Pineapple House

Pineapple House
from $3071/night
Bedrooms: 5 Bathrooms: 5 Sleeps: 10 Type: Villa

Property Description

The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Guests can also pay per day, for guests ages 16 and older, who stay for one to four days. This can be either prepaid or upon arrival at the Club. For children 12 years of age and younger, our Temporary Memberships are complimentary. Please contact a Villa Specialist for exact pricing! The perfect Caribbean getaway, Pineapple House offers stunning ocean views, gorgeous architecture, and top-notch hospitality. The Tryall Club’s renowned golf course is visible from this magnificent home perched above Copperwood Ridge, which offers expansive 180-degree views of the Caribbean Sea. Guests enjoy easy access to the Great House, tennis courts, gym, spa, and beach, all just a short golf cart ride away. Inspired by the renowned architect Oliver Messell, Pineapple House blends classic Caribbean elegance with modern luxury. The villa features five beautifully appointed bedrooms, including four primary suites with king beds and a fifth bedroom with convertible twin beds. Each suite boasts custom cabinetry, Saltillo terracotta floors, en-suite bathrooms, and private balconies or decks with stunning views. A handicap-accessible primary suite is conveniently located on the lower level. Smart TVs with internet access are installed in every suite. The villa’s 2,500-square-foot terrace, which was designed for seamless indoor-outdoor living, provides plenty of space for dining, lounging, and taking in the scenery. The lush English garden with a waterfall, gazebo, outdoor bar, and heated infinity pool makes this the ideal place to unwind or host guests. An outstanding team is available to attend to all of your needs, including a private chef, butler, housekeeper, laundress, and gardener. Savor the delicious dishes prepared by Chef Rannoy, whose skills were refined at the Culinary Institute of America. Remember to enjoy the house specialty, the Pineapple Painkiller cocktail! A stay at Pineapple House is pure paradise; you won’t want to leave!

Property Photos

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Bedrooms

This property has 5 bedrooms and sleeps 10 people

Bedroom Beds Sleeps Comments
Bedroom 1 1 King 2
Bedroom 2 1 King 2
Bedroom 3 1 King 2
Bedroom 4 1 King 2
Bedroom 5 2 Single/Twin 2

Bathrooms

This property has 1 bathrooms

Bathroom Type Features Comments
Bathroom 4 full Toilet, Shower En-suite.
Bathroom 5 full Toilet, Shower En-suite.
Bathroom 3 full Toilet, Shower En-suite.
Bathroom 2 full Toilet, Shower En-suite.
Bathroom 1 full Toilet, Shower En-suite.

More Amenities

Category Amenities
Activities BeachcombingBird WatchingCyclingDeepSea FishingEco TourismFishingGolfHikingSailingScuba DivingSnorkelingStand-up Paddle BoardSurfingSwimmingTennisWater SkiingWind SurfingYoga/Pilates
Attractions Reefs
Entertainment Satellite Or CableSmart TVTelevision
General Air ConditioningGated CommunityGolfHot TubPoolStaffWifi
Indoor Features Bath TowelsBed LinensHair DryerPool/Beach TowelsSafeToiletriesWasher/Dryer
Industry Association Recommended Cleaning Practice Safe Travels
Kitchen BlenderCoffee MakerCooking UtensilsDining AreaDish WasherFreezerFully Equipped KitchenIce MakerIron & BoardMicrowaveOvenRefrigeratorStove Top BurnersToaster
Nearby Facilities ATM/BankFitness CenterGroceriesHealth & Beauty SpaMassage TherapistRestaurantsShopping
Outdoor Features BalconyDining TableFurnished Terrace/BalconyGardenGarden ChairsGazeboHeated PoolLounging AreaPatioPoolside Lounge ChairsPrivate Pool
Staff Butler(s)ChefGardenerHousekeeper(s)Laundress

Pineapple House is equipped with an array of included amenities and services:
• Personal service by the villa staff including a butler, chef, housekeeper, laundress and gardener
• Golf carts

