Windsong

Windsong

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8   4
·
5
·
Villa
$1,262 — $2,223 / night
Windsong
Round Hill, Montego Bay, Jamaica, Caribbean
·
8   4
$1,262 — $2,223 / night
Check in | Check out
Guest
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
Enjoy savings on Jamaica villas with our One Love promo!
Offer applicable to stays between Dec 17, 2024 → Dec 31, 2025 and booked between Dec 17, 2024 → Jan 31, 2025

Rates

  • Holiday Reservations: 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.

  • Damage Deposits: A damage deposit of 10% of the villa rental is due to secure this reservation. A mandatory damage insurance waiver covers the first $2,000 in damages. If the rental requires more than a $2,000 deposit, guest will be required to pay any damage deposit amount that exceeds the $2,000 damage waiver, which is refundable provided no damage occurs.
  • Tryall Club Reservations: The Accidental Damage Waiver policy and/or security deposit are not due for reservations occurring at the Tryall Club, as a credit card will be collected upon check-in for the security deposit and released after check-out as long as there are no incidents or damages found.
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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
  • Complimentary crib & highchair
  • Glorious trade winds, breathtaking sunrises, and sunsets
  • Introducing the NEW Tryall Membership beginning November 01, 2024.

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.

Mandatory gratuity in Jamaica enhances the value of a fully serviced villa stay by ensuring exceptional, personalized service while simplifying the guest experience. Villa staff, including a trained chef, cater to your unique needs and preferences during your stay. Gratuity ranges from 10% of the nightly rate during the high season (December to April) to 15% during the low season, ensuring fair compensation for the highly skilled staff.


Unlike other destinations where staff services are arranged and charged separately, often at a high hourly rate excluding gratuity, Jamaica’s all-inclusive system streamlines the process allowing guests to enjoy top-quality service with ease.


Round Hill, Montego Bay, Jamaica, Caribbean
Vacation Rental
Villa
2 floors
Guests
8
Bedrooms
4
Bathrooms
4
Beds
4
Ocean View
Mobility Friendly
Event Allowed
Pool
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
Primary Bedroom
Bed: Queen Bed·
En-Suite Bath with Shower and Bathtub·
Air Conditioning·
Private Balcony·
CD Player·
Radio
Bedroom Two
Bed: King Bed w/Option as 2 Twin Beds·
En-Suite Bath with Shower and Bathtub·
Air Conditioning·
Balcony·
CD Player·
Radio
Bedroom Three
Bed: King Bed w/Option as 2 Twin Beds·
En-Suite Bath with Shower and Bathtub·
Air Conditioning·
CD Player·
Radio·
Direct Access to Terrace
Bedroom Four
Bed: King Bed w/Option as 2 Twin Beds·
En-Suite Bath with Shower and Bathtub·
Air Conditioning·
CD Player·
Radio·
TV
Amenities
Great Room
3 Sofas·
Additional Seating·
Flat-Screen, Cable TV·
Direct Access to Terrace·
DVD Player·
Vaulted Ceilings·
Sound System·
Movie Library
Kitchen
Fully Equipped Kitchen
Dining Room
Dining Table - Seats 8
Outdoor Living
Pool·
Dining Table - Seats 6·
Additional Seating·
Bar·
Chaise Lounges·
Lush Landscaping
Home Amenities
Access to Resort Amenities and Beach Club·
High Speed Internet Access·
Fax Machine·
Indoor/Outdoor Sound System
Services Included
Butler Service·
Chef Service·
Driver·
Gardener·
Housekeeper·
Private Laundry Service

Reviews

Johnson Family
The entire staff was outstanding! Very welcoming and attentive. The food was amazing! The service overall was first class!! Windsong is a beautiful villa! The website does not do this place justice. As stated above, this villa and the overall experience was exceptional! My family and I had an amazing vacation and we thank the staff and family for creating such a dream vacation.
Perry Party
This has been an incredible experience. DJ and Ardene are amazing. I will be back and will recommend to family and friends. Love and blessings!
Dunleavy
Friendly, kind, and easy-going. Exactly the type of service we like! Thank you. Overall the house is very comfortable and relaxing. We loved it. Windsong is exceptional.
McKinnon
The staff and service were excellent as well as the accommodations. Exceeded overall expectations. I would return and recommend to others.
Beth S.
The staff are all exceptionally kind and do any amazing job taking care all our needs and the house and grounds are so beautiful and comfortable!
Reg S.
The staff are outstanding and so good at what they do. They are all so lovely. Our stay at Windsong could not have been any more fun and relaxing!

Map

Attractions

Sangster Int'l Airport: Montego Bay
12 Kilometers
Nearest Airport, Airport
Round Hill Resort
2 Kilometers
Golf Course, Tennis Court, Spa, Gym, Trails, Beach Access, Kids Club
Aquasol Theme Park
5.5 Kilometers
Amusement Park, Ocean Gear Rentals, Go-Kart Racing, Water Sports
Montego Bay
12 Kilometers
Shopping & Restaurants
Jungle Zip Lining
16 Kilometers
Zip Line
Dunn's River Falls
97 Kilometers
Activities

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