Caledonia Vacation Rentals from $108: Search Short-Term Rentals

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Our top choices for Caledonia vacation rentals

A table with a vase of flowers, surrounded by chairs, overlooking a scenic view of the ocean and lush greenery.

1. Firefly cottage with Ocean view

Cave District

Rick B.

$79 nightly

Sep 25 - Sep 26

Total with taxes and fees

A wooden deck with a view of a coastal landscape, including a body of water and distant land.

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

Cave

Ana G.

$55 nightly

Sep 23 - Sep 24

Total with taxes and fees

A wooden cabin bedroom with a bed, a desk, and a chair.

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

Cave

David G.

$65 nightly

Sep 23 - Sep 24

Total with taxes and fees

A thatched-roof hut surrounded by lush greenery and overlooking a coastal view.

4. Dragon fly Cottage

Cave

Kaili

$83 nightly

Sep 30 - Oct 1

Total with taxes and fees

A forested area with a dirt path, trees, and some greenery.

5. Muris Light Sanctuary

Savanalamar

Leeann D.

$133 nightly

Sep 23 - Sep 24

Total with taxes and fees

A row of two-story buildings with balconies, parked cars, and a clear sky.

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

Savanna la Mar

$140 nightly

Sep 23 - Sep 24

Total with taxes and fees

A spacious living area with a high ceiling, wooden flooring, and a ceiling fan. There is a dining table with chairs, a sofa, and a window with curtains.

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

Savanna la mar

"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,...

Chris R.

$228 nightly

Sep 23 - Sep 24

Total with taxes and fees

An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

8. Sky Beach Rooms

Montego Bay

Clayton

$97 nightly

Sep 23 - Sep 24

Total with taxes and fees

A swimming pool with a hot tub, surrounded by palm trees and a white building.

9. Turquoise Sea Villa

Montego Bay

$236 nightly

Sep 23 - Sep 24

Total with taxes and fees

A cozy room with wooden walls and a high ceiling, featuring a seating area with cushioned benches and a small table.

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

Mount Salem

"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...

English C.

$80 nightly

Sep 29 - Sep 30

Total with taxes and fees

A bedroom with a bed, a ceiling fan, an air conditioner, a nightstand, a mirror, and patterned floor tiles.

11. Beautiful, affordable,spacious 1bedroom apt a/c ready to host single or a couple

Montego bay

$90 nightly

Sep 23 - Sep 24

Total with taxes and fees

A swimming pool with a waterfall feature, surrounded by a brick patio and a white fence.

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

Hopewell

Gizelle T.

$165 nightly

Sep 28 - Sep 29

Total with taxes and fees

A thatched-roof hut with a concrete pathway leading to it, surrounded by greenery and a low wall.

13. Unity Villa

Montego Bay

Susan

$112 nightly

Sep 23 - Sep 24

Total with taxes and fees

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

Lucea

$167 nightly

Sep 23 - Sep 24

Total with taxes and fees

A river with boats docked on both sides, surrounded by lush greenery.

15. Serenitys Hideaway Montego Bay

Montego Bay

dawn Marie

$182 nightly

Sep 23 - Sep 24

Total with taxes and fees

A two-story building with a balcony on the upper floor, featuring decorative railings and barred windows.

16. Unity Villa

Montego Bay

Fashira

$83 nightly

Sep 23 - Sep 24

Total with taxes and fees

A modern living room with a sofa, coffee table, and a dining area with chairs and a table.

17. Gated Apt w/Sea & City View/WiFi/AC/TV/Pool & Gym

Montego Bay

$254 nightly

Sep 25 - Sep 26

Total with taxes and fees

A covered outdoor area with a view of the ocean, stone walls, and palm trees.

18. Seaside Escape

Montego Bay

$145 nightly

Sep 23 - Sep 24

Total with taxes and fees

A beach with clear turquoise water, a sandy shore, and wooden lounge chairs.

19. Hospitality Expert SWF104 - Pool, Beach, Chef

Montego Bay

Xavier

$184 nightly

Sep 26 - Sep 27

Total with taxes and fees

A beach with clear water, a sandy shore, and a rocky outcrop in the distance.

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

Lucea

Noel B.

