Up to 40% Off Tryall Golf
RESERVE

Windward at Tryall

Montego Bay, Jamaica
6 BEDROOMS
2 King
4 Kings/2 Twins
7.5 BATHROOMS
6 En-suite
12 GUESTS
Children Welcome
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Villa Windward at Tryall on Jamaica features a stylish six-bedroom layout that is ideal for families. Located in desirable Montego Bay, the villa provides three en-suite master bedrooms, each with an adjacent bedroom suitable for children. Arrive in style at the onsite heliport and discover every amenity within gorgeous views of the manicured golf course and the sparkling Caribbean Sea.

Guests at Villa Windward will enjoy the services of a full staff of six, including a personal chef, butlers and a laundress for a carefree tropical vacation. The villa is set on two landscaped acres with a private pool and an expansive lawn for games and soccer. Cool off with a leisurely swim and relax at the pool bar while listening to Sirius XM radio on the surround sound system. Villa Windward offers well-furnished areas both indoors and out. You will have the advantage of electronics including WiFi Internet service, computer facilities, iPod docks, CD and DVD players and cable TV. Curl up with the latest novel from the book library, and select a film from the collection. Challenge a friend to a lively game of table tennis and use the complimentary snorkel gear and sea kayaks at the water's edge to explore the shoreline and the colorful underwater world. Ask to be served on the verandah and dine island style for a memorable al fresco candlelit meal.

As a guest of Villa Windward you will receive complimentary membership in the exclusive Tryall Club with its private beach, tennis and a well-equipped gym. Explore the grounds with the golf cart provided and find exciting water activities like glass bottom boats, charter fishing and sunfish. Join the fun at special events like cocktail parties and beach buffets. Golfers will enjoy preferred rates at the renowned Tryall golf course, and children will have planned activities at the Hummingbird Kids Club.

Villa Windward at Tryall Staff includes:
Chef
Butlers
Housekeeper
Laundress
Gardeners
Cost of food and gratuities not included

Villa Windward at Tryall additional amenities:
The Tryall Club Temporary Membership privileges
The Tryall Club Resort Fee: US$130 per week for each guest 16 or older, or US$26 per day per person for stays of less than 7 days.
Hummingbird Kids Club
Tryall Club private beach
Tennis court access nearby
Golf course preferred fees at the Tryall Club
Complimentary facilities of the resort
Location: Tryall Club, Montego Bay

Note: Please note special Holiday weeks (e.g. Thanksgiving) may be charged at Premium rate.

Lot Size: 2 acres Interior Area Size: 9500 ft²

All six bedrooms have HD cable television, air conditioning, closet safes, ceiling fans and Travertine marble en-suite bathrooms. The four bedrooms upstairs open to private furnished balconies and lovely sea views from both bedroom and bathroom. The two bedrooms downstairs open to furnished terraces, gardens and soft lawn.

MAIN LEVEL

Bedroom 1: Master bedroom with a king-size bed, daybed and en-suite bathroom with bathtub, walk-in shower, double vanity and WC. 2 guests maximum.

Bedroom 2: Bedroom with a king-size bed (can be made up as two single beds) and en-suite bathroom with walk-in shower, vanity and WC. 2 guests maximum.

Bedroom 3: Master bedroom with a king-size bed, daybed and en-suite bathroom with bathtub, walk-in shower, double vanity and WC. 2 guests maximum.

Bedroom 4: Bedroom with a king-size bed (can be made up as two single beds) and en-suite bathroom with walk-in shower, vanity and WC. 2 guests maximum.

LOWER LEVEL

Bedroom 5: Master bedroom with a king-size bed, daybed and en-suite bathroom with bathtub, walk-in shower, vanity and WC. 2 guests maximum.

Bedroom 6: Bedroom with a king-size bed (can be made up as two single beds) and en-suite bathroom with walk-in shower, vanity and WC. 2 guests maximum.

