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.

3BR | 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.

Ty’s Luxury Villa | Ocho Rios | Outdoor Cinema

Welcome to Ty’s Luxury Villa, your stylish 2-bedroom, 2-bath villa just minutes from the heart of Ocho Rios. Both bedrooms offer hotel-style beds, each with an ensuite bathroom and AC. The home features a fully equipped kitchen and open-concept living area. Step outside to your private oasis: a glowing fountain, outdoor movie nights with a projector, grill and bar, plus access to the shared pool and clubhouse. Thoughtfully designed with you in mind, it’s the perfect place to unwind or explore.

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.

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: 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

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!