May Pen Holiday Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide

Holiday Rentals in May Pen

Fridge, microwave, oven, stovetop
Relax and enjoy in this beautiful home in a quiet neighbourhood.
The price is NZ$230
per night
15 Jun - 16 Jun
Relax and enjoy in this beautiful home in a quiet neighbourhood.
Property grounds
Joyful Ambiance Retreat
10.0 out of 10, Exceptional, (1)
"The area was quiet and accessible to everything. I would recommend it to friends and families and stay there again. The only issue is another AC needed on the 1st floor as well."
Joyful Ambiance Retreat
Outdoor pool
Mountain Top Villa
3.5 star property
8.6 out of 10, Excellent, (19)
"We enjoyed our stay at the villa, we stayed there for our honey moon, they even helped us take some really nice pics after our wedding"
The price is NZ$118
per night
17 May - 18 May
Mountain Top Villa
Save an average of 15% on thousands of hotels when you're signed in
Exterior
Summer's House
3.5 star property
Summer's House
Property grounds
Cozy retreat super close to the Town. Entire home available to you!
10.0 out of 10, Exceptional, (5)
"I had a pleasant experience during my stay at the Old Harbour. This is my second reservation at this property. Upon entering, we immediately experienced a strong sense of comfort and familiarity. The time spent there has been exceedingly pleasant and enjoyable."
Cozy retreat super close to the Town. Entire home available to you!
Private kitchen
Beautiful 3 bedroom Townhouse- 1.2km Town Center
9.0 out of 10, Wonderful, (2)
"It was value for money "
Beautiful 3 bedroom Townhouse- 1.2km Town Center
House | Property grounds
Charming 2-bed House in Portmore Gated Community
3.0 star property
9.0 out of 10, Wonderful, (2)
"This is my 2nd time staying here the community is very quiet and i felt safe "
Charming 2-bed House in Portmore Gated Community
Outdoor pool
Caldo Tours
2.5 star property
10.0 out of 10, Exceptional, (1)
"The hospitality was wonderful very friendly. Parking was good. What recommend. "
The price is NZ$212
per night
17 May - 18 May
Caldo Tours
Private kitchen
Mckay's Private Appartment
9.0 out of 10, Wonderful, (2)
"Property was amazing to stay, very private and inviting."
The price is NZ$118
per night
13 Jun - 14 Jun
Mckay's Private Appartment
TV
Mckay's Home Away from Home
9.4 out of 10, Exceptional, (3)
"It's true what it says online, it is really a home away from home. Amazing experience, would definitely go back. Michelle was above and beyond. She made us feel very welcome from start to finish. Very spacious, has a lot of room is well-lit, and is secure."
The price is NZ$158
per night
22 May - 23 May
Mckay's Home Away from Home
Fridge, microwave, oven, electric kettle
Coconut Palms Luxury Apartment King Bed/ A/C,Gym and Pool
9.4 out of 10, Exceptional, (3)
"Excellent"
Coconut Palms Luxury Apartment King Bed/ A/C,Gym and Pool
Exterior
Spur tree Home Away Villa's #2
Spur tree Home Away Villa's #2
Exterior
Peterkin's Retreat Vacation Home
The price is NZ$558
per night
22 May - 23 May
Peterkin's Retreat Vacation Home
Exterior
Spurtree HomeAwayVilla's R#3
10.0 out of 10, Exceptional, (3)
"I have so much words for spur tree home.. This poperty is Royalton in Mandeville. Very clean ,safe secure,mr Danavan the caretake did a wonderful job..He will come out of is way to help u..i left something outside ..when i came back he return.very honest..i really love that. Ms Natoya manager u be reach at anytime..she so sweet..overall this is the best place i stay in jamaica. "
The price is NZ$180
per night
13 Jun - 14 Jun
Spurtree HomeAwayVilla's R#3
Interior
Beautiful spacious Town house.
10.0 out of 10, Exceptional, (4)
"The host was wonderful and easy to communicate with and stayed in touch to help us if we needed anything or get anywhere. Overall, my stay was wonderful and I hope to be back again soon. "
Beautiful spacious Town house.
Fridge, microwave, oven, stovetop
Spacious Home in Mandeville
Spacious Home in Mandeville
9 bedrooms, WiFi, bed sheets
A luxury everyone can afford.
A luxury everyone can afford.
Fridge, microwave, oven, stovetop
The Hideaway cozy , centrally located apartment 3 minutes from town center
10.0 out of 10, Exceptional, (1)
"Very nice accommodation, The host was always available to answer all my questions Thank you Carla"
The price is NZ$183
per night
23 May - 24 May
The Hideaway cozy , centrally located apartment 3 minutes from town center
Pool
A Georgian Style Home Set amid Farmlands on an Acre of Land Villa # 1
The price is NZ$165
per night
17 May - 18 May
A Georgian Style Home Set amid Farmlands on an Acre of Land Villa # 1
Living area
Royal Oasis Guest House
Royal Oasis Guest House
Don't see what you're looking for?
See all available properties in May Pen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in May Pen you may be interested in

Exterior
Relax N SunShine
6.0 out of 10, (2)
"I enjoyed my brief stay with my son we were received warmly. The vibes were awesome. Nice garden area also."
The price is NZ$88
per night
19 May - 20 May
Relax N SunShine
Fridge, microwave, oven, stovetop
Relax and enjoy in this beautiful home in a quiet neighbourhood.
The price is NZ$230
per night
15 Jun - 16 Jun
Relax and enjoy in this beautiful home in a quiet neighbourhood.
Property grounds
Joyful Ambiance Retreat
10.0 out of 10, Exceptional, (1)
"The area was quiet and accessible to everything. I would recommend it to friends and families and stay there again. The only issue is another AC needed on the 1st floor as well."
Joyful Ambiance Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our May Pen holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up May Pen. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in May Pen. Seeing all the best attractions is bound to make you fall in love with May Pen. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in May Pen short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in May Pen?

Yes, there are holiday rentals close to the most popular sights in May Pen, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that May Pen has to offer?

Charming 2-bed House in Portmore Gated Community: This holiday home rental outside of May Pen is equipped with a garden, free WiFi and a TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, an oven and a microwave. Our travellers also rate Relax and enjoy in this beautiful home in a quiet neighbourhood. as a favourite home for rent in May Pen.

How many holiday rentals are there in May Pen?

Choose from 3 Expedia holiday rentals in May Pen for a memorable holiday.

What can I see and do in May Pen?

While exploring the area, visit family-friendly sights like Wynter's Park & Farm, or get outside and enjoy nature at Cecil Charlton Park. Milk River Bath and Northern Caribbean University are a couple of places you'll find in the wider area.

What are holiday rentals like in May Pen?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in May Pen. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for families.

Recent reviews of May Pen properties
Expedia verified reviews