Up to 40% Off Tryall Golf
RESERVE

Lolita at Tryall

PREFERRED
Montego Bay, Jamaica
‎(5)
5 BEDROOMS
4 King
2 Queen
5.0 BATHROOMS
5 En-suite
10 GUESTS
Children Welcome
view photos

Villa Lolita at the Tryall Club on Jamaica is a stunning 14,500 square foot contemporary villa designed by a noted Chicago architect. Set on four acres in Montego Bay with breathtaking panoramic views of the Caribbean Sea, the villa offers beautiful living areas both indoors and out. Touches of rich mahogany and Italian travertine add elegance to the decor.

The covered entry leads to a dramatic great room opening to the marble pool terrace outside. Discover comfortable white sofas and a long dining room table situated near open walls with sea views. A 45-inch plasma TV and a library filled with movies and books grace the air-conditioned study.

Enjoy memorable meals prepared by your personal chef in the granite and stainless steel kitchen, served indoors or al fresco under a protected portico. A second outdoor living room and the bar on the terrace are ideal for friends and family gathering after spending the day on the beach or on the golf course. The five Villa Lolita bedrooms offer king beds, private en-suite baths, flat screen satellite TVs and WiFi Internet access.

As a guest of the Tryall Club, you will enjoy all the amenities of a premiere private club for an exceptional island getaway. Take advantage of the onsite private beach, tennis, water sports and events including exciting beach parties and cocktail parties. Use the complimentary golf cart to explore the grounds and book a tee time at the spectacular Tryall Club Golf Course that features manicured fairways along the water. Families with children will find a 24-inch section of the heated pool, as well as a second heated kiddie pool across the terrace. The Hummingbird Kids Club provides toys, games, videos and activities like jungle treks, arts and crafts and talent shows.

The Tryall Club supplies guests at Villa Lolita with the services of a professional staff, including a cook, a laundress and a butler for a carefree tropical vacation.

Villa Lolita at the Tryall Club Staff includes:
Chef
Housekeeper(s)
Laundress
Butler
Gardener(s)
Cost of food and gratuities not included

Villa Lolita at the Tryall Club additional amenities:
The Trayll Club Temporary Membership
The Tryall Club Resort Fee: US$130 per week for each guest 16 or older, or US$26 per day per person for stays of less than 7 days.
Tryall Club private beach
Tennis court access nearby
Golf course preferred fees at the Tryall Club
Complimentary facilities of the resort
Location: Tryall Club, Montego Bay

Note: Please note special Holiday weeks (e.g. Thanksgiving) may be charged at Premium rate.

Lot Size: 4 acres Interior Area Size: 14500 ft²

All bedrooms are air conditioned, equipped with flat screen TV with satellite, WiFi, safe, and have a walk-in closet and an en-suite bathroom.

Main Level

Bedroom 1: Master bedroom suite with a king-size bed, sound system, sitting room, large east and north facing balconies with views, outdoor shower, heated swimming pool, and en-suite bathroom with a his and hers open shower with 4 shower-heads, vanity, WC. 2 guests maximum.

Bedroom 2: Bedroom with a king-size bed, private balcony with access to the pool and en-suite bathroom with two shower-heads (rain forest + handheld). 2 guests maximum.

Middle Level

Bedroom 3: Bedroom with a king-size bed, sitting area, direct access to the gardens and terraces, great views and en-suite bathroom with shower, double vanity, WC. 2 guests maximum.

Bedroom 4: Bedroom with two queen-size beds, sitting area, direct access to the gardens and terraces, great views and en-suite bathroom with shower, double vanity, WC. 2 guests maximum.

Lower Level

Bedroom 5: Bedroom with a king-size bed, direct access to a large stone terrace and en-suite bathroom with walk-in shower, double vanity and WC. 2 guests maximum.

