Villas Caribbean Jamaica Montego Bay
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.
Inquire About This VillaOverview
- 4 bedrooms
- 4 bathrooms
- Sleeps 8
- 5 staff
- Bedrooms Only
- Golf Nearby
- Kids Club Membership
- Poolside Bar
- Wi-Fi
- $714+/night
Show More Show LessWindsong 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.
- 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
- Complimentary crib & highchair
- Glorious trade winds, breathtaking sunrises, and sunsets
- Round Hill Membership
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.
Accommodations
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.Round Hill Membership
A special amenity available to guests in this villa is membership at Round Hill just minutes from the villa and one of the finest private resorts on Jamaica's North Coast. Round Hill offers a beach, pool, chaise lounges, towels, jogging trail, gift shop, logo shop, library with computer, bar, afternoon tea, Wednesday Manager's Cocktail Party, basketball court, tennis courts, and unforgettable long sunsets from the waterfront terrace. Guests must check in at the front desk on your first visit before enjoying the amenities at Round Hill.
Additional Amenities (fee required):
- Kids’ Club: The cost for Pineapple Kid’s Club is US$27.50 daily per child. Children three years to twelve years old. Children zero to three years old same cost but must be accompanied by a nanny. The hours of the Club are 9 am-5 pm. Lunch is not included (parents collect children for lunch).
- Gym: $50 per person per day for any guests in Round Hill Villas or villas with Round Hill membership (this fee should be paid at the front desk before using the gym)
- Spa
- Salon
- Range of water sports
- Beach Parties
Please note: Round Hill membership is guaranteed for guests traveling until November 1, 2024. ** The Round Hill Board of Directors has announced that Resort membership for this villa will not be renewed after Nov 1st, 2024. Round Hill reserves the right to change or alter its membership packages with no advance notice. Prices are liable to change without notice. There may be occasions when some or all the facilities of the hotel may be closed for membership guest services due to a private hotel event.
Villa Details
Amenities
- 3 Acres
- Available for Weddings
- Bathrobes
- Bedrooms Only
- Butler
- Full-time Complimentary Driver
- Gardeners
- Golf Nearby
- Hair Dryers
- High-speed Internet Access
- Housekeeper
- iPod Dock(s)
- Kids Club Membership
- Laundress
- Poolside Bar
- Round Hill Membership (Outside the Gate)
- Sirius XM Radio
- Spa Nearby
- Tennis Nearby
- Wi-Fi
Distances to nearby attractions
- Beach: 4 minutes to Round Hill, 11 minutes to the Tryall Club (both via driver)
- Town: 20 minutes via driver
- Airport: 20 minutes via driver
Pool details
- pool is 40' x 20'
Weddings
- Max 50 guests. *$15 surcharge applies
Photos
Pricing
Travel dates Bedrooms Min. stay Nightly rate Weekly rate Available? April 8, 2024 – April 15, 2024 • High Season 4 bedrooms 7 nights minimum stay $ 1,904 USD nightly $ 13,325 USD weekly Booked Fully booked (no dates available) April 16, 2024 – November 22, 2024 • Low Season 2 bedrooms 5 nights minimum stay $ 715 USD nightly $ 5,000 USD weekly Booked Fully booked (no dates available) April 16, 2024 – November 22, 2024 • Low Season 4 bedrooms 5 nights minimum stay $ 1,135 USD nightly $ 7,945 USD weekly Booked Fully booked (no dates available) April 16, 2024 – November 22, 2024 • Low Season 3 bedrooms 5 nights minimum stay $ 961 USD nightly $ 6,725 USD weekly Booked Fully booked (no dates available) November 23, 2024 – November 30, 2024 • Thanksgiving Holiday 4 bedrooms 7 nights minimum stay $ 1,904 USD nightly $ 13,325 USD weekly Booked Fully booked (no dates available) December 1, 2024 – December 14, 2024 • Low Season 2 