Dragonfly at Tryall

Caribbean / Jamaica / Montego Bay

Occupying a commanding position on Garden Hill, this sensational new villa is a dramatic new addition to the Tryall Club.

up to 7
up to 14
from 5
Min. Nights


Without a doubt, its most outstanding feature is the breathtaking unobstructed view of the ocean that will take your eyes west toward Lucea and east to the twinkling lights of Montego Bay. This most desirable of views can be enjoyed from all bedrooms, living spaces, and the magnificent 100 feet swimming pool.

Designed and built with no compromise, Dragonfly is a statement of the ultimate in luxury villa living. Soaring ceilings, floor-to-ceiling doors, deep verandas, and wide terraces facilitate a perfect circulation of air – an attribute that is ever-present thanks to the elevated location. With style influences that refer to contemporary as well as traditional, from both the East and the West – the emphasis is on luxury yet comfortable living.

On the upper entrance, the level is four bedrooms including the master bedroom with an oversized bathroom retreat and private hot tub. The exceptionally capacious free-flowing living spaces comprise a living area, bar, dining, and informal sitting veranda, and an extra indoor dining room that can double as a board room for executive retreats. From the living area, you can walk out onto a stunning gazebo which affords the full advantage of the surrounding ocean panorama as well as magnificent views of the Tryall Club itself, including the championship golf course. A further three luxury bedrooms are on the lower level off the pool terrace and the enormous heated swimming pool with a gazebo is the largest pool at Tryall. All bedrooms enjoy bathrooms with double showers and their own private exterior seating areas.

As you would expect, there are numerous facilities on hand for guests to enjoy such as a basketball court, home theater, fully equipped gym as well as a fully stocked games room with an x-box and table tennis.

The professional, charismatic villa team comprises a Head of House, Chef, Butler, Assistant Butler, Laundress, Housekeeper, and Gardeners.

The Tryall Club Membership 

A significant amenity for guests in this villa is membership at the excellent Tryall Club.  On 2,200 acres, Tryall’s golf course is among the most beautiful in the world.  It's 18 hillside and seaside fairways have been home to the Johnnie Walker, Mazda, and other PGA championship events.  The resident pro offers workshops and private lessons.   The Tryall tennis club features 4 Agile Turf courts and 5 Nova Cushion courts, some lit for night play, with world-class pros on call.  All white attire is required. 

The beach is well-planned for parents and children. Have lunch at the beach bar.  Work out in the well-equipped gym and compete in the Usain Bolt Games Room at the Great House (teens love it).  Jog the marked trails. Snorkeling, kayaking, Hobie Cat, and sunfish are complimentary.  Glass bottom boats, charter fishing, a boat to the reef, and any captained craft attract various fees.  Enjoy weekly events like a complimentary Manager’s Cocktail Party on Mondays, as well as Beach BBQ and Reggae Night beach parties for an additional fee.

*Tryall Club Temporary Membership Dues

The Tryall Club is a private club where members may use most facilities at no charge except for the tennis shop, ball boys, bar & restaurant, spa, motorized watersports, nanny services, and golf.  Complimentary amenities include the beach, non-motorized watersports, tennis, the fitness room, the Hummingbird Kids Club, Great House afternoon tea, the Manager's Cocktail Party, and various special events.

The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Dues cost of US$160 (plus a 15% service charge) per week for each guest 16 years and over, or US$32 (plus a 15% service charge) per day per person for stays of less than 7 days. Children between the ages of 13 and 15 are at a discounted rate of 50% plus a 15% service charge. For children 12 years and younger, the Temporary Membership Dues are complimentary.  

Plan to pay your TMD fee at the Front Desk in the Great House when you register (see below).

Please note: There may be occasions when some or all the facilities for the hotel may be closed for membership guest services due to a private hotel event. The Tryall Club reserves the right to change or alter its membership packages with no advance notice.


When your driver brings you to Tryall, you will check in at the front desk.  You will be asked for your passport as a means of identification.  You will sign a waiver & need to provide a driving license for the use of the complimentary golf carts provided at the villa as well as any additional golf carts you may wish to rent.

The Tryall Club can set up an account for your stay.  A credit card is required at check-in and a credit hold will be placed until check-out for budgetary items & signing privileges (i.e., groceries, restaurant dining, golf, and activities).  The calculated amount for the credit hold is approximately US$150 per bedroom per night.  If you plan to make payment for your Folio Account in cash, they will request a cash deposit.  If you plan to make payment by credit card, they will place a hold on your credit card. 

The Tryall Club will charge your credit card or take a cash payment for the Temporary Membership Dues of US$160 (plus a 15% service charge) per person per week for each guest 16 years and over, or US$32 (plus 15% service charge) per person per day for stays of less than 7 days; a discount of 50% (plus the 15% service charge) applies to children who are ages 13-15 years old.  Children 12 years and younger are complimentary.  

A US$149 Damage Deposit Waiver Fee applies to your reservation. It is our goal to ensure that you have a remarkable experience at our villas. And we understand that accidents happen. Instead of a large security deposit, your reservation will include a $149 Accidental Damage Waiver fee. This will cover accidental damages of up to $2,500 that occur during your stay.



