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Villa Lolita at The Tryall Club

What we like most
  • Striking 21st-century architecture blending glamour with sophisticated style.
  • Villa Lolita stands as an elegant sanctuary with sensational views.
  • Exceptional suites with meticulous attention to detail, appealing to those who seek the best.
Insider's Knowledge
  • Main floor with a heated infinity plunge pool and outdoor shower in the Michigan Master Suite.
  • Four distinct terrace levels, including an infinity lap pool and outdoor dining gazebo.
  • Handicap-accessible Ohio Suite with comfort height safety bars.
Places close by
  • Short golf-cart ride to Tryall Beach, tennis, massage center, fitness center, boutique, and Kid’s Club.
  • Montego Bay Airport (23km from villa)


Welcome to Villa Lolita, a luxurious and contemporary 5 bedroom private villa located in the exclusive Tryall Club in the stunning Montego Bay.

Villa Lolita is Tryall’s newest and most stylishly equipped luxury villa! Built in the fall of 2008, it is 14,000 square feet of dramatically designed new construction. A vacation in Villa Lolita is a vacation in paradise. You’ll be surrounded by beautiful panoramic views of the ocean and mountains found only in the Caribbean.

This heavenly home is nestled into a hillside on four private acres. Villa Lolita’s wonderful wraparound terrace has four levels. One level is a paradise for sun worshippers. The second area is ideal for kids with a two-foot deep private pool. The main entertainment terrace measures more than 2500 hundred square feet that can accommodate large gatherings. Perfect for family and friends having a celebration or vacation! It surrounds the infinity lap pool and includes an outdoor dining gazebo, with wet bar and several relaxing seating areas—a magical spot for afternoon cocktails, candlelight dinners or simply enjoying the beautiful surroundings.

Villa Lolita’s top of the line amenities and spacious, open design provides the ultimate privacy for couples, families and friends. This superb setting within the Tryall Club enclave, with its eighteen-hole golf course and private beach, makes this luxury residence one of Jamaica's finest properties. Villa Lolita is an elegant sanctuary in a breathtaking setting.

At The Tryall Club, the team is committed to continually improving their services and offerings to ensure that guests have the best possible experience during their stay. The Tryall Club is a private members club, so all guests 13 years of age and older are required to take out a Temporary Membership, which will be charged upon arrival at check-in.

Temporary Membership Dues now start at USD $32 per day, plus a 15% service charge, for guests ages 16 years and older who stay for one to four days. For guests who stay for five to seven days, the Temporary Membership Dues are now US $160 plus a 15% service charge. Children between the ages of 13 and 15 pay at a discounted rate of 50% plus a 15% service charge. For children 12 years and younger, Temporary Membership Dues are complimentary.

Includes beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, Usain Bolt Games Room for kids, teens & adults, jogging trail, afternoon tea & Manager's Cocktail Party. For various fees: golf, tennis lessons, Happy Hour, hair salon & spa, bars & restaurants, boutique, motorized water sports, Reggae Nights & Beach Parties on selected nights.

STAFF You will be greeted by a professional, experienced staff of seven, that will provide unmatched personalized service who will cater for your every need. Our wonderful team of staff includes our chef, butler, housekeepers, gardeners and laundress. Our award-winning chef makes mealtime a gourmet pleasure.


• 5-bedroom luxury villa at the prestigious Tryall Club ~ highest Premier rating
• breathtaking ocean view
• heated pool with shallow kiddie section
• second children’s wading pool, also heated
• full staff: chef, butler, housekeepers, gardeners, laundress
• indoor and outdoor dining
• excellent multi-speaker sound system and Sirius radio
• Bluetooth iPod docks
• study with 45” plasma television, a library of books, games, DVD movies
• flat-screen cable television’s throughout
• wireless Internet
• pool table
• private air-conditioned gym and steam room
• complimentary golf cart for transport throughout the resort

Main Level
Master Suite
Kingsize bed and sitting area. 13 feet of louvred French doors open to the 150-sq-ft east balcony. The view from this perch is breathtaking! The Master Suite also includes an extraordinarily private north balcony with oversize chaises, a heated infinity-edge 10-jet plunge pool and a tranquil view of the sea and mountains. The north balcony also includes an outdoor shower and 4-speaker inside-outside Bose sound system. The en-suite bathroom features a his ‘n’ hers open shower with 4 shower heads in a design of Travertine marble and inlaid aqua glass tiles.

