Family-friendly holiday rentals in Saint Mary

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Saint Mary

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Superhost
Flat in Tower Isle
4.73 out of 5 average rating, 11 reviews

2 BedRm~3rd Floor Condo Tower Isle~ 24hr Security

Welcome to our 2B condo in Emerald Estate Tower Isle, where comfort, style, and serene mountain views create the perfect Jamaican escape. This beautifully designed 2-bedroom, 1-bath condo is located in a secure community Just 15 mins from the resort town of Ocho Rios ideal for relaxation & unforgettable adventures. 🌴 Book Your Stay Today 🌅 Why You’ll Love Staying Here ✔️ Mountain views and peaceful surroundings ✔️ 24-hour gated security for peace of mind ✔️ Modern comfort with stylish finishes

Superhost
A spacious sleeping area features a large bed with a decorative headboard covered in an ornate quilt. Bright curtains in green and orange frame the window, while a wall-mounted television adds modern convenience.
Flat in Boscobel
4.63 out of 5 average rating, 19 reviews

Tropical oasis Haven N Ochi Rios

Welcome to our beautiful beachside retreat in Ocho Rios, Jamaica—a harmonious blend of comfort, style, and Caribbean charm. Nestled in the heart of one of Jamaica’s most iconic coastal towns, our residence promises an unforgettable island getaway. Prime Location: Our beach house is enviably situated: Beach:A stone’s throw away from the world-famous James Bond Beach, where the golden sands and turquoise waters invite you for sunbathing, swimming, and relaxation. Minutes away from water rafting

Guest favourite
A covered balcony is framed by three large arches, offering a view of the surroundings. Two white wicker chairs are positioned against the stone railing, inviting relaxation. Soft light brightens the space, accentuating the lush greenery visible in the distance.
Home in Boscobel
5 out of 5 average rating, 8 reviews

Paradise Retreat - 3 bedrooms, 4 mins from airport

Escape to our tranquil retreat, nestled in the heart of Boscobel, St. Mary. This peaceful haven offers the best of both worlds - a calming atmosphere and unbeatable central location. Take advantage of our prime location, which is 4 mins away from Ian Flemmings International Airport and 15 mins from major towns: Port Maria and Ocho Rios. Experience the thrill of local attractions and hotshots a whisper away, then return to relaxation. Perfect for family get aways, couples and solo travelers...

Guest favourite
The exterior of a modern one-bedroom retreat is framed by lush greenery and palm trees. A smooth driveway leads to the entrance, highlighted by minimalist architecture and large windows, inviting guests to enjoy the serene surroundings.
Home in Galina
4.98 out of 5 average rating, 64 reviews

Oasis Getaway in Saint Mary

Escape to OD’s Oasis, a charming one-bedroom retreat in St. Mary! Just 10 minutes from Ian Fleming Airport and close to the iconic Galina Lighthouse, this cozy getaway is perfect for two. Tucked in the Lighthouse community, it features an open-concept kitchen and living area for comfort. Please note the yard and outdoor areas are shared. 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!

Superhost
A spacious villa with a vibrant purple exterior is showcased, featuring a large pool in the foreground. A covered outdoor seating area offers shade beside the water. The upper level includes numerous balconies, providing views of the surrounding landscape and sky.
Home in Port Maria
4.7 out of 5 average rating, 40 reviews

Braata @ Little Bay (Ocean View Villa)

In Jamaica, Bratta means giving a little bit extra and hoping you’ll come back. And that is exactly what you’ll get at BRAATA@ Little Bay–more space, more comfort, more beauty. You won’t be able to stay away. Great for family reunions & weddings Situated just outside the historical town Port Maria on Jamaica’s north coast, this brand-new villa has a stunning sea view in every room. It has four spacious en-suite bedrooms, each with its own private balcony, and a self-contained studio apartment.

Guest favourite
Home in Ocho Rios
4.91 out of 5 average rating, 56 reviews

4BR Oceanfront Villa Pool Chef Option Nr Ocho Rios

Wake up to sweeping Caribbean sea views at this private 4-bedroom oceanfront villa, just 15 mins from Ocho Rios. * Perfect for families and groups, it features en-suite bedrooms, a private pool, and inviting outdoor spaces for dining and relaxing. * Enjoy the ideal mix of seclusion and convenience — peaceful and tucked away, yet close to beaches, restaurants, and attractions. * We can arrange a private chef, housekeeping, airport transfers, and grocery pre-stocking so you can arrive and unwind.

Superhost
Flat in Rio Nuevo
4.78 out of 5 average rating, 9 reviews

Pool, Peace & Golden Vibes

Bring the good vibes to this bright and breezy unit featuring a comfy California king, full kitchen, and spacious living room. Right outside is the swimming pool area where you can cool off, play a round of pool at the table, and enjoy laid-back island fun. Perfect for couples, solo travelers, and small families who want relaxation with a splash of excitement in St. Mary, Rio Nuevo. Extra Services Available: • Birthday Decor • Chef Services • Airport Pickup • Massages • Food & Errand Delivery

Guest favourite
A serene swimming pool is framed by lush banana plants and palm trees, offering expansive ocean views. An umbrella provides shade over the pool area, while wooden lounge chairs invite relaxation. Two individuals enjoy the refreshing water, enhancing a tranquil outdoor space.
Villa in Boscobel
4.91 out of 5 average rating, 54 reviews

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.

Superhost
Home in Port Maria
4.84 out of 5 average rating, 25 reviews

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.

Top guest favourite
Cabin in Oracabessa
4.95 out of 5 average rating, 57 reviews

Almond cottages in Tropical and seaside garden

Almond Cottage is a cozy retreat with a bedroom, bathroom, and fully equipped kitchen, opening onto a wonderful, spacious veranda set in a lush tropical garden with glimpses of the sea. Just steps away, our seaside platform is perfect for sunrise, stargazing, yoga, or fishing. In the evenings, enjoy fireflies and the soothing sound of the ocean. You can also fish directly from the property or, when conditions allow, take a refreshing jump from the cliffs into the sea

Guest favourite
A serene waterfront scene is captured with a palm tree leaning gently towards the ocean. The setting sun casts a warm glow on the water, while a stone wall outlines a peaceful area for relaxation. The colors blend harmoniously, enhancing the tranquil atmosphere.
Flat in Oracabessa
4.93 out of 5 average rating, 29 reviews

Villahi Charming Cottage

Kick back and relax in this calm, stylish space. Villahi is a creator's paradise, a couple's hideaway, a family's getaway, a solo traveller's haven.....a home away from home. Located on a family-owned property, this gem is neighbour to the famous GoldenEye Resort. It is within walking distance to James Bond beach, supermarkets, 24 hr variety store & has easy access to public transport.

Top guest favourite
Home in Tower Isle
4.94 out of 5 average rating, 301 reviews

Tranquil Times villa

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!!!

Popular amenities for Saint Mary family-friendly rentals