Entire home

Pineapple House in Montego Bay by Personal Villas - World-Class Service

Photo gallery for Pineapple House in Montego Bay by Personal Villas - World-Class Service

Pool
Outdoor dining
Pool
Pool
Pool
5 bedrooms5 bathroomsSleeps 10557.4 sq m

Popular amenities

  • Parking available
  • Dryer
  • Pool
  • Washer
  • Kitchen
  • Outdoor space

Explore the area

Map
Montego Bay, St. James
  • Tryall Golf Club
    ‪5 min walk‬
  • Montego Bay Cruise Ship Terminal
    ‪20 min drive‬
  • Sunset Beach Resort Au Natural Beach
    ‪21 min drive‬
  • Montego Bay (MBJ-Sir Donald Sangster Intl.)
    ‪36 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

5 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony
Garden

About this property

Pineapple House in Montego Bay by Personal Villas - World-Class Service

Summary:
** Please drop us a message before booking the property as we need to check availability for all requests at this villa **

PINEAPPLE HOUSE at the TRYALL CLUB, Montego Bay, Jamaica

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.

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 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
• Heated swimming pool
• Indoor/Outdoor Dining
• Hot Tub
• Free Wireless internet
• Smart TVs and Blow dryers
• Cable Flat-screen TVs
• I-pod docks and Safes
• Free on-property shuttle service

Features
• Short golf cart ride to golf, beach
• Walking distance to tennis
• Massage center and Fitness center
• Boutique and Tryall market
• Games room and  Kid’s Club

STAFF
• Butler
• Chef
• Housekeeper
• Laundress
• Gardener

BEDROOM DESCRIPTION
Bedroom 1 - King size bed, En-suite Bathroom, A/C, Toilet, Shower, private balcony or deck
Bedroom 2 - King size bed, En-suite Bathroom, A/C, Toilet, Shower, private balcony or deck
Bedroom 3 - King size bed, En-suite Bathroom, A/C, Toilet, Shower, private balcony or deck
Bedroom 4 - King size bed, En-suite Bathroom, A/C, Toilet, Shower, private balcony or deck
Bedroom 5 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower, private balcony or deck

Mandatory Temporary Membership Dues (TMDs)
*Adults (16 & older): $184 per person per week or $36.80 per person per day for stays of less than 5 nights
Children ages 13 -15 pay 50% discounted rate
Children 12 & younger – complimentary
TMDs can be either prepaid or paid upon arrival at the Club.
*Cost quoted is inclusive of taxes.

New Temporary Membership Dues (TMDs)
* Effective immediately to all bookings for travel January 1, 2025 and beyond
1- 4 DAYS - PER DAY
16 yrs. and over - $ 34.00+ 15% = $39.10
13-15 yrs. - $17.00+ 15% = $19.55

5- 7 DAYS
16 yrs. and over - $170.00 + 15% - $195.50
13-15 yrs.-$85.00 + 15% = $97.75

*TMD rates are subject to change

Other Things to Note:
* All rates quoted in USD.
* Rates are subject to change without notice
* Thanksgiving may be charged at Premium rate.
* Villa staff is exclusively curated and included in all villa rates.

Property manager

owner/property manager

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
1. CAPACITY OF VILLAS: The total number of persons allowed in the villa at any one time is restricted to the number of persons scheduled and paid f...

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 not indicated whether there is a smoke detector on the property

About the area

Sandy Bay

Located in Sandy Bay, this villa is near the beach. While the natural beauty of Jamaica Beaches and Doctor's Cave Beach can be enjoyed by anyone, those looking for an activity can explore Montego Bay Cruise Ship Terminal. Rocklands Bird Sanctuary and Widowmaker's Cave are also worth visiting. Spend some time exploring the area's activities, including golfing.
Map
Montego Bay, St. James

What's nearby

  • Tryall Golf Club - 5 min walk - 0.4 km
  • Montego Bay Cruise Ship Terminal - 20 min drive - 19.9 km
  • Freeport Peninsula - 21 min drive - 20.9 km
  • Sunset Beach Resort Au Natural Beach - 21 min drive - 21.1 km
  • Doctor's Cave Beach - 31 min drive - 21.9 km

Getting around

  • Montego Bay (MBJ-Sir Donald Sangster Intl.) - 36 min drive

Restaurants

  • ‪COLD BEER JOINT - ‬10 min drive
  • ‪Seaside Terrace - ‬9 min drive
  • ‪Mosquito Cove - ‬6 min drive
  • ‪Smoked Marlin - ‬5 min drive
  • ‪Pachie's - ‬3 min drive

Frequently asked questions

Does Pineapple House in Montego Bay by Personal Villas - World-Class Service have a pool?

Yes, this property has a pool.

Is Pineapple House in Montego Bay by Personal Villas - World-Class Service pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Pineapple House in Montego Bay by Personal Villas - World-Class Service?

Check-in begins at 3:00 PM.

What time is check-out at Pineapple House in Montego Bay by Personal Villas - World-Class Service?

Checkout is at 10:00 AM.

Where is Pineapple House in Montego Bay by Personal Villas - World-Class Service located?

Situated by the sea, this villa is within a 10-minute walk of Tryall Golf Club and Jamaica Beaches. Chukka Ocean Outpost at Sandy Bay is 2.4 mi (3.8 km) away.

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About the host

Hosted by owner/property manager

Host profile image

Languages:

English