Cliffside Cottage

5 bedroom Jamaica villa in Montego Bay

Villas 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.

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The central part of the villa is the large living room with high rafter-and-beam ceiling. This space opens wide to a wrap-around verandah that captures the breathtaking view and refreshing tradewinds.

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.

Just steps from the house are the large pool and sunny terrace trimmed in exotic purple and fuchsia bougainvillea attracting Jamaica’s delicate Doctor Bird. A special treat is after-dinner coffee or Tia Maria served on the pool terrace. The pool terrace is also a wonderful spot for dancing in the moonlight under the great Jamaican sky.

A few minutes' drive brings guests to Tryall Club where Cliffside guests have membership for beach and tennis privileges and, for various fees, a range of other activities including the Kids Club to keep youngsters entertained.

Accommodations

Master Bedroom
In private east wing. King-size 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
Queen-size 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
King-size 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
King-size or twin beds at guests' option along with day bed. Garden view. Hall bath with walk-in shower.

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

    View 27 Photos

  • Villa Details

    Amenities
    • Audio: iPod Dock(s)
    • Bathrooms: Hair Dryers
    • Beach Club & Resort Membership: Tryall Club (outside the gate)
    • Butler
    • Chef
    • Child Friendly: Connecting Bedroom(s)
    • Child Friendly: Kids Club Membership
    • Communications: Complimentary Calls to the US, UK and Canada
    • Communications: Wireless Internet Access
    • Distant ocean view
    • Fitness Equipment: Full Gym Nearby (walk, drive or take golf cart)
    • Gardener
    • Golf and Tennis: Golf on Site or Nearby
    • Golf and Tennis: Tennis Nearby
    • Housekeeper
    • Membership to the Tryall Club. A Temporary Membership Fee of US$26 per person per day plus a 15% service charge for any guest 16 years and older will be required. Payment will be made at
    • Night Watchman
    • Other: Spa on Site or Nearby
    • Private safes in each bedroom
    • Weddings (up to 50 people)
    Distances to nearby attractions
    • Beach: 13 minutes to the Tryall Club
    • Town: 20 minutes via driver
    • Airport: 20 minutes
    Weddings
    • Maximum guests: 50
    Bedrooms
    • 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.
  • Photos

