Villa in St. James Parish
10 guests · 5 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this villa rental
Welcome to our Caribbean villa - TRADE WINDS
We know you will feel right at home with our 5 Star service and will fall in love with Trade Winds and Jamaica. You will have full and exclusive use of our entire villa.
This is your time, and every day is what you make of it. Wake-up to a panoramic view of the Caribbean Sea, drink fresh brewed Blue Mountain coffee and enjoy a breakfast made to order by your personal chef. Plan your day to include a round of golf at one of three outstanding courses – Half Moon, White Witch or Cinnamon Hill – or lounge by the infinity edge pool with your every whim indulged. Opt for accessing the amenities at the Half Moon Resort including sand and surf or a fully equipped gym or stay at the Villa and be pampered with onsite massage treatments. Browse the villa’s unique décor inspired by select pieces from who’s who in the local and Jamaican art scene. End your day in the company of friends and family for alfresco meals or indulge in a romantic dinner for two beneath the stars on the lower deck. Retire to your sea view room as early or late as you choose in the comfort of knowing you get to do it all over again tomorrow.
The Villa is located overlooking Half Moon Golf Course adjacent to 10th hole and set within the exclusive gated community of Spring Farm and yet is only at a 10 minute drive from the Airport.
NEW LUXURY VILLA – “Trade Winds”
12,000 sq ft 5 bedroom fully staffed villa overlooking the Caribbean Sea.
5 bedrooms, 5 en-suite luxury bathrooms all equipped with organic bathroom products, bathrobes, air conditioning and ceiling fans.
40 x 15 Heated Infinity pool with 180 degree panoramic views.
Concierge Services
Butler, Chef, Housekeepers, Laundress and Gardener
Secure Gated Community
Includes one round trip airport transfer from Sangster International Montego Bay Airport
Complimentary Driver and vehicle for 7 night bookings (gas & tip extra)
Complimentary Luxury Resort Membership to Half Moon Resort
Complimentary Access to 3 outstanding Championship Golf Courses Half Moon (excludes Caddy & Cart) White Witch (open November thru April) and Cinnamon Hill (Guests pay reduced Green & Cart Fee)
Indoor dining and outdoor dining options
Two Stunning 40ft verandas with breathtaking 180 degree views.
Two Outdoor TV Areas with 55” flat screen HD TV’s.
Access to Apple, Netflix and Prime TV.
Outdoor Bar with amazing views
Foosball Table
Outdoor Gas Grill
Open Access to secure WIFi through the entire property including the pool deck.
SONOS Bluetooth music system.
Bedroom Configuration: All bedrooms are equipped with flat screen TVs and SONOS Bluetooth Speakers, Aqua Tunes, Air Conditioning and Ceiling Fans.
Main House
Master Bedroom Suite - St Andrew - King Bed with large windows and bi-fold doors with amazing ocean views and direct access to large open veranda with comfortable outdoor wicker furniture. This veranda overlooks both the swimming pool and the ocean with beautiful views. Flat screen TV. Desk and seating area. Luxurious en-suite bathroom with shower, freestanding soaking tub and double vanity sinks.
Bedroom 2 - St Mary - King Bed, Flat Screen TV. Bright Large Bedroom with bi-fold doors with amazing ocean views and direct access to large open veranda with sumptuous outdoor wicker furniture. Luxurious en-suite bathroom with large walk in shower.
Bedroom 3 - St Thomas - Garden bedroom - Queen bed with luxurious en-suite bathroom with large walk in shower, Flat Screen TV.
Adjacent Poolside Cottage
Bedroom 4 - St Catherine - King Bed. Flat screen TV. Luxurious large Indoor/Outdoor Bathroom. Sumptuous Soaking Tub, Indoor Shower, Double Vanity leading to secluded outdoor shower and garden.
Bedroom 5 - Portland - King Bed. Flat screen TV. Luxurious large Indoor/Outdoor Bathroom. Sumptuous Soaking Tub, Indoor Shower, Double Vanity leading to secluded outdoor shower and garden.
Please note that Bedrooms 4 & 5 can be adjoining rooms as a small shared kitchen connects both bedrooms so ideal for families. Alternatively both bedrooms can be completely private.
The villa comes with a full-time Professional Chef, a personal butler, a gardener and two housekeepers, to take care of your requests allowing you to completely relax and have a perfect vacation.
We can also arrange massages treatments to help you completely unwind. These can be taken at the villa on the covered private spa deck for you to enjoy the Caribbean breeze and views.
