Holiday houses in Free Town

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Top-rated holiday rentals in Free Town

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

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Superhost
Home in Old Harbour
4.79 out of 5 average rating, 29 reviews

Cool Cozy Cottage II. 2 bedroom oasis Free parking

This beautiful 2 bedroom 1 bathroom home is located in the peaceful community of Aviary Old Harbour. Relax in comfort in Queen size bed, main room with ac. The second room is equipped with two twin beds and an ac unit. 24hrs camera that monitors the entrance. The location gives easy access to the Highway leading to Kingston, Ocho Rios and Montego Bay and also to Mandeville. Enjoy modern amenities with access to wifi and our outdoor verandah. Checkin with through the use of our key box system.

Guest favourite
Home in Old Harbour
5 out of 5 average rating, 15 reviews

MJ’s Manor

Welcome to our beautiful house in Old Harbour. We hope you enjoy your stay! We have personally thought through all of the amenities and hope to provide you with all the comforts of home. The surrounding area has a lot to offer and is sure to make your holiday one of a kind. As a self-catering house, you'll find everything you need for a perfect stay. There are free parking on premises and 24/7 security surveillance because your safety is our priority. Car rental services provided upon request.

Superhost
The exterior of the apartment is showcased, featuring a two-story white structure with blue accents. A secure fence and electric gate provide safety. Surrounding greenery enhances the peaceful environment, while a covered porch area offers a shaded space to relax.
Home in Sandy Bay
4.79 out of 5 average rating, 53 reviews

PAARJ Peaceful Escape with Pool, Garden&Parking #1

This spacious retreat is located in a quiet neighborhood, minutes from the Millennium Mall, May Pen Town Centre and close to the highway. ✨Features Swimming Pool Two electric/remote-control gates for easy, secure access Solar water heating system Grilled windows and doors for added safety 8-lens, 24-hour security camera system (external) Off-street parking for up to 4 cars. Well kept garden This retreat is safe, spacious, peaceful and relaxing. Ideal if you're visiting for work or leisure.

Guest favourite
A coffee bar area showcases a sleek coffee maker alongside a selection of bottled beverages, water, and snacks. A decorative vase filled with flowers adds a touch of elegance against a vibrant turquoise backdrop. A wooden sign designates the space as a coffee bar.
Home in Old Harbour
4.84 out of 5 average rating, 51 reviews

Avi's Luxury Haven: Modern, Cozy and Quiet Getaway

Welcome to our luxury home with the most modern decor that is truly a home away from home. This home is located in the newly gated community of Colbeck Manor in the quiet town of Old Harbour. Only 15 minutes from Portmore on the East West Highway, and 15 minutes from the North and South Coast Highway and a few minutes away from Old Harbour Bay fishing village. Beaches are just 15 minutes drive away. You will find many shops, restaurants and supermarket in the town and yes there is a KFC.

Guest favourite
Home in Old Harbour
4.94 out of 5 average rating, 87 reviews

Nicely Furnished-1BR/24hr Sec./AC/Fast Wi-Fi/ NHV4

Come relax a while at this centrally-located place in New Harbour Village. Located on a quiet street this home is clean, comfortable and cozy with a stylish design. Enjoy waking up in a comfy queen-size bed, having a warm rain shower bath, eating your choice of foods and selecting your choices for entertainment. You will be two minutes away from the Old Harbour Town Centre where you can enjoy local foods, shopping and round town travels. What are you waiting for? Come! You will love it here.

Guest favourite
Home in Old Harbour
4.9 out of 5 average rating, 29 reviews

The Cherryhill of Old Harbor

Welcome to The Cherryhill – Your Home Away from Home in Old Harbor. Escape to comfort and convenience at The Cherryhill, a modern 2-bedroom, 1-bathroom home located in the brand-new Whim Estates gated community in Old Harbor, St. Catherine. Perfect for families, couples, or small groups. This cozy retreat offers everything you need for a relaxing stay. Enjoy a clean, secure environment just a short drive from both Spanish Town and May Pen, Clarendon, an ideal base for exploring Jamaica.

