Holiday houses 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.

4.79 out of 5 average rating, 28 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.

4.89 out of 5 average rating, 88 reviews

A spacious outdoor area features a crystal-blue pool with built-in seating and a hot tub. Surrounding the pool, several lounge chairs are positioned under an umbrella, while a well-maintained garden with vibrant flowers offers a natural border.

Villa in Lionel Town

Country Villa

Villa de Campaña is a breath taking 3 bedroom,3 bathroom with a exquisite private crystal ocean blue pool and gym. If you adore nature and privacy then this is the place to be . Salt river mineral bath is just 15 mins away and also the wonderful white sand beach seafood restaurant Villa de Campaña is ideally located along the south coast. The property is fitted with a 35ft pool, gym, fish pond and indoor design for comfort. No visitors - only the 6 guests on booking permitted in the villa

The exterior of the home features a secure metal gate adorned with a sunburst design. Light-colored walls contrast with the gray driveway. A large window allows for natural light, complementing the modern architectural lines of the structure.

4.88 out of 5 average rating, 24 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.

4.91 out of 5 average rating, 11 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

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.

4.96 out of 5 average rating, 26 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.

4.88 out of 5 average rating, 32 reviews

A spacious kitchen area features light blue walls and marble flooring. A large island with two stools is positioned centrally, complemented by modern cabinetry. A six-burner gas stove with an oven is situated against the wall, with ample natural light filtering through the windows.

Home in May Pen

The Rose Garden (2 A/Cs + 2 baths)

Duplex in peaceful location near Glenmuir Rd. This listing is unit #2 with over 40 amenities, including private entrance, A/C, WiFi, 3 Smart TVs, Hot water, 2 bedrooms (1 en-suite), 2 bathrooms, living/dining areas, equipped kitchen, front & back porch and other amenities designed for your comfort. Only 3 min. from Highway 2000, Guests are centrally located with access to north, east and west coasts and minutes away from grocery store, entertainment, malls & restaurants in May Pen

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, 27 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!

4.9 out of 5 average rating, 48 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.

Apartment 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.

The entrance to the luxury home features a well-maintained paver pathway leading to a modern double-door entrance. A small garden with decorative stones and a tropical plant sits to the side, complemented by a light grey facade and large windows.

5 out of 5 average rating, 18 reviews

Evertonbnb 592 - With Private Heated Jacuzzi Pool

Luxury home with Private Heated Jacuzzi Pool, Gazbo and Lounge, Outside dining and Barbecue pit. Lots of room for fun. Quiet Gated Community with 24 Hour security. 2 minutes off the Old Harbour Highway Exit. 5 Minutes to the Town Centre. 30 Minutes via the highway to Pricesmart Shopping.

Top Guest favourite

A spacious living area features a large sectional sofa with bright yellow accent pillows. A sleek 85” smart TV is mounted on the wall opposite a patterned rug. Light streams in through glass doors that open to an outdoor area, enhancing the room's bright atmosphere.

Home in Paisley

5 out of 5 average rating, 16 reviews

Trenz De Luxe

Live the lifestyle you deserve! Trenz De Luxe is an exquisite property nestled in a prestigious gated community, just outside May Pen town centre. The home offers the perfect blend of luxury, convenience, and style.

4.88 out of 5 average rating, 8 reviews

A modern two-story building is depicted with a bright white exterior and a distinctive blue roof. A private pool is situated in the front, while a spacious terrace overlooks the area. Surrounding greenery complements the residence within a gated community.

Apartment in Paisley

Queen bed suite with full kitchen

Kick back and relax in this calm, stylish space in Jamaica. 1 bed suite located in gated community has on site pool, smart locks full kitchen, newly built

4.75 out of 5 average rating, 89 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 in Mineral Hieghts

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

Popular amenities for May Pen holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in May Pen

Home in Mineral Hieghts

5 out of 5 average rating, 4 reviews

Large spacious 2 bed 2 bathroom garage family hse.

A single-story house, featuring a light-colored exterior with a gable roof, is positioned on a grassy area. Large windows allow for ample natural light, while a double door entrance provides access to the interior. A clear sky is visible in the background.

4.96 out of 5 average rating, 26 reviews

Home away from home

Apartment in Paisley

4.67 out of 5 average rating, 12 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 in May Pen

4.75 out of 5 average rating, 12 reviews

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

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.

4.8 out of 5 average rating, 20 reviews

The Geenie Gates - Fully Air Conditioned

5 out of 5 average rating, 7 reviews

Home in Sandy Bay

The Sandy Haven

A sleeping area features a spacious bed with a carved headboard beneath a wooden ceiling. Light-colored walls complement the tiled floor. Green curtains frame the window, allowing natural light to filter in. A wooden dresser is positioned beside the bed, enhancing the room's inviting ambiance.

4.81 out of 5 average rating, 16 reviews

The Sunset Crescent Residence