Holiday rentals in May Pen

A single-story home with a welcoming front porch is showcased. Light yellow and creamy white exterior walls are complemented by a manicured lawn and garden. A small outdoor table and chairs are set on the porch, with a pathway of stones leading to the entrance.

4.83 out of 5 average rating, 24 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.

4.94 out of 5 average rating, 81 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.

4.88 out of 5 average rating, 8 reviews

A comfortable seating area showcases two light gray sofas with a geometric area rug beneath. A round coffee table with a decorative tray is centered between the sofas. Large windows are adorned with light blue curtains, allowing natural light to illuminate the space.

Home in May Pen

Kgap Ranch,3 bedrooms with private pool and gym

KGAP Ranch, a perfect family getaway. Enjoy the experience that this 3 bedroom,3.5 bathroom oasis has to offer. Located in a quiet,safe & centrally located neighborhood. Less than 3 minutes access to high way 2000, 30 minutes from Kingston where major attractions like Usain Bolt tracks & records,Club Meca, Macau Gaming lounge & Bar.We are one hour away from excursions in Ocho Rios.KGAP Ranch is equipped with coded doors & security gates. Our host is responsive and reachable 24 hours.

Top guest favourite

4.96 out of 5 average rating, 68 reviews

Luxury 2BR Escape with Pool, Gym & Games Room

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.

A well-appointed bedroom features a spacious bed with a cozy blanket and decorative pillows. The green curtains frame the window, while a sleek dresser is positioned against the wall. An air conditioning unit is mounted above, providing comfort during warm days. Inset is an image of the pool area.

4.92 out of 5 average rating, 48 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.

Top guest favourite

A decorative entrance sign displaying 'Colbeck Manor' is mounted on a beige wall. Surrounding greenery features well-maintained flowering plants, adding a touch of color against the background of a clear blue sky.

5 out of 5 average rating, 21 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!

4.89 out of 5 average rating, 46 reviews

A modern kitchen is presented with dark cabinetry and a granite countertop. Kitchen appliances, including a microwave, stove, and double-door refrigerator, provide functionality. A dining table set for two is featured, with a glass and decorative elements, enhancing the space's practical appeal.

Flat in May Pen

Home

Kick back and relax in this calm, stylish space. Home is centrally located in a gated secure premises in May Pen, Clarendon. It is 2 mins from the nearest hospital. Doctors offices, restaurants, shopping, spas, salons, etc. Attractions in Clarendon includes, the Milk River Mineral bath, Farquahar beach, salt River mineral spring and other hidden gems. Home is also 2 mins away from the high way 2000.

4.77 out of 5 average rating, 13 reviews

Home in Four Paths

2 Bed 1 bath Home Away From Home _(Hot Water)

Amenities Included- ✅Heated water ✅Multiple Car parking spaces ✅24 Hour security systems available for the safety of our guests. ✅Air conditioning In all bedrooms ✅Porch For seating And more. Washer and dryer Oven and Stove Coffee Machine Microwave

5 out of 5 average rating, 3 reviews

A spacious bedroom is presented, featuring a large bed with a decorative quilt. Light blue walls complement the room's bright ambiance. A stylish dresser and a wardrobe are visible, while curtains adorned with colorful patterns frame a window that allows natural light to filter in.

Home in May Pen

The Rose Petal

This one Bedroom and one bathroom suite with A/C in bedroom, WiFi, Smart TV, large spacious kitchen, living and dining, in-unit laundry area, washer, balconies, hot water, and many other amenities will make you feel right at home.

4.84 out of 5 average rating, 31 reviews

A neutral-toned bedroom features a spacious bed with a tufted headboard, flanked by nightstands. Light curtains frame the window, and a cozy seating area with a two-tone sofa is positioned nearby. A textured area rug adds warmth to the tile flooring.

Flat in Four Paths

Home Away From Home 4

Our Home Away From Home can be your next destination for a getaway of any type. Whether it's for a long or short stay we welcome you. Our peaceful 1-bedroom apartment fully renovated and equipped with everything for your comfort.

4.76 out of 5 average rating, 86 reviews

The exterior of the two-story house features a white façade with green accents. Arched balconies adorn the front, and an intricate black iron gate opens to a driveway with parked vehicles. The entrance is marked by a wide pathway leading to the main door.

Home

Mineral Heights Right-Spot

Relax and enjoy in this spacious house. It is the perfect hideout spot, there is a security camera so guests can see who is coming for added security

4.82 out of 5 average rating, 34 reviews

The entrance of a single-story home is framed by a well-maintained garden. A stone façade is complemented by a gabled roof and a large shaded porch. A wrought iron gate leads to the driveway, providing access to a garage with a closed door.

Home in Mineral Hieghts

Mineral Heights

Relax with the whole family at this peaceful place to stay. Environment is very nice, clean and safe!

Popular amenities for May Pen holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in May Pen

4.83 out of 5 average rating, 6 reviews

Elizabeth's Paradise.

A neatly designed walkway leads to the entrance of a yellow house. The pathway features a textured gray surface, bordered by well-maintained grass and decorative stones. Lush greenery is present along the edges, enhancing the inviting approach to the home.

4.91 out of 5 average rating, 23 reviews

King's Place

Top guest favourite

Flat in Paisley

5 out of 5 average rating, 5 reviews

Sweet Haven- May Pen

A dining area features a blue table set for six, with white plates and glassware arranged neatly. A small potted plant with purple flowers serves as the centerpiece. In the background, a living space is visible, showcasing a comfortable sofa and stairs leading to another level.

Home

4.82 out of 5 average rating, 11 reviews

Full T/house 2 bedroom • AC• Gated• Not Shared

A vibrant yellow house is set against a clear blue sky, complemented by a distinctive blue and white striped awning. A silver car is parked in the driveway, while a gated entrance leads to the property. Lush greenery enhances the exterior's welcoming atmosphere.

4.85 out of 5 average rating, 72 reviews

Jerry's Little Cottage fully air-conditioned

An open-plan living space is displayed, featuring a stylish dining area with a large table set for meals. Natural light pours in through large windows, while a modern kitchen with granite countertops provides a seamless connection to the living area. Soft furnishings enhance the cozy atmosphere.

4.76 out of 5 average rating, 17 reviews

The Geenie Gates - Fully Air Conditioned