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Caledonia Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Caledonia vacation rentals

Property grounds

1. 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 ￥7,966
￥11,152 total
includes taxes & fees
Aug 22 - Aug 23
The Artist cabin is a mountain cabin overlooking the sea and coastline
Property grounds

2. 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 ￥10,069
￥13,255 total
includes taxes & fees
Aug 22 - Aug 23
Dragon fly Cottage
Outdoor dining

3. 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 ￥9,344
￥12,530 total
includes taxes & fees
Aug 22 - Aug 23
Firefly cottage with Ocean view
1 bedroom, WiFi, bed sheets

4. 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 ￥9,559
￥12,745 total
includes taxes & fees
Sep 8 - Sep 9
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Property grounds

5. Muris Light Sanctuary

Muris Light Sanctuary
Savanalamar
10.0 out of 10, Exceptional, (1 review)
"Host was attentive and super nice to deal with. Great stay. No air conditioning but was pleaaant regardless. "
Canada
Leeann D.
The price is ￥5,576
￥21,189 total
includes taxes & fees
Aug 22 - Aug 23
Muris Light Sanctuary
Exterior

6. Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!

Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
Savanna la Mar
The price is ￥14,339
￥22,305 total
includes taxes & fees
Sep 14 - Sep 15
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
TV, books

7. Beautiful 2-bedroom house with AC in peaceful Savanna la mar

Beautiful 2-bedroom house with AC in peaceful Savanna la mar
Savanna la mar
10.0 out of 10, Exceptional, (1 review)
"From the moment I arrived, the property felt very secure, which immediately gave me peace of mind. The space itself was warm, cozy, and inviting it really felt like a home away from home rather than just a place to sleep.The amenities were exactly as advertised and on point. Everything I needed for a comfortable stay was readily available, and the overall setup made it easy to settle in and relax.One of the standout parts of the stay was the communication with the host, Latoya She was excellent,...
United States
Chris R.
The price is ￥15,788
￥36,360 total
includes taxes & fees
Aug 16 - Aug 17
Beautiful 2-bedroom house with AC in peaceful Savanna la mar
Restaurant

8. Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
2.0 out of 10, (1 review)
"I recommend them and will book agin"
United States
Ainsley
The price is ￥14,944
￥16,597 total
includes taxes & fees
Aug 18 - Aug 19
Sky Beach Rooms
Outdoor pool, sun loungers

9. Turquoise Sea Villa

Turquoise Sea Villa
3.5 star property
Montego Bay
The price is ￥13,326
￥31,416 total
includes taxes & fees
Sep 15 - Sep 16
Turquoise Sea Villa
Rafting

10. Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
6.0 out of 10, (4 reviews)
"Very comfortable setting"
United States
dawn Marie
The price is ￥9,272
￥23,566 total
includes taxes & fees
Aug 21 - Aug 22
Serenitys Hideaway Montego Bay
Outdoor pool

11. Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
8.8 out of 10, Excellent, (6 reviews)
"Bonnie was amazing and goes over and beyond to make you feel at home. She is very friendly but gives you your space and privacy I really enjoyed her house with the amazing view and her pool. "
United States
Roberta M.
The price is ￥17,525
￥24,694 total
includes taxes & fees
Aug 18 - Aug 19
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Living area

12. 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 ￥7,966
￥12,746 total
includes taxes & fees
Aug 22 - Aug 23
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Terrace/patio

13. Seaside Escape

Seaside Escape
Montego Bay
The price is ￥16,490
￥21,270 total
includes taxes & fees
Aug 16 - Aug 17
Seaside Escape
Terrace/patio

14. Serene 1-bedroom apartment in Montego Bay perfect for relaxing stays

Serene 1-bedroom apartment in Montego Bay perfect for relaxing stays
Montego Bay
The price is ￥5,592
￥456,786 total
includes taxes & fees
Sep 14 - Sep 15
Serene 1-bedroom apartment in Montego Bay perfect for relaxing stays
Front of property

15. Unity Villa

Unity Villa
3.0 star property
Montego Bay
5.0 out of 10, (2 reviews)
"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."
United States
Fashira
The price is ￥10,356
￥14,736 total
includes taxes & fees
Aug 18 - Aug 19
Unity Villa
Interior

16. Charming 1-BR solar-equipped villa + pool, gym and backyard sea view in Lucea

Charming 1-BR solar-equipped villa + pool, gym and backyard sea view in Lucea
Lucea
The price is ￥14,498
￥28,056 total
includes taxes & fees
Sep 11 - Sep 12
Charming 1-BR solar-equipped villa + pool, gym and backyard sea view in Lucea
Exterior

17. 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 ￥15,056
￥20,660 total
includes taxes & fees
Sep 12 - Sep 13
Unity Villa
Beach nearby

18. 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 ￥18,234
￥33,795 total
includes taxes & fees
Aug 16 - Aug 17
Hospitality Expert SWF104 - Pool, Beach, Chef
Interior

19. Wonderful 1-bedroom apartment with AC in vibrant Montego Bay

Wonderful 1-bedroom apartment with AC in vibrant Montego Bay
Coral Gardens
The price is ￥8,603
￥21,349 total
includes taxes & fees
Aug 17 - Aug 18
Wonderful 1-bedroom apartment with AC in vibrant Montego Bay
Coffee/tea maker, fridge, microwave, oven

20. 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 ￥28,561
￥32,707 total
includes taxes & fees
Aug 17 - Aug 18
Luxury ocean view 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

Deja Resort All Inclusive

Deja Resort All Inclusive

10/10 Excellent
"I like the location of the property but I didn’t like the location in the back where we stayed I would rather the front upper area. I enjoyed the food and the beach! I liked all the staff!"
Rachel 2-night trip
Posted 1 hour ago
Deja Resort All Inclusive

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:

  • View our selection of featured holiday rentals in Caledonia
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  • Enter your travel dates to view the best deals on holiday rentals in Caledonia while they last

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

Frequently asked questions

Can I find vacation rentals in Caledonia?

Yes, we give you a choice of vacation rentals close to top sights in Caledonia, or you can select a more secluded option if you're looking for relaxation.

What's the top vacation rental in Caledonia?

5 bed villa, gated community, private pool, fully staffed, private chauffeur: Visitors like this Caledonia vacation home rental. It is located next to a golf course and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a 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 Bay. YS Falls and Freeport Peninsula are a couple of places you'll find in the larger area.

What’s a vacation rental in Caledonia like?

A vacation rental is a private property you can book for a few weeks or just a few days in Caledonia. Vacation rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for small groups.