Tradewinds on the Sea at Tryall Club — Montego Bay, Hanover — vacation rental

Tradewinds on the Sea at Tryall Club

Nightly
📍 Montego Bay, Hanover, JM
GGuesty~$3,008
Per night, excl. host's fees · ~ estimatesHow we estimate

PROMO! Special Offer CARIBBEAN NIGHTS OFFER 2027! Enjoy up to two complimentary nights, and 10% off dinner at Ooshan during your stay. *Offer valid on bookings made by October 1 – January 31, 2027, for travel between May 1 - October 31, 2027. Any day arrival. *Full payment is required at booking(non-refundable). Standard Travel Advisor Commission applies. Prices are excluding local taxes & admin fee. *Temporary Membership Dues will be applied to the free nights in this promotion. * All other Tryall Club Terms & Conditions apply. * A 10% service charge will be added to the rental fee. - Please inquire for more details “Valid for new reservations only” TRADEWINDS ON THE SEA at TRYALL CLUB, Montego Bay, Jamaica Tradewinds On The Sea is one of the few Tryall villas with its own private beach (depending on the tide), offering stunning sea views and a stylish, modern beachfront living experience. Set right on the shoreline, this villa blends classic Caribbean architecture with contemporary enhancements. Built on one level with a detached cottage, Tradewinds boasts enviable sea frontage and a spacious lawn to the east. Every room is designed to maximize the ocean panorama, seamlessly blending indoor and outdoor spaces. Bright and airy, Tradewinds offers an inviting, open-plan layout with a comfortable living room, dining area, and media room, all with breathtaking ocean views. Soft, serene colors like Eau de Nil and pale blue mirror the hues of the sea and sky. The new swimming pool with an integrated hot tub directly overlooks the ocean, and the surrounding terrace enjoys sun all day. For those seeking shade, a double grass hut offers respite. The villa’s spacious veranda, with relaxing furniture and a flat-screen TV, is perfect for unwinding. All bedrooms feature sea views and immaculate en-suite bathrooms with walk-in showers. Three bathrooms offer outdoor showers with air conditioning units; the other bathroom includes a bathtub and shower. The master suite includes a cozy sitting room with a sheltered bay view. AMENITIES • Heated walk-in infinity swimming pool • 8 person spa with waterfall and 2 golf carts • Country House Jamaica toiletries • Free Wi-Fi and Games available • Cable television and SONOS • Indoor/Outdoor Dining • Flat screen SMART Televisions and Safe FEATURES • Short walk to golf and beach • Short golf cart ride to tennis • Massage center and Fitness center • Boutique and Tryall market • Games room and Kid’s Club STAFF • Head of House-Butler • Chef • Laundress • Gardener • 2 Housekeeper ** All villa rates are subject to a 10% Government Tax and a 7.5% (non-refundable) Administration Fee. Please note that villa reservations for stays from November 2026 onward will be subject to a 10% non-refundable Administration Fee. Additionally, reservations for stays from April 1, 2027, onward will attract a 15% Government Tax. TEMPORARY MEMBERSHIP DUES/FEES The Club requires all villa guests to obtain a Temporary Membership for their stay. By obtaining a Temporary Membership, you gain access to all Club facilities and amenities, ensuring a memorable experience during your stay. The Fee Structure is as follows: The Club requires all villa rental guests to have a temporary membership for their stay. This is $45 per day for persons over 16 year-olds, $25 per day for 13 – 16-year-olds, and complimentary for 12 years and younger. All Temporary Membership Fees are subject to a 15% service charge. Fees may change without notice. Payment Options: You can choose to pre-pay the membership fees or pay them upon arrival at the Club.

About the Home

BEDROOM DESCRIPTION Bedroom 1 - Master: King size bed, A/C, En-suite bathroom + walk-in showers + outdoor showers, and has a separate small sitting room with the most idyllic sheltered view over the bay. Bedroom 2 - King size bed, A/C, En-suite bathroom + walk-in showers + outdoor showers Bedroom 3 - King size bed/Twin Beds, A/C, En-suite bathroom + walk-in showers + outdoor showers Cottage Bedroom 4 - King size bed, A/C, En-suite bathroom + walk-in showers + tub

Good to know

* All rates quoted in USD. * Rates are subject to change without notice * Thanksgiving may be charged at Premium rate. * Villa staff is exclusively curated and included in all villa rates. Tips can be paid in cash to the villa manager upon departure to distribute amongst the villa team, or you may place the amount on your Front Office account. When charged to your account this attracts a 3.5% surcharge charge. CASH ADVANCE If you need extra cash while on the property: You can request a cash advance against your credit card at the Front Office. Notice Required: A one-day advance notice is necessary, with a maximum advance of US$200 percouple per day. A 7.5% surcharge will apply.

