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Hanover Windward Garden Villa

What we like most
  • Enjoy breathtaking ocean views from every room, with terraces facing the ocean for a truly immersive experience.
  • Indulge in a Comac heated infinity saltwater pool, spacious living areas, and a well-curated art collection, creating a perfect blend of luxury and comfort.
  • The villa offers a football field and a family area with games, ensuring a delightful stay for families, while the skilled chef makes dining on the veranda a spectacular occasion.
Insider's Knowledge
  • Explore the vibrant offerings nearby, with short distances to the Tryall market, tennis courts, fitness center, and a boutique, ensuring convenience and varied activities.
  • Golf lovers can easily access the golf course using the provided golf carts, creating a seamless and enjoyable experience for enthusiasts.
  • Experience top-notch service with a dedicated team, including a Chef, Butler, Assistant, Housekeeper, Laundress, and Gardener, ensuring a pampered and worry-free stay.
Places close by
  • Take a short stroll to tennis courts and the gym or use the golf carts for a quick ride to the golf course, catering to both energetic and leisurely pursuits.
  • Benefit from the free on-property shuttle service, making it easy to access the nearby tennis courts, massage center, fitness center, boutique, Tryall market, games room, Kid’s Club, and beach.
  • Montego Bay Airport (23km from villa)


Welcome to Hanover Windward Garden Villa, a luxury 6 bedroom private villa located on 2 Acres of Tryall Club’s Chic West End!

Hanover Windward Garden Villa is among the most modern and stylish villas at the award-winning Tryall Club. Its design has been meticulously designed for a family Caribbean vacation. This generously furnished villa has multiple sitting areas for easy living throughout the villa, both indoor and outdoor. Delight in heavenly hours spent outside in the wonderful solar-heated pool while you soak up the magical views of the Caribbean Sea in the distance.

Cooked-to-order breakfasts and casual lunches are served on the open veranda, and lavish dinner parties here feature gourmet meals by talented Chef Knight. Dining can also be in the indoor dining room, one of the many spaces in Hanover Windward Garden Villa that feature this home's marvellous original art.


When you stay at Hanover Windward Garden Villa, you will be personally cared for by The Villa’s own butlers, housekeeper, laundress and gardener together with your own chef. You will feel welcomed and pampered throughout your stay. No description of Hanover Windward Garden Villa would be complete without one more mention of the talented and creative Chef Knight. From his sprawling state-of-the-art kitchen he delivers culinary masterpieces from Lobster Thermidor to his signature Roasted Rosemary Lamb. He can also pull off an amazing Mac n Cheese at any hour of the day, and he welcomes youngsters to his kitchen to help him bake the day's cookies.

From earliest eyes open to a candlelit evening bubble bath or that last soothing swim you will know you’re in paradise in Hanover Windward Garden Villa at the Tryall Club.


All six bedrooms have HD cable television, state-of-the-art quiet remote control air conditioning, closet safes, ceiling fans and handsome Travertine marble en-suite bathrooms. Four bedrooms 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.

An intentionally family-friendly floor plan consists of three master bedrooms, each adjacent to a children’s bedroom. For an all-adult group, all six bedrooms can be configured with kingsize beds.


Bedroom 1 - Master
Kingsize bed + daybed; en-suite bathroom with double-basin vanities, sunken bathtub and separate walk-in shower. French doors to a furnished balcony.

Bedroom 2
Adjacent to Bedroom 1. Optional king or twin beds; en-suite bathroom with walk-in shower. French doors to furnished balcony and view.

Bedroom 3 - Master
Kingsize bed + daybed; en-suite bathroom with double-basin vanities, sunken bathtub and separate walk-in shower. French doors to furnished balcony and view.

Bedroom 4
Adjacent to Bedroom 3. Optional kingsize bed or twin beds; en-suite bathroom with walk-in shower. French doors to balcony and view.

Bedroom 5 - Master
Optional kingsize or twin beds + daybed; en-suite bathroom with bathtub and walk-in shower. French doors to a furnished terrace, garden and soft lawn.

Bedroom 6
Adjacent to Bedroom 5. Optional kingsize or twin beds; en-suite bathroom with walk-in shower. French doors to a furnished terrace, garden and soft lawn.