  • Pricing

    Travel datesBedroomsMin. stayNightly rateWeekly rateAvailable?
    April 17, 2021 – November 19, 2021 3 bedrooms5 nights minimum stay643 USD nightly4,501 USD weekly 45% Some dates available (45%)
    April 17, 2021 – November 19, 2021 5 bedrooms5 nights minimum stay857 USD nightly5,999 USD weekly 45% Some dates available (45%)
    November 20, 2021 – November 27, 2021  •  Thanksgiving 3 bedrooms7 nights minimum stay1,000 USD nightly7,000 USD weekly Booked Fully booked (no dates available)
    November 20, 2021 – November 27, 2021  •  Thanksgiving 5 bedrooms7 nights minimum stay1,000 USD nightly7,000 USD weekly Booked Fully booked (no dates available)
    November 28, 2021 – December 14, 2021 3 bedrooms5 nights minimum stay643 USD nightly4,501 USD weekly 24% Some dates available (24%)
    November 28, 2021 – December 14, 2021 5 bedrooms5 nights minimum stay857 USD nightly5,999 USD weekly 24% Some dates available (24%)
    December 15, 2021 – December 18, 2021 3 bedrooms7 nights minimum stay986 USD nightly6,902 USD weekly Booked Fully booked (no dates available)
    December 15, 2021 – December 18, 2021 5 bedrooms7 nights minimum stay1,129 USD nightly7,903 USD weekly Booked Fully booked (no dates available)
    December 19, 2021 – December 26, 2021  •  Christmas rates apply to any 7 night booking that includes Christmas Day 3 bedrooms7 nights minimum stay1,857 USD nightly12,999 USD weekly 75% Many dates available (75%)
    December 19, 2021 – December 26, 2021  •  Christmas rates apply to any 7 night booking that includes Christmas Day 5 bedrooms7 nights minimum stay1,857 USD nightly12,999 USD weekly 75% Many dates available (75%)
    December 27, 2021 – January 2, 2022  •  New Year’s rates apply to any 7 night booking that includes New Year’s Eve 3 bedrooms7 nights minimum stay2,000 USD nightly14,000 USD weekly Booked Fully booked (no dates available)
    December 27, 2021 – January 2, 2022  •  New Year’s rates apply to any 7 night booking that includes New Year’s Eve 5 bedrooms7 nights minimum stay2,000 USD nightly14,000 USD weekly Booked Fully booked (no dates available)
    January 3, 2022 – April 15, 2022 3 bedrooms7 nights minimum stay986 USD nightly6,902 USD weekly 54% Many dates available (54%)
    January 3, 2022 – April 15, 2022 5 bedrooms7 nights minimum stay1,129 USD nightly7,903 USD weekly 54% Many dates available (54%)
    April 16, 2022 – April 23, 2022  •  Easter 3 bedrooms7 nights minimum stay1,129 USD nightly7,903 USD weekly 88% Many dates available (88%)
    April 16, 2022 – April 23, 2022  •  Easter 5 bedrooms7 nights minimum stay1,129 USD nightly7,903 USD weekly 88% Many dates available (88%)
    April 24, 2022 – November 18, 2022 3 bedrooms5 nights minimum stay643 USD nightly4,501 USD weekly 88% Many dates available (88%)
    April 24, 2022 – November 18, 2022 5 bedrooms5 nights minimum stay857 USD nightly5,999 USD weekly 88% Many dates available (88%)
    November 19, 2022 – November 26, 2022  •  Thanksgiving 3 bedrooms7 nights minimum stay1,000 USD nightly7,000 USD weekly Booked Fully booked (no dates available)
    November 19, 2022 – November 26, 2022  •  Thanksgiving 5 bedrooms7 nights minimum stay1,000 USD nightly7,000 USD weekly Booked Fully booked (no dates available)
    November 27, 2022 – December 14, 2022 3 bedrooms5 nights minimum stay643 USD nightly4,501 USD weekly 45% Some dates available (45%)
    November 27, 2022 – December 14, 2022 5 bedrooms5 nights minimum stay857 USD nightly5,999 USD weekly 45% Some dates available (45%)
    December 15, 2022 – December 18, 2022 3 bedrooms7 nights minimum stay986 USD nightly6,902 USD weekly Yes Most or all dates available
    December 15, 2022 – December 18, 2022 5 bedrooms7 nights minimum stay1,129 USD nightly7,903 USD weekly Yes Most or all dates available
    December 19, 2022 – December 26, 2022  •  Christmas rates apply to any 7 night booking that includes Christmas Day 3 bedrooms7 nights minimum stay1,857 USD nightly12,999 USD weekly Yes Most or all dates available
    December 19, 2022 – December 26, 2022  •  Christmas rates apply to any 7 night booking that includes Christmas Day 5 bedrooms7 nights minimum stay1,857 USD nightly12,999 USD weekly Yes Most or all dates available
    December 27, 2022 – January 2, 2023  •  New Year’s rates apply to any 7 night booking that includes New Year’s Eve 3 bedrooms7 nights minimum stay2,000 USD nightly14,000 USD weekly Yes Most or all dates available
    December 27, 2022 – January 2, 2023  •  New Year’s rates apply to any 7 night booking that includes New Year’s Eve 5 bedrooms7 nights minimum stay2,000 USD nightly14,000 USD weekly Yes Most or all dates available

    Please note

    • Security deposit: A refundable security deposit may be pre-collected. Please confirm with your villa specialist
    • Rate policies: A 7-night, full-house rate is required for all holiday weeks which include Easter Sunday, Thanksgiving, Christmas and New Year’s Eve.
  • Map

  • Availability

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