Cliffside Cottage
Property Description
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Guests can also pay per day, for guests ages 16 and older, who stay for one to four days. This can be either prepaid or upon arrival at the Club. For children 12 years of age and younger, our Temporary Memberships are complimentary. Please contact a Villa Specialist for exact pricing! 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. 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 veranda with a view of Montego Bay across the water, or in the cozy and colourful indoor dining room. The staff will also create romantic poolside dinner parties under the stars at guests' request. 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.
Property Photos
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Bedrooms
This property has 5 bedrooms and sleeps 10 people
Bedroom | Beds | Sleeps | Comments |
---|---|---|---|
Bedroom 1 | Primary | 1 King | 2 | |
Bedroom 2 | 1 Queen | 2 | |
Bedroom 3 | 1 King | 2 | |
Bedroom 4 | 1 King | 2 | |
Bedroom 5 | 1 King | 2 |
Bathrooms
This property has 1 bathrooms
Bathroom | Type | Features | Comments |
---|---|---|---|
Bathroom 5 | full | Toilet, Combo Tub/Shower | En-suite. |
Bathroom 4 | full | Toilet, Shower | |
Bathroom 3 | full | Toilet, Combo Tub/Shower | En-suite. Double vanity. |
Bathroom 2 | full | Toilet, Shower | En-suite. |
Bathroom 1 | Primary | full | Toilet, Shower | En-suite. |
More Amenities
Category | Amenities |
---|---|
Activities | BeachcombingBird WatchingCyclingDeepSea FishingEco TourismFishingGolfHikingHorseback RidingSailingScuba DivingSnorkelingStand-up Paddle BoardSurfingSwimmingTennisWater SkiingWind SurfingYoga/Pilates |
Attractions | Reefs |
Entertainment | CD PlayerDVD PlayerMovie LibraryMusic LibrarySatellite Or CableSound SystemTelevision |
Events | Weddings ($) |
General | Air ConditioningPoolStaffWifi |
Indoor Features | BarBath TowelsBed LinensHair DryerPool/Beach TowelsSafeToiletriesWasher/Dryer |
Industry Association Recommended Cleaning Practice | SafeHome |
Kitchen | Coffee MakerCooking UtensilsDining AreaDish WasherFreezerFully Equipped KitchenIce MakerIron & BoardMicrowaveOvenRefrigeratorStove Top BurnersToaster |
Nearby Facilities | ATM/BankFitness CenterGroceriesHealth & Beauty SpaMarinaMassage TherapistMedical ServicesRestaurantsShopping |
Outdoor Features | BalconyDining TableFurnished Terrace/BalconyGardenLounging AreaOutdoor GrillParkingPatioPoolside Lounge ChairsPrivate PoolTerrace |
Staff | Butler(s)ChefGardenerHousekeeper(s)LaundressSecurity Guard(s) |
Cliffside Cottage is equipped with an array of included amenities and services:
• Personal service by the villa staff including a Chef, butler, housekeeper, laundress, gardener, and security guard
Amenities and services available upon request (extra cost):
• Cost of food and beverages
• Villa pre-stocking/grocery delivery
Property Rates
Rate Category | Period | Rates | Minimum Stay |
---|---|---|---|
Apr 27 - Nov 21, 2025 (3 Bedrooms) |
Apr 27, 2025 to Nov 21, 2025 |
$786 per Night $5,500 per Week |
5 night(s) |
Apr 27 - Nov 21, 2025 (5 Bedrooms) |
Apr 27, 2025 to Nov 21, 2025 |
$1,000 per Night $7,000 per Week |
5 night(s) |
Nov 22 - Nov 29, 2025 (5 Bedrooms) |
Nov 22, 2025 to Nov 29, 2025 |
$1,143 per Night $8,000 per Week |
7 night(s) |
Nov 30 - Dec 14, 2025 (3 Bedrooms) |
Nov 30, 2025 to Dec 14, 2025 |
$786 per Night $5,500 per Week |
5 night(s) |
Nov 30 - Dec 14, 2025 (5 Bedrooms) |
Nov 30, 2025 to Dec 14, 2025 |
$1,000 per Night $7,000 per Week |
5 night(s) |
Dec 15 - Dec 18, 2025 (3 Bedrooms) |
Dec 15, 2025 to Dec 18, 2025 |
$1,129 per Night $7,900 per Week |
7 night(s) |
Dec 15 - Dec 18, 2025 (5 Bedrooms) |
Dec 15, 2025 to Dec 18, 2025 |
$1,272 per Night $8,900 per Week |
7 night(s) |
Dec 19 - Dec 26, 2025 (5 Bedrooms) |
Dec 19, 2025 to Dec 25, 2025 |
$1,858 per Night $13,000 per Week |
7 night(s) |
Dec 26 - Jan 2, 2026 (5 Bedrooms) |
Dec 26, 2025 to Jan 2, 2026 |
$2,000 per Night $14,000 per Week |
7 night(s) |
Jan 3 - Apr 3, 2026 (3 Bedrooms) |
Jan 3, 2026 to Apr 3, 2026 |
$1,128 per Night $7,900 per Week |
7 night(s) |
Jan 3 - Apr 3, 2026 (5 Bedrooms) |
Jan 3, 2026 to Apr 3, 2026 |
$1,271 per Night $8,900 per Week |
7 night(s) |
Apr 4 - Apr 11, 2026 (5 Bedrooms) |
Apr 4, 2026 to Apr 11, 2026 |
$1,271 per Night $8,900 per Week |
7 night(s) |
Apr 12 - Apr 15, 2026 (3 Bedrooms) |
Apr 12, 2026 to Apr 15, 2026 |
$1,128 per Night $7,900 per Week |
7 night(s) |
Apr 12 - Apr 15, 2026 (5 Bedrooms) |
Apr 12, 2026 to Apr 15, 2026 |
$1,271 per Night $8,900 per Week |
7 night(s) |
Apr 16 - Nov 20, 2026 (3 Bedrooms) |
Apr 16, 2026 to Nov 20, 2026 |
$785 per Night $5,500 per Week |
5 night(s) |
Apr 16 - Nov 20, 2026 (5 Bedrooms) |
Apr 16, 2026 to Nov 20, 2026 |
$1,000 per Night $7,000 per Week |
5 night(s) |
Nov 21 - Nov 28, 2026 (5 Bedrooms) |
Nov 21, 2026 to Nov 28, 2026 |
$1,142 per Night $8,000 per Week |
7 night(s) |
Nov 29 - Dec 14, 2026 (3 Bedrooms) |
Nov 29, 2026 to Dec 14, 2026 |
$785 per Night $5,500 per Week |
5 night(s) |
Nov 29 - Dec 14, 2026 (5 Bedrooms) |
Nov 29, 2026 to Dec 14, 2026 |
$1,000 per Night $7,000 per Week |
5 night(s) |
Dec 15 - Dec 18, 2026 (3 Bedrooms) |
Dec 15, 2026 to Dec 18, 2026 |
$1,128 per Night $7,900 per Week |
7 night(s) |
Dec 15 - Dec 18, 2026 (5 Bedrooms) |
Dec 15, 2026 to Dec 18, 2026 |
$1,271 per Night $8,900 per Week |
7 night(s) |
Dec 19 - Dec 26, 2026 (5 Bedrooms) |
Dec 19, 2026 to Dec 26, 2026 |
$1,857 per Night $13,000 per Week |
7 night(s) |
Dec 27 - Jan 2, 2027 (5 Bedrooms) |
Dec 27, 2026 to Jan 2, 2027 |
$2,000 per Night $14,000 per Week |
7 night(s) |
Taxes and Fees
The above rates are subject to the additional fees and taxes below:
Fees:
Damage Waiver: $299.00 flat
Service Fee: $50.00 flat
Additional Rate information:
• Rooms are for priced for double occupancy only. • Extra guests may be approved by the homeowner, and an extra guest fee may be applied. • Air Conditioning in bedrooms only. • The rates for this property are dynamic and are constantly changing. The price listed above is only a starting rate and does not necessarily reflect the price for your travel dates. Please contact a reservations agent for exact pricing details. • Staff gratuity - 10% (high season) to 15% (low season) of villa rental rate is to be paid to the head of house in Jamaican or US Dollars at the end of the stay.
Property Location
Location Type: Beach, Town, Near the Ocean, Oceanview, Waterview
Location Information
13 minutes to Tryall Club. 20 minutes to the airport.
Reviews
Cindy H.
Jul 6, 2023

