Hammerstein Highland House Villa is only 20 minutes from the Montego Bay airport and sites in an idyllic mountain setting with mango trees, papaya groves, and vivid gardens. This 7000 square foot, six-bedroom luxury villa, is nestled on 17 acres that have scenic pathways and secret stairways that connect the estate's various environments, which are centered around a marvelous fresh water pool.

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.

In 2000 the new owner began extensive renovations to preserve the magnificent history while updating the estate with the latest amenities. The numerous living spaces provide something for everyone. Enjoy a bird's eye view of the sea from the rooftop sundeck. Play card games or take an afternoon nap in one of the many quaint cushioned sitting areas on the terrace and around the pool. For movie time, the main gathering hall features comfortable sofas, high-peaked ceilings, and large plantation doors that invite the scenery and breezes inside. Downstairs you'll find a wet bar, darts, and pool table.

From candlelit dinners at dusk on the terrace to formal feasts at the grand roundtable, the Highland House dining areas are as delicious as the cuisine. Breakfast and lunch can be served next to the pool under a canopy of vines and greenery.

The numerous living spaces provide something for everyone. Enjoy a bird's eye view of the sea from the rooftop sundeck. Play card games or take an afternoon nap in one of the many quaint cushioned sitting areas on the terrace and around the pool. For movie time, the main gathering hall features comfortable sofas, high-peaked ceilings, and large plantation doors that invite the scenery and breezes inside. Downstairs you'll find a wet bar, darts, and pool table.

A short walk from the house takes you to the newly added pavilion designed to immerse you in tropical beauty. The wooden screened structure seems one with the landscape, and provides a secluded place for Yoga, Pilates, and even special events.

You would be hard-pressed to pick a favorite from the six Highland House suites. Each offers an en-suite bath, an individual ambiance, and a sitting area for quiet moments alone.

Highland House also has an organic garden that provides some of the food in the meal plan. The house manager will be more than happy to give you a tour of the garden and if like you can help pick food.

Spa services (at the villa) are offered at additional cost. Included in the price of the villa is a membership at the exclusive Round Hill Hotel and Beach Club for beach, tennis and fitness club.

The villa is fully staffed with a cook, butler, housekeeper, laundress and a gardener. The professionalism of the staff insure a truly memorable villa experience. Guests are asked to select and prepay for a meal plan in advance and to prepay a 15% staff gratuities.

The meal plan is $55 per adult, per day and children 5-13 are $35 per child, per day. There is no charge for children 5 and under. The meal plan includes: 3 Meals per day, Iced tea and water, In-room coffee service, Unlimited fruit smoothies.


An added benefit...a portion of the revenue from rentals at Highland House goes to the One Love Learning Foundation. This is Highland Houses's non-profit that provides food and supplies for the local Primary School and an Orphanage. Both can be visited by guests while they are at the house. This is truly memorable experience. The house manager takes guests to the garden to pick food, then he drives you to the school or orphanage to make the food delivery.