Entire home
Pineapple House - A Tryall Club Retreat
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5 bedrooms 5+ bathrooms Sleeps 10
Popular amenities
Explore the area

Montego Bay, Hanover
- Tryall Golf Club7 min walk
- Montego Bay Cruise Ship Terminal22 min drive
- Sunset Beach Resort Au Natural Beach25 min drive
- Montego Bay (MBJ-Sir Donald Sangster Intl.)28 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1
1 Crib
5 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 6
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area
About this property
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
Property manager
Michelle Laverne
Languages
English
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
On-site 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 that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
We should mention
A car is not required for transport to and from this property
About the area
Sandy Bay
Located in Sandy Bay, this holiday home is near the beach. While the natural beauty of Jamaica Beaches and Sunset Beach Resort Au Natural Beach can be enjoyed by anyone, those looking for an activity can explore Montego Bay Cruise Ship Terminal.
Travelling with kids? Consider Rocklands Bird Sanctuary and Widowmaker's Cave. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Montego Bay, Hanover
What's nearby
- Tryall Golf Club - 7 min walk - 0.6 km
- Montego Bay Cruise Ship Terminal - 22 min drive - 23.1 km
- Doctor's Cave Beach - 25 min drive - 24.8 km
- Sunset Beach Resort Au Natural Beach - 25 min drive - 25.0 km
- Freeport Peninsula - 28 min drive - 24.6 km
Getting around
Restaurants
- the jerk hut at Grand Palladium - 13 min drive
- Sky Beach - 4 min drive
- Tryall Club Beach Cafe - 13 min walk
- COLD BEER JOINT - 9 min drive
- Mosquito Cove - 6 min drive
Frequently asked questions
Reviews
Reviews
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About the host
Hosted by Michelle Laverne

Languages:
English
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