Villa Lolita


5 10 5

The Tryall Club requires all villa and condo guests to become a member during their stay via a temporary membership fee of $130 (plus 15% service charge) per week for guests 16 years and older, or $26 (plus 15% service charge) per person per day for stays of less than seven days.

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 a TV, iPod docking station, 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 sofa bed, full wet bar with microwave and a garden level patio. The Tennessee Suite features a king bed and the Illinois Suite includes two queen 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 2,500-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.

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Rates & Fees


Category Date Range Rate Min stay
Low Apr 18 2021 to Nov 20 2021 $13,640 per Week 5 Nights
Thanksgiving Nov 21 2021 to Nov 27 2021 $29,095 per Week 7 Nights
Low Nov 28 2021 to Dec 18 2021 $13,640 per Week 5 Nights
Christmas | New Year's Dec 19 2021 to Jan 3 2022 $29,095 per Week 7 Nights
High Jan 4 2022 to Feb 20 2022 $20,910 per Week 5 Nights
Presidents Day Feb 21 2022 to Feb 28 2022 $29,095 per Week 7 Nights
High Mar 1 2022 to Apr 16 2022 $20,910 per Week 5 Nights
Easter Apr 17 2022 to Apr 24 2022 $29,095 per Week 7 Nights
Low Apr 25 2022 to Nov 19 2022 $13,640 per Week 5 Nights
Thanksgiving Nov 20 2022 to Nov 27 2022 $29,095 per Week 7 Nights
Low Nov 28 2022 to Dec 17 2022 $13,640 per Week 5 Nights
Christmas | New Year's Dec 18 2022 to Jan 1 2023 $29,095 per Week 7 Nights
High Jan 2 2023 to Apr 18 2023 $13,640 per Week 5 Nights
Show 1 more rates

Other Fees

Security Deposit $2,000 Flat Refundable


Tax 10.00%
Administration Fee 5.00%


Check-in time: 15:00 Check-out time: 12:00

Amenities & Activities

  • Air Conditioning
  • Gated Community
  • Golf
  • Housekeeping/Staff
  • Pool
  • Wifi
View all amenities


  • Beachcombing
  • Bird Watching
  • DeepSea Fishing
  • Eco Tourism
  • Fishing
  • Golf
  • Hiking
  • Jet Skiing
  • Parasailing
  • Sailing
  • Scuba diving
  • Snorkeling
  • Stand-up Paddle Board
  • Surfing
  • Swimming
  • Tennis
  • Water skiing
  • Wind surfing


  • Health & Beauty Spa
  • Reefs


  • DVD Player
  • IPod Dock
  • Pool Table
  • Satellite or cable
  • Television


  • Air Conditioning
  • Gated Community
  • Golf
  • Housekeeping/Staff
  • Pool
  • Wifi

Indoor Features

  • Bed Linens
  • Pool/Beach Towels
  • Safe
  • Toiletries
  • Washer/Dryer


  • Blender
  • Coffee maker
  • Cooking utensils
  • Dining Area
  • Dish washer
  • Freezer
  • Fully Equipped Kitchen
  • Ice Maker
  • Iron & board
  • Microwave
  • Oven
  • Refrigerator
  • Stove Top Burners
  • Toaster

Nearby Facilities

  • ATM/Bank
  • Fitness Center
  • Groceries
  • Marina
  • Massage Therapist
  • Medical Services
  • Restaurants
  • Shopping

Outdoor Features

  • Balcony
  • Dining Table
  • Furnished Terrace/Balcony
  • Garden
  • Garden Chairs
  • Heated pool
  • Infinity Pool
  • Lounging Area
  • Parking
  • Patio
  • Poolside Lounge Chairs
  • Private Pool
  • Terrace


  • Butler(s)
  • Chef
  • Gardener
  • Housekeeper(s)
  • Laundress

Special Health and Safety Measures

  • Disinfectant used for cleaning
  • Enhanced cleaning practices
  • High-touch surfaces disinfected
  • Linens washed at high-temp
  • Masks and Distancing protocols during Check-in/Checkout
  • Self-checkin/checkout available

Industry Association Recommended Cleaning Practice: Safe Travels


Bedrooms (5)

