# Overlook 4BR 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” OVERLOOK 4BR at the TRYALL CLUB, Montego Bay, Jamaica Overlook Villa is a stunning hilltop retreat offering breathtaking panoramic views of the Caribbean Sea, surrounded by lush greenery, towering palms, and vibrant tropical blooms. Perfectly positioned within The Tryall Club, guests enjoy easy access—by foot or golf cart—to the club’s world-class amenities, including golf, tennis, the spa, and the private beach. Overlook offers an elevated Jamaican experience, with expansive, breezy living spaces and authentic Caribbean décor. The heated infinity pool, with jacuzzi platforms on either side and a peaceful fountain, is the focal point of the property. Encircled by royal palms and vibrant bougainvillaea, this sunlit haven is the ideal place to rest, decompress, and take in the splendor of the island. Your dedicated villa staff—including a butler, private chef, housekeeper, laundress, and gardener—ensures an effortless stay. Work with your chef to customize menus to your preferences, and let your butler arrange the details of your day, whether you’re hitting the greens, playing tennis, or exploring the island. Dine under the stars or in the air-conditioned dining room while enjoying Wi-Fi, surround sound, and Starlink-connected SMART TVs with North American channels. Wake up to cool Caribbean breezes, spend the day adventuring or simply lounging, then gather for a spectacular sunset and an unforgettable dinner, all in the laid-back luxury of Overlook Villa. **This villa has 5 bedrooms and this is the 4 bedroom rate, the other bedroom is simply locked off during the stay. The entire villa is still private for your group** AMENITIES Heated Swimming pool (deepest point 6’) Private outdoor pool shower Complimentary high-speed internet Fubo satellite TV (Starlink) Flat screen SMART television in each bedroom Large flat screen SMART television in Living Room SONOS music system CD/DVD Player Entertainment library (CD, DVD, Books) Ceiling fans throughout 2 golf carts for personal use Organic garden Indoor/Outdoor Dining Wet bar Features Walking distance to tennis pickleball facilities, spa, fitness center Commissary, games room Kid’s Club and resort amenities A short cart ride to the golf course sea-side restaurants, private beach and pool facilities STAFF • Butler/Head of House • Chef • Housekeeper • Laundress • 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 Bedroom 1 - King size bed, En-suite Bathroom, A/C, Toilet, Shower,  Bedroom 2 - King size bed, En-suite Bathroom, A/C, Toilet, Shower,  Bedroom 3 - King size bed, En-suite Bathroom, A/C, Toilet, Shower Bedroom 4 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower Bedroom 5 - 2 Twin beds (which can be combined as kings), En-suite Bathroom, A/C, Toilet, Shower * Complimentary bathroom amenities, including hair dryers * Safe in all bedrooms For your family or friends, Overlook Villa combines elevated service with laid-back Jamaican style. Wake up to cooling trade winds, move through a day filled with activities, or adventure, or simply lounge the day away. Then meet back for views of a glorious sunset and a delicious signature dinner. * 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/721141321284193100/overlook-4br-at-tc **Markdown URL**: https://personal-villas.wanderos.com/property/721141321284193100/overlook-4br-at-tc.md ## Property Overview - **Sleeps**: 8 guests - **Bedrooms**: 4 bedrooms - **Bathrooms**: 4 - **Square Footage**: 4,994.45 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**: JMCJS60 - **Coordinates**: 18.4475875, -78.0546719 - **Local Area**: Beautiful destination with local attractions ## Amenities - Pool outdoor - Air conditioning - Bed linens - TV - Coffee maker - Cooking basics - Dryer - Toys - Garden - Hair dryer - Wifi - Kitchen - 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**: 721141321284193100 - **Property Slug**: overlook-4br-at-tc ## Booking Information For more information and to book this property, visit: https://personal-villas.wanderos.com/property/721141321284193100/overlook-4br-at-tc Or contact Personal Villas customer service for assistance. --- *Last modified: Oct 16, 2026* *This markdown file is generated automatically for AI agents and search engines.*