Bedroom 2 ~ 215 sq ft
Kingsize bed. En-suite bathroom has double-basin granite vanity, large open tiled shower with 2 shower heads (rain forest + handheld). French doors open to the 70’ furnished private balcony and heated children’s wading pool and the main pool terrace just beyond.

Middle Level
Bedroom 3 ~ 215 sq ft
Kingsize bed. En-suite bathroom has separate his 'n' hers granite vanities and an open shower with a floor-to-ceiling louvred wall that creates a sense of bathing in nature. The sitting area has a glass table and leather chairs. 8 louvred French doors open to a very private grassy lawn and terrace furnished with table, chairs and chaises, all kept private by a copse of palm trees—Mountain and sea view.

Bedroom 4 ~ 215 sq ft
Two queen size beds. En-suite bathroom has separate his 'n' hers granite vanities and an open shower with a floor-to-ceiling louvred wall that creates a sense of bathing in nature. 8 louvred French doors open from 2 bedroom walls for vast view. Bathroom window wall opens to a grassy lawn, terrace furnished with table and chairs and chaises, tall stone waterfall wall and beautiful ocean view.

Lower Level ~ Downstairs Hideaway Apartment
Bedroom 5 ~ 715 sq ft
Modern chartreuse colour scheme. Kingsize bed. En-suite bath has a double granite vanity and an open walk-in shower. The bedroom opens to a large stone terrace furnished with table, chairs and chaises and kept private by palm trees.
Modest sea view. The living room has queen-sized sofabed, sitting area, 42” TV, DVD player, granite wet bar with mini-fridge and shelves stocked with barware. Adjacent is a tall bamboo bar table and chairs—a wonderful suite for parents and children -- or teenagers who want their own space.
All bedrooms have flat-screen cable television, walk-in closets, and remote control quiet air conditioning. All shower areas include handheld showers for adults and children in addition to Kohler rain forest ceiling showers. All closets provide generous storage space and safes.

Also on the Lower Level is a well-equipped air-conditioned gym. It includes a Vectra 1850 Series for a full-body workout, treadmill, exercise bench and sit-up bench, exercise ball, dumbbells from 3 to 50 lbs., TV, shower and steam room.

Villa Features
• 5 Bedrooms, 5 Bathrooms
• Sleeps 10 People
• 15,000 Interior Square Ft.
• 7 Staff
• Air Conditioning
• Children Welcome
• Fully Staffed Villa
• Golf Available Tryall Club (members only). Across town: Cinnamon Hill, Half Moon, White Witch
• Handicap Access
• Internet Wireless
• Jacuzzi
• Pool Heated
• iPod Dock(s)
• Sirius or XM Radio
• Bathrobes
• Hair Dryers
• Jacuzzi
• Tryall Club member located on Club grounds
• Connecting Bedroom(s)
• Kids Club Membership
• Playground Nearby
• Wireless Internet Access
• Private Air Conditioned Gym
• Golf on Site or Nearby
• Tennis Nearby
• Cook or Chef Vetted as Gourmet
• Handicap Accessible
• Helicopter Pad
• Pool Table
• Spa on Site or Nearby
• Heated Pool
• Hot Tub (outdoor)
• Kayaks
• Poolside Shower
• Snorkel Gear

*Lolita may be rented as a three, four or five bedroom villa on request*

On 2,200 acres, Tryall’s golf course is among the most beautiful in the world. Its 18 hillside and seaside fairways have been home to the Johnnie Walker, Mazda and other PGA championship events. The resident pro offers workshops and private lessons. The Tryall tennis club features nine Nova Cushion courts, some lit for night play, with world-class pro’s on call. All white attire required.

The beach is well planned for parents and children. Have lunch at the beach bar. Work out in the well-equipped gym and compete in the new Usain Bolt Games Room at the Great House (teens love it). Jog the marked trails. Snorkelling, kayaking, Hobie Cat and sunfish are complimentary. Glass bottom boats, charter fishing, a boat to the reef and any captained craft attract various fees. Enjoy the week’s events, including the Monday Night Manager’s Cocktail Party and the Wednesday and Friday night beach parties and buffets.

