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Book Online or call HomeAway Booking Assistance 888-829-7076
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Pimento Hill - luxury 6 bedrooms serviced villa - Travel Keys

Bedrooms 6
Property type villa
Minimum Stay 5 - 7 nights


About the property

Villa, 6 Bedrooms, 6.5 ensuite Baths, (Sleeps 15 )

Pimento Hill is a beautiful home with a legendary history. The home overlooks the Caribbean Sea and is conveniently located just a five minute drive from the exclusive Round Hill Resort where guests enjoy complementary beach membership.

The villa was originally built in the late 1950's for the French Count and Countess Jacques and Vera di Sibour in the period of time when Jamaica was known as a glamorous destination that attracted the likes of John Wayne, Sidney Poitier, Noel Coward, Ian Fleming and the Kennedy's among other celebrities. When Queen Elizabeth II and Prince Philip visited Montego Bay at the end of their Caribbean tour in 1966, they stayed with the Count at Pimento Hill. There is a scrap book of newspaper cuttings in the villa detailing all the famous guests Pimento Hill has hosted.

In the late 60s Rosser Reeves, a hugely successful American advertising executive and pioneer of television advertising, bought the villa from Count de Sibour. The AMC program, Mad Men, uses Reeves as the model for the professional accomplishments of the main character, Don Draper (Jon Hamm).

In 2007 the current owners bought Pimento Hill and extensively renovated the villa while trying to retain the period, colonial features. Owned by a family in London, the villa's atmosphere is a marriage of the grandeur of a by-gone era with modern amenities.

The villa is surrounded by 6 acres of lush gardens with many water features - water lilies, ferns, dragonflies and butterflies abound. There are mango trees, coconut palms, banana plants and even an old cotton tree. There are also large grassy lawns to play cricket or football on.

Pimento Hill has priceless chandeliers and antiques.

Fabulous meals are served from the modern kitchen.

The bedrooms are extremely comfortable and feature top of the line mattresses and en-suite bathrooms.

Five bedrooms are equipped with flat screen televisions, while two also have DVD players.

Pimento Hill is constructed in four defined areas which are connected by foot paths:

Building One:

Entrance to the main house is through a Italianate marble entrance foyer. This building houses the 1000 square foot Great Room. The Great Room has the original mahogany floors and a very spacious and up to date kitchen. The inside formal dining room has a beautiful mahogany table and 10 Queen Anne chairs under a stunning crystal chandelier. From the Great Room there is a long comfortably furnished verandah with bar as well as al fresco dining area suitable for up to 2o guests. Finally, there is an 800 square foot bedroom (the Blue Bedroom) in the Main villa that features an antique French chandelier.

Blue Room Master Villa 800 square feet:

This room offers the option of either a king sized bed or two twins as well as an additional daybed suitable for a young child. Beautiful French doors open to a small garden porch. The en-suite bathroom has a bathtub and separate shower.

Building Two-Master Villa -2,000 square feet:

The master villa is located just across a porte-cochere in the second building which houses the Master Suit. The Master Suite has a romantic 4 poster king sized bed, a his and hers bathroom, jacuzzi bathtub and two adjoining 175 square foot rooms. The children's room may be set up either as twin sized beds or king size for adults. A second room has an antique dressing table and another daybed for another child. Both the children's room and the dressing room open to their own private en-suite bathrooms complete with a tiled circular sunken bathtubs with showers. The room open to through louvered doors to a garden with sea views.

Note: the door to the jacuzzi bathroom may be closed off and locked for privacy from the Master Bedrooms.

French doors open from the south wall of the Master villa and open directly to a 35' covered walkway to the Study.

Building 3 Study 540 square feet:

The charming Study is located just across the covered walkway from the Master Bedroom. It houses a 100 s

More Details

Property Manager
Travel Keys
Speaks: english, spanish
Manager indicates their response time is:
Within an hour
Calendar last updated:
March 23, 2018


Trelawny Parish Villa Accommodation and Amenities

Property Type:
  • villa
House Rules:
  • Max. occupancy: 12
  • children welcome
  • pets not allowed
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Internet
  • Telephone
  • Washing Machine
  • Coffee Maker
  • Dishwasher
  • Microwave
  • Toaster
  • 6 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
    Bathroom 3 -
    Bathroom 4 -
    Bathroom 5 -
    Bathroom 6 -
  • 6 Bedrooms, Sleeps 12
  • 2 Kings, 8 Twins (6 convert to 3 kings), 3 Daybeds
Pool / Spa:
  • Private Pool
TV, DVD, Telephone, Computer, Stereo, Ceiling Fans, Washer, Dryer, Blender, Coffee Maker, Microwave, Dish Washer, Ice Maker, Hair Dryer, Bath Tub, Pool Toys, Shower, Iron/Ironing Board, Toaster


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Rates & Availability

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