Guesthouse vacation rentals in Saint Ann

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Top-rated guesthouse rentals in Saint Ann

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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 Ohco Rios

4.5 out of 5 average rating, 10 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.

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.

The bedroom features a spacious bed adorned with soft linens and decorative pillows. Mirrored wardrobes reflect the light, enhancing the room's brightness. Two bedside lamps on matching nightstands provide additional illumination, while a subtle area rug sits beneath the bed, adding a touch of comfort.

Guesthouse in Ocho Rios

4.59 out of 5 average rating, 29 reviews

Pace of haven 2 BDR Suite with Infinity Pool

Private bedroom and bathroom now with full kitchen! Located in the gated community of Pyramid Point and perched on the hills of the world renown tourist destination Ocho Rios with captivating and panoramic views of the sparkling Caribbean Sea. Furnished with essentials for a comfortable and enjoyable stay with access to pool and gym. Relax or lounge under the backyard Gazebo. With only a few minutes drive away from attractions, shopping and entertainment, you’re in for a memorable stay!

A modern kitchen is equipped with sleek white cabinetry and stainless-steel appliances, including a refrigerator and microwave. A central island provides additional counter space, complemented by two iron barstools. Large windows allow natural light to fill the open area, enhancing the airy atmosphere.

Guesthouse in Richmond

4.76 out of 5 average rating, 17 reviews

Oriental Villa at Coolshade Richmond

Your Private Getaway In Ocho Rios Oriental Villa where comfort,tranquility and serenity meets the eye. You will enjoy the lush vegetation where the clouds meet the mountain or a partial sea view, private beach,infinity pool and top of the line amenities from the heart of Ocho Rios (2 mins from Rebel Salute, 10mins drive from from Dunn's River,Mystic Mountain, Dolphin Cove and many other attractions which is worth enjoying We can be contacted 24hrs a day for any questions or concerns.

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

5 out of 5 average rating, 4 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

4.79 out of 5 average rating, 19 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.

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

4.7 out of 5 average rating, 10 reviews

876 Oasis -King Bed-Ocean View-AC-Hot Water

Escape to 876 Oasis, just 12 mins from Ocho Rios. This spacious retreat in a safe place offers a stunning ocean view, onsite pool & pool table, full kitchen, and a 1 bedroom with a king bed and AC. With a huge veranda that has a swinging chair, you can enjoy peace and comfort. We offer self-check-in, friendly service, and optional taxi, food delivery and much more. The perfect escape. Clean, serene & close to attractions your oasis awaits!

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

4.73 out of 5 average rating, 11 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.

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.