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House holiday rentals in May Pen

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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
4.85 out of 5 average rating, 220 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

Guest favourite
Home in Old Harbour
4.94 out of 5 average rating, 85 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.

Guest favourite
Home
4.99 out of 5 average rating, 71 reviews

CW Palace. Wifi and Fully Air Conditioning

This Beautiful elegantly decorated spacious home is situated in the gated community of New Harbour Village 2 located approximately 35 minutes from Norman Manley Airport. This location has very easy access to the Highway and there are a host of amenities in the nearby town of Old Harbour. banks, restaurants, supermarkets and other major facilities are within reach of this property. Transportation is plentiful there is a 24 hour taxi operator within the complex. A rental car can be arranged.

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
4.91 out of 5 average rating, 11 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
4.88 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

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, 8 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.

Guest favourite
Home in Portmore
4.9 out of 5 average rating, 158 reviews

★ Suite Comfort ★ Classic and Modern City Haven ☀

Welcome to Phoenix Park Village.This house is located in the beautiful city of Portmore. Whether you are here on business or pleasure, you will find that this home will suit all your needs. This flat is tastefully decorated and equipped with modern furniture and appliances, Free Wifi, Smart TVs with fire stick for home entertainment streaming, Internal Washer, hot water pipes, AC Units and Ceiling Fans. Nothing but elegance and comfort for the ultimate JAMAICAN VACATION!

Top guest favourite
Home in Old Harbour
4.96 out of 5 average rating, 80 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 living area features a bold red accent wall, complemented by white accents and natural light. A large television is mounted on a sleek black media unit, which holds decorative plants and books. Comfortable seating includes a red armchair and a dining area visible in the background.
Home in Saint Catherine Parish
4.92 out of 5 average rating, 101 reviews

The Oasis @ Caymanas Country Club btw Portmore/Kgn

The property is located in the quiet and peaceful Caymanas Country Club gated community with 24x7 security. The community is centrally located and is 15 minutes away from Kingston, 5 minutes away from Portmore and 45 minutes drive to Ocho Rios via the nearby entrance of the North-South Highway. Some of the amenities in the community includes jogging trail, adult and kids size swimming pool, basketball and tennis court. I welcome you to be part of The Oasis family.

Guest favourite
Home in Old Harbour
4.93 out of 5 average rating, 14 reviews

The Oasis at Whim

Welcome to your relaxing retreat in the quiet and secure community of Whim Estates. This cozy home is ideal for families, couples, or solo travelers looking for comfort and convenience. You’ll also enjoy easy access to the town centre, where you’ll find a variety of restaurants, shops, and local amenities—all just a short drive away. The nearby highway ensures quick connections to surrounding areas, making it easy to explore the island or commute if needed.

Top guest favourite
Home in Clarendon
5 out of 5 average rating, 36 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

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.

Popular amenities for house rentals in May Pen

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 £30 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 & child-friendly amenities

  • Wifi availability

    10 of May Pen holiday rentals include wifi 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!

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