Hillside Villa   Round Hill, Montego Bay, Jamaica

When Round Hill was only an undeveloped knob of lush green hillside rising over the sea, one man had the good fortune to have his choice of lots, and the wisdom to choose that piece of land most favored by the sun and prevailing tradewinds ... which also happened to have one of the most spectacular views in all the Caribbean. The result is a home privately tucked into the east side of Round Hill, away and apart from all others, yet literally minutes from the amenities of the famous resort.

Transfer Time From Montego Bay Airport: 22 Minutes

Villa Summary

Private Cook
Children welcome
Rates per night
from US $
Rates per week
from US $

Villa Description

Less than a quarter mile brings one from Round Hill’s gatehouse entrance to Hillside Villa. The living room is done in casual furniture on white marble floors. Walls feature a collection of fine original art. The room opens through a 22' window wall to a balcony overlooking the pool and ten-mile stretch of sea that separates Round Hill from the opposing town of Montego Bay. Each night the lights of Montego Bay dance across the water, forming part of the magic of this prize location.

Candlelight dinners are served in the outdoor dining arbor. Later, the butler serves coffee and after-dinner drinks on the balcony, giving guests one last experience of the mesmerizing view and ocean breezes before retiring.

The Round Hill beach and hotel are a 7-minute walk down the tree-lined lane just outside Hillside's door. The hotel offers free tram service for the one-minute ride to the beach.

Fay, the cook, has been here for 15 years and is gifted with talents that rival the island's finest chefs.

Bedrooms and Bathrooms

Bedrooms Bed sizes Ensuite bathrooms Location Bedroom amenities
Master Bedroom King Yes with Tub/Shower Lower Level AC, Pool Access
Bedroom 2 King/Twin Yes with Tub/Shower Main Level AC, Sea Views
Bedroom 3 Double Yes with Walk-In Shower Main Level AC, Sea Views
Bedroom 4 King/Twin Yes with Tub/Shower Main Level AC, Garden View

All four bedrooms are air-conditioned.

Master Bedroom Lower Level
Privately located on lower pool terrace level; kingsize bed; window wall for full advantage of spectacular view. Modest private bath with tub and separate shower; 10' walk-out to pool.

Bedroom 2 Main Level
Kingsize or twin bedding at guests' option; private tiled bath with tub-shower combination; white marble floors; wonderful view of sea and Montego Bay.

Bedroom 3 Main Level
Double bed; en-suite bathroom, large octagonal walk-in shower, open louvres on three sides to enable bathing in privacy while enjoying a spectacular ocean view. This bedroom connects to Bedroom 2 (therefore, ideal for children of parents in Bedroom 2) and also has an outside entrance. Wonderful view of sea and Montego Bay.

Bedroom 4 Main Level
Kingsize or twin bedding at guests' option; private tiled bath with tub-shower combination; white marble floors, garden view.

Kitchen Amenities

  • Fully Equipped Kitchen

Dining Room

  • Table with seating for 8 people
  • Dining Patio


  • Sofas & Chairs

Other Rooms


    • CD Player
    • Stereo
    • DVD Player with DVD library
    • IPod docks
    • TV - Satellite
    • VCR
    • Hairdryer
    • Plasma TV


    • Wi-Fi

    Other Amenities

      Pool: Yes

      20' x 40' private pool with breathtaking 10-mile ocean view.

      Helicopter Pad

      Children welcomeYes
      Pets allowedNo
      Smoking allowedNo

      For cribs, high chairs or cots, rental costs usually run under $10 per day.
      For nanny services, rates are $10 per hour.

      Every cook will prepare individual meals for children of all ages and serve them at times parents suggest. Often, this means parents can linger longer over rare all-adult candlelight dinners.

      Suitable for disabledNo

      Check-In Time: 1:00pm.
      Check-Out Time: 11:00am.
      If no other guests are scheduled to occupy your villa on arrival and departure days, you are welcome to check in early and check out as late as you wish.



      Travel from Travel to Bedrooms Max guests Minimum night stay Villa nightly rate
      TODAY 28th March 2015 4 8 7

      Rates include the villa accommodation; it’s grounds, services of villa staff (normal hours), all linen, towels and utility costs.

      Easter (Peak Season) – 4th-11th April.
      Thanksgiving (Peak Season) – 22nd-29th November.
      Christmas (Peak Season) – 20th-27th December.
      New Year (Peak Season) – 27th December-3rd January.

      Location and Activities





      1 minute to Round Hill beach via complimentary shuttle.

      Activities nearby

      Round Hill Hotel Membership
      A special amenity available to guests in this villa is membership at Round Hill, just minutes from the villa and one of the finest private resorts on Jamaica's North Coast. Round Hill offers a jogging trail, gift shop, logo shop, beach bar, piano bar, Wednesday Manager's Cocktail Party, Continental cuisine in the hotel restaurant ... and unforgettable long sunsets from the waterfront terrace. For additional charges, members may enjoy the spa, tennis courts, Pineapple Kids Club, fitness center, a range of water sports and parties (Monday beach party and Friday Jamaica Night).

      Tryall Club Membership
      This villa also benefits from access to the Tryall Club facilities including their impressive beach, most water sports, tennis the excellent gym, the Hummingbird Kids Club, Great House afternoon tea, the Managers Cocktail Party and various special events.

      Staff and Dining

      Staff and Dining

      Guests at this villa benefit from a full staff of:

      Private Chef – Prepares full breakfast, lunch and dinners. Will also handle your grocery shopping for you, pre-stock your first few meals, then finish the weeks shopping after meeting with you.

      Butler – Serves guests, tends the bar and generally facilitates your stay. They know how to navigate the island and who to call.

      Housekeeper – Cares for every detail of your bedroom and bathroom and turns down your bed each evening.

      Laundress – Will personally return your neatly folded laundry each afternoon. You will fly home with suitcases of clean clothes!

      *10-15% gratuity recommended.

      Guest Reviews

      Guest Reviews

      Connie H. - June 2012
      Everything was wonderful. We were totally spoiled, especially Leon down at Seaside who was constantly making the children pina coladas and strawberry daiquiris and even a new one called a Miami Vice (all virgin, of course). I could go on and on but I'm sure you know how well they treat you there. Stanley, of course was at hand at every turn to take us wherever we wanted to go. Again, we had a great time and would recommend your services to anyone who will listen to us. Or even some who would rather we did not go on expounding on the virtues.”