Caledonia Holiday Rentals

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Our top choices for Caledonia holiday rentals

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 HK$391
HK$626 total
includes taxes & fees
17 May - 18 May
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Camille and the rest of the team were amazing! They definitely made it an unforgettable experience! Thank you so much"
United States
Adrian Ruiz
The price is HK$451
HK$996 total
includes taxes & fees
22 May - 23 May
Serenitys Hideaway Montego Bay

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 HK$626
HK$783 total
includes taxes & fees
12 May - 13 May
One Bedroom Apartment minutes from Ys Falls, Safari and Zoo: Royale Flush Suites

The Artist cabin is a mountain cabin overlooking the sea and coastline

The Artist cabin is a mountain cabin overlooking the sea and coastline
Cave
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay in the mountains of Jamaica! The food was excellent, and we loved watching the sunset every evening. Terry was wonderful company — he even picked us up in Negril to bring us to the beautiful cabins in the woods. A truly magnificent stay!"
United States
Ana G.
The price is HK$391
HK$548 total
includes taxes & fees
12 May - 13 May
The Artist cabin is a mountain cabin overlooking the sea and coastline

Hospitality Expert SWF104 - Pool, Beach, Chef

Hospitality Expert SWF104 - Pool, Beach, Chef
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"Nice place and breakfast"
Spain
Xavier
The price is HK$978
HK$1,732 total
includes taxes & fees
12 May - 13 May
Hospitality Expert SWF104 - Pool, Beach, Chef

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 HK$540
HK$697 total
includes taxes & fees
31 May - 1 Jun
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
Cozy house in charming Montego Bay with AC, WiFi and all other amenities.

Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Cave
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely gorgeous property and views, bird sounds, fantastic food prepared by the friendly hosts. Simple living with wi-fi if needed."
United States
David G.
The price is HK$470
HK$626 total
includes taxes & fees
12 May - 13 May
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Dragon fly Cottage

Dragon fly Cottage
Cave
10.0 out of 10, Exceptional, (7 reviews)
"We had a lot of fun relaxing here. Geneva made excellent breakfast and suppers and we spent the majority of our time relaxing on the deck/hammock reading and hiking around the property and the town of Kentucky. If you want an escape from the tourism scene, this is a nice place to go! "
Canada
Kaili
The price is HK$619
HK$775 total
includes taxes & fees
31 May - 1 Jun
Dragon fly Cottage

Nianna Chatham

Nianna Chatham
2.5 star property
Hip Strip
The price is HK$1,481
HK$2,181 total
includes taxes & fees
25 May - 26 May
Nianna Chatham

Luxury ocean view villa

Luxury ocean view villa
Westmoreland
7.6 out of 10, Good, (4 reviews)
"Chef Donna if we could take her home with us we would! Anything that you need Marvette, Marca or Sheldon will get for you! We will definitely be back with a group again! I promise you , you won’t be disappointed!"
United States
Danete G.
The price is HK$1,402
HK$1,606 total
includes taxes & fees
12 May - 13 May
Luxury ocean view villa

marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood

marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood
montego bay
The price is HK$470
HK$714 total
includes taxes & fees
12 May - 13 May
marshan villa located in the relaxed quite upscale prestigiuos neighrbourhood

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
The price is HK$740
HK$1,015 total
includes taxes & fees
12 May - 13 May
Unity Villa

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 HK$1,122
HK$1,279 total
includes taxes & fees
12 May - 13 May
Charming 1-bedroom apartment in gorgeous Montego Bay with AC, WiFi

Quiet relaxing mountainous get away!

Quiet relaxing mountainous get away!
Montego Bay
9.2 out of 10, Wonderful, (5 reviews)
"The location was gorgeous, not far from the city. Easy/beautiful walk to cabs. Host was great and the bed/sheets felt great!!"
United States
Kintoria W.
The price is HK$548
HK$783 total
includes taxes & fees
12 May - 13 May
Quiet relaxing mountainous get away!

The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.

The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.
Lucea
8.0 out of 10, Very good, (4 reviews)
"We enjoyed ourselves. And our stay was very pleasant."
United States
Cynthia N.
The price is HK$779
HK$1,345 total
includes taxes & fees
12 May - 13 May
The Chill Spot - Escape. Relax. Enjoy. Your perfect getaway.

Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (24 reviews)
"Room was clean and staff was very welcoming with great communication. "
United States
Kenneth
The price is HK$749
HK$869 total
includes taxes & fees
12 May - 13 May
Claudeville Condo

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
The price is HK$609
HK$1,970 total
includes taxes & fees
14 May - 15 May
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

White Sky Beach Villas

White Sky Beach Villas
New Hope
The price is HK$6,649
HK$7,827 total
includes taxes & fees
11 Jun - 12 Jun
White Sky Beach Villas

Casia Villa

Casia Villa
3.0 star property
Montego Bay
The price is HK$3,171
HK$4,046 total
includes taxes & fees
12 May - 13 May
Casia Villa
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

Search for holiday rentals in Caledonia on Expedia! You can easily find your home rentals, villas, holiday apartments in Caledonia using one of the methods below:

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Look no further and take a look at our great range of rental properties in Caledonia!

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?

Nickels Garden Villas: This holiday home rental outside of Caledonia is located in a shopping district, and has a balcony, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

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.