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Tradewinds on the Sea, at the Tryall Club, Complimentary Resort Fees

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Overview
Reviews
Amenities
Availability
Map
Overview
4 bedrooms
5 bathrooms
4 guests
1 night minimum
Holiday Rental House
House Rules
Pets Allowed: No
Smoking Allowed: No
Kid Friendly: Yes
Bathrooms
5 Full baths
About the Owner
Terri J
Response Time:Within a few hours
Listed Since:November 2018
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Reviews (18)
We just returned from what will now be know as our best family vacation. Everything was perfect! We had high expectations because reviews were so good but the house and staff exceeded our expectations. We will be back next year!
Visited March 2021
Written 27 March 2021. This review is the subjective opinion of an individual traveller and not of Tripadvisor LLC nor of its partners. Tripadvisor does not check Vrbo reviews.

Like many people, I spend way too much time researching destinations and selecting properties. I rarely write my own reviews, but I need to make an exception in this case. Tradewinds is a mind blowing property – set on it’s own private beach, with a view to Montego Bay sparkling in the far distance. Such a calming retreat, with cabanas to nestle into, a hot tub/spa that falls into a large infinity edge pool to swim and splash hat looks over the ocean beyond. Each room is it’s own private retreat, with luxurious ensuites, indoor/outdoor showers, and shutters that open to the waves and ocean breezes. The entire home has an indoor/outdoor feel and an authentic Caribbean vibe. Imagine massages in the open main room, high end TV screens even allowed for family movie night, with Pina Coladas and a warm breeze, incredible. We also loved Tryall. The course is fantastic, with signature holes through sugar mills and aqueducts. Family adventures using the provided carts to explore the property and see some of the amazing homes and views were a blast. The new beach pool is huge, with beach bar and restaurant, events, craft vendors, and a great house with a grocery store, boutique, and another infinity pool, this one with a swim up bar looking out over all of Jamaica beyond. But what makes Tradewinds so special is the amazing family you will have around you. From the gardeners, who showed us the flora and taught us to play croquet on the expansive grounds, our housekeepers, whose turndown service always included flowers and fresh linens, and David, an internationally practiced chef. We’ve had the chance to dine at some incredible venues around the world, and David’s talent and passion for cooking will not disappoint - fresh seafood, authentic sauces, and incredible soups and desserts. Finally Sean, who was more than head of house, he is a great person and he was able to make sure we felt comfortable and at home. He set up masseuses to come in, golf tee times, beach days in Negril, an excursion/waterfall hike in the mountains. Terri is a fabulous host. Excellent communication, and a commitment to making sure it’s a great experience from the moment you book. Tradewinds, and Tryall, is far and away the way to experience Jamaica. This is a must see venue, and a must meet staff. It is worth building your dates around the availability of this property and this caring group of people.
Visited February 2020
Written 27 February 2020. This review is the subjective opinion of an individual traveller and not of Tripadvisor LLC nor of its partners. Tripadvisor does not check Vrbo reviews.

Our stay at Tradewinds was 9 days and it was a great experience. The villa staff were absolutely terrific. The villa itself was perfect, it has a great location and everything in the villa is in excellent condition. The villa owner was outstanding with terrific communication. Everything that is advertised is 100% accurate. The only negative (which had nothing to do with the villa or staff) was the checkout process with the Tryall Club. The front desk clerk was both unprofessional and rude. It was only a minor glitch in an otherwise perfect stay.
Visited February 2020
Written 16 February 2020. This review is the subjective opinion of an individual traveller and not of Tripadvisor LLC nor of its partners. Tripadvisor does not check Vrbo reviews.

Everything was nothing short of AMAZING! The Tradewinds team , Sean , Gina & Chef David were EXCELLENT from start to finish! I couldn’t have celebrated my 50th birthday any better way than with my family at the Tradewinds . The pictures absolutely do it no justice ! You will be wowed from the panoramic rooms and soothed by the waves while swinging in the hammock! I still hear the waves ! The only sad part was leaving ! I could go on and on but I’d run out of space ! Thanks Terri for sharing this diamond in the rough ! And for being readily available when needed but yet providing space and freedom! As well as making sure Chef David had all he needed to create me a magnificent delisciuos birthday cake . And alll the special birthday surprises from the table setting with my name spelled out with flowers to my birthday bows on my chair for breakfast & dinner, to the birthday flowers on the bed (thanks to Gina) and what was extra is how the staff all came together to assist setting up a beautiful area with flower petals and roses for our sons surprise marriage proposal! (She said Yes!) It felt like our very own home the past few days ! And we absolutely cannot wait to return !! Beautiful experience & beautiful memories not soon forgotten! The Cameron Family
Visited June 2019
Written 17 June 2019. This review is the subjective opinion of an individual traveller and not of Tripadvisor LLC nor of its partners. Tripadvisor does not check Vrbo reviews.

