Welcome to Windsong

About Windsong

Windsong is a 4-ensuite bedroom luxury villa with magnificent ocean views, overlooking Montego Bay's western coast.

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Enter our courtyard, and experience Windsong, a stunning and secluded villa located just minutes from Montego Bay. 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 the sea and unforgettable sunsets.
Our accommodations

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Accommodations

Windsong offers four beautifully appointed rooms, each with its own en-suite bathroom featuring double basin vanity, air conditioning, and a private terrace or balcony that provides serene ocean views.

About Windsong

Up To 4 Bedrooms • 4 Bathrooms • Up To 10 Guests • 4 Min. Nights

Windsong is an exquisite and very private home, 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 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 ensuite bedrooms). Guests are responsible for all petrol.
  • Full staff: head of house/butler, chef, housekeeper, gardener, laundress and security
  • 55“ UHD TV ~ library of movie DVDs and music CDs
  • Wi-Fi
  • All bedrooms have air-conditioning, fans, robes, and bathroom amenities
 

Windsong is a luxurious 4-ensuite bedroom private villa retreat nestled in the low foothills overlooking Montego Bay’s western coastline and magnificent views of the ocean. Windsong Villa is a beautifully designed and very private home, conveniently located just minutes from Montego Bay’s renowned Tryall Club property, where guests enjoy complimentary beach membership, which includes access to golf.

Features and Amenities

Here’s a glimpse of what Windsong has to offer for your unforgettable stay.

  • 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, Tryall Club Access, iPod Dock(s), Sirius XM Radio
  • Security Features
  • Entertainment Amenities
  • Housekeeping

Villa Rates

Rooms are priced for double occupancy, and an extra person charge of $40 per person, per night will apply for each additional guest. For groups larger than 8 guests, a surcharge of $40 per additional guest per night will be added. The maximum occupancy for the villa is 10 persons. Rates are dynamic and subject to change without notice. Please confirm the rate with your Travel Designer at the time of booking.

  • Extra Person Charge: $40.00 per person, per night
    Complimentary driver & 10-seat van on 7-night reservations (gas & gratuities are additional costs).
Travel DatesBedroomsMinimum Night StayNightly Rates

High Season: 7-night minimum stay required
Low Season: 5-night minimum stay required
Holiday Season: 7-night minimum stay required (Easter Sunday, Thanksgiving, Christmas, and New Year’s Eve.)
*Rates are subject to change without notice. Please check with your villa specialist to confirm.

April 16, 2026 – November 20, 2026
Low Season
25$ 793 *
April 16, 2026 – November 20, 2026
Low Season
35$ 1067 *
April 16, 2026 – November 20, 2026
Low Season
45$ 1261 *
November 21, 2026 – November 28, 2026
Thanksgiving Holiday
47$ 1903 *
November 29, 2026 – December 14, 2026
Low Season
25$ 793 *
November 29, 2026 – December 14, 2026
Low Season
35$ 1067 *
November 29, 2026 – December 14, 2026
Low Season
45$ 1261 *
December 15, 2026 – December 18, 2026
High Season
27$ 950 *
December 15, 2026 – December 18, 2026
High Season
37$ 1430 *
December 15, 2026 – December 18, 2026
High Season
47$ 1903 *
December 19, 2026 – December 26, 2026
Christmas – Dec 19-26 or 20-27 or any 7 nights that includes Dec 25th. Additionally, any 7 nights (eg, Dec 17-24) that prevent a Christmas reservation will be invoiced at the Christmas rate.
47$ 2222 *
December 27, 2026 – January 02, 2027
New Year’s – Dec 26-Jan 2 or Dec 27-Jan 3 or any 7 nights that include Dec 31st.
47$ 2222 *
January 03, 2027 – March 26, 2027
High Season
27$ 950 *
January 03, 2027 – March 26, 2027
High Season
37$ 1430 *
January 03, 2027 – March 26, 2027
High Season
47$ 1903 *
March 27, 2027 – April 03, 2027
Easter – Any 7 nights that includes Easter Sunday
47$ 1903 *
April 04, 2027 – April 15, 2027
High Season
27$ 950 *
April 04, 2027 – April 15, 2027
High Season
37$ 1430 *
April 04, 2027 – April 15, 2027
High Season
47$ 1903 *
April 16, 2027 – November 19, 2027
Low Season
25$ 793 *
April 16, 2027 – November 19, 2027
Low Season
35$ 1067 *
April 16, 2027 – November 19, 2027
Low Season
45$ 1261 *
November 20, 2027 – November 28, 2027
Thanksgiving Holiday
47$ 1903 *
November 28, 2027 – December 14, 2027
Low Season
25$ 793 *
November 28, 2027 – December 14, 2027
Low Season
35$ 1067 *
November 29, 2027 – December 14, 2027
Low Season
45$ 1261 *
December 15, 2027 – December 18, 2027
High Season
27$ 950 *
December 15, 2027 – December 18, 2027
High Season
37$ 1430 *
December 15, 2027 – December 18, 2027
High Season
47$ 1903 *
December 19, 2027 – December 26, 2027
Christmas – Dec 19-26 or 20-27 or any 7 nights that include Dec 25th. Additionally, any 7-night stay (e.g., Dec 17-24) that prevents a Christmas reservation will be invoiced at the Christmas rate.
47$ 2222 *
December 27, 2027 – January 03, 2028
New Year’s – Dec 26-Jan 2 or Dec 27-Jan 3 or any 7 nights that include Dec 31st.
47$ 2222 *

Accidental Damage Waiver
A $149 Accidental Damage Waiver applies to every reservation.

Minimum Stay Details
High Season: 7-night minimum stay required
Low Season: 4-night minimum stay required
Festive Season: 7-night minimum stay required

Wedding Details
Wedding Venue Surcharge: $30 per person | Maximum Guests: 30

Check-In Times
Check in: 3:00 PM – Check out: 11:00 AM
Gallery

View Our Property

Windsong is absolutely captivating! The blend of ocean views and elegant interiors m create a truly serene and luxurious experience. If you are seeking the perfect retreat, this is the place for you.  The essence of this retreat showcases the stunning landscapes, detailed décor, serene charm and cozy nooks makes it the perfect getaway. Windsong offers an unforgettable escape.

Location Details

Beach: 11 minutes to the Tryall Club (both via driver)
Town: 20 minutes via driver
Airport: 20 minutes via driver
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Weather Forecast

Feel the warm tropical breeze at Windsong Villa! This is just a glimpse of what’s waiting for you. Sunny days and serene vibes are calling – we can’t wait to share it with you!

Book directly with us for the best rates

By booking directly through our site, you’ll always get exclusive savings, personalized service, and the best rates available. Enjoy the most seamless booking experience with us!

Inquire About Windsong

Contact Opal Gibson, your villa specialist to book your stay today.
opal@windsongjamaica.com

Reviews

What Guests Say About Windsong

At Windsong, our guests’ experiences speak for themselves. Hear what they have to say about their unforgettable stay—from our friendly staff and delicious meals to the warm, welcoming atmosphere.

People rated Their Stay

Rated 4.5 out of 5

Average rating 4.5 / 5

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