Cliffside Cottage

Cliffside Cottage

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10   5
·
5
·
Estate
$1,000 — $2,000 / night
Cliffside Cottage
Montego Bay, Jamaica, Caribbean
·
10   5
$1,000 — $2,000 / night
Check in | Check out
Guest
5 Bedrooms
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This property requires our Villa Specialists to confirm availability for you. Please inquire below.

For assistance call us at 888.628.4896

Special Offer
Enjoy savings on Jamaica villas with our One Love promo!
Offer applicable to stays between Dec 17, 2024 → Dec 31, 2025 and booked between Dec 17, 2024 → Jan 31, 2025

Rates

  • Holiday Reservations: Please note that the holiday (higher) nightly rate will be applicable to the full duration of any reservation that includes said holiday date, regardless of rate period listed.

  • Damage Deposits: A damage deposit of 10% of the villa rental is due to secure this reservation. A mandatory damage insurance waiver covers the first $2,000 in damages. If the rental requires more than a $2,000 deposit, guest will be required to pay any damage deposit amount that exceeds the $2,000 damage waiver, which is refundable provided no damage occurs.
  • Tryall Club Reservations: The Accidental Damage Waiver policy and/or security deposit are not due for reservations occurring at the Tryall Club, as a credit card will be collected upon check-in for the security deposit and released after check-out as long as there are no incidents or damages found.
See All Rates
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.
  • 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

Entering 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.


Mandatory gratuity in Jamaica enhances the value of a fully serviced villa stay by ensuring exceptional, personalized service while simplifying the guest experience. Villa staff, including a trained chef, cater to your unique needs and preferences during your stay. Gratuity ranges from 10% of the nightly rate during the high season (December to April) to 15% during the low season, ensuring fair compensation for the highly skilled staff.


Unlike other destinations where staff services are arranged and charged separately, often at a high hourly rate excluding gratuity, Jamaica’s all-inclusive system streamlines the process allowing guests to enjoy top-quality service with ease.


Montego Bay, Jamaica, Caribbean
Vacation Rental
Estate
5000 sq ft. on 2 floors
Guests
10
Bedrooms
5
Bathrooms
5
Beds
5
Ocean View
Event Allowed
Pool
Staff Insight
Cliffside Cottage gives guests the ideal vantage point to take in the breathtaking beauty of Montego Bay and Jamaica. Fully staffed for your total relaxation and peace of mind!
John Di Rienzo
Exotic Estates Staff
5 Bedrooms
10 guests
Primary Bedroom
Bed: King Bed·
En-Suite Bath with Shower·
Air Conditioning·
Safe·
Ceiling Fan·
Private Balcony
Bedroom Two
Bed: Queen Bed·
En-Suite Bath with Shower·
Air Conditioning·
Safe·
Ceiling Fan·
Direct Access to Terrace and Courtyard·
Connects w/ Nearest Bedroom
Bedroom Three
Bed: King Bed w/Option as 2 Twin Beds·
En-Suite Bath with Shower and Bathtub·
Air Conditioning·
Safe·
Ceiling Fan·
Direct Access to Terrace·
Connects w/ Nearest Bedroom
Bedroom Four
Bed: King Bed w/Option as 2 Twin Beds·
Bed: Twin Day Bed·
Separate Bathroom·
Air Conditioning·
Ceiling Fan·
Safe
Bedroom Five
Bed: King Bed w/Option as 2 Twin Beds·
En-Suite Bath with Shower and Bathtub·
Air Conditioning·
Ceiling Fan·
Safe
Amenities
Living Room
2 Sofas·
Additional Seating·
High Ceilings·
Direct Access to Veranda
Outdoor Living
Pool·
Bar·
Dining Table - Seats 6·
Dining Table - Seats 4·
Lush Landscaping
Home Amenities
Access to Resort Amenities (Additional Fee), Tennis Court and Gym/Fitness Center·
Complimentary Kids Club·
DVD Player·
Sound Dock·
Sound System·
IP Telephone (free to US numbers)
Services Included
Butler Service·
Chef Service·
Gardener·
Housekeeper·
Night Security

Reviews

Karlecka Party
Staff & Service: Excellent Accommodations: Excellent Overall Expectation: Exceeded Will you return: Yes Additional Comments: The Cliffside staff was amazing. from the time we entered the home until we left, it was an unforgettable experience. Everyone was attentive, dependable, accommodating, and hospitable. We were always served and waited on with the best service We loved how everything was smooth and seamless. They took great care of my grandmother, as she is visually impaired. I was blown away by the extra care and the over and beyond effort we witnessed. We truly felt like we were staying with family. Thank you to our Cliffside family! See you next time!
Crispin C.
Staff and service was great. Great food, lots of variety. We loved our stay would love to return.
Terri B.
Everything with respect to the staff & service was outstanding! Exceeded expectations. Thank you! Meals were delicious, perfect. Accommodations overall excellent, we felt very much at home. Thanks for a wonderful stay!
Ken T.
The staff is very warm, friendly. Everything is perfect. Excellent meals.
Robert B.
A wonderful week for our family of 10. Perfect for ages 4-67! The staff was completely warm and welcoming from the moment we arrived. We felt completely taken care of. Delicious meals! We left every menu up to Chef and each one was wonderful. We could not have had a better week. The house and grounds are well cared for and beautiful, very comfortable.
Kim W.
We had such an awesome time while in Jamaica!! The staff that was there 18 yrs ago when I first visited were just as kind and loving as the first time that I met them!! I am excited to start planning my vacation for next year!!!

Map

Attractions

Sangster Int'l Airport: Montego Bay
12 Kilometers
Nearest Airport, Airport
Aquasol Theme Park
5.5 Kilometers
Amusement Park, Ocean Gear Rentals, Go-Kart Racing, Water Sports
Jungle Zip Lining
16 Kilometers
Zip Line
Dunn's River Falls
97 Kilometers
Activities
Montego Bay
12 Kilometers
Shopping & Restaurants
Tryall Club
9 Kilometers
Beach, Restaurants, Golf Course, Kids Club

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