Tradewinds at the Tryall Club

Tradewinds at the Tryall Club

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8   4
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5
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Villa
$2,286 — $5,000 / night
Tradewinds at the Tryall Club
Tryall Club, Montego Bay, Jamaica, Caribbean
·
8   4
$2,286 — $5,000 / night
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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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This amazing seafront property sits on two acres at the famous Tryall Club – directly on the Caribbean Sea. 300 feet of waterfront from the north perimeter of the property, and it is one of the newest premier villas at The Tryall Club.
  • 4-bedroom contemporary beachfront villa
  • 4 1/2 bathrooms
  • Magnificent views of the Caribbean Sea
  • Full staff: chef, butler, housekeeper, laundress, gardener
  • Heated infinity edge, zero entry pool
  • Hot tub for 10
  • Ocean access, outdoor shower
  • Ocean edge dining area for 8
  • table tennis
  • lawn games including bocce, croquet and horseshoes
  • sitting room with comfy seating & 75-inch curved TV
  • air-conditioned media room & well equipped bar area with a 65-inch curved TV
  • Sonos sound system throughout (inside & out)
  • covered veranda dining room & large seating area with automated blinds, and a 75-inch curved TV
  • water sports nearby including kayaks, paddleboards and snorkel gear (at Tryall Club beach)
  • two complimentary golf carts: one 4-seater and one 6-seater

Tradewinds is a cozy beachfront villa. Recently completely refurbished (finished in January 2018), the villa boasts not only a new verandah facing the sea, where the sea can be as smooth as glass. Sometimes its waves break dramatically against the sea wall.

To the east of the house is a large grassy lawn, wonderful for children's games. The beach club, pro shop, driving range, first tee, and casual beach bar and restaurant are a three-minute walk or a one-minute golf cart ride.

The dramatic entrance with double height, double doors welcomes you into the villa, which has been tastefully decorated with hues of blue and green throughout, and leads you onto the new verandah with the azure blue Caribbean Sea as its backdrop. The outside living space features an oversized L-shaped comfy sofa, and a curved 75-inch TV for keeping up with your favorite sports. The whole area has automatic screens to protect you from breeze, rain or sun.

In the main house, there are three comfortable bedrooms (two which interconnect, making a perfect fit for families with small children) and bathrooms, two of which feature outside showers and one a soaking bath tub. The cottage, which is poolside, features a king-size bed with indoor/outdoor shower.

The comfortable sitting room, with curved 50-inch TV & formal dining room open to the verandah from three double doors, through sliding pocket doors is an air-conditioned media room & bar and a 75-inch curved TV, also opening to the pool terrace.

The pool terrace features a zero entry, heated, salt water, infinity edge pool with a hot tub. There are sumptuous long sun chairs and a thatched gazebo with a double sun chair for afternoon snoozes!

The location is very private.  The service is excellent. Tradewinds is a contemporary, bright villa with plenty of natural light from the many sets of French doors, with stylish furnishings & interiors, inside, outside living at its very best.


The Tryall Club Experience
The Tryall Club, located on Jamaica’s picturesque northern coast near Montego Bay, is a premier luxury retreat offering a harmonious blend of Caribbean charm and modern sophistication. Spanning 2,200 acres of pristine landscape, this exclusive resort features over 70 private villas, each uniquely designed and staffed with a dedicated team that typically includes a chef, butler, and housekeeper, providing guests with an unmatched level of personalized service.

A golfer’s paradise, The Tryall Club is home to a celebrated 18-hole championship golf course designed by Ralph Plummer, winding through the property’s lush hills and offering panoramic views of the sparkling Caribbean Sea. For tennis enthusiasts, there are nine impeccably maintained courts, including both clay and hard surfaces, with professional coaching available. The private beach is a haven for relaxation and adventure, where guests can unwind on sun loungers or explore the vibrant marine life through snorkeling, kayaking, paddleboarding, or Hobie Cat sailing.

Health and wellness take center stage with a fully equipped fitness center, yoga sessions, and a spa offering rejuvenating treatments. Families will find plenty to enjoy, including a Kids’ Club featuring supervised activities, arts and crafts, and educational programs, making the resort ideal for all ages. Dining at The Tryall Club is a culinary journey, with options ranging from casual beachside fare to gourmet dining that showcases local Jamaican flavors and international cuisine, all prepared with the freshest ingredients.

Additional amenities include a stunning infinity pool, boutique shopping, a Great House with historic charm, and curated events such as themed dinners and live music. The Tryall Club’s commitment to sustainability and its authentic Jamaican hospitality make it a unique destination for those seeking an unforgettable escape in paradise.

Please note, Tryall Club Temporary Membership Fees are due on property at check-in;

  • Weekly fees for Adults = $184.00 per person (16 and older)
  • Daily fees for adults = $36.80 per person (for stays of less than 5 nights)
  • Children between 13 and 15 years old = 50% of the adult rate.
  • Children 12 & younger will be complimentary.

