Vacation 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, 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.

The exterior of the house is showcased, featuring a vibrant green facade with a covered porch. A white door is framed by large windows, while plants are positioned near the entrance. The pathway is paved, leading to a well-defined entrance.

4.7 out of 5 average rating, 30 reviews

Polly Dreams Vacation Home.

Relax with the whole family at this peaceful place to stay.Whether it’s a couple’s retreat or with the entire family, come enjoy the quiet and comfort of this oasis that lies within walking distance of Old Harbor Square. Inside you will find a luxuries two bedrooms, a kitchen/dining room, bathroom state-of-the-art furniture and appliances to facilitate the comfort of your stay. Privacy and safety is a priority w/outdoor cameras, fence & grilled. You also have the luxury of relaxing outdoors.

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

Top guest favorite

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 favorite

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

5 out of 5 average rating, 35 reviews

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

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.

4.95 out of 5 average rating, 39 reviews

Central & Stylish 2BR, Comfy, Low Cost & Games

Bring the family to this cozy 2BR stay close to town! Relax in a stylish space with a full kitchen, comfy living room, and PS4 entertainment for kids (and adults!). Everything you need, shops, dining, and attractions, is just minutes away. With easy access and a welcoming atmosphere, this is the perfect family base for both fun and relaxation.

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

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

4.75 out of 5 average rating, 85 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 vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in May Pen

Top guest favorite

A single-story house is viewed from the front, showcasing a covered car porch and a decorative gate. The exterior features light-colored walls, a tiled pathway, and surrounding greenery. A shaded area on the left adds to the outdoor space, enhancing the inviting entrance.

5 out of 5 average rating, 8 reviews

Viv & Kev's home away from home

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

4.75 out of 5 average rating, 4 reviews

Elizabeth's Paradise.

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 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.

4.75 out of 5 average rating, 16 reviews

The Geenie Gates - Fully Air Conditioned

5 out of 5 average rating, 4 reviews

D & M home away from home