Caledonia Holiday Rentals

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Our top choices for Caledonia holiday rentals

The Shallhome

The Shallhome
3.0 star property
Montego Bay
The price is AU$810
includes taxes & fees
19 Mar - 20 Mar
The Shallhome

Casia Villa

Casia Villa
3.0 star property
Montego Bay
The price is AU$727
includes taxes & fees
19 Mar - 20 Mar
Casia Villa

White Sky Beach Villas

White Sky Beach Villas
New Hope
The price is AU$1,233
includes taxes & fees
23 Mar - 24 Mar
White Sky Beach Villas

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
The price is AU$258
includes taxes & fees
19 Mar - 20 Mar
Serenitys Hideaway Montego Bay

Wabi-Sabi Villa

Wabi-Sabi Villa
5.0 star property
Lucea
10.0 out of 10, Exceptional, (2 reviews)
"This property had amazing staff and the place was beautiful. I absolutely loved them! "
United States
Andrea
Wabi-Sabi Villa

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

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
Montego Bay
10.0 out of 10, Exceptional, (65 reviews)
"Such a nice stay at windfall Villas, Mel was great and always able to get us to anywhere at almost anytime we needed. It was beautiful and peaceful at the property. Would highly recommend to anyone checking out Montego Bay. Think twice begore trying drive here. In my opinion this is one dangerous place to drive unless you’ve driven here before. Mel made this part of our trip completely safe. "
United States
Jeff B.
The price is AU$483
includes taxes & fees
23 Mar - 24 Mar
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites

One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites
Middle Quarters
The price is AU$143
includes taxes & fees
19 Mar - 20 Mar
One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites

Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.

Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.
roundhill
9.8 out of 10, Exceptional, (20 reviews)
"I enjoyed my time here. It truly felt like it was my home. Mel made every effort to ensure that we were comfortable. I felt safe. The pool was refreshing."
United States
Yolande W.
The price is AU$476
includes taxes & fees
19 Mar - 20 Mar
Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.

Nianna Chatham

Nianna Chatham
2.5 star property
Hip Strip
The price is AU$422
includes taxes & fees
21 Mar - 22 Mar
Nianna Chatham

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...
United States
English C.
The price is AU$115
includes taxes & fees
25 Mar - 26 Mar
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (24 reviews)
"Staff was very friendly and welcoming. "
United Kingdom
Sophia
Claudeville Condo

Serenity Suite; The Jamaican Retreat

Serenity Suite; The Jamaican Retreat
Montego Bay
The price is AU$144
includes taxes & fees
19 Mar - 20 Mar
Serenity Suite; The Jamaican Retreat

Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very good, (1 review)
"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 "
United States
Susan
Unity Villa

Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is AU$113
includes taxes & fees
19 Mar - 20 Mar
Firefly cottage with Ocean view

Cozy house in charming Montego Bay with AC, WiFi and all other amenities.

Cozy house in charming Montego Bay with AC, WiFi and all other amenities.
Montego Bay
The price is AU$191
includes taxes & fees
19 Mar - 20 Mar
Cozy house in charming Montego Bay with AC, WiFi and all other amenities.

Allamanda Villa- Tryall Resort Membership- van/driver- nanny

Allamanda Villa- Tryall Resort Membership- van/driver- nanny
Montego Bay,
10.0 out of 10, Exceptional, (50 reviews)
"Exactly as advertised. Beautiful home and amazing staff. We had a wonderful stay. Highly recommend. "
United States
Amalia D.
Allamanda Villa- Tryall Resort Membership- van/driver- nanny

Impeccable Spacious 3 Bedroom Home Near Beach!

Impeccable Spacious 3 Bedroom Home Near Beach!
Montego Bay
9.0 out of 10, Wonderful, (7 reviews)
"Our stay at this property was pleasant, relaxing and quiet. Host was very responsive and checked in during our stay to make sure all was well. There is a local grocery store and restaurant within walking distance which was a plus. Will definitely stay again!"
United States
Bridgette E.
The price is AU$228
includes taxes & fees
20 Mar - 21 Mar
Impeccable Spacious 3 Bedroom Home Near Beach!

Hospitality Expert Seawind - Pool, Beach, Chef

Hospitality Expert Seawind - Pool, Beach, Chef
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"Nice place and breakfast"
Spain
Xavier
The price is AU$339
includes taxes & fees
1 Apr - 2 Apr
Hospitality Expert Seawind - Pool, Beach, Chef

Charming 1-bedroom apartment in gorgeous Montego Bay with AC, WiFi

Charming 1-bedroom apartment in gorgeous Montego Bay with AC, WiFi
Montego Bay
The price is AU$233
includes taxes & fees
19 Mar - 20 Mar
Charming 1-bedroom apartment in gorgeous Montego Bay with AC, WiFi

Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc

Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc
Lucea
10.0 out of 10, Exceptional, (1 review)
"We fully enjoyed our stay. On arrival we had a few issues mainly because we arrived early and had some missed communication with Nadia. She promptly helped us resolve a few minor issues and the rest of our stay was literally a breeze, as in wonderful sea breezes! The accommodations were just as described, it felt safe and comfortable."
United States
Noel B.
The price is AU$279
includes taxes & fees
19 Mar - 20 Mar
Cozy yet elegant Jamaican vacation home with access to pool, beach, gym etc
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

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, 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 favourite 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 depend 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 AU$237 per night. Entering your travel dates in the search wizard might find you 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?

Norwick Bliss: This holiday home rental outside of Caledonia is located near the airport, and offers a private garden, Netflix and free WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a coffee maker and free parking are also available for your convenience.

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 Bluefields Beach. YS Falls and Tryall Golf Club 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.