentary driver is included in full house rentals (4 bedrooms). Guests are responsible for all petrol.
- Full staff: butler, chef, housekeeper, gardeners, laundress
- Brand new 55“ UHD Samsung 6 Series TV ~ library of movie DVDs and music CDs
- Wi-Fi
- All bedrooms have air-conditioning, fans, safes, robes, and bathroom amenities
Windsong is a luxurious 4-bedroom private villa retreat nestled in the low foothills overlooking Montego Bay’s western coastline. Windsong Villa is a beautifully designed and very private home conveniently located just minutes from Montego Bay’s renowned Round Hill property where guests enjoy complimentary beach membership.
Property Amenities
- Air Conditioning: Air Conditioning, Bedrooms Only
- Private Chef
- Children Welcome: Children Welcome, Kids Club Membership
- Golf Available: Golf Available, Golf Nearby
- Internet: Internet, Wi-Fi
- Private Pool: Pool, Poolside Bar
- Tennis Available
- Fully Staffed: Full-time Complimentary Driver, Butler, Housekeeper, Gardeners, Laundress, Chef
- Spa Available
- Laundry In-Villa
- Bathroom Amenities: Hair Dryers, Bathrobes
- Bedroom Amenities
- Property Amenities: 3 Acres, High-speed Internet Access, Available for Weddings and Events of up to 30 persons, Round Hill Membership (Outside the Gate), iPod Dock(s), Sirius XM Radio
- Security Features
- Entertainment Amenities
- Housekeeping
Villa Rates
Rooms are for priced for double occupancy and an extra person charge will be in effect of $100 per person/ per night for each additional person. Maximum occupancy for the villa is 10 persons. Rates are dynamic and subject to change without notice. Please confirm rate with your Villa Specialist at time of booking.


















































































































































Welcome to Bambu
Nine miles west of Montego Bay is a large private site overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned north coast. Elegantly perched on eight and a half acres atop this hill is Bambu, a grand six-bedroom private villa distinguished by its classic architecture and appreciated by discerning vacationers.
- Fully equipped Gym and covered yoga deck
- Evening games/lounge
- Bocce Ball
- Cornhole
- 1000 SF putting green
- 2 Tennis Courts with shaded tennis pavilion and ball machines
- Padel court
- Pickle ball & ½ basketball court
- Beach Volleyball Court
- Golf Range
- 4500 SF centrally located, complex green
- 4 Tee boxes
- All guests of Bambu Villa have access to the exclusive Tryall Club only minutes away.


















































Welcome to Kolibri
Escape... to Kolibri. Relocate to a 10,500 square foot courtyard-style villa, located in an upscale double-gated community in the Rose Hall area of Jamaica.
Soar 340 feet above sea level in your own private paradise with panoramic views of the ocean to the north and mountain vistas to the west.

































































































Welcome to Endless Summer
One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea.


































































Welcome to The Vacation Haven
The Vacation Haven is a magnificent luxury villa located in beautiful hills of the historic landmark Rose Hall, Montego Bay, Jamaica. It is in a private gated community, adjacent to the beautiful White Witch Golf Course and only 10 minutes away from the Montego Bay Airport.
The Vacation Haven assures privacy, luxury and convenience. Your stay will provide you with a bespoke vacation experience inclusive of butler service, a personal chef, housekeeper, pool attendant and gardener, each with a passion for what they do.