Although we doubt that you will want to leave this private paradise, the villa does come with complimentary membership to the luxury Half Moon Resort. Amenities include
Pristine Crescent-shaped golden sand beach with Beach butlers.
3 Swimming Pools - Eclipse infinity edge pool, Hibiscus Pool with swim up bar & Olympic Lap Pool
Jacuzzis
9 floodlit Tennis Courts with professional coach
8 Pickle Ball Courts
Fitness Centre 1,330 sq ft with cardio and weights room.
Miniature Putting Green. Croquet Green
Kids Club (Additional charge)
Horseback Riding (Additional charge)
Watersports - snorkeling, kayak, paddleboard, sailing, scuba, water skiing, tubing, parasailing, wakeboard, glass bottom boat (Additional Charge for some activities)
7 Restaurants including two gourmet Restaurants, the Sugar Mill (a short walk from the villa), which boasts views of the lush tropical landscape in which sits a historic water wheel of the former Rose Hall Sugar Plantation. Also the award winning Delmare Restaurant overlooking the sea which specializes in fresh fish and seafood with Italian Influences.
We can also assist if you wish to explore further afield with your driver who will act as your personal guide. Perhaps take a day trip to visit our wonderful Island which has so much to offer such as river rafting, fishing, snorkeling, glass bottom boat rides, sunset cruises and private charters plus amazing waterfalls to name a few.
We know you will feel right at home with our 5 Star service and will fall in love with Trade Winds and Jamaica. You will have full and exclusive use of our entire villa.
This is your time, and every day is what you make of it. Wake-up to a panoramic view of the Caribbean Sea, drink fresh brewed Blue Mountain coffee and enjoy a breakfast made to order by your personal chef. Plan your day to include a round of golf at one of three outstanding courses – Half Moon, White Witch or Cinnamon Hill – or lounge by the infinity edge pool with your every whim indulged. Opt for accessing the amenities at the Half Moon Resort including sand and surf or a fully equipped gym or stay at the Villa and be pampered with onsite massage treatments. Browse the villa’s unique décor inspired by select pieces from who’s who in the local and Jamaican art scene. End your day in the company of friends and family for alfresco meals or indulge in a romantic dinner for two beneath the stars on the lower deck. Retire to your sea view room as early or late as you choose in the comfort of knowing you get to do it all over again tomorrow.
The Villa is located overlooking Half Moon Golf Course adjacent to 10th hole and set within the exclusive gated community of Spring Farm and yet is only at a 10 minute drive from the Airport.
NEW LUXURY VILLA – “Trade Winds”
12,000 sq ft 5 bedroom fully staffed villa overlooking the Caribbean Sea.
5 bedrooms, 5 en-suite luxury bathrooms all equipped with organic bathroom products, bathrobes, air conditioning and ceiling fans.
40 x 15 Heated Infinity pool with 180 degree panoramic views.
Concierge Services
Butler, Chef, Housekeepers, Laundress and Gardener
Secure Gated Community
Includes one round trip airport transfer from Sangster International Montego Bay Airport
Complimentary Driver and vehicle for 7 night bookings (gas & tip extra)
Complimentary Luxury Resort Membership to Half Moon Resort
Complimentary Access to 3 outstanding Championship Golf Courses Half Moon (excludes Caddy & Cart) White Witch (open November thru April) and Cinnamon Hill (Guests pay reduced Green & Cart Fee)
Indoor dining and outdoor dining options
Two Stunning 40ft verandas with breathtaking 180 degree views.
Two Outdoor TV Areas with 55” flat screen HD TV’s.
Access to Apple, Netflix and Prime TV.
Outdoor Bar with amazing views
Foosball Table
Outdoor Gas Grill
Open Access to secure WIFi through the entire property including the pool deck.
SONOS Bluetooth music system.
Bedroom Configuration: All bedrooms are equipped with flat screen TVs and SONOS Bluetooth Speakers, Aqua Tunes, Air Conditioning and Ceiling Fans.
Main House
Master Bedroom Suite - St Andrew - King Bed with large windows and bi-fold doors with amazing ocean views and direct access to large open veranda with comfortable outdoor wicker furniture. This veranda overlooks both the swimming pool and the ocean with beautiful views. Flat screen TV. Desk and seating area. Luxurious en-suite bathroom with shower, freestanding soaking tub and double vanity sinks.
Bedroom 2 - St Mary - King Bed, Flat Screen TV. Bright Large Bedroom with bi-fold doors with amazing ocean views and direct access to large open veranda with sumptuous outdoor wicker furniture. Luxurious en-suite bathroom with large walk in shower.
