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Pineapple House at Tryall- 5 bedrooms

What we like most
  • Incomparable ocean views
  • Stunning architecture and interiors
  • World-class hospitality from villa staff
Insider's Knowledge
  • Easy access to Tryall Club amenities
  • Spacious verandas and meandering terrace with heated pool
  • Certified chef from the Culinary Institute of America
Places close by
  • Tryall Golf Course & beach resort club (5 min golf cart ride)
  • Tennis courts, luxury spa, and Great House restaurant (short walk)
  • Watersports facility and beach grill (10 min golf cart ride)

Description


Welcome to Pineapple House at the Tryall Club, a 5 bedroom private villa that combines luxury and comfort in all the right ways. This Jamaican villa has recently undergone a complete renovation and been transformed into a distinctive architectural masterpiece.

Luxury living is all about the details, and Pineapple House does just this and more. Distinctive in its architecture, Pineapple House’s extensive fret-work and ‘Oliver Messel’ design is defined by its Messel-green shutters, coral stone exterior and overall rustic elegance.

Pineapple House is perched on a stunning part of the Tryall Club overlooking the 18-hole world-famous golf course with panoramic views of the Caribbean Sea. While you have the privacy of your own luxury villa, you will be within walking distance to Tryalls Great House, gym and tennis courts, massage center and a short golf cart ride to the Golf course and beach.

The villa has recently undergone a complete renovation and been transformed into a distinctive architectural masterpiece. The villa boasts unique architecture with its extensive fret-work and ‘Oliver Messel’ design defined with Messel-green shutters, coral stone exterior and rustic elegance.

The interior design combines sophistication and art with its rich mahogany furnishings and bright colors. Pineapple House boasts four primary bedrooms fitted with King or queen-sized beds and one bedroom fitted with twin beds which convert to a king. The primary suites are equal in size, and each has a lavish en-suite bathroom. The lower level primary bedroom is handicap-accessible. Smart televisions with internet capability are installed in each suite. All bedrooms have their own private balcony or deck with breathtaking views.
Pineapple House is famous for its views. 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. There is plenty of space to entertain all tastes with its well-manicured lawns which are great spots for the children to play, the English garden with its waterfall is the loveliest place to sit and read or enjoy a cocktail!

Check out all that the Tryall Resort Jamaica has to offer its guests.

Staff When you stay at Pineapple House, you will be personally cared for by your own wonderful Butler, Chef, Housekeeper, Laundress and Gardener all of whom will cater to your every need...and they never run short of their popular specialty drink, “Pineapple Painkiller”... You will want to stay here forever!

Amenities
AC bedrooms
Heated swimming pool
3 carts
2 king/2 queen/1 twins (which can be joined)
Free Wireless internet
Smart TVs
Cable television
Children Welcome
Indoor/Outdoor Dining
Safes
I-pod docks
Blow dryers
Flat-screen TV
En-suite bathroom
Private balconies
Free on-property shuttle service

Features
A short golf cart ride to golf, beach, Walking distance to tennis, massage center, fitness center, boutique, Tryall market, games room, Kid's Club

SEE "ADDITIONAL INFORMATION" BOX BELOW FOR INFO ON TRYALL CLUB MEMBERSHIP FEES. CONTACT US FOR FURTHER INFORMATION.


