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Pineapple House Villa at Tryall - 4 to 5 BR , Tryall Villas - Jamaica
About Pineapple House Villa - Tryall Jamaica
Pineapple House is now one of the finest, 5 bed room luxury villas at Tryall. This elegant two story home offers over 6,000 square feet of total indulgence into your very own Caribbean island private home. The soft, gentle sounds of the waterfall grotto greet you upon arrival, along with an extensive collection of colorful art from throughout the entire Caribbean islands.
Pineapple House is nestled on the brow of Copperwood Ridge, overlooking an extensive portion of the Tryall Club 18-hole golf course and with 180 degree views of the Caribbean Sea. It is within easy walking distance of the Great House, gym, tennis courts, massage center and a short ride by the villa’s complimentary golf cart to the legendary Tryall Golf Course and the beach.
There are four master bedrooms fitted with King or queen-sized beds and one bedroom fitted with twin beds which convert to a king. All master suites are of the same size and come with custom-designed cabinetry, Saltillo-terracotta tiled floors and lavish en-suite bathrooms. The lower level master bedroom which has a king size bed is handicap-accessible. Smart televisions with internet capability are installed in each suite. Each bedroom has a private balcony or deck with thrilling views.
The villa is notable for its views and the spacious verandas from its upper floors, the 2,500 square feet meandering terrace on the main level overlooking the diving heated pool, the Gazebo, covered outdoor dining area, lounging areas and bar all take full advantage of them. Well-manicured lawns are great spots for the children to play and the English
The marble verandahs, both upstairs and down, offer expansive vistas of the ocean, Tryall's renowned golf course and coastline. Downstairs there is seating for ten, enhanced by the wonderful color of Mackenzie Childs. The wrap around pool provides the perfect setting for your private butler to offer his fabulous fresh fruit drinks with lovely hors'd'oeuvres. Upstairs there is additional seating for dinner for ten, plus white wicker love seats and chairs with bright colors of Emilio Pucci. The air-conditioned bedrooms offer handmade mahogany doors which open fully to breathtaking views of the Caribbean Sea and golf course. They feature ensuite bathrooms with marble and waterfall showers and enhanced with hand painted murals. They include a lovely collection of hand carved mahogany furniture unique to each room. A very special Children's Suite is whimsically decorated for the young or young at heart!
"Tryall Club Temporary Membership"
Tryall is a private club and all villa and condo guests are required to become temporary members during their stay.
Click Here for details: "Tryall Club Temporary Membership Dues"
Click Here for: Things To Do ~ Sites to See
Click Here for: Restaurants in Montego Bay
Click Here for: Golf Courses in Jamaica
MASTER BEDROOM
- King Bed
- Patio / Balcony
- Ceiling Fan
- Air Conditioning
- Cable TV
- EN SUITE BATH
- Bathtub w/Shower
- Dual Sinks
- Linens/Towels
COMMON AREA Living/Dining
- Telephone
- Internet Access
- Cable/Satellite TV
- DVD Player
- CD Player
- Patio / Balcony
- Ceiling Fan
- Bar
- Indoor Dining
- Outdoor Dining
BEDROOM 2
- Two Queen Beds
- Patio / Balcony
Full Kitchen
- Refrigerator
- Cooking Range
- Oven
- Microwave Oven
- Freezer
- Coffee Maker
- Blender
- Juicer
- Toaster
Property Amenities
- Freshwater Pool (Private)
- Full Staff
- Parking
- Yard
- Gazebo
- Deck/Patio
- Outdoor Dining
- Child Friendly
NEARBY ACTIVITITES
- Beach (driving distance)
- Activity Coordinator
- Bicycling
- Boat Rentals
- Craft Market
- Deep Sea Fishing
- Duty-Free Shopping
- Golf
- Gym
- Spa Facilities
- Hiking
- Horseback Riding
- Kayaks
- Pool Table
- Sailing
- Diving
- Snorkeling
- Sunfish Sailboats
- Tennis
- Tour Desk
- Volleyball
- Water Skiing
- Wind Surfing
- Jet Skis
Tryall Montego Bay, Jamaica
Rates in USD - Holidays may attract higher rates
Weekly Rates for 5 Bedrooms
2026
Shoulder Season (April 25th to July 24th)
$23,675.00
Summer Season (July 25h to October 30th)
$22,575.00
Shoulder Season (October 31st to November 20th)
$23,675.00
Thanksgiving (November 21st to November 28th)
$25,000.00
Shoulder Season (November 28th to December 11th)
$23,675.00
High Season 2 (December 12th to December 18th)
$40,000.00
Festive (December 19th to January 2nd)
$40,000.00
2027
Jan 3rd–Feb 12th
$ 31,900
Feb 13th–Feb 19th
$ 31,900
Feb 20th–Mar 5th
$ 31,900
Mar 6th–Apr 2nd
$ 35,850
Apr 3rd–Apr 23rd
$ 28,750
Apr 24th–Jul 23rd
$ 26,050
Jul 24th–Oct 29th
$ 24,850
Oct 30th–Nov 19th
$ 26,050
Nov 20th–Nov 26th
$ 35,850
Nov 27th–Dec 10th
$ 26,050
Dec 11th–Dec 18th
$ 44,000
Dec 19th–Dec 27th
$ 48,100
Dec 27th–Jan 2nd
$ 48,100
*Thanksgiving and Festive are charged at Premium rate.
*Rates subject to 15% Gov Tax and 10% Tryall Admin fee
*All Rates Subject to Change
"Tryall Club Temporary Membership"
Tryall is a private club and all villa and condo guests are required
to become temporary members during their stay.
Click Here for details: "Tryall Club Temporary Membership Dues"
Please be prepared to pay the membership fee on arrival
at the front desk. Thank you.
- Book Now / Request Dates