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Stunning Waterfront Villa at the World-Class Tryall Club in Jamaica

Bedrooms 4
Property type villa
Minimum Stay nights


Minimum Stay


Sandy Bay Villa Rental Photos and Description

4 Bedrooms + Sleeping Porch, 4 Baths, Sleeps 8-9, full staff, private pool

This beautiful four-bedroom, four-bath villa on the sea offers the luxuries of vacation and the comforts of home. A welcoming staff of four, including a chef, housekeeper, laundress, and gardener, attend to your every need while you enjoy relaxing days by the pool or at the beach, and invigorating days of golf, tennis, snorkeling, sightseeing, and much more. Book your family's stay in paradise today.

  • children welcome
  • non smoking only

jenny turner tuttle
Member since: 2012
Speaks: english
Response time:
Within a few days
Response rate:
Calendar last updated:
October 25, 2016
Call Owner

About jenny turner tuttle

After many years of visiting friends in Jamaica, our parents purchased Tradewinds in 1992 and welcomed family and friends to a country and a home they'd come to adore. Today, Tradewinds and its visitors are cared for by Chef Vincent, housekeeper Gina, laundress Tena, and gardener Clavian, whose gracious hospitality carries forth our parents' tradition of welcoming visitors with open arms -- and a cold Red Stripe, if you'd like. Welcome to Tradewinds, mon.

jenny turner tuttle purchased this villa in 1992

Why jenny turner tuttle chose Jamaica North Coast

Whether you're relaxing in the living room with the doors wide open, dining on the covered terrace on a starry night, lounging by the pool on a sunny day, or rolling over for just a few more zzz's one morning, you will see, smell, and hear Tradewinds' signature feature: the ocean. The Caribbean is right there, with nothing but startling shades of blue and green between you and the distant horizon. That's why our parents chose Tradewinds, and when we first saw it, we understood.

What makes this villa unique

Unique benefits? That's easy: Chef Vincent, Gina, Tena, and Clavian, who will make your visit a joy. Doesn't hurt that you'll also find Tryall's world-class golf course and private beach a short stroll away, that tea is served every afternoon at the Great House, that a masseuse will come to you, or that a fisherman with a string of fresh fish or lobsters just might walk up out of the sea and offer you tonight's dinner.


Exceptional! 5/5 -
(7 traveler reviews)

Stunning Waterfront Villa at the World-Class Tryall Club in Jamaica
average rating of 5.0 based on 7 reviews

Fabulous getaway!

  • 5 of 5

Tradewinds was a wonderful place to truly relax and enjoy the privacy of the location and the beauty of the ocean. We were five college friends, celebrating our 40th birthdays together, and this was everything we could have wanted! The Owner was so nice and responsive from the very first email. The staff at the house took wonderful care of us, and we really did not have to do a thing! A true vacation! The food was delicious and enjoyed by all!! We are looking forward to our return visit...Thank you to all!

  • Submitted: Apr 25, 2015
  • Stayed: Mar 2015
  • Source: VRBO, from HomeAway
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Fairway, KS

Best Possible Honeymoon

  • 5 of 5

We had the pleasure of spending our honeymoon at Tradewinds at The Tryall Club. It was perfect and relaxing! Everything we could have ever wanted or desired was right there in the villa or the club. The staff was extremely accommodating and knew what we needed before we did. The personal chef cooked food that I still dream about! Make sure he makes you pumpkin soup and bananas foster. They were incredible!

The club has a private golf club where they can provide you with golf clubs (if you're like me and prefer not to deal with the hassle of flying with your clubs). They have very helpful caddies who will help shave a few strokes off your game.

Tradewinds has its own private beachfront, but if you want some more space to sprawl out, Tryall has a wonderful, sandy, private beach with a bar right next door (very important!).

One of the most important aspects to my wife was that it feels safe (and it certainly was). Tryall will pick you up from the airport. The entire club is fenced off and outside of any excursions you want to take, there is really no reason to leave the property.

Overall, we had a wonderful experience at this villa and would highly recommend it to anyone that asks (or even if they don't ask).

  • Submitted: Mar 18, 2014
  • Stayed: Aug 2013
  • Source: VRBO, from HomeAway
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South Orange, NJ

What a great week!

