# Fairwinds, Tryall Club – 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 STAY & PLAY GOLF PACKAGES 2026–2027 Championship golf meets Caribbean villa luxury 4–7 night packages from $1,900 per person Packages valid in low season from April 25th - Nov 20th 2026 and high season from Nov 21* - April 24* 2026/27. Any day arrival applies to new bookings from April 25th to Nov 20th, 2026, only. Blackout dates include US Thanksgiving, Presidents’ Week, Christmas, New Year and Spring Break. Prices include all local taxes, administrative fees, and the 10% service charge for villa staff. Alcoholic beverages and shrimp, lobster, speciality seafood, and selected meats are not included. Same-day replay rounds: complimentary green fee; just pay cart & caddy fees for the 2nd round. Caddy gratuity is not included. ** Full payment is required at the time of booking (non-refundable). Terms & Conditions apply. * Supplemental St & 6th nightly rates are available. Reserve your Stay & Play Golf Package today by messaging us. FAIRWINDS at the TRYALL CLUB, Montego Bay, Jamaica Fairwinds is a sophisticated Jamaican residence with breathtaking views of the Caribbean sea and lush tropical gardens. The villa’s beautiful grounds include two freshwater lily ponds teeming with goldfish, making it the ideal place to rest and reconnect. Designed by Robert Hartley, Fairwinds exemplifies the epitomy of traditional Caribbean architecture. Located on Copperwood Ridge, the villa’s two-tier floor plan maximizes the breathtaking sea views and is a short walk to the gym and tennis courts. The primary bedroom features a king-size bed and an en-suite bathroom with a Jacuzzi tub. A secondary master also boasts a king bed and an en-suite with a unique sunken Roman bath. Both master bedrooms have private entrances and patios. The guest bedrooms come with twin beds that can be converted into kings and also feature private entrances and patios. Another sunken Roman bath is available in one of these rooms for extra relaxation. Whether you’re lounging in the living room, enjoying the covered alcove by the pool, or soaking up the views from the pool deck, every space at Fairwinds is designed with comfort in mind. The dedicated staff, including a housekeeper, cook, laundress, and gardener, will make your stay even more special, ensuring a seamless and unforgettable experience. AMENITIES • Swimming pool – deepest point 8 feet • Indoor/Outdoor Dining • Wet Bar, Free wifi • Private balconies • Cable programming,  Flat screen TVs in all bedrooms • ‘Smart’ plasma TV in living room • Golf carts • Free on-property shuttle service Features • Short golf cart ride to the beach, golf • Walking distance to Tennis • Massage center • Fitness center, Boutique • Tryall market • Kid’s Club &Games room STAFF • Chef • Head of the House • Laundress  • Housekeeper • Gardener ** 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 Main Bedroom 1 - King size bed, A/C, En-suite bathroom, Jacuzzi tub Bedroom 2 - King size bed, A/C, En-suite bathroom, unique sunken Roman Bath Guest Bedroom Bedroom 3 - 2 Twin beds (which can be combined as kings), A/C, En-suite bathroom Bedroom 4 - 2 Twin beds (which can be combined as kings), A/C, En-suite bathroom * All rates quoted in USD. * Rates are subject to change without notice * 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/720460347986674343/fairwinds-tryall-club **Markdown URL**: https://personal-villas.wanderos.com/property/720460347986674343/fairwinds-tryall-club.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**: JMCJS46 - **Coordinates**: 18.4486393, -78.0566257 - **Local Area**: A short golf cart ride or walk to The Great House restaurant, gym, reception, commissary, games room, library, tennis courts, pickleball, kids club, and nanny service, and the environment office. A short golf cart ride to the luxury spa, beach, beach club, watersports facility, beach grill, championship golf course, commissary, and tour attractions desk. ## Amenities - Pool outdoor - Air conditioning - Bed linens - TV - Coffee maker - Cooking basics - Dishes - Dishwasher - Cleaning supplies - Toys - Free parking - Garden - Hair dryer - Wifi - Kitchen - Dedicated workspace - Microwave - Oven - Fridge - Stove ## 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**: 720460347986674343 - **Property Slug**: fairwinds-tryall-club ## Booking Information For more information and to book this property, visit: https://personal-villas.wanderos.com/property/720460347986674343/fairwinds-tryall-club 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.*