On the hill, enjoy the historic Great House for daily 4:00 tea and sweets. Shop at the convenient commissary and chic boutique, and meet for happy hour and snacks at the casual bar. Also, the Great House is the new Usain Bolt Games Room open all day and night for ping pong, pool, air hockey, foosball, shuffleboard, chess and checkers, board games, comfy reclining chairs and HDTV. And don’t miss the massive Tryall pool (ping pong table there too). The Tryall Club is thoughtfully designed to please toddlers, preteens, tweens, moms, dads and everyone from teens to octogenarians.
For a great write-up of the Tryall Club, see Dana Vachon's article Club Jamaica in Departures Magazine.
Condé Nast Traveler chose the Tryall Club for its Gold List of "the best places to stay in the whole world.”

Area description

Read more about the Tryall Resort


Montego Bay
Nearest airport Montego Bay Airport
23.2 km
Nearest beach Tryall Club 500 meters


  • Bedroom(s): 5 ( Sleeps 10 )
    2 Double with en-suite, 3 Twin with en-suite
  • Bathroom(s): 5
    5 Baths, 5 Showers, 5 Wash basins, 5 Toilets
  • General facilities: Balcony / Deck, Bar, Ceiling Fans, Garden, Garden View, High Speed Internet, Ice Maker, Panoramic Views, Private Location, Private Terrace, Security, Terrace, Wet Bar, Wifi
  • Indoor facilities: Air conditioning, All Bedrooms Air Conditioned, All Bedrooms En Suite, DVD Player, iPOD Docking Station, Luxury Finishes, Media Room, Pool Table, TV
  • Outdoor facilities: Deck/Decking, Enclosed Garden, Helicopter Pad, Patio, Private Plunge Pool, Private Terrace, Restaurants nearby, Sea Views, Sun Loungers, Sun Umbrellas, Swimming pool
  • Services: Chef Included, Cleaning inclusive, Concierge Service, Linen provided, Maid service, Towels provided
  • Access: Off-road parking, Secure parking, Private car park


Availability is on a request basis - please Enquire


  • Concierge Service
  • Expert Advice
  • Personally Inspected Villas
- Nightly rate Weekly Min. Stay Change-over
Rate summary $ 2,358 - $ 5,029 $ 16,505 - $ 35,206 5 Nights -
Low Season 2024 20-Apr-2024 - 02-Aug-2024 $ 2,547 $ 17,826 5 Nights -
Low Season 2024 03-Aug-2024 - 01-Nov-2024 $ 2,358 $ 16,505 5 Nights -
Low Season 2024 02-Nov-2024 - 22-Nov-2024 $ 2,547 $ 17,826 5 Nights -
Thanksgiving 2024 23-Nov-2024 - 30-Nov-2024 $ 5,029 $ 35,206 7 Nights -
Low Season 2024 01-Dec-2024 - 13-Dec-2024 $ 2,547 $ 17,826 5 Nights -
High Season 2024 14-Dec-2024 - 20-Dec-2024 $ 3,615 $ 25,302 7 Nights -
Festive Season 2024 21-Dec-2024 - 03-Jan-2025 $ 5,029 $ 35,206 14 Nights -

Additional Information


Recommended staff gratuity at the end of your stay is 15% of the villa rental in low season and 10% in high season. Plan to pay your grocery and gratuity monies in cash: US dollars or Jamaican dollars.

**Thanksgiving may be charged at Premium rate.**


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Alannah Harrington

Our team know each destination and every villa we feature.

We also offer a personalized and fully complimentary concierge service so every part of your trip will be taken care of ensuring you have a hassle free vacation.

We look forward to hearing from you.

    • Type: Villa
    • Sleeps: 10
    • Bedroom(s): 5
    • Bathroom(s): 5
    • Board: Catered
    • Long term rentals: No
    • Pets: No
    • Children: Yes, great for kids
    • Wheelchair: No
    • Eldery or infirm: Not suitable
    • Holiday type: Family, Fully Staffed, Golf Villas, Resort