Villa Lolita
Overview
Specials
Amenities
Location

Villa Lolita

·
10   5
·
Villa
10 Guests
5 Bedrooms
Also available as
8 Guests, 4 Bedrooms · 6 Guests, 3 Bedrooms
14000 sq ft. on 3 floors
Tryall Club, Montego Bay, Jamaica, Caribbean
Villa
Ocean View
Mobility Friendly
Pool
Hot Tub

Special Offers

One Love Lives
The spirit of Jamaica endures and welcomes you back. Book this home and enjoy $750 in savings on stays through the end of April. Beautiful surroundings, warm hospitality, and the rhythms of the island await your return.

Offer applicable:
Stay: Feb 7 — Oct 31, 2026

About This Property

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
Guests of this villa enjoy access to the prestigious Tryall Club, set across 2,200 acres of beautifully landscaped hillside and beachfront. Amenities include the renowned 18-hole championship golf course, tennis courts (day and night play), private beach club, fitness center, jogging trails, Kids Club, and complimentary non-motorized watersports such as snorkeling, kayaking, and sailing. Guests also enjoy afternoon tea at the Great House and weekly social events including the Manager’s Cocktail Party.
*While many facilities are included, additional fees apply for golf, spa services, dining and bar charges, motorized watersports, and select special events.

Temporary Tryall Membership Dues

All villa guests are required to register for a Temporary Membership during their stay. Current rates are US$170 per person (16+) per week, or US$34 per person per day for stays under 7 days (plus 15% service charge). Children 13–15 receive a 50% discount; children 12 and under are complimentary. Fees are payable directly to the Club upon arrival.
*Please note that certain facilities may occasionally close for private events, and membership offerings and fees can be subject to change at any time without notice.

Bedrooms and Amenities

Flexible Layouts

The property is available to rent in the following bedroom configurations.

Default
10 Guests
5 Bedrooms
14000 sq ft. on 3 floors
4 Bedrooms
8 Guests
4 Bedrooms
3 Bedrooms
6 Guests
3 Bedrooms

Bedrooms

Bedroom One
Bed: King Bed·En-Suite Bath with Shower and Dual Vanity·Flat-Screen, Cable TV·iPod Docking Station
Bedroom Two
Bed: King Bed·En-Suite Bath with Shower and Dual Vanity·Flat-Screen, Cable TV·iPod Docking Station
Bedroom Three
Bed: King Bed·En-Suite Bath with Shower and Dual Vanity·Flat-Screen, Cable TV·iPod Docking Station
Bedroom Four
Bed: King Bed·En-Suite Bath with Shower·Flat-Screen, Cable TV·iPod Docking Station
Bedroom Five
2 Bed: Queen Beds·En-Suite Bath·TV·iPod Docking Station

Amenities

Living Room
Sofas·Multiple Seating Areas·Wet Bar
Kitchen
Fully Equipped Kitchen
Dining area
Dining Table
Outdoor Living
Heated, Kid's Pool·Hot Tub·Balcony·Bar·Garden·Lush Landscaping·Outdoor Shower·Patio·Gazebo
Private Gym
Game Area
Pool Table
Home Amenities
Air Conditioning·Ceiling Fan·Wireless/WiFi Internet Access·Sound System·Safe·Steam Room·Hair Dryer·iPod Docking Station·Flat-Screen, Cable TV
Services Available
Butler Service·Chef Service·Gardener·Housekeeper·Private Laundry Service
Transportation
2 Golf Carts

Location

Attractions

Sangster International Airport
14.5 Miles
Nearest Airport
Tryall Club
0.5 Mile
Beach, Restaurants, Golf Course, Kids Club
Round Hill Resort
4.4 Miles
Golf Course, Tennis Court, Spa, Gym, Trails, Beach Access, Kids Club
Aquasol Theme Park
12.9 Miles
Amusement Park, Ocean Gear Rentals, Go-Kart Racing, Water Sports
Hip Strip
12.9 Miles
Shopping & Restaurants, Sightseeing, Adventure & Exploring
Doctor's Cave Beach
13.4 Miles
Beach, Beach Club, Beach Access
Ahhh...Ras Natango Gallery and Garden
15.6 Miles
Nature Preserve, Galleries, Lookout
Kool Runnings Waterpark
31.6 Miles
Amusement Park, Water Park
Cinnamon Hill
22.3 Miles
Golf Course
Royal Palm Reserve
34.6 Miles
Botanical Garden
$2,358 — $5,567 / night
Villa Lolita
Tryall Club, Montego Bay, Jamaica, Caribbean
·
10   5
$2,358 — $5,567 / night
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This property requires our Villa Specialists to confirm availability for you. Please inquire below.

For assistance call us at 888.628.4896

Rates

Please note, quote is not inclusive of Temporary Tryall Membership Fees due at the property upon check-in. Please inquire with your Villa Specialist for current rates.

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