7 Bedrooms, 7 Bathrooms

Sleeps 14 Guests

  • A/C in Bedrooms Only
  • Heated Walk-In Pool
  • Head of House
  • Butler
  • Chef
  • Housekeepers
  • Laundress
  • Gardeners
  • Living Areas
  • Formal Dining Room
  • Outdoor Dining
  • Gazebo
  • Decks
  • Home Movie Theatre
  • Private Gym
  • Flat-Screen TV's
  • HD Cable
  • High-Speed Internet
  • Sonos
  • Business Connectivity
  • Three Golf Carts
  • Game Room
  • Beach
  • Golf
  • Restaurant
  • Bar
  • Tennis
  • Fitness Center
  • Massage Center
  • Boutique
  • Tryall Market
  • Kid's Club
  • Game Room
  • Netflix
  • Xbox
  • Card table
  • Pool Volleyball
  • Pool Basketball
  • Basketball Court
  • Table Tennis


Bedroom Details

Bedroom 1 (Upper Floor): Master bedroom with king bed and an over-sized bathroom retreat and private hot tub
Bedrooms 2-4 (Upper Floor): Bedrooms with king beds and private bathrooms
Bedrooms 5-7 (Lower Level): Bedrooms with king beds and private bathrooms

Bathroom Details

All bedrooms enjoy bathrooms with double showers and their own private exterior seating areas
1 Large bedroom/bathrooms is equipped with ADA friendly features

Beach Details

Access to Tryall Club Beach

Pool Details

Heated 100 feet walk-in swimming pool with in-pool volleyball, basketball and large heated spa

Staff and Services

Head of House
Assistant Butler
2 Housekeepers
2 Gardeners

Villa Notes

This villa is an open-air property, the bedrooms are the only rooms that have air conditioning

Rates and Availability

Travel Dates Bedrooms Min. Night Stay Nightly Rates

Please be advised that The Tryall Club is currently updating all 2024 rates and associated dates. Please call your Villa Specialist to confirm pricing and availability.

November 26, 2023 - December 15, 2023
Low Season
5 5 $ 2,572 *
November 26, 2023 - December 15, 2023
Low Season
6 5 $ 3,000 *
November 26, 2023 - December 15, 2023
Low Season
7 5 $ 3,358 *
December 16, 2023 - December 23, 2023
Rates Not Available
7 7 Rates available upon request *
December 24, 2023 - January 02, 2024
Christmas & New Year's - Dec 19 to Jan. 03 or any 7 nights that includes Dec 25th and or Dec. 31st. Additionally any 7 nights (eg. Dec 17-24) that prevents a Christmas reservation will be invoiced at the Christmas rate.
7 14 $ 6,286 *
USD rates above based on approximate currency conversion. Holiday dates may not be listed in rate chart. Rates are subject to change without notice. Please confirm rate, holiday dates, and currency with your Villa Specialist at time of booking.

Tax Service Charge Details*
Government Consumption Tax: 10%
Administration Fee: 7.5%
Service Charge: 15% (Tryall Membership)
Security Deposit Details
The Tryall Club will collect a security deposit on arrival. If no damage occurs, your security deposit will be refunded and credited to your account. However, if damage does occur, we will reimburse you for any amount which does not exceed US$2,000.
Minimum Stay Details
High Season: 7-night minimum stay required

Low Season: 5-night minimum stay required

Easter Week: 7-night minimum stay required

Thanksgiving Week: 7-night, full house rate required (rate is available upon request)

Festive Season: 14-night minimum stay required (7 nights for Festive may be requested and will need approval from the homeowner)

Check-In Times
Check in: 3:00 PM - Check out: 11:00 AM
Rate Policies
High Season: 7-night minimum stay required Low Season: 5-night minimum stay required Easter Week: 7-night minimum stay required Thanksgiving Week: 7-night, full house rate required (rate is available upon request) Festive Season: 14-night minimum stay required (7 nights for Festive may be requested and will need approval from the homeowner)

Exclusive Offers

Discover the ultimate in luxury travel with a private villa experience in more than 52 destinations around the world. From a fully-staffed, beachfront estate in Turks & Caicos to an authentic retreat in the rolling hills of Italy, your one-of-a-kind villa vacation awaits. And now, you'll receive up to $2,000 cash back on your 2023 or 2024 getaway when you take advantage of our exclusive Cyber Week offer. Don't wait to unlock the extraordinary - secure your dream villa today.

Here's how you earn.

Base Villa Cost Cash Back*
$5,000 - $15,000 $150
$15,001 – $25,000 $250
$25,001 – $35,000 $350
$35,001 – $50,000 $500
$50,001 – $75,000 $750
$75,001 – $100,000 $1,000
$100,001 + $2,000


Book now and unlock your next villa escape.

Offer valid for new bookings made between 11/19/23 – 12/10/23 travel from 11/19/23 - 12/31/24. Amount is based on the base villa cost only. Minimum booking value applies. Cash back will be paid in a Villas of Distinction Visa® Prepaid Card upon deposit. Villas of Distinction Visa® Prepaid Card is issued by MetaBank®, N.A., Member FDIC, pursuant to a license from Visa U.S.A. Inc. No cash access or recurring payments. Can be used everywhere Visa debit cards are accepted. Card valid for up to 12 months; unused funds will forfeit after the valid thru date. Card terms and conditions apply. Offer is valid for travel advisors’ clients. The Villas of Distinction Prepaid Card will be mailed directly to the travel advisors’ client within 30 days of deposit. Client mailing address must be provided. May not be combinable with other offers. All offers are subject to availability and may not apply to all villas or travel dates. Other restrictions may apply; please call for full details.


Villa information may change without notice and should be confirmed with our villa rental specialists.