Vacation rentals in Free Town

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Top-rated vacation rentals in Free Town

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

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Guest favourite

Home in Old Harbour

4.8 out of 5 average rating, 20 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 in the main room with ac comfort. The second room is equipped with two twin beds. 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

4.95 out of 5 average rating, 20 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 (sleeps 4this 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.

Guest favourite

Home in Old Harbour

4.96 out of 5 average rating, 76 reviews

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

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.

Top guest favourite

Home in Old Harbour

5 out of 5 average rating, 41 reviews

Exquisite Manor

Kick back and relax in this calm, stylish and ultramodern space. This luxurious property is located in Old Harbour's most prestigious gated community. This unique and family friendly space boats a myriad of modern amenities that gives the perfect home away from home. It is 45 minutes from Kingston and 5 minutes away from Old Harbour's finest restaurants, entertainment hubs and shopping malls. This relaxing, safe and entertaining environment is close to many well renowned Jamaican attractions.

Guest favourite

Home in Old Harbour

4.89 out of 5 average rating, 71 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.

Guest favourite

Home in Old Harbour

4.95 out of 5 average rating, 59 reviews

Family 2BR Getaway, Pool, Gym & Games Galore

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

4.87 out of 5 average rating, 39 reviews

Updated Old Harbour luxury, gated 2 bedroom house.

This is a peaceful gated community with 24-hour security located in New Harbour Village Old Harbour. The home comes with a fully equipped clean kitchen area, a dining area, washing machine, wifi, water heater, and Netflix on a 60-inch television. The main bedroom has a lovely King bed set with beautiful decor. The second bedroom comes with a Queen bed with luxurious decor. There are nearby fast food places and supermarkets within 2-3 min. Beaches within 40mins.

Guest favourite

Home in Old Harbour

4.91 out of 5 average rating, 44 reviews

Chillax Manor Your Private Oasis for Relaxation

Get this entire space with Pool access! Nestled in a gated community, Chillax Manor is perfect for your next getaway. The Manor offers you a luxury hotel feel. It is the getaway that your family will enjoy while being centrally located place to everything. You deserve to chill in this impeccable two-bedroom, one-bathroom peaceful spot with a pergola. Chillax Manor is also equipped with the necessary toiletries and a few complimentary beverages/snacks.

Guest favourite

Home in Old Harbour

5 out of 5 average rating, 11 reviews

JayA Suite2: Apartment in Old Harbour

A peaceful, relaxing 1 bedroom apartment. Apartment has a gate in a quiet friendly neighborhood, however the community is NOT gated. 5 mins drive into Old Harbour town and easy access to the highway. Equipped with your everyday essentials. Family friendly home away from home. IG @jayasuite876 35 minutes from Kingston Norman Manley airport via Highway 2000 Please feel free to ask any questions, for further details about the property.

Guest favourite

Home in Old Harbour

5 out of 5 average rating, 13 reviews

Colbeck364 Comfort Stay

Colbeck364 Comfort Stay – Relax in Style! Welcome to Colbeck364 Comfort Stay, a fully air-conditioned retreat in Colbeck Manor, Old Harbour, St. Catherine. Enjoy a community pool, gym, high-speed Wi-Fi, and Smart TV. The home features a fully equipped kitchen, stylish interiors, and a secure gated community. Just minutes from Old Harbour town, shopping, and major highways. Book now for a relaxing and comfortable stay!

Guest favourite

Home in Old Harbour

4.95 out of 5 average rating, 19 reviews

Luxe Oasis: Pool, Gym, Chef, 24hr Security

Welcome to Luxe Oasis— your private, secure escape in the heart of Old Harbour. Whether you're traveling for rest, romance, or remote work, our modern, gated property offers the perfect blend of comfort and convenience—with home-cooked meal options available upon request! ⏳ Our calendar fills fast—especially on weekends and holidays! Book now and experience laid-back luxury at The Manor ✨

Guest favourite

Home in Old Harbour

4.9 out of 5 average rating, 42 reviews

Colbeck Villa

Relax with the whole family at this peaceful place to stay. The Colbeck Villa located in a gated community with pool gym. The home is a beautiful 2 bedroom 1 bathroom house with all modern amenities. The home is fully Air Condition with ceiling fans. Clean and spacious bedrooms living room and kitchen. Comfortable beds, sofa and chairs. You will enjoy you stay at the Colbeck Villa.