$219 nightly

Sep 23 - Sep 24

Total with taxes and fees

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Top Caledonia Hotel Reviews

Grand Palladium Jamaica Resort & Spa All Inclusive

10/10 Excellent

"Food was good customer service was excellent."

Hotel Grand A View

8/10 Good

"So my stay here was absolutely lovely. They served free breakfast. That was definitely a plus my room was clean. The air conditioner worked very well.\n Everything was nice inside of my room. I only have one complaint out of the whole stay and that was that the pool Kinda had stuff floating around in it.So I wasn't able to swim in it , I just put my feet in it. The billmen were very helpful.The staff was friendly. I really enjoyed the bartender and the staff that worked inside of the kitchen.They were very, very nice and accommodating.Oh , we ordered some food off the menu and it was very good too."

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

10/10 Excellent

"Changing to Grand Palladium Lady Hamilton was the best choice I could have made! I went there for my 1st ever solo birthday vacation. They will forever be my go to resort every time I go to Jamaica. They were absolutely amazing in every area you could possibly think of. There were a some small repairs that need to be made but not enough for me to fuss or change rooms. My room was clean, beautiful, and a nice size. I loved the little tropical garden area outside the room. My villa area was super quiet. Ms. Colleen, the concierge was such a beautiful young lady and very helpful with making my dinner reservations and anything I needed help with. Ms. Opal did a great job of keeping the room clean. I lost my beats earbud 3 times. The 1st time I lost it, security was helping me look for it at 4am because that’s when I realized I lost it. All 3 times they were turned in to the JA side of the resort. My favorite two places were the spa and the sports bar. Elisa at the sports bar, James at the spa, Ana Kay at the travel club just to name a few are some of my favorite people. I didn’t eat a lot but what I did have was good. The oxtail from the Jamaican restaurant was my favorite meal. There are a ton of options for food, I’m sure one will find something they like. The night life was just enough for me, not too much not too little. With this being a family resort, I still found the peace, rest, and relaxation I went for. Thank you Grand Palladium for a grand time, se"

SeaGarden Beach Resort - All Inclusive

10/10 Excellent

"We stayed at the resort for 3 nights! We enjoyed every single moment of our stay. Our arrival was very pleasant. The front desk staff was very helpful and informative on everything and explained everything well. The bellhop staff were very accommodating and ensured that our bags would be safe until we checked in to our room. Our room was very clean and smelled clean when we arrived. We were celebrating our 15 year anniversary so the room was decorated nicely to accommodate our special moment. Ms. Beverly the housekeeper always went above and beyond to tidy up our room! ALL of the staff at the Jasmine Cafe were very helpful and attentive. Lisa, Leshaun, Clinton , were all great servers I can’t remember all of their names but we loved them all! The food was good. Breakfast, lunch, and dinner gave a great representation of Jamaica! We tried the Italian restaurant onsite as well and the staff went above and beyond to make sure we had everything we needed! The bars were okay depending on the bartender you had. Ian, Faye, Linton, were great. They all gave recommendations on drinks or interacted with us. The resort still seemed to be recovering from Hurricane Melissa so everyone was actively working everyday that we were there to fix any issues from that. The poolside deli was 10/10. It rained for most of our stay but we still had a great time! This resort is not recommended for the younger party crowd unless you just want to relax and eat. Request Tess as your driver(SunHoliday)!"

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 $108 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.

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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. YS Falls and Chukka Ocean Outpost at Sandy Bay 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.

Caledonia Vacation Rentals

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Check prices for these dates

Our top choices for Caledonia vacation rentals

1. Firefly cottage with Ocean view

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

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

4. Dragon fly Cottage

5. Muris Light Sanctuary

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

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

8. Sky Beach Rooms

9. Turquoise Sea Villa

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

11. Beautiful, affordable,spacious 1bedroom apt a/c ready to host single or a couple

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

13. Unity Villa

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

15. Serenitys Hideaway Montego Bay

16. Unity Villa

17. Gated Apt w/Sea & City View/WiFi/AC/TV/Pool & Gym

18. Seaside Escape

19. Hospitality Expert SWF104 - Pool, Beach, Chef

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

Find vacation rentals that suit your style

Top Caledonia Hotel Reviews

Grand Palladium Jamaica Resort & Spa All Inclusive

Find out more about Caledonia

Explore a world of travel with Expedia

Frequently asked questions

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