Cliffside Cottage

Caribbean / Jamaica / Montego Bay

Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing.

Villa Overview

Up to 10 Guests
Up to 5 Bedrooms
5 Bathrooms
from 5 Min. Nights
  • Five-bedroom, five-bath private villa with a remarkable view
  • 5,000 square feet of indoor and outdoor living space on four acres
  • 20' x 40' private pool and large cut stone pool terrace
  • The new bar is located on the veranda with an outdoor dining area
  • Air conditioning in all bedrooms
  • Private safes in each bedroom
  • The staff of 5: chef, butler, housekeeper, laundress, gardener/night watchman
  • Cable television with a large plasma screen, DVD, and video library
  • Sound system, CD library, and iPod dock with wireless speakers
  • Complimentary calls to the US and Canada
  • Wireless Internet
  • Magnificent panorama of Montego Bay, the Caribbean Sea, sunrises, and sunsets
  • Cliffside Cottage has a membership to the Tryall Club

Entering this charming cottage is the spacious living room, featuring a high rafter-and-beam ceiling. This space opens wide to a wrap-around verandah that captures the breathtaking view and refreshing trade winds.

Wonderful home-cooked meals are served on the breezy covered east verandah with a view of Montego Bay across the water ... or in the cozy and colorful indoor dining room. The staff will also create romantic poolside dinner parties under the stars at guests’ request.

Accommodations

Master Bedroom
In the private east wing. King-size mahogany canopy bed, French doors to a private balcony with ocean view, French doors to a side balcony, and a walkway to the pool, en-suite bathroom with a large walk-in shower.

Bedroom 2
Queen-size mahogany bed, French doors to terrace with ocean view, en-suite bathroom with large walk-in shower. French doors to the interior garden with landscape lights and a walkway to the living room. Adjoining passageway with Bedroom 3.

Bedroom 3
King-size or twin beds at the guest's option. French doors to a terrace with ocean and pool view. Large bay window with sunset views. En-suite bathroom featuring a double vanity and a tub-shower combination. Adjoining passageway with Bedroom 2.

Bedroom 4
King-size or twin beds are the guests' option, along with a daybed. Garden view. Hall bath with walk-in shower.

Bedroom 5
King-size or twin beds are the guests’ option. Garden view. En-suite bathroom with tub-shower combination.

Tryall Membership

All guests must pay a resort entry fee of US$34 per person per day plus a 15% tax to access the resort amenities at the Tryall Club.  Children 13-15 years of age pay a discounted rate of 50% off, plus 15% tax, and children 12 & under are complimentary.

After paying the Temporary Membership Fee, members may use most Club facilities at no charge except for the tennis shop, ball boys, bar & restaurant, spa, grocery, motorized water sports, nanny services, and golf.  Complimentary amenities include the beach, non-motorized water sports, tennis, the excellent gym, the Hummingbird Kids Club, Great House afternoon tea, the Manager's Cocktail Party, and various special events.

Please note: 

Tryall Club membership is guaranteed for guests traveling through November 30, 2026.  There may be occasions when some or all of the hotel facilities may be closed for membership guest services due to a private hotel event. The Tryall Club reserves the right to change or alter its membership packages without advance notice. Pricing is subject to change without notice.

Additional Information

Cliffside Cottage Menu

 

Features

5 Bedrooms, 5 Bathrooms

Sleeps 10 People

Private safes in each bedroom

Bedrooms Only

Child Friendly: Connecting Bedroom(s)

Child Friendly: Kids Club Membership

Golf and Tennis: Golf on Site or Nearby

Communications: Complimentary Calls to the US, UK and Canada

Communications: Wireless Internet Access

Audio: iPod Dock(s)

Distant ocean view

Golf and Tennis: Tennis Nearby

Chef

Butler

Housekeeper

Gardener

Night Watchman

Fitness Equipment: Full Gym Nearby (walk, drive or take golf cart)

Beach Club & Resort Membership: Tryall Club (outside the gate)

Other: Spa on Site or Nearby

Weddings (up to 50 people)

Bathrooms: Hair Dryers

Details

Bedroom Details

Master Bedroom
In private east wing. Kingsize mahogany canopy bed, French doors to private balcony with ocean view, French doors to side balcony and walkway to pool, en-suite bathroom with large walk-in shower.

Bedroom 2
Queensize mahogany bed, French doors to terrace with ocean view, en-suite bathroom with large walk-in shower. French doors to interior garden with landscape lights and walkway to living room. Adjoining passageway with Bedroom 3.

Bedroom 3
Kingsize or twin beds at guests' option. French doors to terrace with ocean and pool view. Large bay window with sunset views. En-suite bathroom with double vanity and tub-shower combination. Adjoining passageway with Bedroom 2.
Bedroom 4
Kingsize or twin beds at guests' option along with day bed. Garden view. Hall bath with walk-in shower.
Bedroom 5
Kingsize or twin beds at guests’ option. Garden view. En-suite bathroom with tub-shower combination.

Distance Details

Beach: 13 minutes to the Tryall Club
Town: 20 minutes via driver
Airport: 20 minutes


Accidental Damage Waiver
A $199 Accidental Damage Waiver applies to every reservation.
Minimum Stay Details
High Season: 7-night minimum stay required
Low Season: 5-night minimum stay required
Holidays: A 7-night, full-house rate is required for all holiday weeks which include Easter Sunday, Thanksgiving, Christmas, and New Year’s Eve.
Check-In Times
Check in: 03:00 PM - Check out: 11:00 AM
Wedding Details

Maximum guests: 50

Villas in Proximity: Blue Heaven, Serenity on the Beach
 

Location

Villa information may change without notice and should be confirmed with our villa rental specialists.