May Pen Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 Aug - 11 Aug
Tomorrow
11 Aug - 12 Aug
Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug

Holiday Rentals in May Pen

Mountain Top Villa
Relax by the serene pool surrounded by lush tropical vegetation and lounge chairs.

Mountain Top Villa

3.5 star property
8.4 out of 10, Very good, (23)
"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"
Mountain Top Villa
Caldo Tours
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Caldo Tours

2.5 star property
10.0 out of 10, Exceptional, (3)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
The price is S$129
includes taxes & fees
11 Aug - 12 Aug
Caldo Tours
Serenity Oasis Apartment
Relax in this stylish outdoor seating area with a leather sofa, coffee table, and wicker chair.

Serenity Oasis Apartment

2.0 star property
The price is S$169
includes taxes & fees
12 Aug - 13 Aug
Serenity Oasis Apartment
Immaculate 2-bed Apartment in Spanish Town
Relax in a stylish room with a patterned armchair, geometric tile floor, and a white door.

Immaculate 2-bed Apartment in Spanish Town

3.0 star property
The price is S$101
includes taxes & fees
11 Aug - 12 Aug
Immaculate 2-bed Apartment in Spanish Town
Harbour Oasis Retreat - Charming 2 Bedroom House
Colbeck Manor Old Harbour features a distinctive exterior sign with a stylized logo and lush greenery surroundings.

Harbour Oasis Retreat - Charming 2 Bedroom House

3.5 star property
Harbour Oasis Retreat - Charming 2 Bedroom House
Lovely 1-bed Cottage in St Catherine Jamaica
Enjoy the serene views from the upper-floor balcony with a balustrade and outdoor space.

Lovely 1-bed Cottage in St Catherine Jamaica

3.0 star property
10.0 out of 10, Exceptional, (1)
"I enjoyed my stay at the cottage, hosts were very helpful and my stay was very quiet and peaceful. Will definitely stay here again in the future."
The price is S$72
includes taxes & fees
12 Aug - 13 Aug
Lovely 1-bed Cottage in St Catherine Jamaica
Charming 2-bed House in Portmore Gated Community
Enjoy the serene atmosphere of this single-family home, surrounded by lush plants and a beautiful palm tree.

Charming 2-bed House in Portmore Gated Community

3.0 star property
9.4 out of 10, Exceptional, (3)
"This is my 2nd time staying here the community is very quiet and i felt safe "
Charming 2-bed House in Portmore Gated Community
Beautiful 1-bed House in Old Harbour, Gated
Relax in a serene beach setting with lounge chairs and a shaded thatched-roof structure.

Beautiful 1-bed House in Old Harbour, Gated

3.0 star property
6.0 out of 10, (3)
"I stayed here for 3 nights, along with my guest. This property really deserve more than a 5 star. it was immaculate inside and outside We loved everything about it. extremely quiet the property manager took the time out to reach out to me personally and I really really appreciate that. I will be staying here again very soon possibly in July I’ve also recommending it to my family & friends as well.that are traveling to Jamaica very soon!"
Beautiful 1-bed House in Old Harbour, Gated
2 Bed-2 Bath-aircon-parking-old Harbour Nhv 3
Guests can park their vehicle on the paved driveway, adjacent to the building with a balcony.

2 Bed-2 Bath-aircon-parking-old Harbour Nhv 3

2.0 star property
2 Bed-2 Bath-aircon-parking-old Harbour Nhv 3
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top May Pen Hotel Reviews

Mandeview Hotel

Mandeview Hotel

10/10 Excellent
"I didn't get to have breakfast, staff was very flexible. I would return! Thanks "
Donna 1-night trip
Posted 9 days ago
Mandeview Hotel

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.

How many holiday rentals are there in May Pen?

Choose from 5 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.