Villa vacation rentals in Saint Mary

Tranquility Bay Oceanfront Retreat

Leave the stressors of home behind and revitalize yourself and your loved ones in the mystical retreat at Tranquility Bay. This oceanfront home is a little less than 2 hours from Montego Bay Airport and is centralized with dozens of tourist hot spots, including the famous Dunn's River Falls and Margaritaville in Ocho Rios. The location of the property has the convenience of grocery markets, banking, western union, gas stations, shopping, churches, gyms, restaurants, a local beach and much more.

2BR | Ocho Rios 15mins | Beach 10mins | 24HR Gated

THE RUBY is a serene SMART ECO villa nestled in the hills, 15 minutes from Ocho Rios and is ideal for families & remote workers. The villa features modern conveniences including A/C units, ceiling fans, Wi-Fi, backup solar power with battery, 2 water tanks, fenced gated back yard, security cameras, workstation with monitors, 4 smart TVs, whole home water filtration, extended patio with a lit pergola, BBQ, basketball arcade & board games. Also available: car seat, crib, baby bath and highchair.

Catch My Drift Villa: Chef services available

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our units layer modern design with thoughtful touches and sustainability throughout. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. We are only a 20 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls or a quick trip to the beach.

The Palms at Wentworth-chef, driver, & housekeeper

Let us take the work out of planning your next trip to Jamaica! We offer an all inclusive option! >4 bedrooms >4.5 bathrooms >Property accommodates up to 8 guest >Housekeeping & a personal daily Chef are included in rental price > We can arrange round-trip airport transportation and/or a full-time driver >Tour guide services if needed >Need more room? Book our sister property: The Palms at Galina for an additional 7 bedrooms and up to 14 more guest (inquire for more details)

Villa Retreat (Retreat, St. Mary, Jamaica)

Villa Retreat (at Tranquility Glades, Retreat, St. Mary) is a (fully furnished 3 bedroom / 2 bathroom) vacation villa/home. This hilltop residential neighborhood gives a view of both mountains and ocean. This villa is kissed by the wind which blows throughout the house. This entire house is ALL YOURS (when booked). Close to shopping, dining, famous attractions. It's 20 - 30 mins drive to (Ocho Rios, St. Ann), 10 mins drive to Tower Isle, 10 mins drive to 3 beaches and Rio Neuvo.

Grande Haven Villa

Grande Haven Villa - Ultimate Relaxation * Located 5 minutes from Ian Fleming International Airport * This Mediterranean style villa is nestled behind a palm tree lined driveway in the hills of Gibraltar, overlooking the infamous James Bond Beach. The villa has 4 bedrooms each with private bathrooms, outdoor pool, wraparound veranda, 3 private balconies and shady palm trees for napping or reading a good book. Grande Haven Villa has everything needed for ultimate relaxation.

Private Countryside Getaway at Sandy's Oceanview

Country Style Villa – Events, Retreats & Family Stays: Early winter escape offers Elegant 6–8 bedroom villa ideal for retreats, birthdays, weddings, and group gatherings. Listed for 10 guests, with capacity up to 14 on owner’s approval. Fully staffed with housekeeper/cook and groundskeeper. Features a plunge pool, spacious indoor/outdoor living, Wi-Fi, and secure parking. Events welcomed at additional cost. Close to beaches and attractions yet private and serene

Ty’s Luxury Villa | Ocho Rios | Outdoor Cinema

Welcome to Ty’s Luxury Villa, a stylish 2-bedroom, 2-bath villa just minutes from the heart of Ocho Rios. Each bedroom has a hotel-style bed, ensuite bathroom and AC. The open-concept living area includes a full kitchen and Smart TV. Outside, relax by the fountain, host movie nights with the projector, or grill at the bar. Guests can also enjoy the shared pool and clubhouse. Thoughtfully designed for comfort, it’s the perfect spot to unwind or explore Jamaica’s North Coast.

Stylish & Relaxing 2bedroom Retreat near Ocho Rios

This 2 bed/1 bath Villa is stylishly designed with modern conveniences & situated in a lush garden. 15 minutes from Ocho Rios the Villa allows for relaxation & privacy while facilitating quick access to Ocho Rios town centre & attractions such as Sandals Golf Club (5 minutes), Blue Hole & River (5 minutes), Wata Land (5 minutes), Linda's Restaurant, Ocho Rios Jerk Centre, Dolphin Cove, Mystic Mountains, Dunns River Falls (15 minutes) and beaches when desired.

Oceanfront|Butler|Chef|Housekeeper|InclusiveBar

Villa Hestia is your private oceanfront villa in Boscobel — just 15 min from Ocho Rios and opposite Ian Fleming International Airport. Dive into the pool, swim in a secluded cove or try out the included kayaks & snorkelling equipment. A dedicated butler & housekeeper keep your minibar stocked and cook all in-villa meals. Four ensuite bedrooms, newly renovated interiors, lush outdoors, multiple gazebos and even a giant chess set complete the experience.

Staffed Villa with Spectacular North Shore Views

Located about 40 mins east of Ocho Rios, escape the hustle and bustle of crowded resorts and enjoy your new home away from home in Jamaica! Cabarita Lookout comfortably sleeps three families or three couples with extra air mattress available. Whether you are looking for an active family vacation loaded with activities for you and your kids or just a quiet private getaway with friends, Cabarita Lookout promises memories you'll treasure forever.

A View To A Kill - Your Private Tree House Villa

Kick back and relax in this beautifully renovated stylish home. Set at the top of a hill, this idyllic home offers an expansive view of the ocean, and Jamaica’s Blue Mountains. Newly renovated, A View To a Kill has 3 bedrooms, all with full en suite bathrooms. A gorgeous modern kitchen, large pool and entertaining deck, and a full outdoor bathroom. Stay with us, relax, and get away from busy life. Great for families and friends!