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.

4.83 out of 5 average rating, 23 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.

4.78 out of 5 average rating, 50 reviews

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

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.

4.87 out of 5 average rating, 30 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

4.96 out of 5 average rating, 67 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.

4.91 out of 5 average rating, 47 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.

5 out of 5 average rating, 35 reviews

The exterior of the vacation home showcases a two-story design with a distinct color palette and arched windows. A paved driveway leads to a spacious garage, framed by decorative columns. The sky above is partly cloudy, enhancing the inviting presence of the property.

Home in Clarendon

Step into TRENZ …Airbnb

Step into Trenz Airbnb. A luxurious vacation home conveniently and centrally located in the gated community of Paisley Place. Trenz offers 3 modern bedrooms, each outfitted with its own en-suite bathroom, air conditioning, and hot water to sleep 6 persons comfortably. You’ll be 5 minutes away from : *May Pen Town Centre * The major highways * Millennium Mall. * Knutsford Express You’ll be 15-20 minutes away from: * Fyah Side *Murrays Fish & Jerk

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, 19 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, 45 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 front view of the home is framed by blooming flowering trees, with a gated entrance leading to a spacious driveway. The light-colored house features arched windows, a peaked roof, and is welcomed by clear blue skies.

4.88 out of 5 average rating, 59 reviews

HVille159

This is a quiet, peaceful gated community with 24 hours security. This two bedroom home is relaxing and comfortable with luxury at its core. Located close to the north-south and east-west highways, HVille159 offers easy commute to and from Kingston or other parishes.

4.77 out of 5 average rating, 13 reviews

A well-lit bedroom features a spacious bed with decorative pillows and a patterned blanket. Natural light enters through two windows, framed by light curtains. A wooden dresser is positioned against one wall, and a ceiling fan adds a functional touch to the room.

Home in Four Paths

2 Bed 1 bath Home Away From Home

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

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.

Apartment 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.

4.83 out of 5 average rating, 6 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

Popular amenities for May Pen holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in May Pen

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.

4.94 out of 5 average rating, 18 reviews

Home away from home

4.67 out of 5 average rating, 3 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.

4.95 out of 5 average rating, 22 reviews

King's Place

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

4.82 out of 5 average rating, 11 reviews

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

A bright bedroom features a spacious bed with a patterned quilt, flanked by light and dark curtains that frame a large arched window. A bedside table holds a lamp, while the walls are painted a cheerful yellow, creating a welcoming environment.

Apartment in May Pen

4.67 out of 5 average rating, 6 reviews

May pen Studio Apartment unit

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.