Fabulous 50 Birthday Celebration
Besides the property being immaculate, Ms. Patricia and her staff were so very welcoming and friendly. They made our experience memorable.
Brittany D.
Mar 27, 2023

Vacation Extraordinaire!
Rental Escapes did an amazing job of finding us a gorgeous property to rent while in Jamaica. We started to book a little too late and were struggling to find a villa to rent on the beach but Tania Lee really saved the day finding us a fully-staffed Villa up in the hills with sweeping views of the sea. Our vacation was more than I could ever have hoped for. I will definitely be using their services again in the future.
Tisha J.
Jun 13, 2022

Hidden Treasure!
I travel frequently, the Cliffside Cottage has been the best vacation I have had in years. The rooms are decorated with lots of colors, the beds are very comfortable, and the scenery from our private balcony was breathtaking. The staff made us feel very welcome, they were friendly and catered to our every need. It was like visiting family. Patricia, the housekeeper was like having a caring loving mother with you. The food the chef prepared each day was out of this world, Derrick, the butler was amazing. And the groundskeeper and security made us feel safe. I celebrated my birthday at the villa and the staff made me feel so special. We had such an amazing experience that we have already booked the villa for next year.
Rashad B.
Aug 6, 2019

Peaceful Jamaica
Villa and house service was terrific. Me and my family will definitely be visiting again. The lovely family there that took care of us are a gift from God. They met all our needs and were marvelous. Love them to my heart. The contract language and details was poorly communicated. Cost prices, meals, groceries, etc. needs to be more clear up front.
Richmond R.
Jun 7, 2019

Jamaica Mon!
I found your website as I googled luxury Caribbean rentals. I called and Sarah Murphy was SO helpful in researching available properties/locations for me! My family thoroughly enjoyed our stay at the Cliffside Cottage in Jamaica and can’t wait to do it again! I
Alex L.
Dec 3, 2018

Adventure Escape!
Since the first contact until the end of our holidays, everything was perfect. We very much enjoyed the villa that we rented which had a great staff. The service provided by Amanda and Tim was on the spot. Thank you very much!