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May Pen Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for May Pen holiday rentals

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 HK$193
HK$408 total
includes taxes & fees
4 Oct - 5 Oct
Relax N SunShine Peaceful, Retreat
A kitchen with wooden cabinets, a stainless steel stove, and a tiled backsplash.

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 HK$725
HK$1,149 total
includes taxes & fees
8 Oct - 9 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 HK$856
HK$1,588 total
includes taxes & fees
19 Oct - 20 Oct
Harbour Oasis Retreat - Charming 2 Bedroom House
A modern living room with a leather sofa, a coffee table, and a dining area with a table and chairs.

4. Cozy Relaxing Home in Old Harbour

Cozy Relaxing Home in Old Harbour
2.0 star property
Old Harbour
The price is HK$1,867
HK$106,965 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Relaxing Home in Old Harbour
A multi-story building with a red-tiled roof, multiple balconies, and a car parked in front.

5. 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 HK$667
HK$824 total
includes taxes & fees
6 Oct - 7 Oct
Cozy upstairs apartment for two with great views. Book your stay today.
A modern living room with a white sofa, a glass coffee table, and a staircase leading to an upper level.

6. Tuscany Sun Villa at Legacy Townhouse

Tuscany Sun Villa at Legacy Townhouse
2.0 star property
Thompson Town
The price is HK$5,885
HK$6,775 total
includes taxes & fees
8 Oct - 9 Oct
Tuscany Sun Villa at Legacy Townhouse
A pool area with a gazebo, lounge chairs, and a view of the surrounding landscape.

7. Mountain Top Villa

Mountain Top Villa
3.5 star property
Mandeville
8.4 out of 10, Very good, (27 reviews)
"Hotal it self was beautiful , lay out great , room was a bit small but manageable. Overall a great stay I would highly recommend"
United Kingdom
Robert
The price is HK$460
HK$733 total
includes taxes & fees
3 Oct - 4 Oct
Mountain Top Villa
A balcony with a view of a pool and a building in the background.

8. Caldo Tours

Caldo Tours
2.5 star property
Ewarton
10.0 out of 10, Exceptional, (3 reviews)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
The price is HK$918
HK$1,018 total
includes taxes & fees
3 Oct - 4 Oct
Caldo Tours
A modern living room with a dining area, a sofa set, a TV mounted on the wall, and a decorative vase with pampas grass.

9. 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 HK$588
HK$1,954 total
includes taxes & fees
31 Oct - 1 Nov
Family-friendly Serenity 2-bedroom house with AC in Old Harbour
A modern building with a sign reading "Paradisiac Beach Club".

10. Paradisiac Euphoria Beach Access Pool 24hr Gated

Paradisiac Euphoria Beach Access Pool 24hr Gated
2.0 star property
Thompson Town
Paradisiac Euphoria Beach Access Pool 24hr Gated
A parking area with a curved road, surrounded by greenery and a building with a flat roof.

11. Chic Studio Retreat w/ King Bed, Fireplace + Pool

Chic Studio Retreat w/ King Bed, Fireplace + Pool
Mandeville
The price is HK$824
HK$1,546 total
includes taxes & fees
22 Oct - 23 Oct
Chic Studio Retreat w/ King Bed, Fireplace + Pool
A potted snake plant in a modern indoor setting with a reflective floor and a black shelf unit in the background.

12. 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 HK$667
HK$1,385 total
includes taxes & fees
28 Oct - 29 Oct
Charming refuge at Colbeck Manor
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 HK$3,263
HK$3,986 total
includes taxes & fees
3 Oct - 4 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.

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 HK$661
HK$981 total
includes taxes & fees
3 Oct - 4 Oct
Home in St. Catherine section 2
A house entrance with a dark wooden door, a tiled entrance, and a concrete pathway leading to a gated area.

15. Stylish 1BR Retreat 2 Queen Beds Quiet Upscale Area 15 mins to Town & Beaches

Stylish 1BR Retreat 2 Queen Beds Quiet Upscale Area 15 mins to Town & Beaches
Spanish Town
The price is HK$459
HK$616 total
includes taxes & fees
3 Oct - 4 Oct
Stylish 1BR Retreat 2 Queen Beds Quiet Upscale Area 15 mins to Town & Beaches
A hotel room with a bed, a wooden nightstand, a vase with a plant, and a framed picture on the nightstand.

16. 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 HK$847
HK$1,240 total
includes taxes & fees
6 Oct - 7 Oct
Private Upstairs Retreat – 4BR Home, King Suite & Panoramic Views – Mandeville
A modern kitchen with a built-in oven, a refrigerator, and a dining area with a table set for four.

17. 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 HK$1,765
HK$3,084 total
includes taxes & fees
3 Oct - 4 Oct
Phoenix Park Villas Portmore
A residential house with a tiled roof, a driveway marked with 'A' and 'DW', and a parked car.

18. Spacious 2-bedroom apartment in Mandeville with hot tub ,WiFi and private garage

Spacious 2-bedroom apartment in Mandeville with hot tub ,WiFi and private garage
Mandeville
10.0 out of 10, Exceptional, (7 reviews)
"Property was nicely gated off, well spaced and the host was top notch! Would gladly stay there again."
Canada
Randy
The price is HK$847
HK$1,193 total
includes taxes & fees
8 Oct - 9 Oct
Spacious 2-bedroom apartment in Mandeville with hot tub ,WiFi and private garage
A bedroom with a bed, a dresser, a television, and a wall decoration.

19. 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 HK$510
HK$965 total
includes taxes & fees
2 Nov - 3 Nov
The White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi
A hallway with a tiled floor and a door leading to a balcony.

20. Immaculate 2-Bed Apartment in Spanish Town

Immaculate 2-Bed Apartment in Spanish Town
Spanish Town
The price is HK$606
HK$606 total
includes taxes & fees
9 Oct - 10 Oct
Immaculate 2-Bed Apartment in Spanish Town
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.
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Top May Pen Hotel Reviews

Mandeview Hotel

Mandeview Hotel

8/10 Good
"The place is dated but comfortable. The staff is very helpful and kind. Mandeville is usually cool so no AC in room; may want to reconsider this."
Norman 1-night trip
Posted 1 month ago
Mandeview Hotel
Mountain Top Villa

Mountain Top Villa

10/10 Excellent
"This hidden gem was more than I expected and I was super surprised and feel blessed because I had the place all to myself the entire stay and I really enjoyed the pool. The house was gorgeous, clean, beds were comfortable and everything was in working condition. The check in process was seamless. I am definitely looking forward to staying here again."
Deon 2-night trip
Posted 3 months ago
Mountain Top Villa

Find out more about May Pen

Search for holiday rentals in May Pen on Expedia! You can easily find your home rentals, villas, holiday apartments in May Pen using one of the methods below:

  • View our selection of featured holiday rentals in May Pen
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  • Enter your travel dates to view the best deals on holiday rentals in May Pen while they last

Look no further and take a look at our great range of rental properties in May Pen!

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?

Phoenix Park Villas Portmore: This holiday home rental outside of May Pen offers a private balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

How many holiday rentals are there in May Pen?

Choose from 7 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.