Family-friendly vacation 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!

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.

The Blue Jade Ochi - 2Bdrm Wifi, AC, Backup Power

✨ Unwind in this serene 2-bedroom retreat with reliable satellite internet, A/C, hot water, and backup power supply to ensure comfort and peace of mind. Enjoy cool mountain breeze, a private patio for sunrise coffee or sunset views and a relaxing backyard space. Enhance your stay with our order in breakfast or private car service to nearby beaches and local hotspots. Just 10 minutes from Ocho Rios (Dunn's River Falls) and the Ian Fleming Airport—your peaceful escape awaits! Updated 1/8

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.

Beauty & Serenity at Kyah Place

At Kyah Place you can put a little distance between yourselves and the rest of the world. The lifestyle here is pure Jamaican in rhythm and tempo, "easy." We offer you a window to local culture and a different way of living. Markets, cook shops, and taxis are just steps away. Here you'll have an authentic Jamaican experience in a contemporary but homey setting, with Ocho Rios and world famous Dunn's River Falls only about an hour away. We look forward to hosting you. One Love

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!

Tranquil Times villa

All January long, enjoy one complimentary airport pickup service with your stay for bookings in January Tranquil Times Villa is located just minutes outside of downtown Ocho Rios. We are located in a private, gated community with 24-hour live security. We are conveniently located within minutes of all major attractions and hotels. Airport Transportation will be arranged. We are fully staffed and cannot wait to help make your vacation one you won't ever forget!!!

King Bed Studo/Gated/Near Ocho Rios

Escape to your peaceful retreat in the hills of Boscobel, St. Mary. This private 1-bedroom suite offers a king bed, en-suite bathroom, and private entrance. Enjoy the unique clear dome lounge—perfect for stargazing or morning coffee. Located in a quiet gated community just minutes from beaches and Ocho Rios, it’s ideal for couples, solo travelers, or business guests seeking comfort, privacy, and relaxation.

"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.

Beyond View Villa Oasis/ 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.Take it easy at this unique and tranquil getaway.