OCEANVIEW LUX 5BR VILLA 180 VIEWS POOL, BEACH/GOLF HALF MOON RESORT MEMBERSHIP

Montego Bay, Saint James
$2145 avg/night Minimum Stay 4 Nights
Bed 5

Bed

Bath 4

Bath

Home Villa

Property Type

Sleep 10

Max Sleeps

Night 4 nights

Min Stay

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Breakfast Available For A Fee Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Local Artist Showcase Locally-owned & Organized Tours & Activities Unit Size: 12000 Sq Ft (1115 Sq M) Uses Some LED Lighting Vegan Dining Options Vegetarian Dining Options
  • KITCHEN

    Coffee/tea Maker Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Limo/town Car Service Onsite Parking Wheelchair-accessible Parking And Van Parking Available
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard Garden Outdoor Furniture
  • POOL/SPA

    Heated Pool Massages Outdoor Pool Private Pool
  • BATHROOMS

    4 Bathrooms Hair Dryer Outdoor Shower Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Boat On Site Fishing Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Golfing On Site Horse Riding Nearby Kayak On Site Kayaking Nearby Sailing Nearby Swimming Nearby Tennis On Site Water Skiing Nearby Water Sports Equipment Water Tubing Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books Foosball Table Games Music Library Stereo Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • FAMILY FRIENDLY

    Babysitting Service Available Children's Dinnerware Highchair Travel Crib
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Next To A Golf Course
  • SERVICES AND CONVENIENCES

    Change Of Bedsheets (on Request) Change Of Towels (on Request) Chef Concierge Services Iron/ironing Board Limited Housekeeping Phone Safe
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces Designated Smoking Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Note From Host: Guests May Smoke In The Bar Area Or The Garden Upper Floors Accessible By Stairs Only Wheelchair-accessible Parking Wheelchair-accessible Path Of Travel Wheelchair-accessible Van Parking

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Christopher

    Submitted Jul 31, 2023

    Stayed Jul 25, 2023

    Pool and house were great. could not have asked for more. as far a perfect vacation spot.

  • Andre F.

    Submitted Jul 3, 2025

    Stayed Jun 18, 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

  • Richard S.

    Submitted Dec 28, 2024

    Stayed Dec 21, 2024

    Great property with easy access to Half Moon amenities! Been here several times and the whole family loves it!!

  • Derek J.

    Submitted Nov 2, 2024

    Stayed Oct 22, 2024

    Outstanding from day one Courtney and his staff were fabulos. Kerry Anne a wonderful chef.

  • Robert A.

    Submitted Apr 24, 2024

    Stayed Mar 30, 2024

    Perfect! Just wish there were railings on the outdoor steps, as I have a bit of a handicap when climbing stairs.

  • Laura T.

    Submitted Feb 29, 2024

    Stayed Feb 19, 2024

    We had never stayed in a fully staffed villa before and now I'm not sure how we will go back to normal vacationing! The staff are amazing and take care of everything you could possibly imagine. We went to Half Moon for dinner one night and everyone agreed that we should've stayed at the villa with Chef Kerry Ann! We had a couple minor hiccups during our stay but the team went above and beyond in making everything more than right! Their attention to details and customer service is second to none! The house is even more beautiful than the pictures - bedrooms, bathrooms (including outdoor showers), outdoor space - all top notch! The view is spectacular, whether you are looking out at the ocean while sitting in the pool or watching the sunset from the outdoor bar. Beds are incredibly comfortable. The only potential drawback anyone in our group could think of was the street noise that does seem to carry from the road during the day; however, you do not hear any of it at night as the house has amazing windows/doors that keep everything out at night but amazing when fully opened during the day. We traveled after the US had issued the travel advisory to Jamaica; however, we felt completely safe at Trade Winds as well as with the drivers that took us to and from Half Moon and the golf courses. We didn't venture out more than that but there was absolutely no need to leave! We would highly recommend Trade Winds!

  • kim.dressler@gma....

    Submitted Feb 8, 2024

    Stayed Jan 31, 2024

    From the beginning to the end, everything was spectacular! The house/property so warm, beautiful, user friendly and comfortable. The staff - no words do them justice - begin with warm smiles upon arrival and always there to tend to any need! Food spectacular!

  • Rachel L.

    Submitted Nov 12, 2023

    Stayed Nov 3, 2023

    Staying at Trade Winds villa was truly a luxurious and unforgettable experience. From the moment we arrived, we were greeted with cold drinks and wonderful hospitality. The villa itself was stunning, even more beautiful than can be seen through photos. The interior was beautifully decorated and clearly well taken care of. The spacious bedrooms were comfortable and the open-concept living areas allowed us to enjoy the outdoor views while playing group board games. One of the highlights of our stay was the private infinity pool, which provided a perfect spot to relax and take in the stunning sunsets. The villa staff were very attentive and accommodating, ensuring that our every need was met, from delicious Jamaican cuisine prepared by a private chef to helping us arrange transportation to resort activities. I can't recommend this 5-star villa in Jamaica highly enough. If you're looking for a luxurious and serene escape, this is the place to be!

  • Jenny C.

    Submitted Oct 3, 2023

    Stayed Sep 27, 2023

    3rd time returning ‘home’ to Jamaica and there was no question that Trade Winds would be our destination for turning 50 years young. The Villa is a dream - top to bottom, however it is the people inside that make it truly special. Now considered friends, Courtney, KK, Madge and Ismael remain constants. What a team that has been put together with the organizational brilliance of Julie. Food is 5 star - allergy in your group? No problem for Kerriann - she can do no wrong in her kitchen. I dream about her key lime pie. Cannot wait to return. Thank you for the memories.

  • Robert L.

    Submitted Aug 13, 2023

    Stayed Jul 31, 2023

    Property is as depicted on VRBO. 5 spacious rooms. 3 Master suites, one master room and one queen. Julie, the property manager, was very responsive and helpful with all our requests. The staff were all excellent and professional. Kerrian, the chef, was amazing. My wife and sister have stayed in touch with her after our trip, getting tips on replicating her jerk chicken, coconut cake and many other dishes served during our stay. The butlers, Courtney and Ricardo, were excellent, providing service from breakfast through the late evening. We had considered eating out one or two nights, but after tasting Kerrian's cooking, ate every meal at the Villa. The housekeepers did an amazing job keeping the house impeccably clean. Cleaner than any property (including hotels) that we've ever stayed at. The property comes with full access to Half Moon resort and membership to 3 golf courses. We played golf at Half Moon and Cinnamon Hill (White Witch was closed). Both courses were in playable condition, but not maintained to top standards. However, both were affordably priced given the included membership. We preferred CH. The only negative I would mention is that during the week, there is street noise from trucks operating on the main road overlooked by the Villa. Overall, a lovely stay and very good value. The property and staff made the trip and aside from visiting Half Moon and playing golf, there is no need to leave the property. Very well done and Kudos to the entire team.

  • Francie C.

    Submitted Apr 27, 2023

    Stayed Apr 18, 2023

    I rented this amazing property as a surprise birthday trip for my husband. From the banner and balloons that awaited us on arrival to every single whim and whimsy being met (exceeded!), this was a dream vacation. We have been to Jamaica eight times. We’ve enjoyed our other stays, but Trade Winds was next level. From the amazingly accommodating staff to the breathtaking views to the fabulous location, we had a trip that won’t soon be forgotten. We can’t wait to return.

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Total

Includes taxes and fees
$2,145+
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