Entire home

Pineapple House - A Tryall Club Retreat

Family-friendly stay with in-room kitchens in Sandy Bay

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Photo gallery for Pineapple House - A Tryall Club Retreat

A large, two-story house with a swimming pool, outdoor seating, and a well-lit entrance.
A room with a patterned floor, a wicker sofa with a pineapple cushion, a black dresser, and a staircase with geometric tiles.
A poolside area with outdoor seating and a dining table set for two.
A cozy room with a bed, two armchairs, a small table, and a ceiling fan.
A dining area with a table set for a meal, a chandelier, and a view of the ocean.

Entire home

5 bedrooms6 bathrooms1394 sq m

Popular amenities

  • Ocean view
  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer

Explore the area

View in a map
Montego Bay, Hanover
  • Place, Tryall Golf Club
    ‪7 min walk‬
  • Place, Doctor's Cave Beach
    ‪30 min drive‬
  • Place, Rose Hall Great House
    ‪52 min drive‬
  • Airport, Montego Bay (MBJ-Sir Donald Sangster Intl.)
    ‪32 min drive‬

Room options

About the area

Sandy Bay

Close to the beach.You'll be within 3 miles (5 km) of Chukka Ocean Outpost at Sandy Bay and 12 miles (20 km) of Fairview Shopping Center. Rocklands Bird Sanctuary and Mayfield Falls & Mineral Springs - Original are within 12 miles (20 km).

What's nearby

  • Tryall Golf Club - 7 min walk - 0.6 km
  • Doctor's Cave Beach - 30 min drive - 25.7 km
  • Sunset Beach Resort Au Natural Beach - 31 min drive - 26.0 km
  • Montego Bay Convention Centre - 50 min drive - 40.1 km
  • Rose Hall Great House - 52 min drive - 41.0 km

Getting around

  • Sir Donald Sangster Intl. Airport (MBJ) - 38 min drive

Restaurants

  • ‪the jerk hut at Grand Palladium - ‬13 min drive
  • ‪Sky Beach - ‬4 min drive
  • ‪Waterfront - ‬6 min drive
  • ‪Tryall Club Beach Cafe - ‬13 min walk
  • ‪Seaside Terrace - ‬9 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Pineapple House - A Tryall Club Retreat

This gorgeous villa has it all; incomparable ocean views, exquisite architecture, stunning interiors and a villa staff that deliver a level of hospitality that is nothing short of world class.


This gorgeous villa has it all; incomparable ocean views, exquisite architecture, stunning interiors and a villa staff that deliver a level of hospitality that is nothing short of world class.

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 resort club.

Beautifully built and designed in the spirit of the renowned architect Oliver Messell, Pineapple House is built on two levels and has all of the hallmarks that you would expect from a villa of this quality, style and comfort.

There are four master bedrooms fitted with King 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 garden with its waterfall is the loveliest place to sit and read or host a cocktail party.

A warm and efficient team of Chef, Butler, Housekeeper, laundress and gardener, wait to serve you with everything you could possibly want, plus endless rounds of the House drink, “Pineapple Painkiller.” You will not want to leave. Chef Rannoy is a certified chef from the Culinary Institute of America, the world-renowned premier cooking school that has trained some of the best chefs in the world. A talented professional, Chef Rannoy will prepare and present the most mouth watering meals for you to enjoy.

Amenities

AC bedrooms
Heated swimming pool
Hot Tub
3 carts
4 bedrooms with king size beds
1 bedroom with twin beds that can be joined as a king
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

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Limo/town car service
  • Car not required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Chef service

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Separate dining area

Entertainment

  • Books
  • Games
  • TV with cable/satellite channels
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Designated smoking areas

Services and conveniences

  • Concierge services
  • Iron/ironing board
  • Limited housekeeping
  • Phone

Location highlights

  • Near a health/beauty spa
  • Near the marina

Things to do

  • Arcade/game room
  • Boat
  • Golf
  • Gym
  • Heated pool
  • Kayak
  • Optional golf privileges
  • Tennis
  • Water sports equipment
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 15,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

Events allowed: family gatherings and birthday parties

Smoking

Smoking allowed: in designated areas

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
Parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 12
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. This property accepts cash. Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 12. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Frequently asked questions

How close is Pineapple House - A Tryall Club Retreat to the airport?

This vacation home is 14.8 mi (38-min drive) away from the Sir Donald Sangster Intl. Airport (MBJ) airport, the closest popular airport to the property.

Does Pineapple House - A Tryall Club Retreat have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Pineapple House - A Tryall Club Retreat to the beach?

This vacation home is 13.6 mi (33-min drive) from Doctor's Cave Beach and 12.7 mi (30-min drive) from Harmony Beach Park. Don't forget your sunscreen!

Does Pineapple House - A Tryall Club Retreat offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Pineapple House - A Tryall Club Retreat?

No, there is no casino at this vacation home.

What time is check-in at Pineapple House - A Tryall Club Retreat?

Check-in begins at 4:00 PM.

Is there free parking at Pineapple House - A Tryall Club Retreat?

Free parking is not available at this vacation home.

Does Pineapple House - A Tryall Club Retreat have a pool?

Yes, there's a private pool.

Does Pineapple House - A Tryall Club Retreat have a spa?

There are no spa services available at this vacation home.

How close is Pineapple House - A Tryall Club Retreat to downtown Sandy Bay?

This vacation home is 1.4 mi away from Sandy Bay.

Pineapple House - A Tryall Club Retreat Reviews