About Cliffside Cottage
- 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.
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.
Tryall Membership
All guests of Cliffside Cottage must pay a resort entry fee of US$34 per person per day plus a 15% service charge to have access to the resort amenities at the Tryall Club. Children 13-15 years of age pay a discounted rate of 50% off plus a 15% service charge and children 12 & under are complimentary.
After paying the Temporary Membership Fee, members may use most Club facilities at no charge with the exception of 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, 2024. There may be occasions when some or all the facilities of the hotel 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.
Property Amenities
- Interior Square Ft. 5000
- Air Conditioning: Bedrooms Only
- Chef
- Children Welcome: Child Friendly: Connecting Bedroom(s), Child Friendly: Kids Club Membership
- Golf Available: Golf and Tennis: Golf on Site or Nearby
- Internet: Audio: iPod Dock(s), Communications: Complimentary Calls to the US, UK and Canada, Communications: Wireless Internet Access
- Private Pool
- Waterfront: Distant ocean view
- Tennis Available: Golf and Tennis: Tennis Nearby
- Staff: Chef, Butler, Housekeeper, Gardener, Night Watchman
- Fitness Center: Fitness Equipment: Full Gym Nearby (walk, drive or take golf cart)
- Beach Club Membership Available: Beach Club & Resort Membership: Tryall Club (outside the gate)
- Spa Available: Other: Spa on Site or Nearby
- Events Available: Weddings (up to 50 people)
- Laundry In-Villa
- Bathroom Amenities: Bathrooms: Hair Dryers
- Security Features
- Housekeeping
Villa Rates
Rooms are for priced for double occupancy only. Some villas may allow extra guests, which must be approved by the homeowner and an extra guest fee may be applied. Check with your Villa Specialist. Rates are dynamic and subject to change without notice. Please confirm rate with your Villa Specialist at time of booking.
Travel Dates | Bedrooms | Minimum Night Stay | Nightly Rates |
---|---|---|---|
High Season: 7-night minimum stay required |
|||
April 16, 2024 - November 22, 2024
Low Season |
3 | 5 | $ 786 * |
April 16, 2024 - November 22, 2024
Low Season |
5 | 5 | $ 1000 * |
November 23, 2024 - November 30, 2024
Thanksgiving Holiday |
5 | 7 | $ 1143 * |
December 01, 2024 - December 14, 2024
Low Season |
3 | 5 | $ 786 * |
December 01, 2024 - December 14, 2024
Low Season |
5 | 5 | $ 1000 * |
December 15, 2024 - December 18, 2024
High Season |
3 | 7 | $ 1129 * |
December 15, 2024 - December 18, 2024
High Season |
5 | 7 | $ 1272 * |
December 19, 2024 - December 26, 2024
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 | 7 | $ 1858 * |
December 27, 2024 - January 02, 2025
New Year's HolidayNew Year - Dec 26-Jan 2 or Dec 27-Jan 3 or any 7 nights that includes Dec 31st. |
5 | 7 | $ 2000 * |
January 03, 2025 - April 18, 2025
High Season |
3 | 7 | $ 1129 * |
January 03, 2025 - April 18, 2025
High Season |
5 | 7 | $ 1272 * |
April 19, 2025 - April 26, 2025
Easter - Any 7 nights that includes Easter Sunday |
5 | 7 | $ 1272 * |
April 27, 2025 - November 21, 2025
Low Season |
3 | 5 | $ 786 * |
April 27, 2025 - November 21, 2025
Low Season |
5 | 5 | $ 1000 * |
November 22, 2025 - November 29, 2025
Thanksgiving Holiday |
5 | 7 | $ 1143 * |
November 30, 2025 - December 14, 2025
Low Season |
3 | 5 | $ 786 * |
November 30, 2025 - December 14, 2025
Low Season |
5 | 5 | $ 1000 * |
December 15, 2025 - December 18, 2025
High Season |
3 | 7 | $ 1129 * |
December 15, 2025 - December 18, 2025
High Season |
5 | 7 | $ 1272 * |
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 | 7 | $ 1858 * |
December 26, 2025 - January 02, 2026
New Year's HolidayNew Year - Dec 26-Jan 2 or Dec 27-Jan 3 or any 7 nights that includes Dec 31st. |
5 | 7 | $ 2000 * |
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.
Maximum guests: 50
Villas in Proximity: Blue Heaven, Serenity on the Beach
Location Details
Distance Details
Beach: 13 minutes to the Tryall ClubTown: 20 minutes via driver
Airport: 20 minutes
Cliffside Cottage Reviews
Accommodations: Excellent - We really enjoyed our stay.
Ground Transportation: Excellent
Overall Expectation: Exceeded
Will you return: Yes
-Zaft Party
We had a wonderful stay at Cliffside. We've been telling all of our friends and family about the villa. The breathtaking views, the wonderful, kind, caring, and friendly staff who tended to all of our needs. The food was delicious as well. We wish we could have stayed longer and missed the staff once we left. Even the kids enjoyed it and still talk about the villa and the staff. They were so wonderful.
The only thing that we had an issue with was the water pressure in most of the bathrooms. It was low especially on the 1st day but it was fixed. If that could be rectified then there should be no other complaints.
We would love to return in 2025 but we are going to Europe. When we are returning to Jamaica we will definitely be in touch.
-Ennis Party
Accommodations: Excellent - Villa was lovely
Overall Expectation: Exceeded
Will you return: Yes
Additional Comments: Will definitely recommend. 5-Star!!
-Ennis Party
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!
-Karlecka Party
We loved our stay would love to return.
Crispin C.
