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Holiday rentals in May Pen

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in May Pen

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

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Guest favourite
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
4.89 out of 5 average rating, 89 reviews

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

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, 9 reviews

Modern Home ( Gated Community) NHV3 Old Harbour 1

Modern Home Gated. Fully Solar 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.

Guest favourite
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
4.92 out of 5 average rating, 12 reviews

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.
Home in Old Harbour
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.

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
4.88 out of 5 average rating, 32 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

Superhost
A cozy bedroom is featured with a spacious bed that has a tufted headboard. Soft bedding is neatly arranged. Blue curtains frame the windows, allowing natural light to gently illuminate the room. A bedside table with a decorative lamp is positioned next to the bed.
Apartment in May Pen
4.84 out of 5 average rating, 25 reviews

Cozy hideaway with everything at your finger tip

This unique 1 bedroom 1 bath apartment is perfectly located on a quiet secured private property across from hotel Versalles in May Pen, Clarendon. It is approx. 5 mins drive from the main town and 3 mins from highway 2000 and Halse Hall Great House. Enjoy the great taste of a variety of meals prepared at the popular "Seafood Wagon " Restaurant which is located at the back of the property. Other restaurants in close proximity are KFC, Burger King, Popeyes (Millennium Mall).

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
4.9 out of 5 average rating, 49 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.

Guest favourite
A modern living space is presented, featuring a comfortable sectional sofa and an ottoman. An entertainment unit displays a large screen showcasing the Netflix logo. The kitchen area is visible, with bar stools arranged at a sleek counter, and natural light filters through the window.
Home in Old Harbour
4.96 out of 5 average rating, 47 reviews

Great Price, Modern, Video Games, All Inclusive!

Enjoy a stylish 2-bedroom retreat just minutes from town, with modern décor, a full kitchen, and a cozy living space. Unwind with PS4 entertainment or explore the nearby shops, dining, and attractions all within easy reach. With thoughtful touches, tasteful design, and unbeatable convenience, this home is the perfect blend of comfort and style for your next stay in Old Harbour.

Guest favourite
A modern open-plan kitchen integrates with a spacious living area, featuring sleek cabinetry and stainless steel appliances. Sunlight brightens the glossy tiled floor, while a comfortable sectional sofa adorned with yellow and gray pillows invites relaxation. Large windows provide views of the outdoor surroundings.
Flat in Mineral Hieghts
5 out of 5 average rating, 16 reviews

The Luxe Paradise

Modern 2-bedroom Retreat in Clarendon! Just 3 minutes away from Millennium Mall, popular restaurants, supermarket, gas station, Highway 2000, close to Murrays Fish & Jerk Hut, and much more! Enjoy a fully equipped apartment with a private terrace, A/C, fully kitchen, Wifi & Smart TV. Book now and enjoy Clarendon with comfort, convenience, and a touch of luxury!

Guest favourite
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.
Home in Old Harbour
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.

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
4.82 out of 5 average rating, 34 reviews

Home Away From Home 4

Our Home Away From Home No. 4 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, 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.

Popular amenities for May Pen holiday rentals

When is the best time to visit May Pen?

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Avg. price$113 SGD$113 SGD$125 SGD$125 SGD$125 SGD$150 SGD$154 SGD$160 SGD$127 SGD$158 SGD$188 SGD$188 SGD
Avg. temp27°C27°C27°C28°C29°C29°C30°C30°C29°C29°C28°C27°C

Frequently Asked Questions

  • 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.

  • 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.

  • 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 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.

  • 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.

  • Do house rentals in May Pen have wifi?

    Absolutely! We offer over 10 house 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.

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

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

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 $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 160 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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