Vacation rentals in Saint Mary

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Top-rated vacation rentals in Saint Mary

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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 favorite
Home in Ocho Rios
4.92 out of 5 average rating, 60 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.

Guest favorite
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
4.99 out of 5 average rating, 67 reviews

Oasis Getaway in Saint Mary

Please note: OD’s Oasis is one of two private homes on the property, with a shared yard and outdoor spaces. Escape to OD’s Oasis, a cozy one-bedroom retreat in St. Mary! Just 10 minutes from Ian Fleming Airport and near the iconic Galina Lighthouse, it’s perfect for two. Featuring an open-concept kitchen and living area, it’s designed for comfort. The road has a few bumps, but the peace and convenience make it worthwhile. With Ocho Rios and Port Maria nearby, your island escape starts here!

Superhost
Villa in Boscobel
4.85 out of 5 average rating, 20 reviews

3BR | A/C | 24HR | Ocho Rios 15 min | Beach 10 min

Welcome to ISLAND LUSH, nestled in a gated community in the hills, with 24/7 security. Modern amenities include A/C, ceiling fans, Wi-Fi, hot water, security cameras, 2 water tanks, and smart TVs. ISLAND LUSH is close to Ocho Rios, beaches, water falls, restaurants, spas, local street food, grocery, adventure parks and so much more... COMMING SOON: NEW 7-seater van for rental! We offer a lush space where comfort meets island beauty while being surrounded by the quiet charm of the countryside.

Superhost
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
4.87 out of 5 average rating, 55 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.

Top guest favorite
Home in Port Maria
4.9 out of 5 average rating, 86 reviews

Cheerful three bedrooms with large backyard space

Forget all your worries in this spacious green and serene space. Five (5) minutes from the beach for total relaxation. Grab your juicy Jamaican patties in Town and then don't forget your jerk chicken and jerk pork right in the back yard. Swing in comfort and enjoy cool breeze on your phones or reading a book under the overflow of Jamaican fruit trees. Cut your favourite rose in the lush garden. 15 minutes from the Ian Flemmings Int'l Airport and 35 mins from the famous Dunns River Falls.

Guest favorite
Home in Port Maria
4.86 out of 5 average rating, 42 reviews

Tropical Breeze Villa

Our space is special as you will enjoy 3 separate bedrooms ,2 bathrooms for your convenience! We have everything to keep you cool ! And you can do your cooking as well ! Enjoy your stay and your privacy always respected !! The house can be rented for an affordable price as a single unit ! ! My main goal for You to enjoy your time with your loved ones ! We are in a very safe location by local road where you can access stores near by and restaurant and the beach 5 min drive !

Top guest favorite
Villa in Huddersfield
5 out of 5 average rating, 23 reviews

3BR SOLAR Ocho Rios 15 min Beach 10 min 24hrSec AC

THE RUBY is a serene ECO SMART VILLA in a gated community in the hills, 15 minutes to Ocho Rios and ideal for families/remote workers. It features: 24/7 Security, SOLAR, A/C, Fans, Wi-Fi, 2 Water Tanks, Fenced/Gated Yard, Security Cameras, 4 Smart TV, Water Filtration, Patio with Lit Pergola, Basketball, Cards, Jenga, Chess, Checkers, Ludo, Dominoes, BBQ, Baby Crib & Bath, Highchair and Workstation with Dual Monitors. THE RUBY VILLA is our home away from home... Enjoy your stay!

Guest favorite
A spacious living area is presented with a comfortable brown sofa and a matching armchair. A large flat-screen TV is mounted on a light grey shelving unit against the wall. Natural light floods the room through multiple windows, enhancing the inviting ambiance.
Townhouse in Boscobel
4.82 out of 5 average rating, 45 reviews

North Coastal Rental

This is not just rental. It’s accommodation with your comfort , convenience and safety in mind. The property is located in a well secured, gated community with security guard and CCTV. This property is located on the North coast with less than fifteen (15) minutes from Ocho Rios, having the likes of Mystic mountain, Duns River falls and all the desired amenities. We love to host but better yet, we love to make you happy in comfort and style so let us spoil you!

Top guest favorite
Home in Tower Isle
5 out of 5 average rating, 11 reviews

Nanichi Comfort in Luxury, Serene & Convenient!

What makes Nanichi House special is the attention to detail. From the carefully prepared space to the welcoming atmosphere, every element is curated to help you and your family feel settled the moment you arrive. Whether you’re visiting for a quiet getaway, work, or a longer stay, the home adapts beautifully to your needs. Nanichi House is more than just a place to stay it’s a space designed for comfort, calm, and effortless relaxation.

Superhost
Home in Boscobel
4.83 out of 5 average rating, 12 reviews

Beyond Escape | 2BR | Gated | 15 Min to Ocho Rios

🌴 Discover Beyond Escape , a beautifully designed, solar-powered villa tucked away in the secure Gates of Edgehill community in Boscobel, just outside Ocho Rios. Whether you're planning a family vacation, couples' escape, or group getaway, you'll enjoy modern comforts, a fully equipped kitchen, high-speed Wi-Fi, and free parking—all within easy reach of Jamaica's most iconic beaches, waterfalls, and attractions.

Top guest favorite
The villa overlooks the ocean, surrounded by lush greenery. A spacious two-story building showcases a red-tiled roof and multiple balconies, while clear blue waters and a rocky coastline are visible in the background. Nearby homes also reflect a tropical environment.
Home in Tower Isle
4.94 out of 5 average rating, 304 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 vacation rentals

  1. Airbnb
  2. Jamaica
  3. Saint Mary