Holiday rentals in Saint Mary

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Top-rated holiday rentals in Saint Mary

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Guest favourite
A well-maintained path leads to a bright yellow home surrounded by lush greenery. Palm trees and other tropical plants frame the driveway, enhancing the inviting entrance. Large windows reflect natural light, contributing to the vibrant atmosphere of the property.
Home in Tower Isle
4.87 out of 5 average rating, 85 reviews

Tranquil Retreat "Home Away From Home"

Located in the cool, quiet development of Tranquility Glades, Retreat, within 15 minutes of the tourist hub of Ocho Rios and the Ian Fleming International Airport, about 5 minutes from the beaches. The location boasts two master bedrooms with bathrooms en suite plus two bedrooms and a bathroom. There is a large living and dining area, a spacious kitchen with a French door refrigerator, and a laundry area with a washer and dryer. All bedrooms are air-conditioned. Expand note to read more details.

Superhost
A spacious bedroom features large windows that allow natural light to fill the room. A vibrant yellow bedspread covers a spacious bed, complemented by natural wooden furnishings. A round table and woven rug enhance the earthy decor, while lush greenery is visible through the windows.
Apartment in Gayle
4.79 out of 5 average rating, 19 reviews

Eco Cottage With Private River

Discover your private tropical sanctuary surrounded by lush gardens and hummingbirds. Unwind in a spacious, bright apartment with a king bed, kitchenette, spring water shower, outdoor bath, hammock, fire pit, and yoga area with hanging seats. Hike to your own river or explore nearby waterfalls & beaches for a peaceful nature escape. Nestled in St. Mary’s scenic mountains, just 20 minutes from Ocho Rios and Ian Fleming Airport, this gated retreat offers the perfect blend of comfort and adventure.

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, 6 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...

Top guest favourite
A modern villa with a light blue façade is set within a landscaped yard. Lush green grass and colorful plants create a welcoming entrance. The site is surrounded by neighboring homes, with clear blue skies above.
Villa in Huddersfield
5 out of 5 average rating, 13 reviews

2BR SOLAR | Ocho Rios 15 min | Beach 10 min | 24HR

THE RUBY is a serene ECO SMART villa nestled in a gated community in the hills, 15 minutes from Ocho Rios and is ideal for families & remote workers. The villa features modern conveniences including 24/7 security, solar power + battery, A/C, ceiling fans, Wi-Fi, 2 water tanks, fenced gated back yard, security cameras, workstation with monitors, 4 smart TVs, water filtration, extended patio with a lit pergola, BBQ, basketball arcade & board games. Extras: car seat, crib, baby bath and highchair.

Superhost
A light-filled living and dining area is showcased, featuring a comfortable sofa and a round dining table set for four. A large smart TV is mounted on the wall, while the open doorway invites natural light and fresh air. Decorative plants enrich the ambiance.
Home in Boscobel
4.86 out of 5 average rating, 14 reviews

Spacious Villa Near Ocho Rios & Beach, Sleeps 6

Stay close to Jamaica’s top attractions while enjoying peace, privacy, and security in a quiet gated community surrounded by lush greenery. Ideal for families, couples, and groups seeking a relaxing base with easy access to beaches and local culture. * Just 15 mins to Ocho Rios * 8 mins to the beach * 10 mins to Ian Fleming Airport * Near Dunn’s River Falls, and local restaurants * 10 minutes to Oracabessa Bay Sea Turtle Project (seasonal releases) <i>A car or taxi is recommended.</i>

Top guest favourite
Guest house in Port Maria
4.89 out of 5 average rating, 84 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 favourite
A swimming pool is seen amidst lush greenery, with tall banana plants surrounding the area. Two individuals are seated at the pool's edge, enjoying the view of the ocean. A large umbrella provides shade over a wooden table and chairs nearby.
Guest suite in Boscobel
4.84 out of 5 average rating, 85 reviews

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.

Guest favourite
The entrance of Kyah Place is framed by lush greenery, featuring a decorative front door with intricate carvings. Arched entries lead to a spacious porch, while tropical flowers provide a natural canopy, creating a serene and inviting approach to the home.
Home in Guys Hill
4.84 out of 5 average rating, 116 reviews

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

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, 60 reviews

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!

Superhost
Home in Boscobel
4.81 out of 5 average rating, 21 reviews

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.

Guest favourite
Apartment in Tower Isle
4.9 out of 5 average rating, 145 reviews

clean, comfy & quiet w/views * No Fees *

Relax in this oceanfront 1BR/1BA condo in peaceful Tower Isle, just 10 mins from Ocho Rios. Enjoy stunning sea views from your private balcony, direct beach access, a pool, A/C, Wi-Fi, and a fully equipped kitchen. Located in a gated complex. Perfect for couples, families, or remote work in paradise. Close to Dunn’s River Falls, restaurants, and local shops. Book your island escape today!

Top guest favourite
Home in Tower Isle
4.94 out of 5 average rating, 295 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 holiday rentals

  1. Airbnb
  2. Jamaica
  3. Saint Mary