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May Pen Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for May Pen vacation 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
$52 nightly
The price is $53
Oct 6 - Oct 7
Total with taxes and fees
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
$147 nightly
The price is $147
Oct 6 - Oct 7
Total with taxes and fees
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
$164 nightly
The price is $189
Nov 5 - Nov 6
Total with taxes and fees
Harbour Oasis Retreat - Charming 2 Bedroom House
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
$84 nightly
The price is $93
Oct 6 - Oct 7
Total with taxes and fees
Mountain Top Villa
A modern living room with a leather sofa, a coffee table, and a dining area with a table and chairs.

5. Cozy Relaxing Home in Old Harbour

Cozy Relaxing Home in Old Harbour
2.0 star property
Old Harbour
$11,854 nightly
The price is $13,633
Oct 6 - Oct 7
Total with taxes and fees
Cozy Relaxing Home in Old Harbour
A modern living room with a dining area, a sofa set, a TV mounted on the wall, and a decorative vase with pampas grass.

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
$257 nightly
The price is $257
Oct 6 - Oct 7
Total with taxes and fees
Family-friendly Serenity 2-bedroom house with AC in Old Harbour
A multi-story building with a red-tiled roof, multiple balconies, and a car parked in front.

7. 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.
$105 nightly
The price is $105
Oct 6 - Oct 7
Total with taxes and fees
Cozy upstairs apartment for two with great views. Book your stay today.
A potted snake plant in a modern indoor setting with a reflective floor and a black shelf unit in the background.

8. 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
$172 nightly
The price is $177
Oct 25 - Oct 26
Total with taxes and fees
Charming refuge at Colbeck Manor
A house entrance with a dark wooden door, a tiled entrance, and a concrete pathway leading to a gated area.

9. 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
$79 nightly
The price is $79
Oct 6 - Oct 7
Total with taxes and fees
Stylish 1BR Retreat 2 Queen Beds Quiet Upscale Area 15 mins to Town & Beaches
A balcony with a view of a pool and a building in the background.

10. 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 6 - Oct 7
Total with taxes and fees
Caldo Tours
A two-story house with a red-tiled roof, a gated entrance, and a balcony on the second floor.

11. 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.
$126 nightly
The price is $126
Oct 6 - Oct 7
Total with taxes and fees
Home in St. Catherine section 2
A swimming pool with blue chairs and a covered area, surrounded by a brick walkway.

12. Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
Old Harbour
$208 nightly
The price is $208
Oct 19 - Oct 20
Total with taxes and fees
Harbour Oasis Retreat - Charming 2 Bedroom House
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
$395 nightly
The price is $455
Oct 8 - Oct 9
Total with taxes and fees
Sandy Bay Paradise Retreat - 7 Bedrooms
A modern living room with a white sofa, a glass coffee table, and a staircase leading to an upper level.

14. 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 6 - Oct 7
Total with taxes and fees
Tuscany Sun Villa at Legacy Townhouse
A parking area with a curved road, surrounded by greenery and a building with a flat roof.

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

Chic Studio Retreat w/ King Bed, Fireplace + Pool
Mandeville
$197 nightly
The price is $197
Oct 15 - Oct 16
Total with taxes and fees
Chic Studio Retreat w/ King Bed, Fireplace + Pool
A black SUV parked on a grassy area with trees and a building in the background.

16. 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.
$137 nightly
The price is $137
Oct 31 - Nov 1
Total with taxes and fees
Mckay's Home Away from Home
A balcony with a patterned floor, metal chairs, and a view through a barred window.

17. Immaculate 2-Bed Apartment in Spanish Town

Immaculate 2-Bed Apartment in Spanish Town
Spanish Town
$77 nightly
The price is $77
Oct 6 - Oct 7
Total with taxes and fees
Immaculate 2-Bed Apartment in Spanish Town
A bedroom with a bed, a dresser, a television, and a wall decoration.

18. 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
$104 nightly
The price is $117
Oct 6 - Oct 7
Total with taxes and fees
The White Room Charming 1-bedroom & Bathroom Off Old Harbour road with WiFi
A two-story house with a stone wall and a large palm tree in the front yard.

19. Lovely studio with WiFi in Cool, Cool Mandeville

Lovely studio with WiFi in Cool, Cool Mandeville
Mandeville
$137 nightly
The price is $137
Oct 6 - Oct 7
Total with taxes and fees
Lovely studio with WiFi in Cool, Cool Mandeville
A white building with a balcony, a pool, and a wooden deck.

20. Sandy Bay Paradise Retreat - 7 Bedrooms

Sandy Bay Paradise Retreat - 7 Bedrooms
Sandy Bay
$504 nightly
The price is $504
Oct 6 - Oct 7
Total with taxes and fees
Sandy Bay Paradise Retreat - 7 Bedrooms
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

ABBY COURT

ABBY COURT

10/10 Excellent
"My stay at abby court hotel Mandeville was a excellent experience. Clean quiet and close to nature,Mr Blair was always on the phone making sure I was ok .my sister died and I had to stay longer than I booked for and he let me stay for free I will recommend to anyone who want to stay in Mandeville"
Paul 4-night trip
Posted 4 days ago
ABBY COURT
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

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.