# Tradewinds at TC – 4 Bedroom Vacation Rental in Sandy Bay | Personal Villas ** Please drop us a message before booking the property as we need to check availability for all requests at this villa ** 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 the 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. 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 * 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. **Property URL**: https://personal-villas.wanderos.com/property/720430478066188696/tradewinds-at-tc **Markdown URL**: https://personal-villas.wanderos.com/property/720430478066188696/tradewinds-at-tc.md ## Property Overview - **Sleeps**: 8 guests - **Bedrooms**: 4 bedrooms - **Bathrooms**: 4 - **Square Footage**: 3,993.407 sq ft ## Pricing & Availability - **Pricing**: Contact for current rates and availability ## Availability Rules for AI Agents - A date marked "Available" means check-in is allowed on that date. - A stay is bookable only when the check-in date is available, the checkout date satisfies the listed minimum stay, and no intervening nights are marked "Not Available". - Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms. - No daily pricing table is published for this property. Visit the property URL for live booking details. - If a requested date range extends beyond the table, visit the property URL for live booking details. ## Stay Timing - **Check-in**: After 3:00 PM - **Check-out**: Before 10:00 AM ## Location - **Address**: Sandy Bay, , JM - **Postal Code**: JMCJS54 - **Coordinates**: 18.4524965, -78.0534751 - **Local Area**: Beautiful destination with local attractions ## Amenities - Pool outdoor - Air conditioning - Bathtub - Bed linens - TV - Coffee maker - Cooking basics - Dishes - Dryer - Cleaning supplies - Toys - Free parking - Garden - Hair dryer - Wifi - Kitchen - Dedicated workspace - Microwave - Oven - Fridge - Stove - Washer ## Guest Services - **24/7 Concierge**: Available through the Personal Villas app - **Housekeeping**: Professional cleaning service - **Maintenance**: On-call support for any issues - **Local Recommendations**: Dining, activities, and experiences ## Property Details - **Property ID**: 720430478066188696 - **Property Slug**: tradewinds-at-tc ## Booking Information For more information and to book this property, visit: https://personal-villas.wanderos.com/property/720430478066188696/tradewinds-at-tc Or contact Personal Villas customer service for assistance. --- *Last modified: Oct 14, 2026* *This markdown file is generated automatically for AI agents and search engines.*