  • 5 of 5

We had a GREAT time. It started off with working with the owner - she made the whole process so easy and always answered all my questions quickly. And then when we arrived Tina, Clayven, Vincent and Gina were all so on it; they made sure we were always taken care of and having a blast. The house was beautiful, clean and so well situated - near everything but private enough that we didn't feel like we were hanging out with the neighbors. And being right on the water was so relaxing. I don't know how I am going to fall asleep without the lulling of the waves.

  • Submitted: Apr 14, 2013
  • Stayed: Apr 2013
  • Source: VRBO, from HomeAway
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Overland Park, KS

Dorothy, We're not in Kansas anymore!

  • 5 of 5

What a perfect vacation this was in every way! We felt so at home in this charming villa, with beauty all around. This has to be one of the finest waterfront views on the Tryall resort. The staff was wonderful, & made us feel so special. We miss them already! Our Chef, Vincent, prepared amazing meals every day. We were relaxed, & totally spoiled for a whole week. Sad to leave this magical place. I can't wait to return!

  • Submitted: Sep 27, 2012
  • Stayed: Sep 2012
  • Source: VRBO, from HomeAway
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My wonderful vacation!

  • 5 of 5

Where to start. My family arrived and a bus was waiting at the airport (arranged by the owner). Upon arrival the staff greeted us and our wonderful experience began. The villa was amazing! the court yard to the front door was full of beautiful trees and flowering bushes and very inviting! As we walked through the front door, there was a huge patio over looking our own private beach and pool! The patio had plenty of space for entertaining and we ate every meal out outside under the stars! Also next to our beach was a shell beach that each and every wave made an incredible sound as the wave retreated. The food was incredible prepared by a very creative chef! Our meals varied everyday except when we requested the dessert from the previous day! Bananna cream pie! The bedrooms were spacious and far apart to give privacy to everyone! The room adjacent to the pool provided another level of privacy away from the rest of the house! The golf course was just down the road from the villa, very convenient. Across the street from the golf course was the resort beach where they had activities and a great restaurant and bar! The main house was a short golf cart ride away where afternoon tea was a pleasant opportunity to over look the resort and the ocean. Back to the villa. The staff waited on us and provided us with everything we needed to make our stay pleasant. We plan to return very soon to add to our fun times and memories of a wonderful vacation! I have recommend Tradewinds to all my friends here in Houston and overseas! A must if you want the best vacation you could imagine!

  • Submitted: Sep 26, 2012
  • Stayed: Jul 2012
  • Source: VRBO, from HomeAway
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a slice of Heaven......

  • 5 of 5

Leaving Canada in the summer months....may not make sense to some, however when we arrived at Tradewinds, I felt like I was in another world. The home is very well appointed, and a most beautiful home away from home. The staff is incredible, attending to all of your needs. After a week, they feel like part of your family. The food was delicious, swimming pool was beautiful. It truly does not get much better being at a private home, right beside the ocean. A first class a very private setting.

  • Submitted: Sep 24, 2012
  • Stayed: Aug 2012
  • Source: VRBO, from HomeAway
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Nearest Airport
20 Miles
Sangster International
Car: not necessary

Tradewinds, an oceanfront villa on the grounds of the exclusive Tryall Club, is located 12 miles west of Montego Bay on Jamaica's North Coast.


Rates & Availability

Sandy Bay Villa Rental Rates

Available arrival
Available stay (no arrival)


Sandy Bay Villa Accommodation and Amenities

Property Type:
  • villa
  • Catering available
  • Housekeeper Included
Location Type:
  • Golf Course View
  • Oceanfront
  • Air Conditioning ...
  • Free Long Distance
  • Linens Provided
  • Telephone
  • Wireless Internet
  • Ice Maker
  • Kitchen ...
  • Dining Area
  • 4 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
    Bathroom 4 -
  • 4
  • 4 Bedrooms, Sleeps 10
  • Master bedroom: king-size bed; three other bedrooms: twin beds that convert to king-size beds; sleeping porch: sleeper sofa or futon
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television ...
  • Deck / Patio
  • Lanai / Gazebo
  • children welcome
  • non smoking only
Pool / Spa:
  • Private Pool
Onsite Services:
  • Private Chef
  • churches
  • health/beauty spa
  • restaurants
  • ruins
Leisure Activities:
  • beachcombing
  • boating
  • horseback riding
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • Babysitter
  • fitness center
  • groceries
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • deepsea fishing
  • fishing
  • golf
  • golf privileges optional
  • sailing
  • snorkeling
  • swimming
  • tennis
  • wind-surfing

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