Caledonia Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Caledonia vacation rentals

A beachside view with a wooden deck, a thatched umbrella, and a hammock.

1. Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
8.6 out of 10, Excellent, (7 reviews)
"Clean room and the staff were efficient and family friendly, the location was absolutely ideal."
United States
Clayton
$99 nightly
The price is $110
Nov 12 - Nov 13
Total with taxes and fees
Sky Beach Rooms
A round table with two chairs and a vase of flowers on a wooden deck with a view of the sea.

2. 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.
$71 nightly
The price is $71
Nov 10 - Nov 11
Total with taxes and fees
Firefly cottage with Ocean view
A thatched-roof hut surrounded by lush greenery and overlooking a coastal view.

3. 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
$75 nightly
The price is $75
Nov 15 - Nov 16
Total with taxes and fees
Dragon fly Cottage
A bedroom with a bed, a dresser, a mirror, and a fan.

4. 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.
$125 nightly
The price is $125
Nov 7 - Nov 8
Total with taxes and fees
Muris Light Sanctuary
A cozy cabin interior with a wooden floor, a sofa with bird patterns, a guitar, a dining table with a chair, and framed pictures on the walls.

5. 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.
$62 nightly
The price is $62
Nov 13 - Nov 14
Total with taxes and fees
The Artist cabin is a mountain cabin overlooking the sea and coastline
Property grounds

6. 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
8.0 out of 10, Very good, (1 review)
"A/c in bade room on/off time2 mint off"
United States
Kenrick
$159 nightly
The price is $168
Nov 7 - Nov 8
Total with taxes and fees
Charming 1-BR solar-equipped villa + pool, gym and backyard sea view in Lucea
A row of two-story buildings with balconies, parked cars, and a clear sky.

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

Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
Savanna la Mar
$132 nightly
The price is $132
Nov 7 - Nov 8
Total with taxes and fees
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!
A swimming pool with a hot tub, surrounded by palm trees and a white building.

8. Turquoise Sea Villa

Turquoise Sea Villa
3.5 star property
Montego Bay
$251 nightly
The price is $275
Nov 7 - Nov 8
Total with taxes and fees
Turquoise Sea Villa
A thatched-roof hut with a concrete pathway leading to it, surrounded by greenery and a low wall.

9. 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
$112 nightly
The price is $130
Nov 7 - Nov 8
Total with taxes and fees
Unity Villa
A swimming pool with a waterfall feature, surrounded by a brick patio and a white fence.

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

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
9.0 out of 10, Wonderful, (7 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.
$157 nightly
The price is $157
Nov 7 - Nov 8
Total with taxes and fees
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
A two-story building with a balcony on the upper floor, featuring decorative railings and barred windows.

11. 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
$83 nightly
The price is $93
Nov 7 - Nov 8
Total with taxes and fees
Unity Villa
A cozy room with wooden walls and a high ceiling, featuring a seating area with cushioned benches and a small table.

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.
$72 nightly
The price is $72
Nov 13 - Nov 14
Total with taxes and fees
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

13. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (30 reviews)
"Property was clean and host was accommodating. We had an additional request and host was able to assist."
United States
Sabrina
$96 nightly
The price is $111
Nov 10 - Nov 11
Total with taxes and fees
Claudeville Condo
A modern kitchen with white cabinetry, a large island, and a flat-screen TV mounted on the wall.

14. Charming 1-bedroom apartment in Montego Bay near beaches andrestaurants

Charming 1-bedroom apartment in Montego Bay near beaches andrestaurants
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"The entire place was clean, best stay definitely going back"
United States
Kacy-Ann
$166 nightly
The price is $166
Nov 7 - Nov 8
Total with taxes and fees
Charming 1-bedroom apartment in Montego Bay near beaches andrestaurants
A building with a central pavilion, palm trees, and a fountain.

15. Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
4.0 star property
Montego Bay
6.0 out of 10, (4 reviews)
"Very comfortable setting"
United States
dawn Marie
$149 nightly
The price is $172
Nov 8 - Nov 9
Total with taxes and fees
Serenitys Hideaway Montego Bay
A pool area with palm trees, a modern building, and a view of the ocean.

16. 1 Bedroom Miramar Condo

1 Bedroom Miramar Condo
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Very peaceful stay."
United States
Krystal P.
$189 nightly
The price is $189
Nov 13 - Nov 14
Total with taxes and fees
1 Bedroom Miramar Condo
A spacious living area with a dining table, wicker chairs, a large potted plant, and a vase with flowers.

17. Sunshine Seashore Escape Jamaica

Sunshine Seashore Escape Jamaica
3.5 star property
Lucea
$207 nightly
The price is $239
Nov 7 - Nov 8
Total with taxes and fees
Sunshine Seashore Escape Jamaica
A beach view from a balcony with a clear ocean, a pier, and a few umbrellas on the sand.

18. Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.6 out of 10, (101 reviews)
"I liked the view and the location.I liked that it was clean and bright"
Canada
Gerald
$140 nightly
The price is $161
Nov 7 - Nov 8
Total with taxes and fees
Montego Bay Club Beach Resort
A modern kitchen with white cabinets, a dining area with a wooden table and wicker chairs, and a living area with a sofa and TV.

19. Hospitality Expert SWF104 - Pool, Beach, Chef

Hospitality Expert SWF104 - Pool, Beach, Chef
Montego Bay
9.6 out of 10, Exceptional, (4 reviews)
"Nice place and breakfast"
Spain
Xavier
$182 nightly
The price is $209
Nov 9 - Nov 10
Total with taxes and fees
Hospitality Expert SWF104 - Pool, Beach, Chef
A modern building with a staircase, large windows, and a flat roof.

20. MAJORVILLA@WEST VILLAGE_Cozy 1-bedroom apartment in adorable Montego Bay with AC

MAJORVILLA@WEST VILLAGE_Cozy 1-bedroom apartment in adorable Montego Bay with AC
Montego bay
$108 nightly
The price is $108
Nov 7 - Nov 8
Total with taxes and fees
MAJORVILLA@WEST VILLAGE_Cozy 1-bedroom apartment in adorable Montego Bay with AC
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

A landscaped garden with a circular stone feature, palm trees, and a building with illuminated lights in the background.
Boutique B & B at Stonevillage

Boutique B & B at Stonevillage

Boutique B & B at Stonevillage
Bluefields

10/10 Excellent

Quiet lovely boutique resort a short ways up the hill from the seaside. Great hosts. If you want a country vibe setting that is clean and comfortable, this is a great choice,
United States
Reyon
Reviewed August 25, 2026
Boutique B & B at Stonevillage

Find out more about Caledonia

Everything you need to know about Caledonia 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 Caledonia 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 Caledonia vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Caledonia vacation 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 low season months. For more hustle and bustle, you may prefer to visit Caledonia 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 $62 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 Caledonia rentals

At Expedia, we put the best Caledonia 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 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 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 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 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 Beach. Bluefields Bay and YS Falls 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.

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