House holiday rentals in May Pen

Find and book unique houses on Airbnb

Top-rated house rentals in May Pen

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

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Guest favourite
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, 205 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
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.
Home in Old Harbour
4.81 out of 5 average rating, 16 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. +Car Rental

Guest favourite
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
4.81 out of 5 average rating, 21 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.

Top guest favourite
A cozy living area features a dark brown sectional sofa and a matching chair adorned with yellow and brown cushions. A glass coffee table is centered on a patterned rug, while a lamp and art piece add a touch of elegance near a window dressed with cream curtains.
Home in Old Harbour
5 out of 5 average rating, 42 reviews

Exquisite Manor

Kick back and relax in this calm, stylish and ultramodern space. This luxurious property is located in Old Harbour's most prestigious gated community. This unique and family friendly space boats a myriad of modern amenities that gives the perfect home away from home. It is 45 minutes from Kingston and 5 minutes away from Old Harbour's finest restaurants, entertainment hubs and shopping malls. This relaxing, safe and entertaining environment is close to many well renowned Jamaican attractions.

Guest favourite
A modern home is surrounded by well-maintained landscaping, featuring a manicured lawn and colorful flower beds. A curved pathway of stones leads to the entrance, which is highlighted by a decorative lantern. Nearby palm trees add to the inviting outdoor setting.
Home in Saint Catherine Parish
4.9 out of 5 average rating, 134 reviews

The Caymanas Villa

My place is a modern country side home that is close to golf resorts, polo clubs, beaches, the city center, with mountain side views. My place is good for couples, solo adventurers, business travelers, and families. This is a secure facility that is centrally located in Jamaica with within 1km from both north-south and east-west high way 2hrs drive to Montego bay and 20 min to Kingston. This facility has recreational spaces, such as jogging trail, swing pool, basket ball and tennis court.

Guest favourite
A well-appointed bedroom features a spacious bed with a cozy blanket and decorative pillows. The green curtains frame the window, while a sleek dresser is positioned against the wall. An air conditioning unit is mounted above, providing comfort during warm days. Inset is an image of the pool area.
Home in Old Harbour
4.91 out of 5 average rating, 44 reviews

Chillax Manor Your Private Oasis for Relaxation

Get this entire space with Pool access! Nestled in a gated community, Chillax Manor is perfect for your next getaway. The Manor offers you a luxury hotel feel. It is the getaway that your family will enjoy while being centrally located place to everything. You deserve to chill in this impeccable two-bedroom, one-bathroom peaceful spot with a pergola. Chillax Manor is also equipped with the necessary toiletries and a few complimentary beverages/snacks.

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, 34 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
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
4.89 out of 5 average rating, 46 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.

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
4.94 out of 5 average rating, 31 reviews

Great Price, Near Town, Entertainment

Bring the family to this cozy 2BR stay close to town! Relax in a stylish space with a full kitchen, comfy living room, and PS4 entertainment for kids (and adults!). Everything you need, shops, dining, and attractions, is just minutes away. With easy access and a welcoming atmosphere, this is the perfect family base for both fun and relaxation.

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
4.78 out of 5 average rating, 9 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 spacious bedroom is presented, featuring a large bed with a decorative quilt. Light blue walls complement the room's bright ambiance. A stylish dresser and a wardrobe are visible, while curtains adorned with colorful patterns frame a window that allows natural light to filter in.
Home in May Pen
5 out of 5 average rating, 3 reviews

The Rose Petal

This one Bedroom and one bathroom suite with A/C in bedroom, WiFi, Smart TV, large spacious kitchen, living and dining, in-unit laundry area, washer, balconies, hot water, and many other amenities will make you feel right at home.

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 in Mineral Hieghts
4.75 out of 5 average rating, 83 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

Popular amenities for house rentals in May Pen

Quick stats about house rentals in May Pen

  • Total rentals

    10 properties

  • Nightly prices starting at

    $52 SGD before taxes and fees

  • Total number of reviews

    60 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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