Content Holiday Rentals

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Holiday Rentals in Content

Our top choices for Content holiday rentals

Sativa cottages

2.0 star property
Sativa cottages

Villa Serene Jewel of Black River 4 bedroom 5bathrooms

9.6 out of 10, Exceptional, (11)
"As a woman who just buried her cousin & father within 1 week of arriving in JA, I was really looking forward to this trip as a means to clear my mind from everything that was going. We rented Villa Serene for the week so that my step-children & mother-in-law could all come to one location & spend some personal time together, especially since it was the first time I would be meeting them face to face. Villa Serene "could" be 5-star property if it were brought up to code (proper...
Villa Serene Jewel of Black River 4 bedroom 5bathrooms

Champagne Villa

3.0 star property
8.0 out of 10, Very good, (2)
"Very quiet and comfortable. Grounds were maintained and the beach is right outside the back gate of the property. The only issue was internet access. Maybe it was due to the recent hurricane, so I want consider that a negative. We had our global hotspot, so we managed. "
Champagne Villa

10BR Luxury Villa w/ Private Beach; Fully Staffed

10.0 out of 10, Exceptional, (1)
"Perfect for our team of 18! Everyone enjoyed the food, the staff, the ambience. It was great to have our own privacy to bond as a team. Everything was immaculate! Minor problems- The internet connectivity was slow or didn't work, and the power tripped out 1-2 times per day, however, speedily restored by our butler."
10BR Luxury Villa w/ Private Beach; Fully Staffed

Lovely 2-bedroom Townhouse

10.0 out of 10, Exceptional, (2)
"Enjoyed the stay."
Lovely 2-bedroom Townhouse

Award-winning villa with private beachfront and pool

10.0 out of 10, Exceptional, (1)
"Just what the family needed. This will be an annual experience. "
Award-winning villa with private beachfront and pool

Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!

The price is NZ$239
includes taxes & fees
26 Sept - 27 Sept
Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!

Take it easy at our eco friendly beach cabins where life meets nature .funfilled

2.0 out of 10, (1)
"I very concerned about security in the building. I needed more reassurance than it's very safe. Jamacia can be a dangerous place especially when it's outside of the tourist areas. I didn't feel protected or safe. "
Take it easy at our eco friendly beach cabins where life meets nature .funfilled

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

2.0 star property
9.0 out of 10, Wonderful, (2)
"Ein ganz tolles Erlebnis. Sehr nette Gastgeber Familie. Traumhaftes Grundstück, schöner Ausblick. Ein mega Abenteuer. Man kommt gut zurecht mit dem was man hat. Man kann unglaublich viele Tiere und Pflanzen/Blumen etc. sehen und beobachten. Ausstattung reicht aus. Wenn was fehlt hilft der Gastgeber immer weiter. 2 Wochen pure Erholung. Unser Sohn wurde von den Kindern toll mit integriert und hatte mega Spaß und viel zu entdecken. Unsere Gastgeberin hat sehr leckeres Essen gekocht. Würden wir...
The price is NZ$137
includes taxes & fees
29 Sept - 30 Sept
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Villa Gilgal - Possibilities are endless.... Fully Staffed

10.0 out of 10, Exceptional, (36)
"My family enjoyed our stay so much. The most beautiful place I’ve ever stayed "
Villa Gilgal - Possibilities are endless.... Fully Staffed

Deano's Cottages

3.0 star property
6.8 out of 10, (5)
"Very quiet, felt very safe "
The price is NZ$138
includes taxes & fees
26 Sept - 27 Sept
Deano's Cottages

Family size private home

10.0 out of 10, Exceptional, (2)
"Great host I loved it so had a real experience "
Family size private home

Furnished Villa right on the beach!

5.6 out of 10, (5)
"There isn’t a beach anywhere near the house."
The price is NZ$656
includes taxes & fees
26 Sept - 27 Sept
Furnished Villa right on the beach!

Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard

The price is NZ$357
includes taxes & fees
26 Sept - 27 Sept
Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard

“Something Blue” Entire property in Westmoreland, Jamaica Cozy 3 bedroom home

“Something Blue” Entire property in Westmoreland, Jamaica Cozy 3 bedroom home

Dragon fly Cottage

10.0 out of 10, Exceptional, (7)
"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! "
The price is NZ$128
includes taxes & fees
26 Sept - 27 Sept
Dragon fly Cottage

Double queen suite on the beach Private entrance

10.0 out of 10, Exceptional, (2)
"The views,the comfort, It was Safe that was beautiful it was up-to-date the staff was knowledgeable Of the environment shopping restaurants They were friendly always around if you needed them to the phone call away very private find for me and my husband Privite beach with your steps away Private parking private entrance security toiletries and bedding Very comfortable Can’t wait to stay again state for five days enjoyed every bit of it. I think we may good lifetime friends with the owner and...
Double queen suite on the beach Private entrance

A Tropical Getaway

10.0 out of 10, Exceptional, (2)
"First off, Susan was a wonderful host. SUPER communication and response time, and she had tons of suggestions for things to do/eat/see. Next, the house is huge and great for larger groups. Plenty of rooms for everyone (each with it’s own bathroom!) and a lot of common areas to spread out in.Lastly, the pool was wonderful! Huge and a great temperature. Our stay was just a couple of nights but if you are looking for seclusion and privacy this is it. "
A Tropical Getaway

Oceanview lux Villa, infinity pool, swim up bar, chef services, perfect retreat!

10.0 out of 10, Exceptional, (1)
"Our group of 14 adults and 6 kids found KRP Villa to be the perfect property for our stay. Each family had their own room and private bathroom, which was essential for our group’s comfort.The villa’s outdoor space was a highlight—spacious, with plenty of seating and a large pool that comfortably accommodated everyone without ever feeling crowded.Chef Darren’s meals were a standout, transforming every dish into something memorable with his unique touch. The grounds staff, Ainsley and Foota, were...
Oceanview lux Villa, infinity pool, swim up bar, chef services, perfect retreat!

Luxury 4 Bedroom Oceanfront Villa

8.8 out of 10, Excellent, (3)
"I would like to start off by saying that there is no perfect villa. However, the Seastone villa in Whitehouse, Westmoreland JA exceeded my expectations in several ways... Starting off with the management of the villa, the team that supported our group in terms of reservation questions, changes and planning our stay was very responsive and flexible per our needs. Compared to the nightmares of other vacation stays, this was a lesson in customer service for others to follow. During planned group...
Luxury 4 Bedroom Oceanfront 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 Content Hotel Reviews

Find out more about Content

Find out more about Content

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

Content holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Content. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Content 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 Content holiday rentals we have selected for you start as low as NZ$128 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Content rentals

At Expedia, we put the best Content 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 Content 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 Content 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 Content. 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 Content?

Yes, there are holiday rentals close to the most popular sights in Content, 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 Content has to offer?

Lovely 2-bedroom Townhouse: This highly rated holiday home rental in Content has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Some other top choices in Content are Kimoya's cottage is a mountain cottage overlooking the sea and coastline and Family size private home.

How many holiday rentals are there in Content?

With 62 Expedia holiday rentals, you're guaranteed to find just the right place for your Content stay.

What can I see and do in Content?

While you're exploring the area, YS Falls and Parrotee Pond Mangroves are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Peter Tosh House and Bluefields House.

What are holiday rentals like in Content?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Content. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family trips.