  • Air Conditioning - Bedrooms
  • Alfresco Dining Area
  • Beach Towels
  • Bed and Bath Linens
  • Cable TV
  • CD Player
  • Chef Service
  • Children Welcome
  • Coffee Maker
  • Computer
  • Daily Turndown Service
  • DVD Player
  • Film Library
  • Fitness Room - Community Shared
  • Free Calls to the USA and Canada
  • Golf (Nearby)
  • Golf Cart
  • Gourmet Kitchen
  • Hair Dryer
  • Internet
  • iPod Dock
  • Iron
  • Kayak
  • Library
  • Office
  • On-Site Heliport
  • Outdoor Bar
  • Outdoor Grill
  • Outdoor Speakers
  • Patio/Terrace
  • Phone
  • Resort Privileges
  • Safe
  • Secured Parking
  • Sunbed
  • Surround Sound
  • Table Tennis
  • View - Ocean/Sea
  • Voltage - 110
  • Wheelchair Accessible
  • WiFi
  • Butler/Host
  • Chef/cook
  • Gardener
  • Housekeeper(s)
  • Laundress
Housekeeping: Maid service 7 days a week
Chef
PROMOTIONS

  • Save up to 40% off your golf getaway with a 7-Day Tryall Golf Package and receive unlimited green fees, cart fees and range use.

    1 Guest: $425  (savings of 25%)
    2 Guests: $400 per person
    4 Guests: $375 per person
    8+ Guests: $350 per person  (savings of 40%)

    Valid for travel between 4/15/17-10/31/18. Golf Package can be booked at the time of villa reservation or upon arrival at the Tryall Club. Golf Package does not include taxes, gratuity and mandatory caddy fee.

