Guesthouse vacation rentals in Saint Mary

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Top-rated guesthouse rentals in Saint Mary

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The image shows a paved entrance area featuring a colorful pattern created by hexagonal tiles in shades of red, yellow, and gray. Lush greenery is visible on the sides, with potted plants and a small white chair, while iron gates provide access to the property.

Guesthouse in Highgate

New place to stay

Kami's Serenity Suite

Welcome to our comfortable budget friendly modern Airbnb in the peaceful community of Graham Heights Highgate St. Mary. This property is located approximately 3 mins walk from the historic town of Highgate, where you can guarantee an authentic Jamaican experience, consuming wholesome cooked meals and shopping. About 10 minutes' drive from Port Maria and 30 mins from Ochi Rios. Our suite is the perfect choice for travelers looking to experience the simple pleasures with peace of mind and comfort.

The exterior of the property is showcased, featuring a spacious stone-paved area surrounded by well-maintained gardens. Lush greenery and tropical plants enhance the inviting atmosphere, while the white balcony railings add a touch of elegance. Bright blue skies create a cheerful backdrop.

Guesthouse in Boscobel

Serenity Guest House near Ocho Rios

Newly Refurbished 2BR Apartment with Pool – Near Ocho Rios Enjoy a relaxing stay in this modern 2-bedroom apartment, just 15 minutes from Ocho Rios. Recently refurbished, it features a stylish living space, a fully equipped kitchen, and pool access for the perfect tropical retreat. Close to stunning beaches, restaurants, and top attractions like Dunn’s River Falls, Mystic Mountain & many more, this is the ideal spot for your Jamaican getaway. Book now for comfort, convenience, and island vibes!

A charming exterior view of the property is framed by lush green leaves. The light-colored building features an archway entrance and windows adorned with white shutters, while potted plants add natural touches to the entrance.

Guesthouse in Rio Nuevo

Rockaway Suites Unit #8

Welcome to Rockaway Suites! Our centrally located property in Ocho Rios is just minutes from top attractions like Dunn’s River Falls, Dolphin Cove, and Mystic Mountain—all within 15–20 minutes. Ian Fleming International Airport is under 10 minutes away, and the nearest beach is a five-minute drive. You’ll also find fun nearby activities like karaoke. Despite being in the heart of the action, Rockaway Suites is tucked in a quiet, safe, family-friendly neighborhood—perfect for a relaxing getaway.

The inviting swimming pool features a zebra-striped float in vibrant blue water. White lounge chairs surround the pool area, complemented by an umbrella providing shade. Lush greenery in the background enhances the serene atmosphere.

Guesthouse in St. Mary Parish

4.67 out of 5 average rating, 9 reviews

876 Oasis -King Bed - Sunset View-Unheated Jacuzzi

Escape to 876 Oasis, just 12 mins from Ocho Rios. This spacious retreat in a safe place offers a stunning ocean view, fully equipped kitchen, and a king bed. Enjoy peace comfort and thoughtful touches like special occasion décor. With self-check-in, friendly service, and optional taxi, uber, food delivery and much more. The perfect escape. Clean, serene & close to attractions your oasis awaits! Please note- there is no central air, but a ceiling fan, portable ice water fan and a stand up fan.

Guest favorite

A stunning coastal view features a vibrant array of turquoise waters, with lush greenery outlining the shoreline. An island is prominently situated in the distance, framed by gentle waves and a diverse landscape, creating a serene and inviting atmosphere.

Guesthouse in Tower Isle

4.77 out of 5 average rating, 31 reviews

Rio Nuevo View Guest House - For Work or Family

The Rio Nuevo View Guest House is a modern elegant sea-view property with accommodations for 6 guests located 15 minutes east of Ocho Rios. The property provides modern amenities with all the privacy our guests require. The grounds are secured with an electronic gate and closed-circuit cameras monitoring the outside property. Enjoy a 100 Mbps TP-Link mesh Wi-Fi network for seamless connections. Air-conditioned bedrooms, living room, and dining room. Ideal for busy workers and large families.

A comfortable seating area is shown, featuring a light-colored sofa with accent pillows and a matching armchair. A glass coffee table is centered on a woven rug, with decorative bowls positioned on top. Soft lighting from lamps enhances the inviting atmosphere.