• 6 bedrooms, 6 en-suite bathrooms, 2 powder rooms
• 4 daybeds for children (complimentary rails available)
• heated private pool
• staff of six: chef, butlers, housekeeper, laundress, gardener
• lovely views of the Caribbean Sea
• 2 acres of spacious, landscaped grounds with soccer goals and lawn games
• iPod docks in all rooms (can broadcast through sound system)
• wifi throughout
• office with printer/fax/copier/scanner and daybed for an additional child
• Sirius XM radio with 200 channels
• 5-speaker sound system in house and pool bar
• covered poolside bar lounge with fridge, TV, ping pong and powder room
• handicap accessible: 36” doorways, seamless entrances to large showers
• perfect family home, extremely child friendly
• option of all kingsize beds or 2 kings + 8 twins
• 2 complimentary transportation carts (4- and 6-seaters)

Villa Features

• 6 Bedrooms, 7.5 Bathrooms
• Sleeps 12 People
• 9,500 Interior Square Ft.
• 6 Staff
• Air Conditioning
• Children Welcome
• Fully Staffed Villa
• Golf Available
• Handicap Access
• Internet Wireless
• Pool 17' x 32'
• iPod Dock(s)
• Bathrobes
• Hair Dryers
• Tryall Club member located on Club grounds
• Kids Club Membership
• Playground Nearby
• Complimentary Calls to the US, UK and Canada
• Wireless Internet Access
• Full Gym Nearby (walk, drive or take golf cart)
• Golf on Site or Nearby
• Tennis Nearby
• Available for Large Groups
• Cook or Chef Vetted as Gourmet
• Foosball Table
• Handicap Accessible
• Helicopter Pad
• Ping Pong
• Pool Table
• Spa on Site or Nearby
• Heated Pool
• Kayaks
• Snorkel Gear

Additional Information
Maximum desired occupancy is 15 guests. Guests in excess of 12 will attract a nightly surcharge of US$30 each.

At The Tryall Club, the team is committed to continually improving their services and offerings to ensure that guests have the best possible experience during their stay. The Tryall Club is a private members club, so all guests 13 years of age and older are required to take out a Temporary Membership, which will be charged upon arrival at check-in.

Temporary Membership Dues now start at USD $32 per day, plus a 15% service charge, for guests ages 16 years and older who stay for one to four days. For guests who stay for five to seven days, the Temporary Membership Dues are now US $160 plus a 15% service charge. Children between the ages of 13 and 15 pay at a discounted rate of 50% plus a 15% service charge. For children 12 years and younger, Temporary Membership Dues are complimentary.

Includes beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, Usain Bolt Games Room for kids, teens & adults, jogging trail, afternoon tea & Manager's Cocktail Party. For various fees: golf, tennis lessons, Happy Hour, hair salon & spa, bars & restaurants, boutique, motorized water sports, Reggae Nights & Beach Parties on selected nights.

On 2,200 acres, Tryall’s golf course is among the most beautiful in the world. Its 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 nine Nova Cushion courts, some lit for night play, with world-class pro’s on call. All white attire 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 new Usain Bolt Games Room at the Great House (teens love it). Jog the marked trails. Snorkelling, 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 the week’s events, including the Monday Night Manager’s Cocktail Party and the Wednesday and Friday night beach parties and buffets.

On the hill, enjoy the historic Great House for daily 4:00 tea and sweets. Shop at the convenient commissary and chic boutique, and meet for happy hour and snacks at the casual bar. Also at the Great House is the new Usain Bolt Games Room open all day and night for ping pong, pool, air hockey, foosball, shuffleboard, chess and checkers, board games, comfy reclining chairs and HDTV. And don’t miss the massive Tryall pool (ping pong table there too). The Tryall Club is thoughtfully designed to please toddlers, preteens, tweens, moms, dads and everyone from teens to octogenarians.
For a great write-up of the Tryall Club, see Dana Vachon's article Club Jamaica in Departures Magazine Condé Nast Traveler chose the Tryall Club for its Gold List of "the best places to stay in the whole world.”

