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.

4.94 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.

A modern living area features a sleek white sectional sofa and a decorative coffee table. A large wall-mounted television is framed by minimalist shelves adorned with small potted plants. Soft lighting enhances the contemporary design, complemented by vibrant blue and white accents.

4.86 out of 5 average rating, 22 reviews

Modern Home (Gated Community) Old Harbour NHV3

New modern Gated Comm. 1 King, 1 Queen bed, 2 baths located in NHV3, Old Harbour with GAZEBO and BAR. This amazing home also decked with LED Lighing, 1 Kitch and laundry. It's fully A/C in Living n Bed Rm. Grilled with 24/7 security, Smart lock, Free NetFlix, also CCTV Cameras for your safety, a fire place. All furnitures are brand new to suit your needs. This is situated closed to Restaurant, Jerk Centre, KFC, Juici Beef, High 2000, 30mins portmore, spanish Town 1 hour to Ocho Rios.

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 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.

Top Guest favourite

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.

4.92 out of 5 average rating, 25 reviews

Luxe Oasis@Colbeck Gated. Chef. Pool. Gym. WIFI

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 ✨

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

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.

4.75 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

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

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.

4.95 out of 5 average rating, 22 reviews

Home away from home

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

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

A dining area with a dark wooden table set for four is showcased, complemented by elegant place settings. A vase with flowers adds a natural touch. Adjacent seating includes a cozy sofa and a potted plant, creating a welcoming and functional space.

Home in Longville Park

5 out of 5 average rating, 6 reviews

Corvylla Vacation Home - Comfort Meets Convenience