  • Air Conditioning - Bedrooms
  • Alfresco Dining Area
  • Beach Towels
  • Bed and Bath Linens
  • Cable TV
  • CD Player
  • Ceiling Fans
  • Chef Service
  • Children Welcome
  • Coffee Maker
  • Computer
  • Connected Bedrooms
  • Daily Turndown Service
  • Dishwasher
  • Dryer
  • DVD Player
  • Film Library
  • Fitness Room - Private
  • Games Library
  • Golf (Nearby)
  • Golf Cart
  • Gourmet Kitchen
  • Hair Dryer
  • Hammam
  • Internet
  • iPod Dock
  • Iron
  • Jacuzzi/Whirlpool
  • Kayak
  • Kettle
  • Library
  • Media Room
  • Office
  • On-Site Heliport
  • Outdoor Bar
  • Outdoor Grill
  • Outdoor Shower
  • Outdoor Speakers
  • Patio/Terrace
  • Phone
  • Playground
  • Pool Table
  • Resort Privileges
  • Safe
  • Secured Parking
  • Steam Room
  • Sunbed
  • Surround Sound
  • Treadmill
  • Tub
  • View - Ocean/Sea
  • Voltage - 110
  • Washer
  • Wheelchair Accessible
  • WiFi
  • Butler/Host
  • Chef/cook
  • Gardener
  • Housekeeper(s)
  • Laundress
  • Property Manager on Call
Housekeeping: Maid service 7 days a week
Chef
  • Heated
  • Outdoor
  • Private
  • Damage Deposit: US$ 1,500
  • Children Welcome (all ages)
  • No Pets Allowed
  • No Smoking
  • Baggage service handling
  • Club Membership
  • Full capacity rate required during Thanksgiving week.
  • Kids Club
  • Prepayment of staff gratuities required
  • Provisions and groceries are not included
  • Rates are set in US Dollars. Prices in other currencies may fluctuate.
  • Utilities included
  • VAT taxes included in rates.
  • Villa orientation
  • Deposit/Payment: 50% deposit to confirm. Balance due 90 days prior to arrival. Holidays: Balance due 120 days prior arrival
  • Check In: 3pm
  • Check Out: 11am
PROMOTIONS

  • Save up to 40% off your golf getaway with a 7-Day Tryall Golf Package and receive unlimited green fees, cart fees and range use.

    1 Guest: $425  (savings of 25%)
    2 Guests: $400 per person
    4 Guests: $375 per person
    8+ Guests: $350 per person  (savings of 40%)

    Valid for travel between 4/15/17-10/31/18. Golf Package can be booked at the time of villa reservation or upon arrival at the Tryall Club. Golf Package does not include taxes, gratuity and mandatory caddy fee.

    Offer ends: October 31, 2018

    Offer cannot be combined with other offers | Offer based on availability | Minimum night stay required | Non-transferrable | No cash value | Promotion is only valid on new reservations | Black-out dates may apply
Do we share the villa? click to close
No. You will not share the villa with another party. The villa is exclusively yours. If a larger villa offers a lower bedroom rate category, the villa will remain exclusively yours but the unrented bedrooms will be locked off.
For example, a 5 bedroom villa that offers a 3 bedroom rate will be the exclusive use of the guest but two bedrooms and their en-suite bathrooms will be locked off. Capacity is capped at 2 guests per bedroom.
Are we protected from fraud? click to open
Yes. Isle Blue stands behind you throughout your entire vacation. Unlike other companies, each property we offer has been hand picked to ensure that our standards are met. All property managers are vetted and payments are required to be held in escrow. Our primary obligation is to ensure your satisfaction and to have an exceptionally memorable vacation.
Can you explain the reservation process? click to open
Once a reservation request is received, Isle Blue will request a contract from the property manager for your dates of interest. Once the dates are confirmed and contract is received from the property manager, a payment will be required to confirm your reservation.
Once a reservation is confirmed, a concierge will welcome you to the planning stages of your vacation to assist with arrival logistics, rental cars, transfers, and a host of concierge services.
What offerings are included with the concierge service? click to open
Our concierge is a complimentary service to our guests. An exceptional benefit. The concierge will assist with your arrival and departure logistics and offer a host of additional services. Services may vary per destination but typically include the following benefits:
  • Transfers
  • VIP Services
  • Chef Services
  • Spa Services
  • Activity and Excursion booking
  • Rental cars
  • Provisioning
Please do not hesitate with any special requests. Our team is here to ensure you dream vacation becomes a grand reality.
Can we arrange an early check in? click to open
Early check in may be possible but is at the sole discretion of the property manager. Early check in permission may not be granted until 24 hours prior to arrival.
Can we arrange a late check out? click to open
A late check out is rarely granted due to the turnover needs of a villa. A late check out may only be granted 24 hours prior to your departure from the property and only when there is no check in scheduled on the day of your check out. If a late check out is urgently needed please contact us.
Are transfers to the property included? click to open
Select villas may include a one way or roundtrip airport transfer while others may provide an escort or meeting point. Arrival logistics will be handled by your dedicated concierge as well as other concierge needs. The property's transfer policy will be listed under the Policies section.
What to expect upon arrival? click to open
In general, a villa orientation will be provided along with a key turnover. During the orientation, information and instructions for the property will be provided. Emergency contact information will be provided. We are available 7 days a week to assist with any urgent needs.
The arrival procedures due vary from villa to villa, select villas may include welcome provisioning while other properties will provide basic arrival information.
What is the cancellation policy? click to open
Since these vacation homes are one of a kind properties, the cancellation policy is strict. We highly recommend considering trip/travel insurance to protect against any unexpected cancellations or issues that may arise.
For more details, please visit Travel Protection
What happens if the property becomes unavailable after I reserve? click to open
In the unlikely event, the rented property becomes unavailable due to a major issue that may affect a guest's experience or a transfer of ownership, Isle Blue will coordinate with the property manager to find an alternate property of equal or superior standard that is subject to the guest's approval. If an alternate property is not acceptable to the guest, the guest will receive a full refund.
Do you accept credit cards (American Express, Mastercard, or Visa)? click to open
Yes, we accept all major credit cards. American Express, Visa, Mastercard and Discover are accepted. Please note that credit card charges may be subject to additional fees. There are no fees with payment by wire transfer or check.
In late 2018, we expect to accept a greater variety of payment methods and currencies via Stripe.
Is housekeeping included? click to open
Housekeeping tends to be a standard among vacation homes but the frequency may vary greatly depending on the property manager’s standards. Most properties will offer daily housekeeping (except Sunday and holidays) while other villas may only provide a mid-week cleaning. Please refer to the Policies section to learn about the housekeeping frequency of the property.
Are towels and linens provided? click to open
Yes. The property will provide bath and pool towels along with linens. Towels and linens will be refreshed as needed.
Are toiletries and tissues provided? click to open
A property may supply an initial supply of soap, shampoo, toilet paper and paper towels but replenishment of supplies once exhausted may be the responsibility of the guest. Each property varies in their handling of toiletries and paper products.
Is a hair dryer available? click to open
A hair dryer is typically available at the property. Upon arrival, please check the bathrooms or closet. Typically, a hair dryer is included in each bathroom.
Is an iron included? click to open
Typically yes, irons tend to be standard equipment for vacation homes. Please ask the property representative upon orientation for the location of the iron.

