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House holiday rentals in May Pen

Find and book unique houses on Airbnb

Quick stats about house rentals in May Pen

  • Total holiday rentals

    Explore 10 holiday rentals in May Pen

  • Nightly prices starting at

    May Pen holiday rentals start at $71 NZD per night before taxes and fees

  • Verified guest reviews

    Over 70 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    10 of May Pen holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across May Pen rentals

  • 4.8 Average rating

    May Pen stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated house rentals in May Pen

Guests agree: These houses are highly rated for location, cleanliness and more.

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Superhost
An outdoor seating area features dark wicker furniture with bright turquoise cushions, providing a comfortable space for relaxation. The view includes a landscaped yard with palm trees and a swimming pool, outlined by a wooden pergola and surrounded by vibrant greenery.
Home in Portmore
4.86 out of 5 average rating, 231 reviews

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Superhost
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
4.79 out of 5 average rating, 53 reviews

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.

Guest favourite
The exterior of the property features a bright green façade with decorative wrought iron bars over the windows. A neat stone pathway leads to the entrance, framed by gravel landscaping, providing a welcoming access point to the home.
Home in Old Harbour
4.81 out of 5 average rating, 21 reviews

Relaxation and peacefulness at its finest!

Welcome to our newly developed property, a peaceful gated community with great added features of a modern style home and a 24 hour monitored security. You are 5 minutes away from the town center which has restaurants, shopping centres, grocery stores, and more. It’s also 37 mins away from Kingston via highway. Our home is a perfect getaway for families and couples. Our community gym and pool is currently under construction but when completed it will be available to all guest. Enjoy your stay!

Guest favourite
A coffee bar area showcases a sleek coffee maker alongside a selection of bottled beverages, water, and snacks. A decorative vase filled with flowers adds a touch of elegance against a vibrant turquoise backdrop. A wooden sign designates the space as a coffee bar.
Home in Old Harbour
4.84 out of 5 average rating, 51 reviews

Avi's Luxury Haven: Modern, Cozy and Quiet Getaway

Welcome to our luxury home with the most modern decor that is truly a home away from home. This home is located in the newly gated community of Colbeck Manor in the quiet town of Old Harbour. Only 15 minutes from Portmore on the East West Highway, and 15 minutes from the North and South Coast Highway and a few minutes away from Old Harbour Bay fishing village. Beaches are just 15 minutes drive away. You will find many shops, restaurants and supermarket in the town and yes there is a KFC.

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, 13 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.

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
4.89 out of 5 average rating, 35 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
A living area is presented with neutral-colored tiled flooring and bright walls. A dark grey sofa occupies one side, while a small round coffee table complements the space. A television is mounted on a wall unit, and a decorative entrance door is visible in the background.
Home in Spanish Town
4.83 out of 5 average rating, 110 reviews

Irie Getaway - House in gated community

Home is located in a very peaceful and quiet residential, gated community, with 24 hour security, in St. Catherine. House is ideally located just a few minutes from the Spanish Town Toll road, which makes it easy to access without having to encounter heavy traffic. Kingston is 25 minutes away and Portmore is 15 minutes away. Guests will have access to the entire unit at the front.

Superhost
Home in Old Harbour
4.7 out of 5 average rating, 10 reviews

Casamara

Casamara is located in the new harbor village 3 gated community, it's a safe and comfortable environment. the place is equipped with all the amenities that you would need for a relaxing stay. there are two 55 inches tv in both bedrooms, there's 65 inches tv in the living Room with complimentary Netflix, washer/dryer, hot water, air conditioner, security camera around the premises.

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, 51 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
Home in Old Harbour
4.83 out of 5 average rating, 24 reviews

Harmony Suites @ The Concierge 4BD RM.

Magnificently nested in a secure Old Harbour community is Harmony Suites. It is a modern and stylish four bedrooms property that is less than 1km from the town center. Additionally, its is fully equipped with all the amenities that make it a home away from home, and like no other, provides a panoramic view of Caribbean Sea and the famous Old Harbour Bay.

Superhost
The exterior of Colbeck Manor is depicted, featuring a warm yellow facade with subtle landscaping. The entrance gate is visible, marked by the property’s name, alongside signs indicating the location. Lush green shrubs and flowers add a touch of nature to the environment.
Home in Old Harbour
4.73 out of 5 average rating, 40 reviews

Idyllic Glee

Escape to Idyllic Glee, where warmth and tranquility await. Unwind in a peaceful atmosphere and create cherished memories. Your perfect getaway to relax and rejuvenate. Book now and experience serenity like never before.

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, 20 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.

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