Overview

Luxury living is all about the details. Pineapple House has undergone a complete renovation, and it is prepared to please the most discriminating vacationers that appreciate luxury living. Distinctive in its architecture, Pineapple House’s extensive fret-work and ‘Oliver Messel’ design are defined by its Messel-green shutters, coral stone exterior, authentic Saltillo tile, and rustic elegance that is only found at the best Caribbean resorts. 

The name ‘Pineapple House’ is an accurate description of the setting – warm, welcoming with plenty of privacy, peace, and quietness. You’re located above the Tryall Club 18-hole golf course and the 180-degree views of the Caribbean Sea in the foreground are absolutely gorgeous. The Tryall Club private beach lies below you and offers excellent swimming, snorkeling, kayaking, windsurfing, sunning, and stress-free relaxation. It’s a 25-minute drive from the Montego Bay airport and the gated grounds of Tryall are intended to discourage uninvited tourists from exploring this quiet resort.

Kitchen: The professionally equipped kitchen is defined by granite, a mahogany-coffered ceiling, and lovely views of the front waterfall and rear pool, gazebo, and the Caribbean Sea. The kitchen is outfitted with a Vulcan 6-burner stove, grill and oven, side-by-side refrigerator/freezer, dishwasher, microwave, toaster, blenders, coffee maker, and abundant cookware and dinnerware.

Outdoor Living Area: As you enter the secluded courtyard of Pineapple House, you are welcomed by a massive waterfall and an English garden. One of the most popular design features in an island home is the Lanai (outdoor living/dining area). Pineapple House takes great advantage of its lovely setting with its comfortable 2,500 square feet Lanai. This is more than a deck with furniture; it’s an outdoor living area with comfortable furniture and a 10-person dining table that protects you from the sun and the occasion island shower. You can enjoy our signature drink, ‘The Pineapple Painkiller’ at the outdoor mahogany bar. From the Lanai, you look at the 8-foot deep heated diving pool, Jacuzzi, dining gazebo, and beautiful views of the Caribbean Sea.

The photos leave no doubt that Pineapple House is a spacious, beautiful, and very comfortable luxury villa. Everything about this villa is appealing; from the bedrooms to the great room to the outdoor living area. This is a professionally designed, tastefully decorated home with a distinct sense of island elegance. Pineapple House is an excellent vacation choice for large families or for 4-5 couples, and this romantic and beautiful setting is also well-suited for honeymooners and lovers.

The Tryall Club Membership 

A significant amenity for guests in this villa is membership at the excellent Tryall Club.  On 2,200 acres, Tryall’s golf course is among the most beautiful in the world.  It's 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 4 Agile Turf courts and 5 Nova Cushion courts, some lit for night play, with world-class pros on call.  All white attire is 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 Usain Bolt Games Room at the Great House (teens love it).  Jog the marked trails. Snorkeling, 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 weekly events like a complimentary Manager’s Cocktail Party on Mondays, as well as Beach BBQ and Reggae Night beach parties for an additional fee.

*Tryall Club Temporary Membership Dues

The Tryall Club is a private club where members may use most facilities at no charge except for the tennis shop, ball boys, bar & restaurant, spa, motorized watersports, nanny services, and golf.  Complimentary amenities include the beach, non-motorized watersports, tennis, the fitness room, the Hummingbird Kids Club, Great House afternoon tea, the Manager's Cocktail Party, and various special events.

The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Dues cost of US$160 (plus a 15% service charge) per week for each guest 16 years and over, or US$32 (plus a 15% service charge) per day per person for stays of less than 7 days. Children between the ages of 13 and 15 are at a discounted rate of 50% plus a 15% service charge. For children 12 years and younger, the Temporary Membership Dues are complimentary.  

Plan to pay your TMD fee at the Front Desk in the Great House when you register (see below).

Please note: There may be occasions when some or all the facilities for the hotel may be closed for membership guest services due to a private hotel event. The Tryall Club reserves the right to change or alter its membership packages with no advance notice.

REGISTRATION

When your driver brings you to Tryall, you will check in at the front desk.  You will be asked for your passport as a means of identification.  You will sign a waiver & need to provide a driving license for the use of the complimentary golf carts provided at the villa as well as any additional golf carts you may wish to rent.

The Tryall Club can set up an account for your stay.  A credit card is required at check-in and a credit hold will be placed until check-out for budgetary items & signing privileges (i.e., groceries, restaurant dining, golf, and activities).  The calculated amount for the credit hold is approximately US$150 per bedroom per night.  If you plan to make payment for your Folio Account in cash, they will request a cash deposit.  If you plan to make payment by credit card, they will place a hold on your credit card. 

The Tryall Club will charge your credit card or take a cash payment for the Temporary Membership Dues of US$160 (plus a 15% service charge) per person per week for each guest 16 years and over, or US$32 (plus 15% service charge) per person per day for stays of less than 7 days; a discount of 50% (plus the 15% service charge) applies to children who are ages 13-15 years old.  Children 12 years and younger are complimentary.  

A US$149 Damage Deposit Waiver Fee applies to your reservation. It is our goal to ensure that you have a remarkable experience at our villas. And we understand that accidents happen. Instead of a large security deposit, your reservation will include a $149 Accidental Damage Waiver fee. This will cover accidental damages of up to $2,500 that occur during your stay.