Isle Blue provides the most in-depth expertise and insight for vacation home rentals and vacation planning. For further helpful tips, answers and recommendations please visit our extensive Knowledge center that hosts articles and answers on general as well as destination specific topics.

SEASON BEDROOMS DAILY WEEKLY
2018 Apr 15 to Nov 17 April 15, 2018 - November 17, 2018 (5 night minimum) 3 4 5 $1,428.57 $1,688.43 $1,948.57 $10,000.00 $11,819.00 $13,640.00
2018 Nov 17 to Nov 24 November 17, 2018 - November 24, 2018 (7 night minimum) 5 $1,948.57 $13,640.00
2018 Nov 24 to Dec 18 November 24, 2018 - December 18, 2018 (5 night minimum) 3 4 5 $1,428.57 $1,688.43 $1,948.57 $10,000.00 $11,819.00 $13,640.00
2018 Dec 18 to 2019 Jan 6 December 18, 2018 - January 6, 2019 (10 night minimum) 5 $4,156.43 $29,095.00
2019 Jan 6 to Apr 20 January 6, 2019 - April 20, 2019 (5 night minimum) 4 5 $2,727.29 $2,987.14 $19,091.00 $20,910.00
2019 Apr 20 to Apr 27 April 20, 2019 - April 27, 2019 (7 night minimum) 5 $2,987.14 $20,910.00
2019 Apr 27 to Nov 23 April 27, 2019 - November 23, 2019 (5 night minimum) 3 4 5 $1,428.57 $1,688.43 $1,948.57 $10,000.00 $11,819.00 $13,640.00
2019 Nov 23 to Nov 30 November 23, 2019 - November 30, 2019 (7 night minimum) 5 $1,948.57 $13,640.00
2019 Nov 30 to Dec 18 November 30, 2019 - December 18, 2019 (5 night minimum) 3 4 5 $1,428.57 $1,688.43 $1,948.57 $10,000.00 $11,819.00 $13,640.00
2019 Dec 18 to 2020 Jan 6 December 18, 2019 - January 6, 2020 (10 night minimum) 5 $4,156.43 $29,095.00
2018 Apr 15 to Nov 17 April 15, 2018 - November 17, 2018 (5 night minimum)
Bedrooms: 3
Daily: $1,428.57
Weekly: $10,000.00
Bedrooms: 4
Daily: $1,688.43
Weekly: $11,819.00
Bedrooms: 5
Daily: $1,948.57
Weekly: $13,640.00
2018 Nov 17 to Nov 24 November 17, 2018 - November 24, 2018 (7 night minimum)
Bedrooms: 5
Daily: $1,948.57
Weekly: $13,640.00
2018 Nov 24 to Dec 18 November 24, 2018 - December 18, 2018 (5 night minimum)
Bedrooms: 3
Daily: $1,428.57
Weekly: $10,000.00
Bedrooms: 4
Daily: $1,688.43
Weekly: $11,819.00
Bedrooms: 5
Daily: $1,948.57
Weekly: $13,640.00
2018 Dec 18 to 2019 Jan 6 December 18, 2018 - January 6, 2019 (10 night minimum)
Bedrooms: 5
Daily: $4,156.43
Weekly: $29,095.00
2019 Jan 6 to Apr 20 January 6, 2019 - April 20, 2019 (5 night minimum)
Bedrooms: 4
Daily: $2,727.29
Weekly: $19,091.00
Bedrooms: 5
Daily: $2,987.14
Weekly: $20,910.00
2019 Apr 20 to Apr 27 April 20, 2019 - April 27, 2019 (7 night minimum)
Bedrooms: 5
Daily: $2,987.14
Weekly: $20,910.00
2019 Apr 27 to Nov 23 April 27, 2019 - November 23, 2019 (5 night minimum)
Bedrooms: 3
Daily: $1,428.57
Weekly: $10,000.00
Bedrooms: 4
Daily: $1,688.43
Weekly: $11,819.00
Bedrooms: 5
Daily: $1,948.57
Weekly: $13,640.00
2019 Nov 23 to Nov 30 November 23, 2019 - November 30, 2019 (7 night minimum)
Bedrooms: 5
Daily: $1,948.57
Weekly: $13,640.00
2019 Nov 30 to Dec 18 November 30, 2019 - December 18, 2019 (5 night minimum)
Bedrooms: 3
Daily: $1,428.57
Weekly: $10,000.00
Bedrooms: 4
Daily: $1,688.43
Weekly: $11,819.00
Bedrooms: 5
Daily: $1,948.57
Weekly: $13,640.00
2019 Dec 18 to 2020 Jan 6 December 18, 2019 - January 6, 2020 (10 night minimum)
Bedrooms: 5
Daily: $4,156.43
Weekly: $29,095.00

