Highland House - 6 Bedroom
in Montego Bay

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Category Setting Bdrms Baths
Deluxe Hillside 6 6
Winter 6 BR $9,500/wk US Summer 6 BR $7,500/wk US
Winter 5 BR $9,000/wk US Summer 5 BR $7,000/wk US
Winter 4 BR $8,500/wk US Summer 4 BR $6,500/wk US
Christmas speical $8,000/wk US New Years $16,000/wk US

A private vacation at the Highland House is the pinnacle of luxury. The elegant accommodations and elevated views are perfectly complemented by the gracious hospitality of an on-site staff. Escape with a group or alone - for a long weekend or several months - to mark a milestone or to simply indulge.

An Inspired Past - Originally built in the 1940s for English actress Gladys Cooper, the Highland House has long been the site of momentous occasions. Perhaps the most notable moment in history occurred when 2nd owner, broadway legend Oscar Hammerstein II, wrote the lyrics to "The Sound of Music" theme song from the Highland House terrace. Hammerstein and his wife Dorothy purchased the estate as their personal retreat from the fast-paced New York scene. They spent many an evening entertaining famous friends and relaxing to the glorious scenery and tropical breeze. As you take in the same view of the hills and the Caribbean Sea beyond, it's easy to imagine Hammerstein writing "The Sound of Music" lyrics that reflect the magical beauty.

A New Era - These theatrical roots continue to add a mood of enchantment to the villa, now owned by Brenda Isaac of Atlanta. In April 2000, Ms. Isaac began extensive renovations to preserve the magnificent history while updating the estate with the latest amenities. Leading a team of well-known artists and premiere interior designers, Ms. Isaac carried out her vision to create a series of charming environments woven together with a theme of elegant comfort.

The décor reflects the island's Colonial British Indian heritage, incorporating carefully selected artwork, mahogany tables, collectables, and imported antiques. Much of Dorothy Hammerstein's period furniture remains, as does her husband's spirit of creativity. As a result, today's Highland House is all the more spectacular - the culmination of refined beauty, artistic influence, and modern luxury.

Friends & Family - The Highland House creates an incredible shared memory, while also providing the privacy you desire when on vacation. The experienced staff ensures your guests receive individual attention, and the local activities offer an array of adventures.

Rising from the hills, the seven rooftops of the Highland House cover over 7,000 square feet. With six bedroom suites, the estate can accommodate up to 12 guests for overnight stays and larger parties for special events. Neighboring villas are available for additional overnight guests.

Accommodations

  • Bedroom 1 (Master)

    • 1 King bed
    • Cable/Satellite TV
    • Patio/Balcony
    • Air Conditioning
    • Ensuite Bath
    • Bathtub w/Shower
    • Dual Sinks
    • Linens/Towels
  • Bedroom 2

    • 2 Twin beds
    • Air Conditioning
    • Ensuite Bath
    • Linens/Towels
  • Bedroom 3

    • 1 Queen bed
    • Cable/Satellite TV
    • Video Cassette
    • Patio/Balcony
    • Air Conditioning
    • Ensuite Bath
    • Bathtub w/Shower
    • Linens/Towels
  • Bedroom 4

    • 1 Queen bed
    • Cable/Satellite TV
    • Patio/Balcony
    • Air Conditioning
    • Ensuite Bath
    • Bathtub w/Shower
    • Linens/Towels
  • Bedroom 5

    • 1 Queen bed
    • Cable/Satellite TV
    • Patio/Balcony
    • Air Conditioning
    • Ensuite Bath
    • Bathtub w/Shower
    • Linens/Towels
  • Bedroom 6

    • 2 Twin beds
    • Patio/Balcony
    • Air Conditioning
    • Ensuite Bath
    • Bathtub w/Shower
    • Linens/Towels
  • Living/Dining Room / Common Area

    • Telephone
    • Internet Access
    • Cable/Satellite TV
    • Radio
    • CD Player
    • Patio/Balcony
    • Bar
    • Indoor Dining
    • Outdoor Dining
  • Full Kitchen

    • Refrigerator
    • Cooking Range
    • Oven
    • Microwave Oven
    • Freezer
    • Dishwasher
    • Coffee Maker
    • Blender
    • Juicer
    • Toaster

Property Amenities

  • Full Staff
  • Freshwater Pool (Private)
  • Parking
  • Yard
  • Gazebo
  • Deck/Patio
  • Outdoor Dining
  • Child Friendly
  • Library
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Nearby Activities

  • Sailing
  • Sunfish Sailboats
  • Boat Rentals
  • Deep Sea Fishing
  • Kayaks
  • Wind Surfing
  • Water Skiing
  • Jet Skis
  • Snorkeling
  • Scuba Diving
  • Beach (driving distance)
  • Activity Coordinator
  • Golf
  • Tennis
  • Horseback Riding
  • Bicycling
  • Hiking
  • Pool Table
  • Volleyball
  • Gym
  • Spa Facilities
  • Duty-Free Shopping
  • Craft Market
  • Tour Desk
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