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Guesthouse vacation rentals in Saint Ann

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Top-rated guesthouse rentals in Saint Ann

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

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The gated entrance to a modern two-story property is framed by lush tropical landscaping and colorful flowering plants. The driveway is paved, leading to the main building, which features large windows and a terracotta tiled roof against a bright sky.
Guesthouse in Saint Ann's Bay
4.67 out of 5 average rating, 46 reviews

Modern Ambience close to attractions in Ocho Rios

A lovely modern suite for 2 detached from main house where guest can enjoy privacy and quiet relaxation. The property is in the gated community of Plantation Village within a 15 minute drive from Ocho Rios, within close proximity to main attractions of Dunn’s River Falls, Cool Runnings, Dolphin Cove, Blue Hole, Margaritaville and other day and night attractions. Guests also have access to the private beaches, a part of the Plantation Village community property. You will surely enjoy your stay!

A charming villa is set among lush greenery, featuring manicured lawns and colorful flower beds. Tall palm trees sway gently in the breeze beside the white exterior of the building, which is complemented by a warm red roof.
Guesthouse in Ocho Rios
4.53 out of 5 average rating, 15 reviews

Patiently Waiting

Experience the Best of Jamaica at Villa Patiently Waiting Villa Patiently Waiting is a beautiful North Coast retreat that combines luxury, space, and tranquillity in a prime location. Just a 5-minute walk from one of Jamaica’s most stunning beaches. This 3-bedroom villa with a swimming pool, Jacuzzi is situated in a secure, gated community, only half a mile from convenient amenities full supermarket and pharmacy. Patiently Waiting is the ideal choice for a truly memorable Jamaican getaway.

Superhost
A spacious outdoor area features a large heated swimming pool and a gazebo surrounded by lush greenery. The farmhouse-style building with a tiled roof provides a welcoming backdrop under a bright blue sky, inviting relaxation and enjoyment.
Guesthouse in St. Ann Parish

Chateau La DeBusschere;large pool, gardens

A Private gated Estate with a Cool rustic vibes. 1970's Farmhouse style originally designed by well-known English couple Oscar and Ida Debusschere. A cool breezy, welcoming atmosphere, with a modern touch. The perfect environment for relaxation and optimal wellness. Fresh fruits and foods straight from the farm for an authentic culinary experience. Equipped with a large heated-swimming pool and spa, a pickleball court and much more. Ideal for weddings, parties, wellness retreat and vacation.

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
4.79 out of 5 average rating, 33 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.

Superhost
A charming villa is surrounded by greenery, featuring a welcoming front porch. Two parked cars are positioned on the red concrete driveway. A clear blue sky is visible above, enhancing the bright atmosphere of the location.
Guesthouse in Saint Ann's Bay

Wi-Fi | Solar Powered| Hot Water

A personal sanctuary on the island of "One Love". This comfortable and centrally-located one-bedroom villa offers a peaceful escape, whether you're a first-time visitor or a returning guest. Designed for rest & relaxation, this is the perfect space to unwind and recharge. I've cherished the tranquility of this home for years and am delighted to share its serene vibe. From here, you are perfectly positioned to dive into Jamaica's rich culture, savor the delicious food, and enjoy the beaches.

The exterior of a spacious two-story building features a combination of white walls and stone accents. A tiled roof with a gentle slope complements the design. A gated entrance leads to a paved driveway, where a vehicle is parked in front of two-car garages.
Guesthouse in Plantation Village
4.67 out of 5 average rating, 6 reviews

Plantation Village Twin Oasis A

Welcome to our beautiful twin-unit Airbnb located in the scenic parish of Saint Ann, Jamaica! This property is in a beautiful gated community Ideal for families, groups, or couples. Features two fully equipped, side-by-side units, offering privacy and convenience. Book both units for an entire family or separately for a couple. Located near bars ,restaurants and some of Jamaica’s most iconic attractions like Dunn’s River Falls, Mystic Mountain, and the lively town of Ocho Rios.