Note: The rates above are subject to 15% Tax/Service Charge.
Payments accepted in US Dollars, Euros, British Pound, Canadian Dollars, Swiss Franc, Fijian Dollars, Thai Baht, Australian Dollars, New Zealand Dollars.
Major credit cards accepted in US Dollars.

STARTING AT $1,428.57/Nt
Please try again or contact us for possible waiver at 1-704-256-8327 or [email protected]
Your Estimate:
$0
(Estimate does not include applicable promotions.)
Date Unavailable Availability calendar may not reflect up to date reservation information.
Availability subject to change.

LOCATION

Due to villa's privacy policy, the nearest town is presented on the map

REVIEWS

LEAVE A REVIEW
Antony D. Oct, 2018
Source: TripAdvisor/FlipKey

We recently spent a fantastic week with friends at Villa Lolita and could not have a more fantastic experience. When you turn the corner to enter the driveway, you realize you have made the right choice. The villa is your own mini resort and spa, with all en-suite bedrooms, awesome views, world-class furnishings and a staff that catered to our every need. The private chef made it difficult to fit into our bathing suits, but we could not say no! He began every meal by announcing, "and the flavor continues!" The beach is a short golf cart ride, but you will not want to stay long, because you want to get back the villa. Don't miss an opportunity to stay at Villa Lolita. It is a very special place!

Deidra G. May, 2018
Source: TripAdvisor/FlipKey

A group of us stayed a Villa Lolita for a birthday celebration. We didn't have to draw straws for rooms because there was not a room that you wouldn't want to stay in. The property was amazing but the service was most memorable! Inez, Connley, Samantha, Chef Marlon, Jermaine, and all the other staff were very attentive and made sure we were comfortable and happy.

Jerome W. Jun, 2017
Source: TripAdvisor/FlipKey

This is probably the coolest, most contemporary Villa at Tryall. The staff, specifically Chef Scott, Butler Adrian, and head housekeeper Inez are the strongest, friendliest, and most accommodating team ever!! Villa Lolita is a "don't miss" experience.

Ronald May, 2017
Source: TripAdvisor/FlipKey

Had a GREAT stay at Villa Lolita. The facility is outstanding with great views of the ocean. Love being with the staff. They were excellent,. This is my second time staying on this property. I recommended my friends to join us on the trip. We all had fun relaxing and enjoy the service. They made you feel right at home during our stay. The Villa was voted as the top property with in the Tryall Club.

Jasmine K. Apr, 2017
Source: TripAdvisor/FlipKey

What an amazing experience my 5 friends & I had visiting Tryall Club. We stayed in the absolutely amazing Villa Lolita. The staff was amazing . Adrian, Inez & Chef Scott too incredible care of our ever need. The other staff was great as well. This was not our first time visiting Jamaica, however it was our first time visiting Tryall. We will definitely be back.

WHAT OUR GUESTS ARE SAYING

"Everything about our holiday was excellent. The villa, the staff, the island; I can’t praise the whole experience enough. Should the opportunity arise we would love to do it all again. Thank you for all your help and support."
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