Entire home
Pineapple House - A Tryall Club Retreat
Family-friendly stay near Jamaica Beaches
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Entire home
Popular amenities
- Hot tub
- Parking available
- Dryer
- Washer
- Gym
- Pool
Explore the area

Montego Bay, Hanover
- Tryall Golf ClubPlace, Tryall Golf Club7 min walk
- Montego Bay Cruise Ship TerminalPlace, Montego Bay Cruise Ship Terminal23 min drive
- Sunset Beach Resort Au Natural BeachPlace, Sunset Beach Resort Au Natural Beach26 min drive
- Montego Bay (MBJ-Sir Donald Sangster Intl.)Airport, Montego Bay (MBJ-Sir Donald Sangster Intl.)29 min drive
Room options
About the area
Sandy Bay
Close to the beach.You'll find Jamaica Beaches and Tryall Golf Club within a 15-minute walk of this Sandy Bay vacation home. Chukka Ocean Outpost at Sandy Bay is within 3 miles (5 km) and Fairview Shopping Center is within 12 miles (20 km).
What's nearby
- Tryall Golf Club - 7 min walk - 0.6 km
- Montego Bay Cruise Ship Terminal - 23 min drive - 23.1 km
- Doctor's Cave Beach - 25 min drive - 24.8 km
- Sunset Beach Resort Au Natural Beach - 26 min drive - 25.0 km
- Freeport Peninsula - 29 min drive - 24.6 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
- Mosquito Cove - 6 min drive
- COLD BEER JOINT - 9 min drive
- Tryall Club Beach Cafe - 13 min walk
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
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
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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
- Hair dryer
- Towels provided
Living spaces
- Living room
- Separate dining area
Entertainment
- Books
- Games
- TV with cable/satellite channels
- Video library
Outdoor areas
- Balcony
- Barbecue grill
- Garden
Laundry
- Washing machine
Comfort
- Air conditioning
Pets
- No pets allowed
Suitability/Accessibility
- Smoking not allowed
Services and conveniences
- Concierge services
- Housekeeping (limited availability)
- Iron/ironing board
- 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 not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
- 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
Pets
- No pets allowed
Children and extra beds
- Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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.
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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.
Property is also known as
397635