Top Guest favourite
A comfortable living area features a spacious sectional sofa, complemented by a coffee table and inviting decorative accents. Bright artwork depicting beach scenes adorns the wall, while a dining table with chairs is positioned nearby, enhancing the functional layout of the open space.
Home in Old Harbour
4.97 out of 5 average rating, 30 reviews

Camerons Cove-378 Home in Whim Estates Old Harbour

A cozy and well-appointed space designed for comfort and relaxation in a gated and secured community. Located in a convenient and desirable area, you’ll love the warm and welcoming atmosphere, perfect for families, couples, or solo travelers. What makes it so special is the thoughtful amenities, stylish decor, and personalized touches that make you feel right at home. Whether you’re looking for a peaceful retreat or easy access to local attractions, we offer you an unforgettable stay.

Superhost
The living room features a spacious sectional sofa with a combination of colored cushions. A center table is placed in front, complemented by two high chairs. Two large windows with dark curtains allow natural light to enter, enhancing the room's openness. A wall-mounted Smart TV is visible.
Home in Old Harbour
4.85 out of 5 average rating, 78 reviews

Serene 2 Bedroom House With AC in Gated Community

This property is in a gated community which offers 24 hr security and patrolling. The community is 2 minutes from the Old Harbour town center and 3 minutes from the highway. The property has 2 bedrooms and 1 bathroom with an open plan kitchen and living room setting. The property has Wifi and air conditioner (AC) which is located in both rooms as well as fans in both rooms and the living room. Smart TV is located in the living room which gives access to cable TV and Netflix.

Top Guest favourite
Home in Old Harbour
4.97 out of 5 average rating, 91 reviews

Elegant 2BR, Pool, Gym & Games Room - Book Now

Make lasting memories with your loved ones at this family-friendly 2-bedroom retreat! The home is fully furnished with modern comforts and features a vibrant games room for endless fun, plus access to a pool and gym for all ages to enjoy. With plenty of room for everyone, the home combines relaxation, entertainment, and convenience. Located just minutes from town, you’ll have quick access to restaurants, shops, and local attractions, making it easy to plan family outings.

Guest favourite
Home in Old Harbour
4.94 out of 5 average rating, 18 reviews

The Oasis at Whim

Welcome to your relaxing retreat in the quiet and secure community of Whim Estates. This cozy home is ideal for families, couples, or solo travelers looking for comfort and convenience. You’ll also enjoy easy access to the town centre, where you’ll find a variety of restaurants, shops, and local amenities—all just a short drive away. The nearby highway ensures quick connections to surrounding areas, making it easy to explore the island or commute if needed.

Superhost
Home in Old Harbour
4.7 out of 5 average rating, 10 reviews

Casamara

Casamara is located in the new harbor village 3 gated community, it's a safe and comfortable environment. the place is equipped with all the amenities that you would need for a relaxing stay. there are two 55 inches tv in both bedrooms, there's 65 inches tv in the living Room with complimentary Netflix, washer/dryer, hot water, air conditioner, security camera around the premises.

Guest favourite
A vibrant two-story house is displayed, featuring a yellow exterior with white accents. A balcony spans the upper floor, supported by decorative columns. The entrance is framed by large garage doors, while a secure black gate separates the property from the street.
Home in Old Harbour
4.87 out of 5 average rating, 39 reviews

Nate Luxury Stay airbnb

Have fun with the entire family in this luxury Airbnb. Great place for family and friends gathering. Cool mountain view. Close to all central locations. 24-hour surveillance surrounding the building. This property is only 2-4 minute from all major highways. Breakfast is available for an additional charge. Must be ordered 24 hours in advance.

Popular amenities for Free Town holiday rentals

  1. Airbnb
  2. Jamaica
  3. Clarendon
  4. Free Town