Property Rates

Rate Category Period Rates Minimum Stay
Shoulder Season Apr 26, 2025
to
Jul 25, 2025
$22,548 per Week
5 night(s)
Summer Season Jul 26, 2025
to
Oct 31, 2025
$21,500 per Week
5 night(s)
Shoulder Season Nov 1, 2025
to
Nov 21, 2025
$22,548 per Week
5 night(s)
Thanksgiving Nov 22, 2025
to
Nov 28, 2025
$25,000 per Week
5 night(s)
Shoulder Season Nov 29, 2025
to
Dec 12, 2025
$22,548 per Week
5 night(s)
High Season Dec 13, 2025
to
Dec 19, 2025
$40,000 per Week
5 night(s)
Christmas | New Year's Dec 20, 2025
to
Jan 2, 2026
$40,000 per Week
7 night(s)
High Season Jan 4, 2026
to
Mar 6, 2026
$25,883 per Week
5 night(s)
Spring Break Mar 7, 2026
to
Mar 27, 2026
$25,883 per Week
5 night(s)
High Season Mar 28, 2026
to
Apr 24, 2026
$25,883 per Week
5 night(s)
Shoulder Season Apr 25, 2026
to
Jul 24, 2026
$23,675 per Week
5 night(s)
Summer Season Jul 25, 2026
to
Oct 30, 2026
$22,575 per Week
5 night(s)
Shoulder Season Oct 31, 2026
to
Nov 20, 2026
$23,675 per Week
5 night(s)
Thanksgiving Nov 21, 2026
to
Nov 28, 2026
$25,000 per Week
5 night(s)
Shoulder Season Nov 29, 2026
to
Dec 11, 2026
$23,675 per Week
5 night(s)
High Season Dec 12, 2026
to
Dec 18, 2026
$40,000 per Week
5 night(s)
Christmas | New Year's Dec 19, 2026
to
Jan 2, 2027
$40,000 per Week
7 night(s)

Taxes and Fees

The above rates are subject to the additional fees and taxes below:

Fees:

Damage Waiver: $299.00 flat

Taxes:

Tax: 10.00%

Administration Fee (non-refundable): 7.50%

Additional Rate information:

• Staff gratuity - 10% (high season) to 15% (low season) of villa rental rate is to be paid to the head of house in Jamaican or US Dollars at the end of the stay. • Holidays may be charged at a premium rate. Please inquire with your Villa Specialist.

Property Location

Location Type: Resort, Town, Near the Ocean, Golf Course View, Oceanview, Waterview

Location Information

Imagine 2,200 acres of bewitching natural beauty where rolling hills and valleys tumble down to one and a half miles of private shoreline and beach club. An escape where you never need visit a grocery store, prepare a meal, where a team of nannies is available to entertain the children and all you need consider if whether to bask languidly in the private swimming pool, take an active tennis lesson, join your husband for a round of golf, skim the waves on a Hobie Cat, gather your thoughts on an early morning jog around our blissfully quiet estate, explore a nature trail or simply do nothing at all. This is the Tryall Club, home to an informally luxurious wellness lifestyle that is as unique as it is different and one where classical, warm Jamaican hospitality prevails. Dining at Tryall Club • Relaxed and informal and located right beside the sea, the Beach Restaurant & Bar is open for both lunch as well as dinner. The menus incorporate the fresh produce grown in our organic garden. Irrigated by water from our own mountain spring, the organic garden is tended by two specialized agricultural staff. It grows a wide variety of salad leaves, herbs, arugula, tomatoes and other vegetables. Activities and Experiences at Tryall Club One of Tryall’s most enduring features, the 18-hole, 6836-yard Tryall Golf Course is the work of celebrated golf course designer Ralph Plummer. Plummer, who worked on over 100 courses during his 40-year career, created an amazing course for Tryall. With facilities that are ranked amongst the finest in the Caribbean. The tennis centre includes nine courts, 24 pros, hitting partners and ball boys in season as well as exceptional training facilities and a reputation that draws world champions as well as world championships. The Tennis Pro Shop is located opposite the tennis courts and also accommodates the gymnasium. It is also the reception area for those guests who have reserved a court for play. The shop sells a comprehensive range of white tennis wear for both men and women as well as other tennis-related accessories. Open daily from 7 PM to 7 PM during high season and 7 AM to 6 PM during low season. The dazzling waters of the Caribbean are one of the world’s finest arenas for water sports and there are few who can resist the temptation of plunging into the warm azure waters of this magnificent ocean. The Beach Club offers the choice of an expansive palm shaded beach or a stunning zero-entry heated infinity-edge swimming pool directly above the beach. Full service is available both at the beach as well as the pool. The Quiet Beach is located directly opposite the Driving Range and to the east of the Beach Restaurant. This smaller beach is specifically for those seeking tranquility and little activity. Located next to the Tennis Pro Shop, the Kid's Club welcomes children from the ages of five and twelve years to be part of the Kid's Club Programme. Selected activities are also available to toddlers who are accompanied by babysitters. The Kid's Club programmes are available from 10 AM Monday to Saturday with a break for lunch from 12 PM to 1 PM During the period 1 May to 1 November, the Kid's Club is open from 10 AM until 5 PM Monday to Friday. The Tryall Boutique which is located beside the entrance to the Great House carries a range of classic resort wear and accessories for adults and children as well as Cuban cigars, books and interesting souvenir items. Down at the beach in the round hut is Sin Ting Beachy where all manner of beach-related merchandise is available including sun screen, beach toys for children and ice creams. At the Tryall Market you can browse and purchase from an extensive collection of food as well as wines and spirits. Much of the produce is locally grown with an emphasis on organic producers and there are many specialist items that are normally hard to find. Upon check-in you can open an account and charge food items to your villa, paying on departure.

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