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

Holiday Homes in May Pen

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for May Pen holiday homes

Private kitchen

1. 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 €134
includes taxes & fees
13 Oct - 14 Oct
Relax and enjoy in this beautiful home in a quiet neighbourhood.
Property grounds

2. 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 €50
includes taxes & fees
14 Sept - 15 Sept
Relax N SunShine Peaceful, Retreat
House | Property grounds

3. Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
3.0 star property
Sandy Bay
The price is €434
includes taxes & fees
15 Sept - 16 Sept
Sandy Bay Paradise Retreat - 7 Bedrooms
Outdoor dining

4. Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
Sandy Bay
Sandy Bay Paradise Retreat - 7 Bedrooms
Pool

5. Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
Old Harbour
The price is €171
includes taxes & fees
14 Sept - 15 Sept
Harbour Oasis Retreat - Charming 2 Bedroom House
Living area

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

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

7. 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
Charming refuge at Colbeck Manor
Exterior

8. 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 €94
includes taxes & fees
14 Sept - 15 Sept
Cozy upstairs apartment for two with great views. Book your stay today.
Room

9. Private Upstairs Retreat – 4BR Home, King Suite & Panoramic Views – Mandeville

Private Upstairs Retreat – 4BR Home, King Suite & Panoramic Views – 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 €140
includes taxes & fees
14 Sept - 15 Sept
Private Upstairs Retreat – 4BR Home, King Suite & Panoramic Views – Mandeville
Private kitchen

10. 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 €191
includes taxes & fees
14 Sept - 15 Sept
Serenity Corner in a cool serene community Airport transfers Local amenities
Terrace/patio

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

Living Pretty - Elegant 8 Bedroom Villa in Peaceful Ingleside, Mandeville.
Mandeville
The price is €728
includes taxes & fees
14 Sept - 15 Sept
Living Pretty - Elegant 8 Bedroom Villa in Peaceful Ingleside, Mandeville.
House | Pool

12. Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
The price is €179
includes taxes & fees
14 Sept - 15 Sept
Harbour Oasis Retreat - Charming 2 Bedroom House
Room

13. 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 €221
includes taxes & fees
19 Sept - 20 Sept
Stunning 4-bedroom townhome with fans in each bedroom in Mandeville.
Exterior

14. 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 €115
includes taxes & fees
14 Sept - 15 Sept
Home in St. Catherine section 2
Interior

15. Luxury 3bedroom house in a gated complex with AC, jacuzzi and hot water.

Luxury 3bedroom house in a gated complex with AC, jacuzzi and hot water.
Spanish Town
Luxury 3bedroom house in a gated complex with AC, jacuzzi and hot water.
Room

16. 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 White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi
Interior

17. 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
Cozy 3-bedroom house in perfect Spanish Town with AC and gym
Family House, Garden View | Private kitchen

18. Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
9.8 out of 10, Exceptional, (6 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 €290
includes taxes & fees
14 Sept - 15 Sept
Phoenix Park Villas Portmore
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

The Hideaway cozy , centrally located apartment 3 minutes from town center

The Hideaway cozy , centrally located apartment 3 minutes from town center

8/10 Good
"Was a nice quiet place in the cool hills of Mandeville for my daughter and I. Shopping areas were close by. We had a secure area to park our car in the yard. It was like home away from home. Would definitely book again."
Renee 3-night trip
Posted 2 days ago
The Hideaway cozy , centrally located apartment 3 minutes from town center

Find out more about May Pen

May Pen Holiday Homes information

Number of reviews
8
Accommodation
140 Holiday Homes
Lowest Price
€50
Highest Price
€728