Area description

Read more about the Tryall Resort


Nearest airport Montego Bay Airport
25 km
Nearest beach Tryall 500 meters


  • Bedroom(s): 6 ( Sleeps 12 )
    6 Double with en-suite
  • Bathroom(s): 6
    3 Baths, 6 Showers, 6 Wash basins, 6 Toilets
  • General facilities: Balcony / Deck, Garden, Garden View, High Speed Internet, Panoramic Views, Parking, Private Location, Private Terrace, Security, Terrace, Wifi
  • Indoor facilities: Air conditioning, All Bedrooms Air Conditioned, All Bedrooms En Suite, Coffee Maker, DVD Player, iPOD Docking Station, Luxury Finishes, TV
  • Outdoor facilities: Bbq, Beach Access, Deck/Decking, Enclosed Garden, Golf field, Helicopter Pad, Patio, Private Terrace, Restaurants nearby, Sea Views, Sun Loungers, Sun Umbrellas, Swimming pool
  • Services: Chef Included, Cleaning inclusive, Concierge Service, Gardener, Linen provided, Maid service, Towels provided
  • Access: Secure parking


Availability is on a request basis - please Enquire


  • Concierge Service
  • Expert Advice
  • Personally Inspected Villas
- Nightly rate Weekly Min. Stay Change-over
Rate summary $ 1,857 - $ 4,214 $ 13,000 - $ 29,500 5 Nights -
Low Season 2024 20-Apr-2024 - 02-Aug-2024 $ 2,043 $ 14,303 5 Nights -
Low Season 2024 03-Aug-2024 - 01-Nov-2024 $ 1,857 $ 13,000 7 Nights -
Low Season 2024** 02-Nov-2024 - 13-Dec-2024 $ 2,043 $ 14,303 5 Nights -
Low Season 2024 14-Dec-2024 - 20-Dec-2024 $ 3,097 $ 21,682 5 Nights -
Festive Season 2024 21-Dec-2024 - 03-Jan-2025 $ 4,214 $ 29,500 14 Nights -

Additional Information


Recommended staff gratuity at the end of your stay is 15% of the villa rental in low season and 10% in high season. Plan to pay your grocery and gratuity monies in cash: US dollars or Jamaican dollars.

**Thanksgiving may be charged at Premium rate.


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Expert Reviews

Views to die for

Expert Review Pic Windward is a spectacular property and the staff were amazing. It is a very family friendly property with everything you could need for children including a gorgeous crib. I loved the outdoor areas that had two hammocks to chill out in. I also loved the saltwater swimming pool and the amazing kitchen. This is a perfect Jamaican villa that has everything you could need for a comfortable stay and I would highly recommend it.

By From Exceptional Villas

Expert Review Pic I had the pleasure of staying at Windward villa a few years back and I went to visit the home again in 2018. It is a stunning villa, its modern in style and decor yet offers a nice Jamaica twist to it. The staff are wonderful and the food is to die for. The pool is my favorite part of this home as well as the cosy and comfy bedrooms which are very equal in size. From the main master bedroom on the upper level you have an office adjacent which can also be for a child as it features a trundle bed and a crib too. Its perfect for parents travelling with younger kids. being in Tryall you have access to wonderful amenities such as tennis, golf, the beach, restaurants and the Kids Club. It is the perfect place to be!

By From Exceptional Villas
Windward really is a hidden paradise...

Expert Review Pic I had the best time at wonderful Windward. The staff are so welcoming and charming – especially the lovely Butler Winston and talented Chef Lionel. They really made sure we were taken care of...and that we always had a drink or snack!!! Windward really is a hidden paradise with a breathtaking view at Tryall... The home is so stylishly designed, the bedrooms are so comfy and the food is delicious. It’s also very close to all the amazing amenities at Tryall from its beautiful beaches with a wide selection of watersports, golf course, wonderful dining options to Tryall’s famous themed nights – especially the Jamaican BBQ and live Reggae band on a Friday night! You’ll have so much fun when you stay at Tryall...even more so if you stay in Windward at Tryall.

By From Exceptional Villas

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Alannah Harrington

Our team know each destination and every villa we feature.

We also offer a personalized and fully complimentary concierge service so every part of your trip will be taken care of ensuring you have a hassle free vacation.

We look forward to hearing from you.

    • Type: Villa
    • Sleeps: 12
    • Bedroom(s): 6
    • Bathroom(s): 6
    • Board: Catered
    • Long term rentals: No
    • Pets: No
    • Children: Yes, great for kids
    • Wheelchair: No
    • Eldery or infirm: Not suitable
    • Holiday type: Fully Staffed, Golf Villas