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May Pen Vacation Rentals

Check prices for these dates

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

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
$421 nightly
The price is $486
Oct 26 - Oct 27
Total with taxes and fees
Sandy Bay Paradise Retreat - 7 Bedrooms
A modern building with a sign reading "Paradisiac Beach Club".

2. 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 covered outdoor seating area with a pergola structure, surrounded by a well-maintained lawn and a paved walkway.

3. Cozy Relaxing Home in Old Harbour

Cozy Relaxing Home in Old Harbour
2.0 star property
Old Harbour
$11,868 nightly
The price is $13,649
Oct 20 - Oct 21
Total with taxes and fees
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.

4. Tuscany Sun Villa at Legacy Townhouse

Tuscany Sun Villa at Legacy Townhouse
2.0 star property
Thompson Town
$750 nightly
The price is $864
Oct 20 - Oct 21
Total with taxes and fees
Tuscany Sun Villa at Legacy Townhouse
A pool area with a gazebo, lounge chairs, and a view of the surrounding landscape.

5. 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
$84 nightly
The price is $93
Oct 20 - Oct 21
Total with taxes and fees
Mountain Top Villa
A modern kitchen with a built-in oven, a refrigerator, and a dining area with a table set for four.

6. 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
$387 nightly
The price is $446
Oct 20 - Oct 21
Total with taxes and fees
Phoenix Park Villas Portmore
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
$117 nightly
The price is $130
Oct 20 - Oct 21
Total with taxes and fees
Caldo Tours
A living room with a blue sofa, a coffee table, and a dining table with chairs.

8. 1BR Villas Phoenix Park Village ll

1BR Villas Phoenix Park Village ll
2.0 star property
Portmore
$185 nightly
The price is $214
Oct 20 - Oct 21
Total with taxes and fees
1BR Villas Phoenix Park Village ll
A room with two beds, each with a red blanket, a nightstand with a lamp, and patterned curtains.

9. Coke's Guest House

Coke's Guest House
2.0 star property
Mandeville
$85 nightly
The price is $98
Nov 3 - Nov 4
Total with taxes and fees
Coke's Guest House
A swimming pool with blue chairs and a covered area, surrounded by a brick walkway.

10. Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
$177 nightly
The price is $204
Oct 21 - Oct 22
Total with taxes and fees
Harbour Oasis Retreat - Charming 2 Bedroom House
A hallway with a tiled floor and a door leading to a balcony.

11. Immaculate 2-bed Apartment in Spanish Town

Immaculate 2-bed Apartment in Spanish Town
3.0 star property
Spanish Town
$67 nightly
The price is $78
Oct 21 - Oct 22
Total with taxes and fees
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
"I would stay at the property again. Room description on the site was accurate. Rooms are very clean. Staff was attentive to the one TV issue, and it was fixed immediately. No fee parking, Wifi was excellent. Water pressure was great, Views of the main town Mandeville and surrounding areas are spectacular."
Bradley 1-night trip
Posted 13 hours ago
Mandeview Hotel

Find out more about May Pen

Everything you need to know about May Pen vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the May Pen vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect May Pen vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

May Pen vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in May Pen. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit May Pen in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $78 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on May Pen rentals

At Expedia, we put the best May Pen vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top May Pen rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream May Pen vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around May Pen. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.