Fairwinds at TC

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Fairwinds at Tryall Club in Montego Bay by Personal Villas - Rustic, Charming Villa

** Please drop us a message before booking the property as we need to check availability for all requests at this villa **

FAIRWINDS at the TRYALL CLUB, Montego Bay, Jamaica

Fairwinds offers rustic charm, amazing views, lovely gardens, and two peaceful freshwater lily ponds with goldfish

Fairwinds was designed and built by the renowned architect Robert Hartley and features Caribbean architecture with delightful whimsical highlights. Located on Copperwoood Ridge, the two-tier floor plan takes advantage of excellent sea views. It is also an easy stroll down to the tennis courts and the gym.

The master bedroom is fitted with a king-size bed and an en suite bathroom with a Jacuzzi tub. A secondary master bedroom has a king bed and its en suite bathroom features a unique sunken Roman Bath. Both of these master bedrooms enjoy private entrances and private patios. The guest bedrooms each have twin beds which can be configured to a king if required. These rooms also have private entrances and private patios and another (regular size) sunken Roman Bath.

The living room, the covered alcove by the pool and the pool deck all benefit from views. Dining can be either indoors or under the stars.

• Swimming pool – deepest point 8 feet
• Indoor/Outdoor Dining
• Wet Bar, Free wifi
• Private balconies
• Cable programming,  Flat screen TVs in all bedrooms
• CD, DVD players
• I-pod dock & Safes
• ‘Smart’ plasma TV in living room
• 2 golf carts
• Free on-property shuttle service

• Short golf cart ride to the beach, golf
• Walking distance to Tennis
• Massage center
• Fitness center, Boutique
• Tryall market
• Kid’s Club &Games room

• Cook
• Laundress 
• Housekeeper
• Gardener

Bedroom 1 – King size bed, A/C, En-suite bathroom, Jacuzzi tub
Bedroom 2 – King size bed, A/C, En-suite bathroom, unique sunken Roman Bath

Guest Bedroom
Bedroom 3 – 2 Twin beds (which can be combined as kings), A/C, En-suite bathroom
Bedroom 4 – 2 Twin beds (which can be combined as kings), A/C, En-suite bathroom

Tryall Club Temporary Membership Dues
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee of US$130 (plus 15% service charge) per week for each guest 16 years and over, or US$26 (plus 15% service charge) per day per person for stays of less than 7 days.

Plan to pay your TMD fee at the Front Desk in the Great House when you register. They will also set up a charge account for you during your stay. If you plan to pay for your charge account in cash at the end of your stay, they will request a cash deposit. If you plan to pay for your charge account with a credit card, they will place a hold on your card to cover this amount. The Tryall Club reserves the right to change or alter its membership packages with no advance notice.

House Rules

1. CAPACITY OF VILLAS: The total number of persons allowed in the villa at any one time is restricted to the number of persons scheduled and paid for, based on two persons per bedroom. Should a group misrepresent themselves, they will be required to pay for all excess persons immediately or shall vacate the villa immediately, without refund.

2. COMPLAINTS AND MAINTENANCE: Personal Villas and affiliated on-island property managers shall make every effort to keep all villas and their inventories in good working order. In case of a maintenance problem, they will strive to repair the problem as soon as possible after being notified. Villa management reserve the right to be allowed a reasonable amount of time to cure a problem. However, no refund or rate adjustment shall be made for unforeseen mechanical failures such as the supply of electricity, telephone service, internet service, water, pool filtration systems, hot tubs, air conditioning, television or cable service, appliances, etc. It is the Guest’s obligation to report any problems or damage to their villa IMMEDIATELY to us, regardless of the hour.

3. NO PETS: Pets of any kind are NOT allowed in or on the villa’s premises without specific written permission from Personal Villas (granted prior to arrival). A pet or evidence of a pet found on the premises will cause immediate eviction, and forfeiture of the Guest’s entire rent and deposit.

4. QUIET ENJOYMENT AND PARTIES: We rent to family groups and responsible adults only; absolutely NO house parties, commercial uses or functions such as weddings are allowed without advance WRITTEN permission from Personal Villas. Guests shall be sufficiently quiet and peaceful, so as not to disturb other residents of the neighborhood, particularly after 10 pm at night. If the Guest is found to have had a wedding or any sort of group gathering for more persons than officially scheduled and paid for at the villa, and/ or without Personal Villas advance written permission, he is subject to forfeiture of his entire villa security deposit to the villa’s owner, at the joint discretion of Personal Villas and the villa’s owner.

5. SMOKING, ILLEGAL ACTIVITY, DRUGS AND HAZARDOUS MATERIALS: Smoking is NOT permitted inside the villa. (In most cases smoking is allowed in outdoor spaces—please check with your rental agent). Guest and members of his party shall not use or permit to be brought into any villa any illegal substances, inflammable fluids (e.g., gasoline, kerosene, naphtha or benzene), or other explosives or articles deemed hazardous to life, limb or property. Any illegal activity is strictly prohibited.

All Stays Include

  • Air conditioning
  • GymGym
  • Outdoor pool
  • Private pool
  • Sea view
  • Wireless Internet

Room Details

Room Number Beds
Type Quantity
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What's nearby?

$ 708+Taxes

Per night

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Good To Know

Stay Details 

  • Check-in:4:00 PM 
  • Check-out:11:00 AM
  • Early check in or late check out is available upon request (fees may apply) 

Payment & Cancellation Policy: 

  • A deposit of 50% of the total rate is due to reserve 
  • The balance is due 60 days prior to arrival 
  • If you booking is within 60 days of arrival, the full amount is due 
  • Payments are accepted by any major credit card or bank transfer 

Availability & Quote 

  • Final availability & quote is subject to confirmation by our team 

House Rules 

  • No parties or special events without prior permission (fees may apply) 
  • No smoking anywhere in our villas. In some cases, smoking outside may be permitted 
  • Standard occupancy is based on 2 persons per room 
  • Indulge yourself! Your comfort and relaxation are paramount. On vacation, take a break from your everyday routine and indulge in some self-care!