Holiday rentals in Saint Mary

By The Bay Oracabessa Queen Ensuite & kitchenette

Unique and convenient, 50 yards from safe crystal clear swimming and snorkelling. A short stroll for all your supplies and eateries. Plan your next north coast excusion while relaxing in our walled garden or go and soak up the fishing folk vibes on the bay. Just off the A3, Ocho Rios & other attractions are 20 minute drive. Daily flights into Ian Fleming international. Business, pleasure, relaxation and adventure, it’s all here! Need more beds? By The Bay Two is a bookable adjoining room.

Breezy Castle villa with Sea & Blue Mountain views

Our villa was not affected by the hurricane; we have water, electricity, internet! An excellent opportunity! A secluded mountain villa with a private pool, fireplace, barbecue area, and billiards in the heart of tourist Jamaica. Just 10 minutes from Dunn's River Falls, Ocho Rios Port, Dolphin Cave, and Mystic Mountain Park. Enjoy panoramic sea views from the green bird sanctuary. Unique features: open-air cinema and dance floor. Complete privacy and relaxation. We look forward to seeing you!

Watersedge - Condo in Tower Isle- B3

Newly renovated, beautiful 2-bedroom condo in picturesque Tower Isle, Jamaica. Enjoy a breathtaking ocean view from the balcony while listening to the waves crash on the rocks below. Whether you need a place to stay while you attend events in nearby Ocho Rios or you need a place to kickback and get away from it all, this is the ideal spot. Only 20 minutes from the Ian Fleming International Airport in Boscobel, this is location allows for a quick getaway from the hustle and bustle of everyday

Ackee Tree Cottage

Located in the lush hills on the border of St. Mary & St. Ann, this cozy cottage is perfect for those wanting a getaway surrounded by nature. 20 mins from Ocho Rios, this cottage is perfect for those wanting to escape, but don't want to be in complete isolation; it is in close proximity to beaches, rivers, restaurants and local bars. This Cottage is located on a beautiful 4.5 acre property with a main house and one other cottage - to book other cottage visit https://abnb.me/tqCFotkasIb

Glen Sea Inn - cozy inn steps away from the beach

Welcome to the Glen Sea Inn! Come enjoy a more peaceful side to the land of wood and water. Our home has been in the family for many years, originally starting out as a law office owned by my grandfather who worked right down the street. He loved the parish of St. Mary and gave his heart to it and to the community. Glen Sea Inn is an homage to him and a way to continue spreading his love for the parish to others! We hope that you have a peaceful stay and make it your home away from home.

Catch My Drift: Bamboo Studio

Catch My Drift is a gated eco-inspired villa built and uniquely designed to incorporate locally sourced materials. Our suite is perfect for your next getaway. We offer the privacy and seclusion needed for complete relaxation. Enjoy our splendid view, swimming pool, outdoor kitchen with grill in our spacious backyard. Ready for adventure? We are only a 10 minute ride from Ocho Rios, home of popular attractions such as Dunns River Falls and Mystic Mountain or quick trip to the beach.

Papa Curvin's Cottages & Seaside Tropical Garden 1

From the STAR deck or laying in the hammock you will be able to enjoy the beautiful view of the sea on the propety, or discover exotic birds and butterflies in the lush vegetation. In the evenings you can watch the light of fireflies. If you want to, you can fish directly on the property or get refreshed by jumping from the cliffs into the sea, if the sea conditions allow. Enjoy our sun deck overlooking the cliffs giving you a panoramic view of the ocean. And: Visit our CAVE!

Comfort Isle

The property is located in Tower Isle, St Mary. It's just minutes from Ian Fleming Airport and Ocho Rios. Its surrounded by many beaches and other attractions. It's nestled in a family-friendly gated community with 24 hours security. There is also easy access to public transportation. The Interior has modern furnitures, lightings, appliances and bathroom. There is also a porch. There is One Queen bed in the master bedroom and Two Twin beds in the second bedroom.

Oasis Getaway in Saint Mary

Escape to OD’s Oasis, a charming one-bedroom retreat in Galina, St. Mary! Just 10 minutes from Ian Fleming Airport and minutes from the iconic Galina Lighthouse, this cozy getaway is perfect for two. Tucked in the community of Lighthouse, it features an open-concept kitchen and living area for ultimate comfort. The road has a few bumps, but the peace, charm, and convenience make it worth it. With Ocho Rios and Port Maria nearby, your dream island escape starts here!

"Tumbleweed Cottage"

Quick update after hurricane Melissa… We are back up and running with no structural damage🙏. We have been hosting guests. Power is back, water is flower and Starlink is providing Internet. 😁🙏 Quiet very private one bedroom fully refurbished cut stone cottage with your own pool. Located less than a mile from Upton (Sandals) Golf Course. Ideal for Golfers, Writers, Painters and Weekend Travelers.

Villa Topenga Luxury Studio

This cozy studio apartment is the perfect place to relax and unwind on your vacation. Located in the peaceful community of Rio Nuevo, just a short drive from the popular tourist destinations of Ocho Rios, Sugar Pot Beach and Dunn's River Falls. The apartment offers the best of both worlds: tranquility and convenience. Luxuriously furnished with all the amenities you need for a comfortable stay.

BeyondViewVilla Tropical/ Pool/Transportation

Beyond View Villa offers a 360-degree view of lush mountainsides and stunning sea vistas, allowing guests to wake up to a breathtaking sunrise or unwind with a beautiful sunset—hence the name Beyond View Villa. The cool breeze, whistling wind, and fresh, crisp air provide the perfect conditions to rest, relax, and recharge by the pool or on the deck.