
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 $69 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.

Sleep Easy, Relax in Comfort
Welcome to my home! A new two bedroom house located near the border of St. Catherine and Kingston, in a quiet and relaxing country style gated community. This location provides 12 minutes access to Kingston, 8 minutes to Portmore, 10 minutes to Spanish Town, and in about 3 minutes you’ll be able to access the highway leading to Ocho Rios. This means you could be climbing Dunn's River Falls in 45 minutes. The space is fully equipped to make your stay as comfortable as possible. Come and enjoy!

🏝🏝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.

Luxe Oasis. Relaxing. Pool. Gym. WiFi. Chef. A/C
Wake up slowly. No alarms. Just soft morning light spilling through the windows. Enjoy freshly brewed coffee & prepare breakfast in our fully equipped kitchen. Gather around the dining table, plan your day, or open your laptop if work calls. Enjoy a day out, then sink into the cozy living room for a movie night or step out to the porch with a glass of wine & let the day wind down. Desire a little more? Visit our Clubhouse’ take a refreshing dip in the pool or fit in a workout at the gym.

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.

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

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.

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.

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.

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

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.

Urchin Villa, New Harbour Village 2, 24hr Security
Clean and comfortable home in the gated community of New Harbour Village 2 in Old Harbour. Fully air-conditioned and grilled. Close to supermarkets and restaurants. Less than an hour away from Kingston, Ocho Rios and Portmore via Highway 2000.
Popular amenities for May Pen house rentals
House rentals with a pool

Chillax Island Stay – Private Pool & Gazebo

Old Harbour Relaxation with pool

Charming Oasis Getaway

Oak's Elegant Gated Family Escape |3bed|3 bath|

Comfort Cottage: Private Oasis w/Pool & Security

The Geenie Gates - Fully Air Conditioned

The Caymanas Villa

Tropical Solitude
Weekly house rentals

Cozy Home Caribbean Estates

Harmony Suites @ The Concierge 4BD RM.

Modern Home ( Gated Community) NHV3 Old Harbour 1

Cool Cozy Cottage II. 2 bedroom oasis Free parking

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

Cameron's Paradise

Cozy and spacious home.

Comfy, Convenient, Spacious 2 Bedroom House
Private house rentals

Viv & Kev's home away from home

Beautiful Battersea Lodge

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

The Oasis at Whim

Colbeck Villa

CW Palace. Wifi and Fully Air Conditioning

The Luxe Spot

Casamara
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
- Bob Marley's Mausoleum
- Martha Brae Rafting Village
- Somerset Falls
- Strawberry Hill
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls
- Independence Park
- Burwood Public Beach