Guest Access

FOOD & BEVERAGES COST Exclusions: Food and beverage costs are not included in the villa rate. Shopping List: Guests will collaborate with their villa team to prepare a shopping list before arrival or upon check-in. Billing: All food and beverage charges will be added to your final bill. Estimated Costs: As a guideline, please budget approximately US$75 per person per day for in-villa food. Dining Options: Guests also have the option to dine at one of the resorts restaurants. Guest Charges Agreement Form (sent to you from Guest Services prior to arrival) Completion Required: You must complete the Guest Charges Agreement Form, providing the names of all guests for whom you will be covering charges during your stay. Credit Card Authorization: A physical copy of your credit card will be required upon check-in for a pre-authorization of US$150 per person per day. EXTRAS Golf Cart Rental: If a golf cart is not included in your villa rate, it can be rented for US$45 per day, plus 30% taxes, totalling US$58.50 per day. Highchairs, Cribs, and Rollaway Beds: These items can be rented for US$11 per day each.

House Rules and Terms

1. CAPACITY OF VILLAS: The total number of persons allowed in the villa at any one time is restricted to the number of persons scheduled and paid for, based on two persons per bedroom. Should a group misrepresent themselves, they will be required to pay for all excess persons immediately or shall vacate the villa immediately, without refund. 2. COMPLAINTS AND MAINTENANCE: Personal Villas and affiliated on-island property managers shall make every effort to keep all villas and their inventories in good working order. In case of a maintenance problem, they will strive to repair the problem as soon as possible after being notified. Villa management reserve the right to be allowed a reasonable amount of time to cure a problem. However, no refund or rate adjustment shall be made for unforeseen mechanical failures such as the supply of electricity, telephone service, internet service, water, pool filtration systems, hot tubs, air conditioning, television or cable service, appliances, etc. It is the Guest’s obligation to report any problems or damage to their villa IMMEDIATELY to us, regardless of the hour. 3. NO PETS: Pets of any kind are NOT allowed in or on the villa’s premises without specific written permission from Personal Villas (granted prior to arrival). A pet or evidence of a pet found on the premises will cause immediate eviction, and forfeiture of the Guest’s entire rent and deposit. 4. QUIET ENJOYMENT AND PARTIES: We rent to family groups and responsible adults only; absolutely NO house parties, commercial uses or functions such as weddings are allowed without advance WRITTEN permission from Personal Villas. Guests shall be sufficiently quiet and peaceful, so as not to disturb other residents of the neighborhood, particularly after 10 pm at night. If the Guest is found to have had a wedding or any sort of group gathering for more persons than officially scheduled and paid for at the villa, and/ or without Personal Villas advance written permission, he is subject to forfeiture of his entire villa security deposit to the villa’s owner, at the joint discretion of Personal Villas and the villa’s owner. 5. SMOKING, ILLEGAL ACTIVITY, DRUGS AND HAZARDOUS MATERIALS: Smoking is NOT permitted inside the villa. (In most cases smoking is allowed in outdoor spaces—please check with your rental agent). Guest and members of his party shall not use or permit to be brought into any villa any illegal substances, inflammable fluids (e.g., gasoline, kerosene, naphtha or benzene), or other explosives or articles deemed hazardous to life, limb or property. Any illegal activity is strictly prohibited.

What this place offers

Safety & cleaning 3Family, pets & fun 3Parking & access 2Views & setting 5Tech & work 6Pool & outdoors 6Kitchen & dining 10Comfort & essentials 10Other 1
Cleaning Disinfection
Enhanced cleaning practices
Safe
Family/kid friendly
Suitable for children (2-12 years)
Suitable for infants (under 2 years)
Free parking on premises
Private entrance
Beach
Beach Front
Beach View
Resort
Waterfront
Cable TV
Internet
Laptop friendly workspace
Stereo system
TV
Wireless Internet
Beach essentials
Garden or backyard
Outdoor pool
Patio or balcony
Private pool
Swimming pool
Coffee maker
Cookware
Dishes and silverware
Kettle
Kitchen
Microwave
Oven
Refrigerator
Stove
Toaster
Air conditioning
Bathtub
Bed linens
Dryer
Essentials
Hair dryer
Hangers
Towels provided
Washer
Drying rack for clothing
Building staff

Booking and price

Book on
the host's own site (personal-villas-jamaica.guestybookings.com). CielStay links you there and charges no fee.
Nightly rate
Close to the typical rate for the 42 homes we list in Montego Bay

More homes in Montego Bay

Property sourced from Guesty • Listing stale? Update it!

$2,892/ night
excl. host's fees
GuestsUp to 8
Bedrooms4
Bathrooms4
Guests2
Pets · not listed as allowed0
📅 No current calendar from the host's site
GGuesty~$3,008
Per night, excl. host's fees · ~ estimatesHow we estimate