Accommodations overall excellent, we felt very much at home. Thanks for a wonderful stay!
Terri B.
Ken T.
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 Benford 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.
Robert B.
Thanks again for all your help!
Kim W.
Sheila O.
Jason N.
Walker
Sarah H.
Mark S.
Alliya M.
Connie D.
Clifford C.
Perry C.
The entire staff was amazing! We were welcomed and treated with love for our entire visit. The house is updated and beautiful all around - pool and grounds. So tidy and clean,laundry was wonderful too! Clifford was kind, reliable and always on time with a smile. I would return and recommend absolutely!
Annu G.
The staff made our trip special.
Shirley R.
The staff is amazing. Hope to be back soon.
Raymond D.
Had a wonderful stay. The staff is awesome. Loved all of them. We will hopefully return soon.
Barry F.
I will not hesitate to recommend this villa to anyone who wants to visit Jamaica! We have enjoyed every minute. We love the staff. Ms. Patricia is by far more than anyone could ever ask. She displays grace and elegance when serving guests. Cliffside Cottage is a 5 star villa. You can't ask for anything better. Great location & great view.
Kimberly W.
Such a nice, warm welcome that continued throughout the entire stay. The house is beautiful and filled with an excellent staff. Can't wait to return and bring a group.
Anne and Nathan J.
This was a wonderful stay! The staff was around when we needed them, and everything was thought of ahead of time! Awesome chef! Beautiful views! We recommend Cliffside Cottage. It exceeded our expectations and we hope to return!
John & Lisa E.
The staff is excellent and they make things so easy! The villa is perfectly situated and appointed. This is the best "Linda Smith" villa yet!
John E.
The entire staff made us feel at home! We had a great time and thank you and the local staff for everything!
Nedra H.
This staff is very friendly, helpful and polite and create an extremely pleasant atmosphere. We want to take the staff home with us because we love them do much - where did you find such nice people? The villa is exceptionally clean, the view is spectacular and we had a very relaxing vacation
Neema F.
Slade party
Accommodations: Excellent
Ground Transportation: Excellent
Overall Expectation: Exceeded
Will Return: Yes
Additional Comments: We will definitely return soon
-Unaka Party
Accommodations: Excellent
Ground Transportation: Excellent
Overall Expectation: Exceeded
Will Return: Yes
Additional Comments: Amazing villa and wonderful staff!!
-Criner Party
Accommodations: Excellent
Ground Transportation: Excellent
Overall Expectation: Exceeded
Will Return: Yes
Additional Comments: Cliffside Villa crew is the best!!!
-Boyd Party
Accommodations: Excellent - Beyond awesome!
Ground Transportation: Excellent
Overall Expectation: Exceeded
Will Return: Yes
This was an awesome vacation. The staff went beyond to make our stay the best ever! I would not want to stay anywhere else in Jamaica but Cliffside! We will be back. Please have the same staff here.
-Johnson Party
Accommodations: Excellent - The rooms were very spacious and comfortable.
Ground Transportation: Excellent
Overall Expectation: Exceeded
Will Return: Yes
-McCoy Party
Accommodations: Excellent - The property was beautiful and so serene. Breathtaking views
Ground Transportation: Excellent
Overall Expectation: Exceeded
Will Return: Yes
-Ashman Party
Accommodations: Excellent
Ground Transportation: Excellent
Overall Expectation: Exceeded
Will Return: Yes - Great vacation and wonderful staff.
-Gaust Party
Accommodations: Excellent - Everything was working perfectly.
Ground Transportation: Excellent-
Overall Expectation: Exceeded - This was one of the best stays I have experienced. Thank you will be back soon!!!
Will Return: Yes
-Oruke Party
The dinners were delicious! Table presentation & service...excellent!
The view is divine. The fresh flowers were lovely
Staff & Service: Excellent
Accommodations: Excellent
Ground Transportation: Excellent
Overall Expectation: Exceeded
-Kelsey Party
Everyone was very nice towards us.
I would recommend this place to anyone.
-Paye Party
It was beautiful.
Staff was great.
We loved it here!
-Kelsey Party
Accommodations: Excellent
Will return and recommend to others
-Bolton Party
Accommodations: Excellent
We will be back each year.
-Gayle Party
Accommodations: A+/Excellent Vacation
I love it here!
-Sewrattan Party
-Skauge Party
Moulton & Montazeni Party
Benford - Respectful chef and gentleman
Derrick - The face to our Jamaican vacation
Renville - Our kindly watchman
Tristan - Helpful & a ready smile
Moulette - Always there for all of us.
Nevitt Party
Treadwell/ Santimauro/Loggins Party
Bersano/ Janish party
Chardonay
Davis Party
Russell Party
Burton Family
Chef Benford - His culinary skills had us eager to come back home. His meals made our trip more memorable. We all were amazed how he was able to accommodate every request. Ms. Patricia - I instantly felt comfortable around her. Ms. Patricia's energy was always inviting and positive. I valued her maternal guidance and oversight. Mr. Derrick - we are truly grateful for everything Derrick did for us. He was always available with a warm smile. He was courteous and a phenomenal bartender. Mr. Renville - We felt secure knowing Mr. Renville watched over us. No matter the time of night our family could sleep well with him around. Mr. Moullett- Her efforts behind the scenes wasn't unnoticed. We appreciated having fresh laundry every day. We didn't have to worry about anything staying here. Thank you.
Collings Party
Hagood party
Wertheimer Party
Gibson and Spencer Families
DeMuth/ Sapir
Ross
Scharer Family
Capers Party
Wing Family
Doolittle Party