    Offer ends: October 31, 2018

    Offer cannot be combined with other offers | Offer based on availability | Minimum night stay required | Non-transferrable | No cash value | Promotion is only valid on new reservations | Black-out dates may apply
  • Damage Deposit: US$2,000
  • Children Welcome (all ages)
  • No Pets Allowed
  • No Smoking
  • Baggage service handling
  • Club Membership
  • Full capacity rate required during Thanksgiving week.
  • Kids Club
  • Prepayment of staff gratuities required
  • Provisions and groceries are not included
  • Rates are set in US Dollars. Prices in other currencies may fluctuate.
  • Utilities included
  • VAT taxes included in rates.
  • Villa orientation
  • Deposit/Payment: 50% deposit to confirm. Balance due 90 days prior to arrival. Holidays: Balance due 120 days prior arrival
  • Check In: 3pm
  • Check Out: 11am
Do we share the villa? click to close
No. You will not share the villa with another party. The villa is exclusively yours. If a larger villa offers a lower bedroom rate category, the villa will remain exclusively yours but the unrented bedrooms will be locked off.
For example, a 5 bedroom villa that offers a 3 bedroom rate will be the exclusive use of the guest but two bedrooms and their en-suite bathrooms will be locked off. Capacity is capped at 2 guests per bedroom.
Are we protected from fraud? click to open
Yes. Isle Blue stands behind you throughout your entire vacation. Unlike other companies, each property we offer has been hand picked to ensure that our standards are met. All property managers are vetted and payments are required to be held in escrow. Our primary obligation is to ensure your satisfaction and to have an exceptionally memorable vacation.
Can you explain the reservation process? click to open
Once a reservation request is received, Isle Blue will request a contract from the property manager for your dates of interest. Once the dates are confirmed and contract is received from the property manager, a payment will be required to confirm your reservation.
Once a reservation is confirmed, a concierge will welcome you to the planning stages of your vacation to assist with arrival logistics, rental cars, transfers, and a host of concierge services.
What offerings are included with the concierge service? click to open
Our concierge is a complimentary service to our guests. An exceptional benefit. The concierge will assist with your arrival and departure logistics and offer a host of additional services. Services may vary per destination but typically include the following benefits:
  • Transfers
  • VIP Services
  • Chef Services
  • Spa Services
  • Activity and Excursion booking
  • Rental cars
  • Provisioning
Please do not hesitate with any special requests. Our team is here to ensure you dream vacation becomes a grand reality.
Can we arrange an early check in? click to open
Early check in may be possible but is at the sole discretion of the property manager. Early check in permission may not be granted until 24 hours prior to arrival.
Can we arrange a late check out? click to open
A late check out is rarely granted due to the turnover needs of a villa. A late check out may only be granted 24 hours prior to your departure from the property and only when there is no check in scheduled on the day of your check out. If a late check out is urgently needed please contact us.
Are transfers to the property included? click to open
Select villas may include a one way or roundtrip airport transfer while others may provide an escort or meeting point. Arrival logistics will be handled by your dedicated concierge as well as other concierge needs. The property's transfer policy will be listed under the Policies section.
What to expect upon arrival? click to open
In general, a villa orientation will be provided along with a key turnover. During the orientation, information and instructions for the property will be provided. Emergency contact information will be provided. We are available 7 days a week to assist with any urgent needs.
The arrival procedures due vary from villa to villa, select villas may include welcome provisioning while other properties will provide basic arrival information.
What is the cancellation policy? click to open
Since these vacation homes are one of a kind properties, the cancellation policy is strict. We highly recommend considering trip/travel insurance to protect against any unexpected cancellations or issues that may arise.
For more details, please visit Travel Protection
What happens if the property becomes unavailable after I reserve? click to open
In the unlikely event, the rented property becomes unavailable due to a major issue that may affect a guest's experience or a transfer of ownership, Isle Blue will coordinate with the property manager to find an alternate property of equal or superior standard that is subject to the guest's approval. If an alternate property is not acceptable to the guest, the guest will receive a full refund.
Do you accept credit cards (American Express, Mastercard, or Visa)? click to open
Yes, we accept all major credit cards. American Express, Visa, Mastercard and Discover are accepted. Please note that credit card charges may be subject to additional fees. There are no fees with payment by wire transfer or check.
In late 2018, we expect to accept a greater variety of payment methods and currencies via Stripe.
Is housekeeping included? click to open
Housekeeping tends to be a standard among vacation homes but the frequency may vary greatly depending on the property manager’s standards. Most properties will offer daily housekeeping (except Sunday and holidays) while other villas may only provide a mid-week cleaning. Please refer to the Policies section to learn about the housekeeping frequency of the property.
Are towels and linens provided? click to open
Yes. The property will provide bath and pool towels along with linens. Towels and linens will be refreshed as needed.
Are toiletries and tissues provided? click to open
A property may supply an initial supply of soap, shampoo, toilet paper and paper towels but replenishment of supplies once exhausted may be the responsibility of the guest. Each property varies in their handling of toiletries and paper products.
Is a hair dryer available? click to open
A hair dryer is typically available at the property. Upon arrival, please check the bathrooms or closet. Typically, a hair dryer is included in each bathroom.
Is an iron included? click to open
Typically yes, irons tend to be standard equipment for vacation homes. Please ask the property representative upon orientation for the location of the iron.

Isle Blue provides the most in-depth expertise and insight for vacation home rentals and vacation planning. For further helpful tips, answers and recommendations please visit our extensive Knowledge center that hosts articles and answers on general as well as destination specific topics.

