Villa Lolita at TC

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Lolita at Tryall Club in Montego Bay by Personal Villas - Magnificent and Ravishing Villa

** Please drop us a message before booking the property as we need to check availability for all requests at this villa **

VILLA LOLITA at the TRYALL CLUB, Montego Bay, Jamaica

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 feature 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, a 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 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.

Can be rented a 3, 4, or 5 Bedroom Villa.

• Heated Swimming with kids section
• Heated infinity pool
• Music piped throughout
• Steam room, Private gym, and Sirius radio
• Games Room with pool table and 2 golf carts,
• AC bedrooms and Ceiling fans
• Free Wireless internet, Flat screen TVs, and Cable programming
• Indoor/Outdoor Dining
• iPod dock, Safes, and Blow dryers
• En-suite bathrooms and Private balconies

• Short ride to tennis
• Massage center and Fitness center
• Boutique and Tryall market
• Games room and Kid’s Club

• Chef
• Butler
• Asst. Butler
• Housekeepers
• Laundress
• 2 gardeners

Bedroom 1 – Master: King size Bed, A/C, Flat-screen televisions, iPod docking stations, En-suite bathrooms + open showers with dual shower heads.
Ohio Suite
Bedroom 2 – King size Bed, A/C, Flat-screen televisions, iPod docking stations, En-suite bathrooms + open showers with dual shower heads, located on the first level and is handicapped accessible with comfort height safety bars throughout.
Washington Master
Bedroom 3 –  King size Bed, A/C, Flat-screen televisions, iPod docking stations, En-suite bathrooms + open showers with dual shower heads, connecting living room with a queen size sofa bed, full wet bar with microwave, and a garden level patio.
Guest Bedroom:
Tennessee Suite
Bedroom 4 – King size Bed, A/C, Flat-screen televisions, iPod docking stations, En-suite bathrooms + open showers with dual shower heads.
Illinois Suite
Bedroom 5 – 2 Queen size beds, A/C, Flat-screen televisions, iPod docking stations, En-suite bathrooms + open showers with dual shower heads.

Tryall Club Temporary Membership Dues
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee of US$130 (plus 15% service charge) per week for each guest 16 years and over, or US$26 (plus 15% service charge) per day per person for stays of less than 7 days.

Plan to pay your TMD fee at the Front Desk in the Great House when you register. They will also set up a charge account for you during your stay. If you plan to pay for your charge account in cash at the end of your stay, they will request a cash deposit. If you plan to pay for your charge account with a credit card, they will place a hold on your card to cover this amount. The Tryall Club reserves the right to change or alter its membership packages with no advance notice.

House Rules

1. CAPACITY OF VILLAS: The total number of persons allowed in the villa at any one time is restricted to the number of persons scheduled and paid for, based on two persons per bedroom. Should a group misrepresent themselves, they will be required to pay for all excess persons immediately or shall vacate the villa immediately, without refund.

2. COMPLAINTS AND MAINTENANCE: Personal Villas and affiliated on-island property managers shall make every effort to keep all villas and their inventories in good working order. In case of a maintenance problem, they will strive to repair the problem as soon as possible after being notified. Villa management reserve the right to be allowed a reasonable amount of time to cure a problem. However, no refund or rate adjustment shall be made for unforeseen mechanical failures such as the supply of electricity, telephone service, internet service, water, pool filtration systems, hot tubs, air conditioning, television or cable service, appliances, etc. It is the Guest’s obligation to report any problems or damage to their villa IMMEDIATELY to us, regardless of the hour.

3. NO PETS: Pets of any kind are NOT allowed in or on the villa’s premises without specific written permission from Personal Villas (granted prior to arrival). A pet or evidence of a pet found on the premises will cause immediate eviction, and forfeiture of the Guest’s entire rent and deposit.

4. QUIET ENJOYMENT AND PARTIES: We rent to family groups and responsible adults only; absolutely NO house parties, commercial uses or functions such as weddings are allowed without advance WRITTEN permission from Personal Villas. Guests shall be sufficiently quiet and peaceful, so as not to disturb other residents of the neighborhood, particularly after 10 pm at night. If the Guest is found to have had a wedding or any sort of group gathering for more persons than officially scheduled and paid for at the villa, and/ or without Personal Villas advance written permission, he is subject to forfeiture of his entire villa security deposit to the villa’s owner, at the joint discretion of Personal Villas and the villa’s owner.

5. SMOKING, ILLEGAL ACTIVITY, DRUGS AND HAZARDOUS MATERIALS: Smoking is NOT permitted inside the villa. (In most cases smoking is allowed in outdoor spaces—please check with your rental agent). Guest and members of his party shall not use or permit to be brought into any villa any illegal substances, inflammable fluids (e.g., gasoline, kerosene, naphtha or benzene), or other explosives or articles deemed hazardous to life, limb or property. Any illegal activity is strictly prohibited.

All Stays Include

  • Air conditioning
  • Outdoor pool
  • Private pool
  • Wireless Internet

Room Details

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What's nearby?

$ 2144+Taxes

Per night

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Good To Know

Stay Details 

  • Check-in:4:00 PM 
  • Check-out:11:00 AM
  • Early check in or late check out is available upon request (fees may apply) 

Payment & Cancellation Policy: 

  • A deposit of 50% of the total rate is due to reserve 
  • The balance is due 60 days prior to arrival 
  • If you booking is within 60 days of arrival, the full amount is due 
  • Payments are accepted by any major credit card or bank transfer 

Availability & Quote 

  • Final availability & quote is subject to confirmation by our team 

House Rules 

  • No parties or special events without prior permission (fees may apply) 
  • No smoking anywhere in our villas. In some cases, smoking outside may be permitted 
  • Standard occupancy is based on 2 persons per room 
  • Indulge yourself! Your comfort and relaxation are paramount. On vacation, take a break from your everyday routine and indulge in some self-care!