
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.

🏝🏝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

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.

Modern Home ( Gated Community) NHV3 Old Harbour 1
Modern Home Gated. Fully Solar 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.

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.

Camerons Cove-378 Home in Whim Estates Old Harbour
A cozy and well-appointed space designed for comfort and relaxation in a gated and secured community. Located in a convenient and desirable area, you’ll love the warm and welcoming atmosphere, perfect for families, couples, or solo travelers. What makes it so special is the thoughtful amenities, stylish decor, and personalized touches that make you feel right at home. Whether you’re looking for a peaceful retreat or easy access to local attractions, we offer you an unforgettable stay.

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

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.

Comfort Cottage: Private Oasis w/Pool & Security
Our place is close to major thoroughfares, town centre, hospital and transportation. Restaurants, supermarkets and shopping are just minutes away. The community has a kids park, adults park with jogging trail, club house, playfield, tennis court, and basketball court. The home is fully furnished and air-conditioned for your comfort. Our place is good for couples, solo adventurers, business travelers, and families (with kids).

The Geenie Gates - Fully Air Conditioned
Welcome to The Geenie Gate! Step into a world where comfort and luxury feel like pure magic. Here, high-tech convenience meets high-end style in an oasis designed just for you. Imagine jewel-toned lighting, smart features that respond to your touch and voice, and spaces crafted for ultimate relaxation. Let the outside world fade away—your hidden retreat awaits. Ready to experience the magic? Just make a wish.”

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.

Nate Luxury Stay airbnb
Have fun with the entire family in this luxury Airbnb. Great place for family and friends gathering. Cool mountain view. Close to all central locations. 24-hour surveillance surrounding the building. This property is only 2-4 minute from all major highways. Breakfast is available for an additional charge. Must be ordered 24 hours in advance.

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 May Pen house rentals
House rentals with a pool

Old Harbour Relaxation with pool

Charming Oasis Getaway

Sleep Easy, Relax in Comfort

Poolhouse@Countryclub | Private Pool | Gated

Luxe Oasis. Relaxing. Pool. Gym. WiFi. Chef. A/C

The Caymanas Villa

Chillax Manor Your Private Oasis for Relaxation

Exquisite Manor
Weekly house rentals

Suite 159

Harmony Suites @ The Concierge 4BD RM.

The Oasis at Whim

CW Palace. Wifi and Fully Air Conditioning

Cool Cozy Cottage II. 2 bedroom oasis Free parking

Nicely Furnished-1BR/24hr Sec./AC/Fast Wi-Fi/ NHV4

Cameron's Paradise

Casamara
Private house rentals

The Darling Hive (Fully A/c optional)

Viv & Kev's home away from home

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

Green Grandeur

K&W comfort suite Fully air condition, gated.

Colbeck Villa

RUSTIK INN cozy home away from home

Cozy and spacious home.
Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Ocho Rios Holiday rentals
- Negril Holiday rentals
- Portmore Holiday rentals
- George Town Holiday rentals
- Mandeville Holiday rentals
- Discovery Bay Holiday rentals
- Tower Isle Holiday rentals
- Old Harbour Holiday rentals
- Runaway Bay Holiday rentals
- Port Antonio Holiday rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Hope Botanical Gardens
- Emancipation Park
- YS Falls
- Floyd's Pelican Bar
- Fort Clarence Beach
- University of the West Indies
- Reggae Beach
- Rafjam Bed & Breakfast
- Green Grotto Caves
- Devon House
- Martha Brae Rafting Village
- Bob Marley's Mausoleum
- Somerset Falls
- Strawberry Hill
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls
- Independence Park
- Burwood Public Beach





