Villa Windsong

** Please drop us a message before booking the property as we need to check availability for all requests at this villa **

PROMO! Special Offer
LOW SEASON - Luxury for Less!
Book 5 nights or longer and enjoy a complimentary night—because luxury should always come with a little extra.
Stay 5 nights - Pay 4
Stay 6 nights - Pay 5
Stay 7 nights - Pay 6
Valid for new bookings made February 24, 2026, to December 15, 2026, for travel April 16, 2026, to December 15, 2026. Some properties may have specific travel dates. Blackout dates apply: November 20 to 27, 2026. A four-night minimum stay is required. Offers are subject to availability and may not be combinable with other promotions. Additional restrictions may apply; please call for complete details.

• Please inquire for more details
  “Valid for new reservations only”

VILLA WINDSONG 4BR, Hopewell, Jamaica

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 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.

This charming tropical villa encapsulates a complete Jamaican experience. Noted for its sweeping panoramic views, airy rooms, lush rolling landscape, and well-laid-out tropical gardens, Windsong Villa is itself simply gorgeous and exquisitely inviting – from the outside in.

The home and its elegant features cleverly blend the beauty of nature into the indoor settings and guests get an instant sense of serenity upon arrival.

The Windsong experience begins as soon as you turn onto the circular driveway encompassing the shade of our majestic banyan tree - resplendent with hanging orchids - and continues as you enter the welcoming courtyard with its vibrant tropical plants and water fountains inviting you to enjoy the finest of Caribbean living.

Windsong’s unique hill located on the outskirts of Montego Bay is perfect to marvel at the most amazing views whilst enjoying the favorable trade winds of the season. The east view captures the rising sun over Montego Bay, while to the west is an equally lovely vista of Round Hill and breathtaking tropical sunsets above the lush green hills of Hanover.

With soothing water features throughout, you will feel instantly welcome and at home. The well-cared grounds are thoughtfully filled with a variety of local tropical trees, plants and flowers, and fruit trees – the produce of which make it to the breakfast table when in season. Wander at leisure through this extensive garden and get to know Jamaica’s flora.

The villa is managed by a highly experienced team of staff who will ensure that your stay here meets and exceeds your expectations. The team will be happy to offer suggestions and recommendations when asked.

Plan your meals with the skillful creative chef who will work with your tastes and dietary needs – serving up meal after sumptuous meal made from the freshest of ingredients, for your culinary delight.

You may wish dinner to be served by candlelight indoors or in the more casual al fresco dining area on the verandah overlooking the pool. The poolside bar is kept stocked with ice and drinks for your convenience, and the sound system supplies music both indoors and out.

*This can be rented as a 2, 3 or 4 bedrooms.

AMENITIES & FEATURES

• 4-Bedroom deluxe private villa on 3 acres ~ spectacular ocean views east and west
• Open-air villa
• Wi-Fi
• Children Welcome, Kids Club Membership
• Golf Available
• 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.
• Brand new 55“ UHD Samsung 6 Series TV ~ library of movie DVDs and music CDs
• All bedrooms have air-conditioning, fans, safes, robes, and bathroom amenities
• Complimentary crib & highchair
• Glorious trade winds, breathtaking sunrises, and sunsets
• Security Features
• Spa Available
• Laundry Room

BEDROOMS
All bedrooms are 225 square feet in size and have state-of-the-art remote control quiet air conditioners.
Main Level
Master Bedroom
Queen-size bed; en-suite bathroom, double basin vanity, bathtub, and separate shower. DSL Internet access, Bose Wave Radio/CD. Two private balconies. Magnificent ocean views day and night.
Bedroom 2
King size or twin beds at guests’ option; en-suite bathroom with tub-shower combination. Sony radio/cassette/CD player. Private balcony. Magnificent view.
Lower Level
Bedroom 3
King size or twin beds at guests’ option; en-suite bathroom with tub-shower Combination. Radio/cassette/CD player. French doors to a private terrace and ocean view.
Bedroom 4
King size or twin beds at guests’ option; en-suite bathroom with tub-shower combination. Radio/cassette player. French doors to a private terrace and ocean view. While designed for children, this room is also perfectly suitable for adults.

STAFF
Butler
Chef
Housekeeper
Gardeners
Laundress

• All rates quoted in USD.

• Please inquire for per bedroom rates for less than maximum occupancy

• Rates are subject to change without notice

• Recommended Staff Gratuity: 10% of the villa rental rate – reflecting the long hours worked and the level of service provided.

• A US$50 booking fee applies.

CANCELLATION AND REFUND POLICY
High & Low Season
A 50% deposit is due 90 days prior to arrival.
For cancellations within 90 days of arrival, the deposit is refunded less a 20% cancellation fee.
Government taxes and service charges are handled separately according to the payment schedule.

Christmas & New Year
A 50% non-refundable deposit is due 120 days prior to arrival.
Within 120 days of arrival, 100% of the rental revenue, plus applicable taxes and service charges, is due.
Christmas/New Year cancellations are non-refundable, subject to the applicable exceptions in the agreement.

Thanksgiving
A 50% deposit is due 90 days prior to arrival.
Cancellations made more than 90 days prior to arrival are subject to a 20% cancellation fee deducted from the deposit refund.

Extraordinary Circumstances
In certain extraordinary circumstances, such as government travel restrictions, severe weather, or similar events, the supplier may, at its discretion, offer a future booking or an alternative villa of equal value.