Vacation rentals in May Pen

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Top-rated vacation rentals in May Pen

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

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Superhost
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
4.83 out of 5 average rating, 23 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 favorite
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
4.85 out of 5 average rating, 20 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.

Guest favorite
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
4.87 out of 5 average rating, 30 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

Top guest favorite
Home in Old Harbour
4.96 out of 5 average rating, 67 reviews

Luxury 2BR Escape with Pool, Gym & Games Room

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.

Top guest favorite
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
4.92 out of 5 average rating, 48 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 favorite
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, 35 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 favorite
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
4.89 out of 5 average rating, 45 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 favorite
The front view of the home is framed by blooming flowering trees, with a gated entrance leading to a spacious driveway. The light-colored house features arched windows, a peaked roof, and is welcomed by clear blue skies.
Home in Old Harbour
4.88 out of 5 average rating, 59 reviews

HVille159

This is a quiet, peaceful gated community with 24 hours security. This two bedroom home is relaxing and comfortable with luxury at its core. Located close to the north-south and east-west highways, HVille159 offers easy commute to and from Kingston or other parishes.

Superhost
Home in Four Paths
4.77 out of 5 average rating, 13 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 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.
Apartment in Four Paths
4.84 out of 5 average rating, 31 reviews

Home Away From Home 4

Our Home Away From Home 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.

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
4.83 out of 5 average rating, 6 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

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, 85 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 May Pen vacation rentals

When is the best time to visit May Pen?

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Frequently Asked Questions

  • 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 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.

  • How much does it cost to stay in house rentals in May Pen?

    Experience the best of May Pen with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

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

  • 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.

  • 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.

  • Do apartment rentals in May Pen have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in May Pen. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in May Pen

  • Total vacation rentals

    Explore 30 vacation rentals in May Pen

  • Nightly prices starting at

    May Pen vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 150 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of May Pen vacation rentals include wi-fi 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!

  1. Airbnb
  2. Jamaica
  3. Clarendon
  4. May Pen