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 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 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 worshipers; 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
High Season Feb 22 2021 to Apr 3 2021 $20,910 per Week 5 Nights
Easter Apr 4 2021 to Apr 11 2021 $29,095 per Week 7 Nights
High Season Apr 12 2021 to Apr 17 2021 $20,910 per Week 5 Nights
Low Season 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 Season 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 Season 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 Season 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 Season Apr 25 2022 to Nov 20 2022 $13,640 per Week 5 Nights

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
  • Eco Tourism
  • Golf
  • Hiking
  • Parasailing
  • Sailing
  • Scuba diving
  • Snorkeling
  • Stand-up Paddle Board
  • Surfing
  • Swimming
  • Tennis
  • Wind surfing


  • Health & Beauty Spa
  • Reefs
  • Restaurants
  • Waterfalls


  • 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
  • Garden
  • Garden Chairs
  • Heated pool
  • Infinity Pool
  • Lounging Area
  • Parking
  • Patio
  • Poolside Lounge Chairs
  • Private Pool
  • Terrace


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

Additional Information

Estate Lolita is designed to offer guests the utmost comfort and luxury during their stay. With that in mind, this villa is equipped with an array of amenities and services that include:
• Two golf carts
• Heated infinity pool
• Private gym
• Sirius satellite radio
• Private balconies
• Chef services
• Butler services with assistant butler
• Housekeeping services
• Laundry services
• Garden maintenance

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)

Suite 1 (Michigan Master) 1 King 2 Guests Additional Info
Suite 2 (Ohio) 1 King 2 Guests Additional Info
Suite 3 (Washington Master) 1 King
1 Pullout
2 Guests Additional Info
Suite 4 (Tennessee) 1 King 2 Guests  
Suite 5 (Illinois) 2 Queen 2 Guests  

Bathrooms (5)

Bathroom 1 (Michigan Master)Toilet, Shower
Bathroom 2 (Ohio)Toilet, Shower
Bathroom 3 (Washington Master)Toilet, Shower
Bathroom 4 (Tennessee)Toilet, Shower
Bathroom 5 (Illinois)Toilet, 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. Imagine too escaping to a privately owned villa where a professional team of staff are there to indulge your every whim and need. An escape where you never need to visit a grocery store, prepare a meal, where a team of nannies are available A comprehensive babysitting service is also available which should be booked at least 24 hours in advance. We are also able to provide nanny service. All of our nannies are certified in child care by Penn State.

Shopping at The Tryall Club is more than just buying things you need. It is part of our way of life and the experience that we offer. 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.

Located adjacent to the tennis courts, the Tennis Pro Shop offers an international range of white tennis wear and at the entrance to the golf course, the Golf Pro Shop offers an exceptional selection of clothing and golf accessories.

At the beach and close to the historic waterwheel, our craft vendors exhibit their talented wares. Ranging from sculptures, carvings to paintings, they are the perfect memento of your stay in Jamaica or as a gift to take home.

Throughout the year we host art exhibitions at the Great House showcasing the work of renowned as well as up and coming Jamaican artists. These works are all available to purchase and shipping can be entertain the children and all you need to 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.

• Relaxed and informal and located right beside the sea, the Beach Restaurant & Bar is a delightful lunch and dinner venue offering a choice of indoor or outdoor seating.

GOLF | Golf is as much a part of The Tryall Club as the magnificent villas and the ocean views. The course is integral to the Club's fabric, twisting and winding through the estate as it makes it way down to the coastline. Rated as one of the Caribbean's finest, our course is both challenging and beautiful with a fascinating heritage. The Tryall Invitational Pro Am is played in January.

TENNIS | Tennis is a way of life at The Tryall Club and has been since we opened in 1959. With facilities that are ranked among the finest in the Caribbean, there are 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 is open daily from 7 AM to 7 PM in the winter and from 7 AM to 6 PM in the summer.

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 from 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 from Monday to Friday.

The numerous activities available include beach games, arts and crafts, face painting, scavenger hunt, sand castle competitions and the art of tie-dye. Nature walks introduce children to the many birds in the vicinity along with other wildlife in its natural habitat.

During peak weeks such as President's Week, Spring Break, Thanksgiving and Christmas, New Year a comprehensive programme of activities is available - details of which are sent to guests well in advance.

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Talk to us: 1-800-208-5097

Starting at $1,949 /night