Bedroom 3 - St Thomas - Garden bedroom - Queen bed with luxurious en-suite bathroom with large walk in shower, Flat Screen TV.
Adjacent Poolside Cottage
Bedroom 4 - St Catherine - King Bed. Flat screen TV. Luxurious large Indoor/Outdoor Bathroom. Sumptuous Soaking Tub, Indoor Shower, Double Vanity leading to secluded outdoor shower and garden.
Bedroom 5 - Portland - King Bed. Flat screen TV. Luxurious large Indoor/Outdoor Bathroom. Sumptuous Soaking Tub, Indoor Shower, Double Vanity leading to secluded outdoor shower and garden.
Please note that Bedrooms 4 & 5 can be adjoining rooms as a small shared kitchen connects both bedrooms so ideal for families. Alternatively both bedrooms can be completely private.
The villa comes with a full-time Professional Chef, a personal butler, a gardener and two housekeepers, to take care of your requests allowing you to completely relax and have a perfect vacation.
We can also arrange massages treatments to help you completely unwind. These can be taken at the villa on the covered private spa deck for you to enjoy the Caribbean breeze and views.
Although we doubt that you will want to leave this private paradise, the villa does come with complimentary membership to the luxury Half Moon Resort. Amenities include
Pristine Crescent-shaped golden sand beach with Beach butlers.
3 Swimming Pools - Eclipse infinity edge pool, Hibiscus Pool with swim up bar & Olympic Lap Pool
Jacuzzis
9 floodlit Tennis Courts with professional coach
8 Pickle Ball Courts
Fitness Centre 1,330 sq ft with cardio and weights room.
Miniature Putting Green. Croquet Green
Kids Club (Additional charge)
Horseback Riding (Additional charge)
Watersports - snorkeling, kayak, paddleboard, sailing, scuba, water skiing, tubing, parasailing, wakeboard, glass bottom boat (Additional Charge for some activities)
7 Restaurants including two gourmet Restaurants, the Sugar Mill (a short walk from the villa), which boasts views of the lush tropical landscape in which sits a historic water wheel of the former Rose Hall Sugar Plantation. Also the award winning Delmare Restaurant overlooking the sea which specializes in fresh fish and seafood with Italian Influences.
We can also assist if you wish to explore further afield with your driver who will act as your personal guide. Perhaps take a day trip to visit our wonderful Island which has so much to offer such as river rafting, fishing, snorkeling, glass bottom boat rides, sunset cruises and private charters plus amazing waterfalls to name a few.
Amenities at OCEANVIEW LUX 5BR VILLA 180 VIEWS POOL, BEACH/GOLF HALF MOON RESORT MEMBERSHIP
Non-smoking
No pets allowed
Map of St. James Parish
Ratings and reviews
10 / 10Outstanding·Apr 2026
We just got back from an amazing stay at Trade Winds. We had two families with three teenagers. The layout of the house is perfect - room for everyone, beautiful pool, outdoor showers, pool bar, poker table, and board games for days... We took advantage of everything. The golf was great and very convenient. The boys golfed every day - mainly because they fell in love with the caddy, Patrick. He was so fun. We went to Half Moon for sunset cocktails almost every day before coming back to the house for an amazing meal cooked and served by the staff. I believe the best parts of this property are its off-site management and the house staff. We had every question answered immediately before arrival. And once we landed, we were taken care of. Rides to anywhere we wanted. The house and the rooms were always being cleaned. The staff never lets you wait for anything. And their energy and friendliness really made our trip - they were lovely. Highly recommend. And we will be back!
10 / 10Outstanding·Feb 2026
The staff was wonderful !!!!The food was better than most restaurants!!We didn’t want for anything. All was perfect!We will definitely return !
10 / 10Outstanding·Jul 2025
Property was so clean and beautiful! The staff are incredibly professional and so helpful, took the stress out of meal planning. the chef can cook! Food was delicious. The butlers were so attentive and can mix any drink you like. The housekeepers kept the house so clean and done so quickly it was very impressive. My family and I would like to send a big thank you to the staff we loved them. Julie was an amazing host, thank you she made it so easy. I felt like I was at my home. We will return
5 / 10·May 2021
Wonderful everything was great I love The staff the house and I’m plan on coming back in August
$$$$
Top rated by guests
10Outstanding
(38 Ratings)
"We just got back from an amazing stay at Trade Winds. We had two families with three teenagers. The layout of the house is perfect - room for everyone, beautiful pool, outdoor showers, pool bar, poker..."
Katie M.Don't miss out! Price and availability may change
