A flag with diagonal stripes of green, yellow, and black.

Search Holiday Homes in May Pen

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for May Pen holiday homes

A colorful building with a sign that reads "Relax N Sunshine."

1. Relax N SunShine Peaceful, Retreat

Relax N SunShine Peaceful, Retreat
May Pen
4.8 out of 10, (3 reviews)
"I enjoyed my brief stay with my son we were received warmly. The vibes were awesome. Nice garden area also."
United States
Mikisa
The price is £43
includes taxes & fees
26 Oct - 27 Oct
Relax N SunShine Peaceful, Retreat
A kitchen with a wooden island, two bar stools, a refrigerator, and a microwave.

2. Relax and enjoy in this beautiful home in a quiet neighbourhood.

Relax and enjoy in this beautiful home in a quiet neighbourhood.
Mineral Hieghts
The price is £114
includes taxes & fees
26 Oct - 27 Oct
Relax and enjoy in this beautiful home in a quiet neighbourhood.
A swimming pool with blue chairs and a covered area, surrounded by a brick walkway.

3. Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
The price is £152
includes taxes & fees
5 Nov - 6 Nov
Harbour Oasis Retreat - Charming 2 Bedroom House
A modern living room with a dining area, a sofa set, a TV mounted on the wall, and a decorative vase with pampas grass.

4. Family-friendly Serenity 2-bedroom house with AC in Old Harbour

Family-friendly Serenity 2-bedroom house with AC in Old Harbour
Old Harbour
The price is £197
includes taxes & fees
26 Oct - 27 Oct
Family-friendly Serenity 2-bedroom house with AC in Old Harbour
A yellow exterior wall with a white door, a window with shutters, and a table with chairs.

5. Charming refuge at Colbeck Manor

Charming refuge at Colbeck Manor
Old Harbour
10.0 out of 10, Exceptional, (2 reviews)
"Host Duwayne was excellent, very attentive, house was clean and comfy. Would stay again "
United States
chin
The price is £131
includes taxes & fees
26 Oct - 27 Oct
Charming refuge at Colbeck Manor
A multi-story building with a red-tiled roof, multiple balconies, and a car parked in front.

6. Cozy upstairs apartment for two with great views. Book your stay today.

Cozy upstairs apartment for two with great views. Book your stay today.
Williamsfield
10.0 out of 10, Exceptional, (1 review)
"Our stay was excellent. The Hosts are very gracious and kind. The property is very clean and welcoming. We are very appreciative of all the complementary teas coffees, and other beverages left there for us to sample.We will be booking a return, hopefully sometime over the summer"
United States
Janea G.
The price is £81
includes taxes & fees
26 Oct - 27 Oct
Cozy upstairs apartment for two with great views. Book your stay today.
A swimming pool with blue chairs and a covered area, surrounded by a brick walkway.

7. Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
Old Harbour
The price is £146
includes taxes & fees
26 Oct - 27 Oct
Harbour Oasis Retreat - Charming 2 Bedroom House
A black SUV parked on a grassy area with trees and a building in the background.

8. Mckay's Home Away from Home

Mckay's Home Away from Home
Hatfield
8.4 out of 10, Very good, (7 reviews)
"My stay at Mckay’s was amazing any issues we had it was resolved. The host was very helpful and considerate. Next time I go back I hope they have availability because I would definitely book them again. The place was in a very nice and quiet area not far from the town. "
United States
Juana M.
The price is £105
includes taxes & fees
31 Oct - 1 Nov
Mckay's Home Away from Home
A white building with a balcony, a pool, and a wooden deck.

9. Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
Sandy Bay
The price is £377
includes taxes & fees
28 Oct - 29 Oct
Sandy Bay Paradise Retreat - 7 Bedrooms
A two-story house with a red-tiled roof, a gated entrance, and a balcony on the second floor.

10. Home in St. Catherine section 2

Home in St. Catherine section 2
Spanish Town
9.0 out of 10, Wonderful, (2 reviews)
"Have no complaints, my stay was a great stay "
United States
Icashea M.
The price is £98
includes taxes & fees
26 Oct - 27 Oct
Home in St. Catherine section 2
A modern kitchen with a built-in oven, a refrigerator, and a dining area with a table set for four.

11. Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
9.2 out of 10, Wonderful, (7 reviews)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is £334
includes taxes & fees
26 Oct - 27 Oct
Phoenix Park Villas Portmore
A bedroom with a bed, a dresser, a television, and a wall decoration.

12. The White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi

The White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi
Spanish Town
The price is £90
includes taxes & fees
26 Oct - 27 Oct
The White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi
A covered balcony with white balustrades, a stone floor, and a view of greenery.

13. Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
3.0 star property
Sandy Bay
The price is £356
includes taxes & fees
27 Oct - 28 Oct
Sandy Bay Paradise Retreat - 7 Bedrooms
A hotel room with a bed, a wooden nightstand, a vase with a plant, and a framed picture on the nightstand.

14. Moorish Mount King Sanctuary – Hilltop Views, Private Bath, Mandeville

Moorish Mount King Sanctuary – Hilltop Views, Private Bath, Mandeville
Mandeville
4.8 out of 10, (3 reviews)
"Owner was very responsive and extremely accommodating and compassionate, especially when we had a travel/Transportation issue. I appreciated so much his care in the matter."
United States
Natalie
The price is £130
includes taxes & fees
25 Nov - 26 Nov
Moorish Mount King Sanctuary – Hilltop Views, Private Bath, Mandeville
A kitchen with wooden cabinets, a microwave, and a stove.

15. Serenity Corner in a cool serene community Airport transfers Local amenities

Serenity Corner in a cool serene community Airport transfers Local amenities
Mandeville
6.0 out of 10, (2 reviews)
The price is £168
includes taxes & fees
27 Oct - 28 Oct
Serenity Corner in a cool serene community Airport transfers Local amenities
A bedroom with a bed, a large window with curtains, a fan, and a sliding door leading to another room.

16. Stunning 4-bedroom townhome with fans in each bedroom in Mandeville.

Stunning 4-bedroom townhome with fans in each bedroom in Mandeville.
Mandeville
The price is £192
includes taxes & fees
26 Oct - 27 Oct
Stunning 4-bedroom townhome with fans in each bedroom in Mandeville.
A modern living room with a large flat-screen TV mounted above a fireplace, surrounded by minimalist decor and a white console table.

17. Ultra Luxurious 2-bedroom house in Portmore Gated Community

Ultra Luxurious 2-bedroom house in Portmore Gated Community
Portmore
10.0 out of 10, Exceptional, (1 review)
"Luxury home indeed, very beautiful home, really enjoyed our stay, will definitely stay here again on future trips."
United States
Kayona F.
The price is £138
includes taxes & fees
26 Oct - 27 Oct
Ultra Luxurious 2-bedroom house in Portmore Gated Community
A modern living room with a flat-screen TV, a drum set, and a sofa.

18. Cozy 3-bedroom house in perfect Spanish Town with AC and gym

Cozy 3-bedroom house in perfect Spanish Town with AC and gym
Spanish Town
The price is £158
includes taxes & fees
26 Oct - 27 Oct
Cozy 3-bedroom house in perfect Spanish Town with AC and gym
A paved pathway leading to a pool area with a gazebo, surrounded by lush greenery and palm trees.

19. Living Pretty - Elegant 8 Bedroom Villa in Peaceful Ingleside, Mandeville.

Living Pretty - Elegant 8 Bedroom Villa in Peaceful Ingleside, Mandeville.
Mandeville
The price is £638
includes taxes & fees
26 Oct - 27 Oct
Living Pretty - Elegant 8 Bedroom Villa in Peaceful Ingleside, Mandeville.
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.
View all properties
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

ABBY COURT

ABBY COURT

8/10 Good
"The place was?"
Carlinton 1-night trip
Posted 2 days ago
ABBY COURT

Find out more about May Pen

May Pen Holiday Homes information

Number of reviews
16
Accommodation
138 Holiday Homes
Lowest Price
£43
Highest Price
£638