Staff Gratuity in Jamaica

All inclusive staffing 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. It is customary that guests in Jamaica remit staff gratuity for their villa stay. Recommended gratuity ranges from 10% of the total nightly rents (exclusive of taxes and fees) during the high season (December to April) to 15% during the low season, ensuring fair compensation for the highly skilled staff. Gratuity can be paid in US or Jamaican dollars.

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

Tryall Club, Montego Bay, Jamaica, Caribbean
Vacation Rental
Villa
4000 sq ft. on 1 floor
Guests
8
Bedrooms
4
Bathrooms
4
Beds
5
Ocean View
Ocean Front
Mobility Friendly
Pool
with heating
Hot Tub
4 Bedrooms
8 guests
Primary Bedroom
Bed: King Bed·
En-Suite Bath with Walk-In Shower and Dual Vanity·
Air Conditioning·
Direct Access to Veranda·
Flat-Screen TV·
Ceiling Fan·
Safe·
Office Area
Bedroom Two
Bed: King Bed·
En-Suite Bath with Walk-In Shower and Dual Vanity·
Air Conditioning·
Direct Access to Veranda·
Flat-Screen TV·
Ceiling Fan·
Safe·
Connecting/Adjoined Room
Bedroom Three
Bed: 2 Twin Beds w/Option as King Bed·
En-Suite Bath with Walk-In Shower and Bathtub·
Air Conditioning·
Direct Access to Veranda·
Flat-Screen TV·
Ceiling Fan·
Safe·
Connecting/Adjoined Room
The Cottage - Bedroom Four
Bed: King Bed·
En-Suite Bath with Walk-In Shower·
Air Conditioning·
Direct Access to Terrace and Pool·
Flat-Screen TV·
Ceiling Fan·
Safe
Amenities
Living Room
Sofa·
Flat-Screen TV·
Additional Seating·
Direct Access to Terrace and Pool·
Ceiling Fan
Kitchen
Fully Equipped Kitchen Stainless Steel Appliances, Gas Stove·
Dishwasher·
Coffee Maker·
Toaster
Dining Area
Dining Table - Seats 6·
Open Concept
Pool Terrace
Heated, Salt Water Pool·
Hot Tub·
Fully Furnished Terrace·
Direct Access to Beach·
Chaise Lounge w/Cushions·
BBQ Grill·
Multiple Seating Areas·
Dining Table - Seats 8
Covered Veranda
Sofa·
Dining Table - Seats 10·
Flat-Screen TV·
Direct Access to Patio·
Multiple Seating Areas
Media Room
Sofa·
Flat-Screen TV·
Wet Bar·
Direct Access to Terrace and Pool·
Air Conditioning·
Additional Seating
Home Amenities
Wireless/WiFi Internet Access·
Sound System·
2 Golf Carts
Services Included
Chef Service·
Butler Service·
Housekeeper·
Gardener·
Private Laundry Service
Tryall Club Membership (Additional Fee)
Access to Beach Club·
Access to Tennis Court·
Access to Gym/Fitness Center·
Access to

Reviews

Bill F.
We had a great time and had to mention what a fantastic job the staff at Tradewinds did. Every meal prepared by Vincent was a winner and Gina was superb on every level -- patient, organized, welcoming and funny.
Ellis Party
We had a wonderful stay at Tradewinds, the staff was fabulous, and they made our vacation the best. It was so nice seeing their smiles every day and seeing how well everyone worked together to make our stay a memorable vacation. The children loved getting to know them and we all hated to leave. Hopefully, we will be back, and we would want to stay at Tradewinds. The house is lovely and in the perfect location. It did not hurt that 3 pelicans were there each day and we got to watch them hunt for fish every morning and night. Please let the owner know how conscientious her staff was and that they made our vacation very enjoyable and thank you for making sure everything went smoothly.
Doug S.
Tradewinds has under gone a top to bottom renovation and it is stunning. The heated pool and hot tub were a hit, but Chef David and the Butler Sean really stole the show! Each meal was better than the next and Sean could not have been more welcoming and professional. The entire staff and this amazing villa truly exceeded our expectations

Map

Attractions

Sangster Int'l Airport: Montego Bay
28.3 kilometres
Nearest Airport, Airport
Tryall Club
2.0 kilometres
Beach, Restaurants, Golf Course, Kids Club
Jungle Zip Lining
9.4 kilometres
Zip Line
Aquasol Theme Park
20.3 kilometres
Amusement Park, Ocean Gear Rentals, Go-Kart Racing, Water Sports
Montego Bay
28.3 kilometres
Shopping & Restaurants
Discovery Bay
85.6 kilometres
Shopping & Restaurants
Dunn's River Falls
115.6 kilometres
Activities

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