May Pen Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for May Pen vacation rentals

A covered balcony with white balustrades, a stone floor, and a view of greenery.

1. Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
3.0 star property
Sandy Bay
The price is AEDĀ 1,605
AEDĀ 1,955 total
includes taxes & fees
9 Nov - 10 Nov
Sandy Bay Paradise Retreat - 7 Bedrooms
A modern living room with a leather sofa, a coffee table, and a dining area with a table and chairs.

2. Cozy Relaxing Home in Old Harbour

Cozy Relaxing Home in Old Harbour
2.0 star property
Old Harbour
The price is AEDĀ 617
AEDĀ 49,778 total
includes taxes & fees
8 Nov - 9 Nov
Cozy Relaxing Home in Old Harbour
A modern living room with a white sofa, a glass coffee table, and a staircase leading to an upper level.

3. Tuscany Sun Villa at Legacy Townhouse

Tuscany Sun Villa at Legacy Townhouse
2.0 star property
Thompson Town
The price is AEDĀ 2,755
AEDĀ 3,172 total
includes taxes & fees
8 Nov - 9 Nov
Tuscany Sun Villa at Legacy Townhouse
A pool area with a gazebo, lounge chairs, and a view of the surrounding landscape.

4. 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 AEDĀ 215
AEDĀ 343 total
includes taxes & fees
8 Nov - 9 Nov
Mountain Top Villa
A modern kitchen with a built-in oven, a refrigerator, and a dining area with a table set for four.

5. 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 AEDĀ 661
AEDĀ 1,263 total
includes taxes & fees
8 Nov - 9 Nov
Phoenix Park Villas Portmore
A kitchen with a central island, bar stools, wooden cabinets, a window with a view, and a microwave.

6. Coke's Guest House

Coke's Guest House
2.0 star property
Mandeville
The price is AEDĀ 314
AEDĀ 365 total
includes taxes & fees
8 Nov - 9 Nov
Coke's Guest House
A balcony with a view of a pool and a building in the background.

7. 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 AEDĀ 430
AEDĀ 476 total
includes taxes & fees
8 Nov - 9 Nov
Caldo Tours
A neatly made bed with white linens and a beige throw blanket, flanked by two bedside tables with lamps, in a room with a blue headboard.

8. 1BR Villas Phoenix Park Village ll

1BR Villas Phoenix Park Village ll
2.0 star property
Portmore
The price is AEDĀ 331
AEDĀ 659 total
includes taxes & fees
8 Nov - 9 Nov
1BR Villas Phoenix Park Village ll
A swimming pool with blue chairs and a covered area, surrounded by a brick walkway.

9. Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
The price is AEDĀ 402
AEDĀ 747 total
includes taxes & fees
8 Nov - 9 Nov
Harbour Oasis Retreat - Charming 2 Bedroom House
A hallway with a tiled floor and a door leading to a balcony.

10. Immaculate 2-bed Apartment in Spanish Town

Immaculate 2-bed Apartment in Spanish Town
3.0 star property
Spanish Town
The price is AEDĀ 247
AEDĀ 287 total
includes taxes & fees
18 Nov - 19 Nov
Immaculate 2-bed Apartment in Spanish Town
A building with a balcony and a staircase.

11. Lovely 1-bed Cottage in St Catherine

Lovely 1-bed Cottage in St Catherine
3.0 star property
Ewarton
10.0 out of 10, Exceptional, (1 review)
"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."
United States
DESMOND
The price is AEDĀ 64
AEDĀ 106 total
includes taxes & fees
20 Nov - 21 Nov
Lovely 1-bed Cottage in St Catherine
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

A modern building with a pool, large windows, and trees.
The Garden Hotel Mandeville

The Garden Hotel Mandeville

The Garden Hotel Mandeville
Mandeville

10/10 Excellent

Excellent service, food is great. Nice relaxing environment
United States
Melissa
Reviewed November 2, 2026
The Garden Hotel Mandeville

Frequently Asked Questions

Are there vacation rentals in May Pen?

Yes, we offer vacation rentals near top sights in May Pen, or you can select a more remote option if you're looking for relaxation.

What's the top vacation rental in May Pen?

Phoenix Park Villas Portmore: This vacation home near 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 vacation rentals are there in May Pen?

Choose from 7 Expedia vacation rentals in May Pen for a memorable vacation.

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 larger area.

What are vacation rentals like in May Pen?

Vacation rentals are private properties you can reserve for several days or more in May Pen. Vacation rentals feature extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.