Guesthouse in Glengoffe

5 out of 5 average rating, 4 reviews

Mama T's Guest House

Recently renovated with the latest modern amenities, this 50 year old home is nestled in the cool mountains of Glengoffe, St. Catherine. An oasis for relaxing, disconnecting and being one with nature. You can choose to sleep in or just lay in bed listening to parrots chatting in the surrounding trees. Arise to a spectacular sunrise and step outside to the east patio where you can pick breakfast from the trees (bananas, coconuts, mangoes) curl up in a hammock to read a book or walk the trail.

A shared pool area is surrounded by lush palm trees, with a thatched cabana offering shaded seating. The clear blue water of the circular pool reflects the bright sky, while the picturesque ocean can be seen in the background.

Guesthouse in Salt Gut

Ocean Front 4 Bedroom Villa with Housekeeper

Welcome to Villa Laura in Oracabessa, Jamaica - a beachfront paradise just 15 minutes from Ocho Rios. This fully equipped villa features a spacious veranda with stunning Caribbean Sea views, perfect for tropical relaxation. Enjoy direct beach access and snorkeling at the coral reef 100 feet offshore. The 4 bedroom villa includes a full kitchen, free WiFi, internet TV, and access to a shared pool with a thatched cabana. Villa Laura offers both tranquility and proximity to local attractions.

Top guest favorite

Lounge chairs with blue cushions are arranged around a clear swimming pool, surrounded by potted plants and flowering bushes. A dining area can be seen in the background, with white furniture set against a serene garden landscape.

Guesthouse in Boscobel

4.87 out of 5 average rating, 84 reviews

Endless Summer

Endless Summer is a beautiful, quiet seafront property, located immediately across from Ian Fleming International Airport. We are located 15 minutes east of Ocho Rios, so we are close to several major attractions, beaches, family-friendly activities and dining. You’ll love my place because of the ambiance, and the location. Public or private transportation is readily available. Endless Summer is ideal for individuals seeking a quiet, place to relax, definitely not for the party crowd.

Guest favorite

A two-story residence is framed by lush greenery and well-maintained gardens. The exterior features large bay windows, adorned with decorative ironwork. A welcoming balcony extends from the second floor, while a pathway leads to the entrance, enhancing the inviting atmosphere of the property.

Guesthouse in Port Maria

4.88 out of 5 average rating, 76 reviews

Cheerful two 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.

Superhost

A serene beach scene captures gently lapping waves against a sandy shore, framed by lush palm trees. The calm water reflects the clear blue sky, creating a tranquil coastal atmosphere. A stone wall marks the edge of the beach, blending with the natural landscape.

Guesthouse in Boscobel

4.92 out of 5 average rating, 13 reviews

Cozy Island Bliss

Escape to tranquility just 20 minutes from Ocho Rios! Nestled in a safe residential area, our cozy 2-family style guest house offers comfort and relaxation. With 2 bedrooms, a full kitchen, and a small patio, it’s perfect for unwinding. Discover nearby attractions like Dunn’s River Falls and Dolphin Cove, both a short drive away. Whether you’re seeking adventure or serenity, our guest house is your gateway to the true essence of Jamaica. Book your stay to experience island living!

An inviting bedroom features a queen-sized bed adorned with gray bedding and two teal accent pillows. A minimalist piece of wall art hangs above the bed, and neatly folded gray towels are placed at the foot. Natural light filters through a window with slatted blinds.

Guesthouse in Tower Isle

4.33 out of 5 average rating, 3 reviews

Cozy Tower Isles Guest House

Fully furnished and equipped 1 bedroom, 1 bathroom guest suite, located in the picturesque north coast of Jamaica. A beautiful space within walking distance to local shops and restaurants and just 10 minutes from the lively town of Ocho Rios. Airport transfer can be arranged with one of our trusted drivers for an extra fee (subject to availability) and if you want to experience what Jamaica has to offer we also have trusted tour guides available.

Superhost

The spacious studio features two twin beds that can be converted into a king bed, dressed in light blue bedding. A cozy area rug lies beneath, and a wooden dresser is positioned next to the beds. The high, white-beamed ceiling enhances the open feel of the room.

Guesthouse in Oracabessa

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Tranquil Cottage in Oracabessa

Oracabessa Escape! Peaceful garden studio in Oracabessa, 5 mins from a private beach (key on request). Shared pool on property with main house and 1 other cottage. Twin beds convert to king. Separate kitchen with 2-burner stove. Close to GoldenEye (day passes available) and Ian Fleming airport with daily Miami flights. Meal plans and housekeeping available on request. Lush, simple, and serene. Ideal for couples, creatives, and nature lovers.