A spacious bed is dressed in crisp white linens, complemented by a soft teal throw draping over the edge. A decorative pillow with green accents and a towel sculpture are arranged on top. Natural light filters through sheer curtains beside a bedside lamp.
Guesthouse in Discovery Bay
4.8 out of 5 average rating, 20 reviews

Neverlands Villa

Newly constructed private getaway in Discovery Bay where proximity meets comfort and serenity. The property is a 15 minute walk or 5 minute drive to World Famous Puerto Seco Beach; 20 minutes drive to Dunn's River, Mystic Mountain, Dolphin Cove and many other attractions. The property is gated by remote access with ample parking for up to 2 cars. The lush environment is home to several fruit trees ( mangoes, plums, starfruit, sweetsop) all which can be enjoyed by our guests.

Superhost
A functional kitchen corner is seen, featuring a stove, sink, and countertop with utensils. The door stands open, providing a view of the lush garden outside. Natural light enters through the doorway, illuminating the tiled floor and the colorful patterned curtains.
Guesthouse in Tower Isle
4.67 out of 5 average rating, 9 reviews

Shanty Shack

This shanty shack is a converted garage. Perfect for the budget conscious back packer who does not want to stay in a tent and have your own private bathroom and shower. Wake up to our lush garden and pick your banana or avocado for breakfast. Depending on the season, we have many fruited trees available for your picking. Sunbath on our deck and take dip in the pool. We are close to all Ocho Rios attractions as we are 10 minutes away.

The entrance to a gated community is depicted, featuring two guardhouses flanked by palm trees. A clear blue sky provides a bright backdrop, while a pathway leads into the area, suggesting a quiet and secure environment.
Guesthouse in JM
4.75 out of 5 average rating, 12 reviews

1 Bedroom unit at MBS Guest House

Put your feet up and relax in this peaceful 1 Bedroom unit. Amenities includes access to pool and fitness center. The unit is meticulously decorated to provide for a comfortable short and long term stay. Please note the entire unit is a newly built two bedrooms, two bathrooms, living room with a galley kitchen. You do have the option of booking the entire two bedroom, two bathroom unit at an additional cost.

Guest favorite
Guesthouse in Draxhall
4.71 out of 5 average rating, 7 reviews

Private Gated 3BDR Home Jacuzzi Bathtub Draxhall

Welcome to your perfect Jamaican retreat a spacious and flexible 3-bedroom home located in a gated, centrally located community just minutes from Ocho Rios’ famous beaches, restaurants, hotels, and vibrant nightlife. This well-presented property offers bright, airy interiors and off-street gated parking, making it ideal for families, groups, or solo travellers.

A sandy beach scene features rows of blue lounge chairs under straw umbrellas, providing shade and comfort. Palm trees line the background, adding to the tropical setting, while a white structure can be seen offering refreshments or shelter.
Guesthouse in Discovery Bay
4.5 out of 5 average rating, 4 reviews

Jamdung Hills 1 BR/1BA, FREE Parking

PLEASE NOTE THIS IS A "ONE BEDROOM" ONLY HOST 2 GUESTS. FOR MORE THAN TWO GUESTS, PLEASE CHECKOUT MY TWO BEDROOM THAT HOST 4 GUESTS. You will enjoy easy access to everything from this centrally located place. Located between Ocho Rios and Falmouth/Montego Bay. Short 5-10 minute drive to the pristine beaches and transport and be arranged.

Guest favorite
A spacious bedroom features a wooden bed frame with intricate detailing, dressed in white bedding. Light enters through a window adorned with blinds, while a ceiling-mounted air conditioning unit is visible, providing comfort.
Guesthouse in Discovery Bay
4.88 out of 5 average rating, 16 reviews

2 Bedroom/2 Bath Oasis

Relax with your entire family at this newly built two-bedroom 2-bathroom guest house situated in Camelot Village Discovery Bay. The unit is in a quiet gated community with 24 hrs security with an awesome ocean view overlooking the city.

Popular amenities for Saint Ann guesthouse rentals

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