Overlook

Overlook

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10   5
·
Villa
$1,857 — $4,620 / night
Overlook
Tryall Club, Montego Bay, Jamaica, Caribbean
·
10   5
$1,857 — $4,620 / night
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For assistance call us at 888.628.4896

Rates

Please note, quote is not inclusive of Temporary Tryall Membership Fees due at the property upon check-in. Please inquire with your Villa Specialist for current rates.

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The Overlook Villa is idyllically nestled in the Jamaican hillside and features sweeping views of the cobalt Caribbean Sea while surrounded by lush greenery, majestic palms, and tropical blooms. Its location offers guests easy walking or golf cart access to all that The Tryall Club has to offer. Breezy, wide-open spaces, together with nostalgic Caribbean décor provide an authentic Jamaican experience.

Overlook’s heated swimming pool, with jacuzzi platforms at each side, features a refreshing outdoor shower and is fed by a quiet babbling fountain. Surrounded by royal palm trees, planters abundant with colorful bougainvillea, and spectacular sunshine, this is the ultimate spot for relaxation.

Overlook’s experienced and professional Villa staff, including a Butler, Chef, Housekeeper, Laundress, and Gardner, are dedicated to ensuring all your vacation needs are met. Work in consultation to design menus to your exact taste with your talented Chef. Have your Butler arrange all the details of your day whether you golf, play tennis, or explore far or nearby. Dinner can be under the stars or in the Villa’s air-conditioned dining room and throughout the Villa, you will enjoy Wi-Fi and surround sound audio. As well, all televisions are SMART and connected through Starlink, offering North American coverage.

Overlook sits on the upper elevation of Copperwood Ridge and is within easy walking distance of the Great House, gym and tennis courts, spa and a short ride by the villa’s complimentary golf carts to the legendary Tryall Golf course and the beach.

For your family or friends, Overlook Villa combines elevated service with laid-back Jamaican style. Wake up to cooling trade winds, move through a day filled with activities, or adventure, or simply lounge the day away. Then meet back for views of a glorious sunset and a delicious signature dinner.

The Tryall Club Experience

The Tryall Club, located on Jamaica’s picturesque northern coast near Montego Bay, is a premier luxury retreat offering a harmonious blend of Caribbean charm and modern sophistication. Spanning 2,200 acres of pristine landscape, this exclusive resort features over 70 private villas, each uniquely designed and staffed with a dedicated team that typically includes a chef, butler, and housekeeper, providing guests with an unmatched level of personalized service.

A golfer’s paradise, The Tryall Club is home to a celebrated 18-hole championship golf course designed by Ralph Plummer, winding through the property’s lush hills and offering panoramic views of the sparkling Caribbean Sea. For tennis enthusiasts, there are nine impeccably maintained courts, including both clay and hard surfaces, with professional coaching available. The private beach is a haven for relaxation and adventure, where guests can unwind on sun loungers or explore the vibrant marine life through snorkeling, kayaking, paddleboarding, or Hobie Cat sailing.

Health and wellness take center stage with a fully equipped fitness center, yoga sessions, and a spa offering rejuvenating treatments. Families will find plenty to enjoy, including a Kids’ Club featuring supervised activities, arts and crafts, and educational programs, making the resort ideal for all ages. Dining at The Tryall Club is a culinary journey, with options ranging from casual beachside fare to gourmet dining that showcases local Jamaican flavors and international cuisine, all prepared with the freshest ingredients.

Additional amenities include a stunning infinity pool, boutique shopping, a Great House with historic charm, and curated events such as themed dinners and live music. The Tryall Club’s commitment to sustainability and its authentic Jamaican hospitality make it a unique destination for those seeking an unforgettable escape in paradise.


Tryall Club, Montego Bay, Jamaica, Caribbean
Vacation Rental
Villa
1 floor
Guests
10
Bedrooms
5
Bathrooms
N/A
Ocean View
Pool
Hot Tub
5 Bedrooms
10 guests
Bedroom One
Bed: King Bed·
En-Suite Bath·
Flat-Screen, Smart TV·
Safe·
Ocean View
Bedroom Two
Bed: King Bed·
En-Suite Bath·
Flat-Screen, Smart TV·
Safe·
Ocean View
Bedroom Three
Bed: King Bed·
En-Suite Bath·
Flat-Screen, Smart TV·
Safe·
Ocean View
Bedroom Four
Bed: 2 Twin Beds w/Option as King Bed·
En-Suite Bath·
Flat-Screen, Smart TV·
Safe·
Ocean View
Bedroom Five
Bed: 2 Twin Beds w/Option as King Bed·
En-Suite Bath·
Flat-Screen, Smart TV·
Safe·
Ocean View
Amenities
Living Area
Sofas·
Multiple Seating Areas·
Flat-Screen, Smart TV
Kitchen
Fully Equipped Kitchen
Dining Area
Dining Table - Seats 10
Outdoor Living
Heated Pool·
Hot Tub·
Outdoor Shower·
Organic Vegetable Garden·
Fountains
Laundry Area
Washer & Dryer
Home Amenities
Air Conditioning·
Ceiling Fan·
Wireless/WiFi Internet Access·
Sound System·
CD Player·
DVD Player·
Books·
Hair Dryer·
Wet Bar
Services Available
Butler Service·
Chef Service·
Gardener·
Housekeeper·
Private Laundry Service
Transportation
2 Golf Carts

Map

Attractions

Sangster International Airport
14.7 Miles
Nearest Airport
Tryall Club
0.5 Mile
Beach, Restaurants, Golf Course, Kids Club
Round Hill Resort
4.6 Miles
Golf Course, Tennis Court, Spa, Gym, Trails, Beach Access, Kids Club
Aquasol Theme Park
13.0 Miles
Amusement Park, Ocean Gear Rentals, Go-Kart Racing, Water Sports
Hip Strip
13.0 Miles
Shopping & Restaurants, Sightseeing, Adventure & Exploring
Doctor's Cave Beach
13.6 Miles
Beach, Beach Club, Beach Access
Ahhh...Ras Natango Gallery and Garden
15.8 Miles
Nature Preserve, Galleries, Lookout
Cinnamon Hill
22.5 Miles
Golf Course
Kool Runnings Waterpark
31.7 Miles
Amusement Park, Water Park
Royal Palm Reserve
34.8 Miles
Botanical Garden