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.

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.

Oceanside Villa Oracabessa Access to Ocean & Pool

VIVA LA MAR, a luxurious Oceanside Villa in exclusive Golden Cove gated community, just 20 minutes from Ocho Rios. Enjoy daily housekeeping and enhance your stay with a private Chef and Butler for a truly indulgent experience. Savor authentic Caribbean cuisine prepared just for you. One of only four resort villas, offering unparalleled luxury, tranquility, and breathtaking ocean views, with easy access to the new Ocho Rios Airport and direct Miami flights. Ask about adding a private Chef.

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.

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.

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

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!