Bedroom 1 | Michigan Master 1 King 2 Guests Additional Info
Bedroom 2 | Ohio 1 King 2 Guests Additional Info
Bedroom 3 | Washington Master 1 King
1 Pullout
2 Guests Additional Info
Bedroom 4 | Tennessee 1 King 2 Guests Additional Info
Bedroom 5 | Illinois 2 Queen 2 Guests Additional Info

Bathrooms (5)

Bathroom 1 | Michigan MasterToilet, Shower
Bathroom 2 | OhioToilet, Shower
Bathroom 3 | Washington MasterToilet, Shower
Bathroom 4 | TennesseeToilet, Shower
Bathroom 5 | IllinoisToilet, Shower


Tryall Club, Jamaica

Imagine 2,200 acres of bewitching natural beauty where rolling hills and valleys tumble down to one and a half miles of private shoreline and beach club. An escape where you never need visit a grocery store, prepare a meal, where a team of nannies is available to entertain the children and all you need consider if whether to bask languidly in the private swimming pool, take an active tennis lesson, join your husband for a round of golf, skim the waves on a Hobie Cat, gather your thoughts on an early morning jog around our blissfully quiet estate, explore a nature trail or simply do nothing at all. This is the Tryall Club, home to an informally luxurious wellness lifestyle that is as unique as it is different and one where classical, warm Jamaican hospitality prevails.

Dining at Tryall Club
• Relaxed and informal and located right beside the sea, the Beach Restaurant & Bar is open for both lunch as well as dinner. The menus incorporate the fresh produce grown in our organic garden. Irrigated by water from our own mountain spring, the organic garden is tended by two specialized agricultural staff. It grows a wide variety of salad leaves, herbs, arugula, tomatoes and other vegetables.

Activities and Experiences at Tryall Club
One of Tryall’s most enduring features, the 18-hole, 6836-yard Tryall Golf Course is the work of celebrated golf course designer Ralph Plummer. Plummer, who worked on over 100 courses during his 40-year career, created an amazing course for Tryall.

With facilities that are ranked amongst the finest in the Caribbean. The tennis centre includes nine courts, 24 pros, hitting partners and ball boys in season as well as exceptional training facilities and a reputation that draws world champions as well as world championships. The Tennis Pro Shop is located opposite the tennis courts and also accommodates the gymnasium. It is also the reception area for those guests who have reserved a court for play. The shop sells a comprehensive range of white tennis wear for both men and women as well as other tennis-related accessories. Open daily from 7 PM to 7 PM during high season and 7 AM to 6 PM during low season.

The dazzling waters of the Caribbean are one of the world’s finest arenas for water sports and there are few who can resist the temptation of plunging into the warm azure waters of this magnificent ocean. The Beach Club offers the choice of an expansive palm shaded beach or a stunning zero-entry heated infinity-edge swimming pool directly above the beach. Full service is available both at the beach as well as the pool. The Quiet Beach is located directly opposite the Driving Range and to the east of the Beach Restaurant. This smaller beach is specifically for those seeking tranquility and little activity.

Located next to the Tennis Pro Shop, the Kid's Club welcomes children from the ages of five and twelve years to be part of the Kid's Club Programme. Selected activities are also available to toddlers who are accompanied by babysitters. The Kid's Club programmes are available from 10 AM Monday to Saturday with a break for lunch from 12 PM to 1 PM During the period 1 May to 1 November, the Kid's Club is open from 10 AM until 5 PM Monday to Friday.

The Tryall Boutique which is located beside the entrance to the Great House carries a range of classic resort wear and accessories for adults and children as well as Cuban cigars, books and interesting souvenir items. Down at the beach in the round hut is Sin Ting Beachy where all manner of beach-related merchandise is available including sun screen, beach toys for children and ice creams. At the Tryall Market you can browse and purchase from an extensive collection of food as well as wines and spirits. Much of the produce is locally grown with an emphasis on organic producers and there are many specialist items that are normally hard to find. Upon check-in you can open an account and charge food items to your villa, paying on departure.


Kendall M.

Jul 20, 2021

Villa Lolita

Five Stars

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Talk to us: 1-800-208-5097

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