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Top Holiday Rentals in Caledonia

Montego Bay Club Beach Resort

3.5 star property
4.4 out of 10, (39)
"Good location and Great view of the Caribbean Sea"
The price is £111
includes taxes & fees
1 Oct - 2 Oct
Montego Bay Club Beach Resort

Montego Bay Club Apartments

4.0 star property
7.2 out of 10, Good, (36)
"Great location "
Montego Bay Club Apartments

Montego Bay - Hillside Retreat

2.0 star property
The price is £101
includes taxes & fees
3 Sept - 4 Sept
Montego Bay - Hillside Retreat

Unity Villa

3.0 star property
8.0 out of 10, Very good, (1)
"I LIKE HOW THEY COMMUNICATED AND ADDRESSED THE PROBLEMS ! Only thing I didn’t like was the no working ac and there wasn’t stuff close to go shop "
Unity Villa

MoBay Life

2.5 star property
4.0 out of 10, (2)
"The property is in a great location to be able to walk into the town, harmony park beach, and the hip strip. That was the only plus "
MoBay Life

Monimo Ridge Suites

3.0 star property
8.6 out of 10, Excellent, (19)
"Was comfortable and safe "
Monimo Ridge Suites

Dalley's Cozy Apartments

3.0 star property
8.8 out of 10, Excellent, (8)
"The location was great walking distance to everything was easy "
Dalley's Cozy Apartments

Waterfront Villa Private Pool Floating Breakfast Inc. Fully Staffed Chef Avaible

10.0 out of 10, Exceptional, (43)
"Mr Ralph was an amazing host! Our flight got canceled due to the Heathrow chaos and he was so patient and kind, making sure we could reschedule. The villa is absolutely stunning and the staff made our trip unforgettable.The chefs spoiled us with incredible Jamaican food, and they went all out for my mum’s birthday….decorations, a floating breakfast, the works! Couldn’t have asked for a better experience. Highly recommend!"
Waterfront Villa Private Pool Floating Breakfast Inc. Fully Staffed Chef Avaible

10BR Luxury Villa w/ Private Beach; Fully Staffed

10.0 out of 10, Exceptional, (1)
"Perfect for our team of 18! Everyone enjoyed the food, the staff, the ambience. It was great to have our own privacy to bond as a team. Everything was immaculate! Minor problems- The internet connectivity was slow or didn't work, and the power tripped out 1-2 times per day, however, speedily restored by our butler."
10BR Luxury Villa w/ Private Beach; Fully Staffed

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

10.0 out of 10, Exceptional, (62)
"Staying at Windfall villas was a fantastic experience. The property was impeccably clean and well maintained with a beautiful and well manicured lawn with an amazing ocean view, great for taking pictures. The location was ideal, in a safe and close to most things and places we needed to visit. The Villa was spacious and well-equipped with everything we needed for a comfortable stay, including a coffee maker, a blender, a well stocked kitchen, toiletries and most of the basic items that we...
The price is £273
includes taxes & fees
3 Sept - 4 Sept
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

A Private Cottage Just Steps Away From the Beach and Hip Strip

9.8 out of 10, Exceptional, (39)
"Everything was just perfect. Very nice house In a safe community. "
A Private Cottage Just Steps Away From the Beach and Hip Strip

Unity Villa

3.0 star property
8.0 out of 10, Very good, (1)
"I like that the property was quiet. The place was clean. The neighbor I met was really nice. I like that. It was outside of the tourist area."
The price is £68
includes taxes & fees
2 Sept - 3 Sept
Unity Villa

Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool

10.0 out of 10, Exceptional, (72)
"Excellent property, spacious, comfortable outdoor space inside and outside of the elements. We were able to sit comfortably outside while it was raining under the covered patio. Great hospitality, Jackie and the team were absolutely great! Overall a wonderful property for a family or small group vacation."
Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool

Villa Maria montego Bay

10.0 out of 10, Exceptional, (80)
"I celebrated my 50th birthday in Jamaica along with 4 other ladies. We had an absolute ball. QThe home was beautiful and the backyard was an oasIs. The meals prepared by Chef Thomas were delicious. The home is nestled in a close knit fishing community and everyone was so kind. Rowan, Shelly, Susie, Marco, and Mr. Headly we're so gracious and accommodating. We will definitely be returning."
Villa Maria montego Bay

Beachfront Villa, Staff, Boat, Pool, Tennis, Gated

10.0 out of 10, Exceptional, (212)
"Our family had an amazing time at elsewhere and couldn't have asked for anything better. Kemoy was an amazing jack of all trades, bartender, boat captain and helped us organize all of our excursions. Kass is a phenomenal chef, every meal better than the next. Rafik kept the property spotless and the beach pristine. Maureen kept all of our rooms tidied and laundry done and ironed. We had a fantastic relaxing week and wish we could live like this all the time. We hope to come back sometime soon!"
Beachfront Villa, Staff, Boat, Pool, Tennis, Gated

Ocean View Suit-Montego Bay Club Resort

3.5 star property
Ocean View Suit-Montego Bay Club Resort

Modern, Cozy , 3 Bed - 2 Bath Tropical Escape

2.0 star property
10.0 out of 10, Exceptional, (3)
"Property was immaculate with all the amenities for a great stay. Host was attentive and pleasant in all interactions. The entire family from the toddler to the adults enjoyed staying there. Will definitely rebook when next we visit that side of the island."
Modern, Cozy , 3 Bed - 2 Bath Tropical Escape

Grand 180° Sea View OceanPointe

10.0 out of 10, Exceptional, (6)
"Loved the place and the location was convenient."
Grand 180° Sea View OceanPointe

Ocean Suite

10.0 out of 10, Exceptional, (1)
"We had a fabulous stay in Montego Bay, thanks to our wonderful hostess Myrlin and her adorable apartment. It's located just above, and a short walk to, Harmony Bay beach. Just as advertised with loads of amenities like a kitchenette and washing machine, and beautiful ocean views. Thank you - we will be back!"
Ocean Suite

Beautiful Luxury Oceanfront Property Montego Bay Property

10.0 out of 10, Exceptional, (81)
"It was everything we were hoping for.. I would definitely stay there again. Our host Karen French was so helpful and answered and took care of anything we requested "
Beautiful Luxury Oceanfront Property Montego Bay Property
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 Caledonia Hotel Reviews

Find out more about Caledonia

Find out more about Caledonia

Everything you need to know about Caledonia holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Caledonia holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Caledonia holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Caledonia holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caledonia holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caledonia holiday rentals we have selected for you start as low as £68 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Caledonia rentals

At Expedia, we put the best Caledonia holiday 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 Caledonia 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 Caledonia holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caledonia. 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

Can I find holiday rentals in Caledonia?

Yes, there are holiday rentals close to the most popular sights in Caledonia, 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 Caledonia has to offer?

Nianna Chatham: This holiday home rental outside of Caledonia is located in the city centre, and has an outdoor pool, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

What’s there to see and do in Caledonia?

While exploring the area, visit family-friendly sights like Rocklands Bird Sanctuary, or get outside and enjoy nature at YS Falls. Tryall Golf Club and Freeport Peninsula are a couple of places you'll find in the wider area.

What’s a holiday rental in Caledonia like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Caledonia. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.