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.
Inquire About This Villa
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Overview
- 5 bedrooms
- 5 bathrooms
- Sleeps 10
- 5,000 sqft.
- 5 staff
- Audio: iPod Dock(s)
- Bedrooms Only
- 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
- Golf and Tennis: Golf on Site or Nearby
- $786+/night
Show More Show LessEntering this pretty cottage is the large living room with a 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.
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 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 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 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 the guests' option along with a day bed. Garden view. Hall bath with walk-in shower.
Bedroom 5
King-size or twin beds at the guest’s option. Garden view. En-suite bathroom with tub-shower combination.- 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, sunsets
- Cliffside Cottage has a membership to the Tryall Club
Tryall Membership
All guests of Cliffside 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, 2025. There may be occasions when some or all 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 with no advance notice.
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Villa Details
Amenities
- Audio: iPod Dock(s)
- Bathrooms: Hair Dryers
- Beach Club & Resort Membership: Tryall Club (outside the gate)
- Bedrooms Only
- 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
- 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
- Villas in Proximity: Blue Heaven, Serenity on the Beach
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.
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Photos
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Pricing
Travel dates Bedrooms Min. stay Nightly rate Weekly rate Available? January 3, 2025 – April 18, 2025 • High Season 3 bedrooms 7 nights minimum stay $ 1,129 USD nightly $ 7,900 USD weekly Booked Fully booked (no dates available) January 3, 2025 – April 18, 2025 • High Season 5 bedrooms 7 nights minimum stay $ 1,272 USD nightly $ 8,900 USD weekly Booked Fully booked (no dates available) April 19, 2025 – April 26, 2025 • Easter - Any 7 nights that includes Easter Sunday 5 bedrooms 7 nights minimum stay $ 1,272 USD nightly $ 8,900 USD weekly Booked Fully booked (no dates available) April 27, 2025 – November 21, 2025 • Low Season 3 bedrooms 5 nights minimum stay $ 786 USD nightly $ 5,500 USD weekly Booked Fully booked (no dates available) April 27, 2025 – November 21, 2025 • Low Season 5 bedrooms 5 nights minimum stay $ 1,000 USD nightly $ 7,000 USD weekly Booked Fully booked (no dates available) November 22, 2025 – November 29, 2025 • Thanksgiving Holiday 5 bedrooms 7 nights minimum stay $ 1,143 USD nightly $ 8,000 USD weekly Booked Fully booked (no dates available) November 30, 2025 – December 14, 2025 • Low Season 3 bedrooms 5 nights minimum stay $ 786 USD nightly $ 5,500 USD weekly Booked Fully booked (no dates available) November 30, 2025 – December 14, 2025 • Low Season 5 bedrooms 5 nights minimum stay $ 1,000 USD nightly $ 7,000 USD weekly Booked Fully booked (no dates available) December 15, 2025 – December 18, 2025 • High Season 3 bedrooms 7 nights minimum stay $ 1,129 USD nightly $ 7,900 USD weekly Booked Fully booked (no dates available) December 15, 2025 – December 18, 2025 • High Season 5 bedrooms 7 nights minimum stay $ 1,272 USD nightly $ 8,900 USD weekly Booked Fully booked (no dates available) December 19, 2025 – December 26, 2025 • Christmas HolidayChristmas - Dec 19-26 or 20-27 or any 7 nights that includes Dec 25th. Additionally any 7 nights (eg. Dec 17-24) that prevents a Christmas reservation will be invoiced at the Christmas rate. 5 bedrooms 7 nights minimum stay $ 1,858 USD nightly $ 13,000 USD weekly Booked Fully booked (no dates available) December 26, 2025 – January 2, 2026 • New Year's HolidayNew Year - Dec 26-Jan 2 or Dec 27-Jan 3 or any 7 nights that includes Dec 31st. 5 bedrooms 7 nights minimum stay $ 2,000 USD nightly $ 14,000 USD weekly Booked Fully booked (no dates available) Please note
- Rate notes: 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. *Rates are subject to change without notice. Please check with your villa specialist to confirm.
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Map
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Availability
2020
March 2020
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January 2027
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January 2028
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January 2029
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January 2032
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January 2033
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January 2034
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