Holiday houses 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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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
4.83 out of 5 average rating, 18 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.

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, 45 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.

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.
Apartment in May Pen
4.88 out of 5 average rating, 43 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 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.

Superhost
A modern living area features a sleek wall with vertical paneling and elegant lighting. A vibrant digital fireplace is displayed above a minimalist white console, providing a cozy focal point. Light-colored walls enhance the open feel of the space.
Home in Old Harbour
4.81 out of 5 average rating, 48 reviews

Luxury Oasis of New Harbour Village III

Royal Oasis is a peaceful, centrally-located, and gated place with 24-hour security. It is five (5) minutes from Old Harbour Town, two (2) minutes from the highway, and thirty (30) minutes from Kingston. It has three (3) Air conditioners, one in each bedroom and another in the living room. This property is also 5 minutes from the beach and 15 minutes from Salt River.

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, 32 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.

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, 7 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.
Apartment in Paisley
4.8 out of 5 average rating, 5 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

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, 28 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?

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Avg. price$154 NZD$154 NZD$170 NZD$170 NZD$170 NZD$205 NZD$139 NZD$139 NZD$147 NZD$147 NZD$147 NZD$147 NZD
Avg. temp27°C27°C27°C28°C29°C29°C30°C30°C29°C29°C28°C27°C

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 $69 NZD 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 and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of May Pen holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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