Villa Lolita

For those who are not prepared to compromise, Villa Lolita is a striking example of 21st century architecture and with an interior that marries glamour with sophisticated style.

With a breathtaking setting, Villa Lolita is an elegant sanctuary and one of the finest villas in Jamaica.

The villa features exceptional suites that offer optimum privacy with sensational views and meticulous attention to detail. It will appeal to those who are not willing to compromise and seek the best in Caribbean living.


Located on the brow of Ocean View Drive and constructed in 2008, Villa Lolita comprises 14,000 square feet of free-flowing living space where the emphasis is on stylish comfort and detailing that pays tribute to the flora and fauna of Jamaica. Built on three levels the villa is surrounded by four acres of gardens that have been painstakingly landscaped to offer a subtle medley of varying tones of green.

The main floor contains the first master suite and a guest suite; the immediate lower floor has two guest bedrooms and the second master suite occupies its own private lower floor. All suites include flat screen televisions, iPod docking stations, double sinks in the en-suite bathrooms and open showers with dual shower heads.

The magnificent Michigan Master Suite located on the main floor has secluded terraces which features a heated infinity plunge pool/Jacuzzi with an outdoor shower. The indoor travertine and glass tiled shower accommodates two or more persons and overlooks both the mountains and the ocean. The Ohio Suite is located on the first level and is handicap accessible with comfort height safety bars throughout. The Washington Master Suite features a connecting living room with a queen size sofa bed, full wet bar with microwave and a garden level patio. The Tennessee Suite features a king size bed and the Illinois Suite includes two queen size beds.

Relax with your favorite person or your favorite drink, as you contemplate the mesmerizing views from the living and dining pavilions that open to the ocean on one side and to a lush garden of tropical plants on the other.

The wraparound terrace has four distinct levels. One level is dedicated to sun worshippers; the second area features a two foot deep children’s pool and the main entertainment terrace which covers 2500 square feet surrounds the infinity lap pool and includes an outdoor dining gazebo, wet bar and several relaxing seating areas. The sumptuous outdoor furnishings and the fabulous views make it a perfect venue for private parties.

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.