SEASON BEDROOMS DAILY WEEKLY
2018 Apr 15 to Nov 17 April 15, 2018 - November 17, 2018 (5 night minimum) 4 6 $1,558.43 $1,623.43 $10,909.00 $11,364.00
2018 Nov 17 to Nov 24 November 17, 2018 - November 24, 2018 (7 night minimum) 6 $1,948.00 $13,636.00
2018 Nov 24 to Dec 18 November 24, 2018 - December 18, 2018 (5 night minimum) 4 6 $1,558.43 $1,623.43 $10,909.00 $11,364.00
2018 Dec 18 to 2019 Jan 6 December 18, 2018 - January 6, 2019 (10 night minimum) 6 $3,896.14 $27,273.00
2019 Jan 6 to Apr 20 January 6, 2019 - April 20, 2019 (7 night minimum) 4 6 $2,597.43 $2,922.14 $18,182.00 $20,455.00
2019 Apr 20 to Apr 27 April 20, 2019 - April 27, 2019 (7 night minimum) 6 $2,922.14 $20,455.00
2019 Apr 27 to Nov 23 April 27, 2019 - November 23, 2019 (5 night minimum) 4 6 $1,558.43 $1,623.43 $10,909.00 $11,364.00
2019 Nov 23 to Nov 30 November 23, 2019 - November 30, 2019 (7 night minimum) 6 $1,948.00 $13,636.00
2019 Nov 30 to Dec 18 November 30, 2019 - December 18, 2019 (5 night minimum) 4 6 $1,558.43 $1,623.43 $10,909.00 $11,364.00
2019 Dec 18 to 2020 Jan 6 December 18, 2019 - January 6, 2020 (10 night minimum) 6 $3,896.14 $27,273.00
2018 Apr 15 to Nov 17 April 15, 2018 - November 17, 2018 (5 night minimum)
Bedrooms: 4
Daily: $1,558.43
Weekly: $10,909.00
Bedrooms: 6
Daily: $1,623.43
Weekly: $11,364.00
2018 Nov 17 to Nov 24 November 17, 2018 - November 24, 2018 (7 night minimum)
Bedrooms: 6
Daily: $1,948.00
Weekly: $13,636.00
2018 Nov 24 to Dec 18 November 24, 2018 - December 18, 2018 (5 night minimum)
Bedrooms: 4
Daily: $1,558.43
Weekly: $10,909.00
Bedrooms: 6
Daily: $1,623.43
Weekly: $11,364.00
2018 Dec 18 to 2019 Jan 6 December 18, 2018 - January 6, 2019 (10 night minimum)
Bedrooms: 6
Daily: $3,896.14
Weekly: $27,273.00
2019 Jan 6 to Apr 20 January 6, 2019 - April 20, 2019 (7 night minimum)
Bedrooms: 4
Daily: $2,597.43
Weekly: $18,182.00
Bedrooms: 6
Daily: $2,922.14
Weekly: $20,455.00
2019 Apr 20 to Apr 27 April 20, 2019 - April 27, 2019 (7 night minimum)
Bedrooms: 6
Daily: $2,922.14
Weekly: $20,455.00
2019 Apr 27 to Nov 23 April 27, 2019 - November 23, 2019 (5 night minimum)
Bedrooms: 4
Daily: $1,558.43
Weekly: $10,909.00
Bedrooms: 6
Daily: $1,623.43
Weekly: $11,364.00
2019 Nov 23 to Nov 30 November 23, 2019 - November 30, 2019 (7 night minimum)
Bedrooms: 6
Daily: $1,948.00
Weekly: $13,636.00
2019 Nov 30 to Dec 18 November 30, 2019 - December 18, 2019 (5 night minimum)
Bedrooms: 4
Daily: $1,558.43
Weekly: $10,909.00
Bedrooms: 6
Daily: $1,623.43
Weekly: $11,364.00
2019 Dec 18 to 2020 Jan 6 December 18, 2019 - January 6, 2020 (10 night minimum)
Bedrooms: 6
Daily: $3,896.14
Weekly: $27,273.00

Note: The rates above are subject to 15% Tax/Service Charge.
Payments accepted in US Dollars, Euros, British Pound, Canadian Dollars, Swiss Franc, Fijian Dollars, Thai Baht, Australian Dollars, New Zealand Dollars.
Major credit cards accepted in US Dollars.

STARTING AT $1,558.43/Nt
Please try again or contact us for possible waiver at 1-704-256-8327 or [email protected]
Your Estimate:
$0
(Estimate does not include applicable promotions.)
Date Unavailable Availability calendar may not reflect up to date reservation information.
Availability subject to change.

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