bedrooms 5 nights minimum stay $ 715 USD nightly $ 5,000 USD weekly Booked Fully booked (no dates available) December 1, 2024 – December 14, 2024 • Low Season 4 bedrooms 5 nights minimum stay $ 1,135 USD nightly $ 7,945 USD weekly Booked Fully booked (no dates available) December 1, 2024 – December 14, 2024 • Low Season 3 bedrooms 5 nights minimum stay $ 961 USD nightly $ 6,725 USD weekly Booked Fully booked (no dates available) December 15, 2024 – December 18, 2024 • High Season 4 bedrooms 7 nights minimum stay $ 1,904 USD nightly $ 13,325 USD weekly Booked Fully booked (no dates available) December 19, 2024 – December 26, 2024 • Christmas - Dec 19-26 or 20-27 or any 7 nights that includes Dec 25th. Additionally any 7 nights (eg. Dec 17-24) that prevents a Christmas reservation will be invoiced at the Christmas rate. 4 bedrooms 7 nights minimum stay $ 2,223 USD nightly $ 15,555 USD weekly Booked Fully booked (no dates available) December 27, 2024 – January 2, 2025 • New Year's - Dec 26-Jan 2 or Dec 27-Jan 3 or any 7 nights that includes Dec 31st. 4 bedrooms 7 nights minimum stay $ 2,223 USD nightly $ 15,555 USD weekly Booked Fully booked (no dates available) January 3, 2025 – April 18, 2025 • High Season 4 bedrooms 7 nights minimum stay $ 1,904 USD nightly $ 13,325 USD weekly Booked Fully booked (no dates available) April 19, 2025 – April 26, 2025 • Easter - Any 7 nights that includes Easter Sunday 4 bedrooms 7 nights minimum stay $ 1,904 USD nightly $ 13,325 USD weekly Booked Fully booked (no dates available) April 27, 2025 – November 21, 2025 • Low Season 2 bedrooms 5 nights minimum stay $ 794 USD nightly $ 5,556 USD weekly Booked Fully booked (no dates available) April 27, 2025 – November 21, 2025 • Low Season 3 bedrooms 5 nights minimum stay $ 1,068 USD nightly $ 7,472 USD weekly Booked Fully booked (no dates available) April 27, 2025 – November 21, 2025 • Low Season 4 bedrooms 5 nights minimum stay $ 1,262 USD nightly $ 8,828 USD weekly Booked Fully booked (no dates available) November 22, 2025 – November 29, 2025 • Thanksgiving Holiday 4 bedrooms 7 nights minimum stay $ 1,904 USD nightly $ 13,325 USD weekly Booked Fully booked (no dates available) November 30, 2025 – December 14, 2025 • Low Season 2 bedrooms 5 nights minimum stay $ 794 USD nightly $ 5,556 USD weekly Booked Fully booked (no dates available) November 30, 2025 – December 14, 2025 • Low Season 3 bedrooms 5 nights minimum stay $ 1,068 USD nightly $ 7,472 USD weekly Booked Fully booked (no dates available) November 30, 2025 – December 14, 2025 • Low Season 4 bedrooms 5 nights minimum stay $ 1,262 USD nightly $ 8,828 USD weekly Booked Fully booked (no dates available) December 15, 2025 – December 18, 2025 • High Season 4 bedrooms 7 nights minimum stay $ 1,904 USD nightly $ 13,325 USD weekly Booked Fully booked (no dates available) December 19, 2025 – December 26, 2025 • Christmas - Dec 19-26 or 20-27 or any 7 nights that includes Dec 25th. Additionally any 7 nights (eg. Dec 17-24) that prevents a Christmas reservation will be invoiced at the Christmas rate. 4 bedrooms 7 nights minimum stay $ 2,223 USD nightly $ 15,555 USD weekly Booked Fully booked (no dates available) December 26, 2025 – January 2, 2026 • New Year's - Dec 26-Jan 2 or Dec 27-Jan 3 or any 7 nights that includes Dec 31st. 4 bedrooms 7 nights minimum stay $ 2,223 USD nightly $ 15,555 USD weekly Booked Fully booked (no dates available) Please note
- Rate policies: Extra Person Charge: $40.00 per night
- Rate notes: 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.
Map
Availability
2024
March 2024
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January 2030
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January 2031
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January 2032
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