Skip to main content

Meet CaribbeanVillaEscapes.com

Caribbean Villa Escapes  is a private collection of luxury villas as bespoke and individual as you are which combines the most picturesque luxury villa experiences with comfort world-class accommodations and refined personal service.  Experience unparalleled luxury with breathtaking views.

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.

Our Properties

Windsong
Bambu
Kolibri
Endless Summer
The Vacation Haven
Windsong

Welcome to Windsong​

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.


Bambu

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.


Experience the pinnacle of luxury at Bambu by Caribbean Villa Escapes, where unparalleled design meets the beauty of Jamaica’s north coast. This exclusive villa features 7 bedrooms on nearly 7 acres, where privacy and exclusivity are paramount. This magnificent estate villa home offers year-round upgraded facilities and amenities at your doorstep, thanks to world-renowned architect, XXXX name.

The Bambu Villa - Nine miles west of Montego Bay sits on this hill top estate of over seven acres is superbly sited to enjoy magnificent views over the Caribbean Sea and along the coast line to Montego Bay. Bambu is set in beautifully landscaped grounds with well manicured lawns bordered by lush tropical flora containing a wide variety of plants including the rare Japanese lantern hibiscus, Giant White Birds of Paradise, agapanthus, West Indian lilies, Giant Crinum lilies and ground planted orchids. There are wild white begonias, three varieties of heliconia, bougainvilleas, rare Bromeliads and Epiphytes with an interesting collection of Palm trees including Fox Tail Palms, Chinese Fan Palms, Lady Palms as well as Royal Palms and Coconut Palms together with white and lavender orchid trees and a bamboo garden. The grounds are well fruited with oranges, limes, guava, avocado, papaya, ackee, honey bananas and three varieties of mango. 

AMENITIES EXCLUSIVE FOR GUESTS AT THE EXCLUSIVE BAMBU VILLA:
  • 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.
Kolibri

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.

Stroll from the villa backyard right onto the adjacent 12th green of the famous Cinnamon Hill golf  course and tee off. 
Relax, explore, play and work - if you must - with unique, state-of-the-art security and technology features you won't find anywhere else.
Kolibri Villa is just 15 minutes from Sangster Airport in Montego Bay Jamaica in the North Coast resort area. 

AMENITIES
•Located in secure, double gated community
•Four Spacious Luxury Suites, plus two additional bedrooms, comfortably accommodates twelve persons
•Exterior security cameras in use
•Each Bedroom Suite is approximately 450 square feet and is equipped with its own deluxe bathroom
•Additional restrooms are located throughout the Villa
•Spectacular ocean and mountain views
•Eco-friendly design and sustainable building features including solar and rainwater capture -READ MORE HERE
•Lush, wildlife friendly landscaping (Hello, hummingbird heaven)
•Beach access through Rose Hall Beach Club
•Golf course access through backyard
•On-site staff (Cook, Driver, Butler) 
•Saltwater infinity pool
•Kid Friendly, includes gaming consoles and over 160 TV Channels including international and local stations
•See Channel List HERE
•State-of-the-art technology and high-speed fiber optic internet access - Read more about first class technology access at the Villa 

REVIEWS
"Luxury and amenities far exceeded my expectations. I could not imagine staying anywhere else."
My family and I thoroughly enjoyed our week at Kolibri Villa  in the Greens at Rose Hall development near Montego Bay. The location is close to town and other activities but is secluded so you are able to unwind, enjoy the pool and the spectacular views. The home is well appointed and the bedrooms and bathrooms are large and spacious. My son and his friends loved the fact that their rooms were away from the master bedroom  so they could get away from their parents.  The salt water pool is gorgeous and has a glass infinity edge wall under water that looks spectacular at night.
- Marguerite Horvath

THE GOOD LIFE
Staying at Kolibri is not like vacationing at at any other villa. The amenities here are the epitome of world class luxury. Every detail has been carefully considered for you.
All that's left to do is...  Book Your Stay

VIEW VILLA FLOOR PLAN





Endless Summer

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.

Endless Summer is a spectacular private villa located hillside in the prestigious Spring Farm area of Montego Bay, overlooking the Half Moon Golf Course and the Caribbean Sea. It's hard to match these views!

The villa has 11,000 square feet of living space with 4 bedrooms, 4 baths in the main villa, 2 bedroom/2 bath connected apartment, plus Alaina's Retreat, 1 bedroom with two queen beds with a large private bathroom.

All bedrooms in the main villa open onto a spacious veranda with sweeping views and warm tropical breezes.
All bedrooms have safes for passports and valuables.
The three bedrooms on the second story of the west wing- above the kitchen and garage are comfortably furnished and share a small living area.
They connect to the master bedroom of the main house making them perfectly suited for children / families.

All guests of Endless Summer Villa have complimentary access to Half Moon's Beach Club just minutes away.

Check-In - 3PM
Check-Out - 11 AM
50% Security Deposit requires at time of booking
Remaining 50% required prior to arrival 
Gratuity for villa staff :
15% Low Season
10% High Season
AMENITIES
Private Chef
Butler - Head of household
Gardener
Housekeepers (2)
Security (on-site 6 PM to 6 AM)

Please be advised:
Towels are not to be taken from the villa, they will be provided by Tryall





The Vacation Haven

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.


Why Choose 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 Rose Hall Golf Course and only 10 minutes away from the Montego Bay Airport. The Vacation Haven assures privacy and a tailored vacation experience. Your stay will provide you with a relaxing luxury vacation experience inclusive of butler service, a personal chef, housekeeper, pool attendant and gardener, each with a passion for what they do. Imagine a vacation where its tailored just for you, you can design the meal plans for you and your guests with our top of the line chef, the drinks that you like most with your very own butler, plan excursions at your will or just take in the privacy and beauty of Jamaica in a private luxury villa just for you.
Come and enjoy the privacy and luxury that The Vacation Haven has to offer.

Amenities included:
The Vacation Haven features a contemporary design with an open floor plan, spacious living areas are stylishly furnished and has an energetic Jamaican vibe.
The large open concept living and dining room opens to the outside with ocean view and is furnished in modern décor with vibrant colors. The outdoors features a large pool deck with an active bar and grill area and pool chaises with umbrellas with ocean view.
 The villa has 4 very spacious bedrooms each with ensuite bathrooms and sleeps up to 12 people. Enjoy your stay at a very private villa with both Ocean and Mountain views. 

About Us
ENJOY YOUR NEXT VACATION
AT THE VACATION HAVEN

Enjoy a private villa experience in the quite hills of Rose Hall Montego Bay. The Vacation Haven provides a unique experience with an open kitchen concept, see the chef prepare your customized menus. Enjoy your personalized delicious on any of many dinning areas by the pool or while you enjoy the ocean views. The villa has 4 bedrooms, with 2 king beds and 4 queen beds. Each room comes with its own en-suite bathrooms.

What Our Guests Say
We booked the vacation haven for my moms 50th bday! We had 10 people stay comfortably at the house! The staff was amazing and helped us organize anything we wanted or needed! The chef made the best food! We ate out 1 time while on our trip and regretted it because it didn’t come close to chefs meals!! Our laundry was done and put away for us! We were all so spoiled!
Kellan Family

Policy and Notes
Payment Schedule
50% of the total amount is due at time of booking.
The remaining amount is to be paid 30 day(s) before arrival.

Cancellation Policy
All paid prepayments are non-refundable.

Security deposit
No security deposit is due.


Get In Touch

Ready To Find Your Dream Caribbean Villa Escape?