Our visit at Tradewinds was, quite simply, the best. The property is everything described and more. The staff met our car on arrival with mojitos and cold towels and maintained that level of service our entire stay. This was truly a vacation where every request was met and accomplished by this remarkable staff. Sean was available ALL the time and drove us wherever we asked. We went out for lunch and dinner and truly felt we had our best meals prepared by David in this beautiful home. Next time, we won't leave at all. Tryall Club is beautifully maintained and our access to all the Club's facilities was seamless. Most of all we enjoyed spending our time in this fabulous home which is so tastefully decorated and impeccably maintained. The sound system is top of the line and everywhere. They have truly thought of everything to guarantee a memorable stay. The owner was very responsive, easy to work with, and all her suggestions were spot on. We are already planning our next stay.
Visited December 2018
Written 19 December 2018. This review is the subjective opinion of an individual traveller and not of Tripadvisor LLC nor of its partners. Tripadvisor does not check Vrbo reviews.

Our stay at Tradewinds at The Tryall Club couldn't have been better. With three children ages six and under, the living space and the attentive staff exceeded our expectations. The owners have done an impeccable job with the interior design and upkeep of the villa. Each of the staff members was warm and friendly, and extremely professional. Chef David was a super star whose menu left us perpetually satisfied, yet wanting more. The staff truly worked well as a team and made our stay incredibly relaxing. The owner is very gracious and easy to work with as well. The resort itself is beautiful and has a solid offering of activities, including the beach bbq party with live reggae music. We had an amazing time and have been raving about to to all of our friends. Kudos to the owner and staff at Tradewinds. We hope to see you soon!
Visited December 2018
Written 17 December 2018. This review is the subjective opinion of an individual traveller and not of Tripadvisor LLC nor of its partners. Tripadvisor does not check Vrbo reviews.

My wife and I had a very relaxing time at Tradewinds. The staff were fantastic and accommodating - Sean, David & Gena. Chief David made some great meals 3 times a day of anything we wanted and welcomed new ideas. Sean was always around if you needed anything. Rooms were always clean and tidy., Tradewinds is new and clean inside and out, pool and outside areas are fantastic, great Sonos sound system and more large TV's then you can watch. Located just feet from the ocean where the waves put you to sleep every night. Tryall Club is a unique property. Terri the owner was also very helpful in pre-planning. We would recommend this home to anyone looking for a laid back vacation.
Visited November 2018
Written 8 November 2018. This review is the subjective opinion of an individual traveller and not of Tripadvisor LLC nor of its partners. Tripadvisor does not check Vrbo reviews.

Tradewinds on the Sea is an amazingly beautiful property with an incredible staff! The Owner Terri was quick very quick to respond to all our requests and was very accommodating. Sean, the head of the house, was focused on making sure our stay was perfect. He made sure we had everything we asked for. David, the chef, is outstanding! I've never had better meals on a vacation. He can cook anything, but my favorites were the Jerk Chicken, Fresh Seafood, and Key Lime Pie. Gina, Clavian and the rest of the staff were also amazing. They kept everying thing in tip top shape for us during our stay. I've been on a lot of tropical vacations but this trip because of the location and the service are at the very top of my favorite list!!
Visited August 2018
Written 11 August 2018. This review is the subjective opinion of an individual traveller and not of Tripadvisor LLC nor of its partners. Tripadvisor does not check Vrbo reviews.

Showing results 11-18 of 18
Amenities
Pets Allowed: No
Smoking Allowed: No
Kid Friendly: Yes
DVD Player
Air Conditioning
Grill
Boat Available
Dishwasher
Dryer
Refrigerator
Internet Access
Hot Tub
Microwave
Patio
Safe
Cooker
Towels Provided
TV
Washer
Waterfront
Wi-Fi
Fishing Nearby
Skiing: Property Is In A Ski Resort
See more amenities
Availability
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Map
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Activities nearby
Fishing Nearby, Skiing: Property Is In A Ski Resort
About this property
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