Holiday rentals in May Pen

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Top-rated holiday rentals in May Pen

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
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.
Home in Old Harbour
4.82 out of 5 average rating, 22 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.

Guest favourite
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
4.86 out of 5 average rating, 29 reviews

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

Guest favourite
The kitchen features modern cabinetry in navy blue and white, complemented by a marble countertop. A gas stove and stainless steel refrigerator are visible. Colorful decor, including sunflowers and pineapples, adorn the island. LED lighting along the ceiling adds a contemporary touch.
Home in Old Harbour
5 out of 5 average rating, 5 reviews

Modern Home ( Gated Community) NHV3 Old Harbour 1

Modern Home Gated. 1 King size bed, 1Q-B, 2baths located in Old Harbour with GAZEBO and BAR. This amazing home also decked with LED Lighing, 1 fancy Kitchen an laundry. It's fully A/C and 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 the Town, Restaurant, Jerk Centre, KFC, Juici Beef, High 2000, 30mins portmore spanish Town 1 hour to Ocho Rios.

Top guest favourite
Home in Old Harbour
4.96 out of 5 average rating, 67 reviews

Elegant 2BR, Pool, Gym & Games Room - Book Now

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.

Guest favourite
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
4.89 out of 5 average rating, 45 reviews

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.

Superhost
A spacious living area features a comfortable grey sofa positioned on a soft rug. Natural light fills the room from nearby windows. A modern kitchen is visible in the background, complemented by dark wood cabinetry and sleek appliances. A television is mounted on the wall, adding entertainment options.
Home in Old Harbour
4.86 out of 5 average rating, 49 reviews

Colbeck Villa

Relax with the whole family at this peaceful place to stay. The Colbeck Villa located in a gated community with pool gym. The home is a beautiful 2 bedroom 1 bathroom house with all modern amenities. The home is fully Air Condition with ceiling fans. Clean and spacious bedrooms living room and kitchen. Comfortable beds, sofa and chairs. You will enjoy you stay at the Colbeck Villa.

Superhost
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
4.77 out of 5 average rating, 13 reviews

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

Superhost
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
4.84 out of 5 average rating, 31 reviews

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.

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, 10 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.

Superhost
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.
Flat in Paisley
4.83 out of 5 average rating, 6 reviews

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

Superhost
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
4.75 out of 5 average rating, 84 reviews

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

Guest favourite
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
4.82 out of 5 average rating, 34 reviews

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

When is the best time to visit May Pen?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 76€ 76€ 84€ 84€ 84€ 101€ 104€ 108€ 86€ 73€ 73€ 73
Avg. temp27°C27°C27°C28°C29°C29°C30°C30°C29°C29°C28°C27°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in May Pen?

    Yes! Work meets play with ease at over 10 vacation rentals in May Pen featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in May Pen have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in May Pen. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in May Pen?

    Experience the best of May Pen with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Apartment Rentals in May Pen?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in May Pen?

    May Pen has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in May Pen have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in May Pen. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in May Pen have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in May Pen. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in May Pen have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in May Pen. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in May Pen

  • Total holiday rentals

    Explore 30 holiday rentals in May Pen

  • Nightly prices starting at

    May Pen holiday rentals start at € 34 per night before taxes and fees

  • Verified guest reviews

    Over 150 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of May Pen holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across May Pen rentals

  • 4.9 Average rating

    May Pen stays are highly rated by guests – averaging 4.9 out of 5!

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