Location


Tryall Club

Amenities


  • Bedroom(s): 5 ( Sleeps 10 )
    5 Double with en-suite
  • Bathroom(s): 5
    5 Showers, 5 Wash basins, 5 Toilets
  • General facilities: Balcony / Deck, Bar, Ceiling Fans, Computer, Garden, Garden View, Gated Entrance, High Speed Internet, Ice Maker, Panoramic Views, Parking, Private Location, Private Terrace, Safe, Security, Terrace, Wifi
  • Indoor facilities: Air conditioning, All Bedrooms Air Conditioned, All Bedrooms En Suite, Blender, CD Player, Coffee Maker, Drier, DVD Player, Freezer, iPOD Docking Station, Iron and Board, Luxury Finishes, Microwave, Phone, Safe, TV
  • Outdoor facilities: Beach Access, Golf Views, Heated Pool, Helicopter Pad, Parking, Patio, Private Terrace, Restaurants nearby, Sea Views, Sun Loungers, Swimming pool
  • Services: Butler Included, Butler Service, Chef Included, Cleaning inclusive, Concierge Service, Daily maid service, Gardener, Kids club, Laundress, Linen provided, Maid service, Towels provided
  • Access: Off-road parking, Secure parking

Availability


Availability is on a request basis - please Enquire

Rates


  • Concierge Service
  • Expert Advice
  • Personally Inspected Villas
- Nightly rate Weekly Min. Stay Change-over
Rate summary $ 3,071 - $ 5,714 $ 21,500 - $ 40,000 1 Nights -
Low Season 2025 26-Apr-2025 - 25-Jul-2025 $ 3,221 $ 22,548 5 Nights -
Low Season 2025 26-Jul-2025 - 31-Oct-2025 $ 3,071 $ 21,500 5 Nights -
Low Season 2025 01-Nov-2025 - 21-Nov-2025 $ 3,221 $ 22,548 5 Nights -
Thanksgiving 2025 22-Nov-2025 - 28-Nov-2025 $ 3,571 $ 25,000 7 Nights -
Low Season 2025 29-Nov-2025 - 12-Dec-2025 $ 3,221 $ 22,548 5 Nights -
Christmas 2025 13-Dec-2025 - 19-Dec-2025 $ 5,714 $ 40,000 7 Nights -
Christmas & New Year 2025 20-Dec-2025 - 02-Jan-2026 $ 5,714 $ 40,000 14 Nights -

Additional Information

RATES BASED ON FULL OCCUPANCY. SOME SEASONS WILL ALLOW LOWER RATES FOR FEWER OCCUPANTS. PLEASE INQUIRE.

  • Tax: 10%
  • Non-refundable TC admin Fee: 7.5%

**Thanksgiving may be charged at Premium rate.**
Security deposit $1500

Recommended staff gratuity at the end of your stay is 15% of the villa rental in low season and 10% in high season. Plan to pay your grocery and gratuity monies in cash: US dollars or Jamaican dollars.

THE TRYALL CLUB MEMBERSHIP
The Tryall Club is a private members club, so it requires all guests to become members during their stay via a Temporary Membership Fee, which will be charged upon arrival at check-in.

For guests arriving from 1st January 2025, temporary membership dues are as follows: Guests 16 years and older pay US $34 per day for stays of 1 to 4 days and US $170 for stays of 5 to 7 days thereafter. Children 13 to 15 years old will pay US $17 per day and $85 for 5 to 7 days thereafter. For children 12 years and under, the Temporary Membership Dues are complimentary. All dues incur a 15% service charge and are subject to change.

The membership includes use of the beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, Usain Bolt Games Room for kids, teens & adults, jogging trail, afternoon tea & Manager's Cocktail Party. For additional fees, you can get golf and tennis lessons, Happy Hour, hair salon & spa treatments, bars & restaurants, boutique shopping, motorized water sports, Reggae Nights, and Beach Parties on selected nights.

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Alannah Harrington

Our team know each destination and every villa we feature.

We also offer a personalized and fully complimentary concierge service so every part of your trip will be taken care of ensuring you have a hassle free vacation.

We look forward to hearing from you.

    • Type: Villa
    • Sleeps: 10
    • Bedroom(s): 5
    • Bathroom(s): 5
    • Board: Catered
    • Long term rentals: No
    • Pets: No
    • Children: Yes, great for kids
    • Wheelchair: No
    • Eldery or infirm: Yes
    • Holiday type: Family, Fully Staffed, Golf Villas, Honeymoon, Resort, Sea Views, Walk to Beach