Montego Bay, Jamaica, Caribbean· 5
$1,135 — $2,223 / night
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4 Bedrooms
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This property requires our Villa Specialists to confirm availability for you. Please inquire below.

For assistance call us at 888.628.4896

Special Offer
Take $250!
Book your reservation at one of these select destinations for travel through December 15, and receive $250 off.
Offer applicable to stays during May 24 → Dec 15, 2024 and booked during Jun 13 → Jul 15, 2024


Please note that the holiday (higher) nightly rate will be applicable to the full duration of any reservation that includes said holiday date, regardless of rate period listed.
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Windsong is an exquisite, private villa just minutes away from Round Hill. The ocean-view Jamaican villa offers spectacular panoramas of the Caribbean Sea and Montego Bay. Lose yourself in tropical splendor at the Windsong.  

The elegant villa was designed by renowned architect Kasimir Coribut. The four-bedroom, four-bathroom villa rests on three acres of beautifully landscape property. Coconut, lime, orange, papaya, breadfruit, avocado, and fig trees grow throughout the property. Hibiscus and bougainvillea flowers add even more vibrant, tropical color to the grounds. Guests of the Windsong can marvel at the peerless Jamaican sunrise and sunset from each day.  

In the midst of the villa's emerald green lawns and tropical trees, you will find the luxurious, 40-foot by 20-foot pool. The private pool is surrounded by a sun-drenched, brick terrace. Swim in the pool and sun yourself on the deck chairs. Windsong also has a fully stocked poolside bar. Sip on cocktails and enjoy the view. The villa's 700-square-foot veranda overlooks the pool area. Guests can dine al fresco in the veranda's dining area or simply relax.  

Inside, the resplendent home features a beautiful garden. Five fountains and the tropical greenery create a tranquil, beautiful ambiance. The interior floors are made of cut stone and marble, and the color scheme is predominantly a collection of cool, neutral colors. The villa also features a unique collection of artwork.  

The great room is the main living space at the Windsong. A stone from one of the villa's fountains leads to the free-standing pavilion that houses the great room. Relax in the opulent and comfortable space. The great room has 22 glass doors that allow natural light to spill in from both the east and west. Guests can also enjoy the great room's cable TV and sound system.  

The villa also has a formal indoor dining room. The large room has a soaring, vaulted ceiling and a stunning chandelier. The chic dining table has seats for eight guests. Wide doorways lead to the open-air veranda.  

Each of the bedrooms at the Windsong is 225 square feet in size. Two bedrooms are located on the main level and two are located on the lower level. The first bedroom on the upper level has a queen-size bed and an en-suite bathroom featuring a separate bathtub and shower and a double vanity. This bedroom also has two private, ocean-view balconies. The second bedroom on the main level has the option for a king-size bed or two twin-size beds. The bedroom's en-suite bathroom has a combination bathtub and shower. Guests of this room also have access to a private balcony.  

Downstairs, the first bedroom has the option for a king-size bed or two twin-size beds. This room has an en-suite bathroom with a combination bathtub and shower, as well as a private, ocean-view terrace. The second downstairs bathroom also has the option for a king-size bed or two twin-size beds. This room has a TV and private terrace. Each bedroom at the Windsong is air-conditioned.  

The Windsong is fully staffed by a butler, cook, housekeeper, laundress, and gardeners. Additional amenities at the villa include DSL internet access, a fax machine, and a library of DVDs and CDs.

Outside of the villa, guests are welcome to explore more of the beautiful tropical island. Beginning November 1st, 2024 guests of this villa will enjoy complimentary access to the nearby Tryall Club. Guests may use most facilitates at no charge, with the exception of tennis shop, ball boys, bar & restaurant, spa, grocery, motorized water sports, nanny services, and golf. Complimentary amenities include the beach, non-motorized water sports, tennis, the excellent gym, the Hummingbird Kids Club, Great House afternoon tea, the Manager's Cocktail Party, and various special events. *Tryall Club membership is included for all reservations occurring between 11/01/24 - 11/01/25, access beyond that time cannot be guaranteed. Please inquire for details for reservations occurring beyond this timeframe.

Come and experience a divine tropical vacation at the beautiful Windsong in Jamaica. 
Montego Bay, Jamaica, Caribbean
Vacation Rental
2 floors
Ocean View
Mobility Friendly
Event Allowed
Staff Insight
The spacious great room and open-air veranda make the Windsong the ideal place for entertaining or relaxing as a family.
John Di Rienzo
Exotic Estates Staff
4 Bedrooms
8 guests
Master Bedroom (Main Level)
Bed: Queen Bed
·En-Suite Bath with Shower and Bathtub
·Air Conditioning
·Private Balcony
·CD Player
Bedroom Two (Main Level)
Bed: King Bed w/Option as 2 Twin Beds
·En-Suite Bath with Shower and Bathtub
·Air Conditioning
·CD Player
Bedroom Three (Lower Level)
Bed: King Bed w/Option as 2 Twin Beds
·En-Suite Bath with Shower and Bathtub
·Air Conditioning
·CD Player
·Direct Access to Terrace
Bedroom Four (Lower Level)
Bed: King Bed w/Option as 2 Twin Beds
·En-Suite Bath with Shower and Bathtub
·Air Conditioning
·CD Player
Great Room
3 Sofas
·Additional Seating
·Flat-Screen, Cable TV
·Direct Access to Terrace
·DVD Player
·Vaulted Ceilings
·Sound System
·Movie Library
Fully Equipped Kitchen
Dining Room
Dining Table - Seats 8
Outdoor Living
·Dining Table - Seats 6
·Additional Seating
·Chaise Lounges
·Lush Landscaping
Home Amenities
Access to Resort Amenities and Beach Club
·Staff Included: Chef, Housekeeper, Laundress, Butler
·High Speed Internet Access
·Fax Machine
·Indoor/Outdoor Sound System


The staff were wonderful, they went beyond to make our stay so enjoyable. We shall always remember the villa, we took a 1000 photos. You were all superb – Thank you!
This place is insaaane! So stunning and well designed... the photos don't do it justice! Staff were wonderful and warm; made us feel very welcome!



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