Content Vacation Rentals from $70: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Content has to offer?

Furnished Villa right on the beach! : This highly rated vacation home rental in Content is located in the mountains and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a coffee maker, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind. Some other top choices in Content are “Something Blue”Entire property in Westmoreland, Jamaica Cozy 3 bedroom home and The Artist cabin is a mountain cabin overlooking the sea and coastline .

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Vacation Rentals in Content

Comfort Cottage | 1 bedroom, free WiFi, bed sheets

"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...

"Just what the family needed. This will be an annual experience. "

"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!"

$205 nightly

Aug 8 - Aug 9

Total includes taxes and fees

On the beach, white sand, sun loungers, beach towels

"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. "

"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."

"My family enjoyed our stay so much. The most beautiful place I’ve ever stayed "

$140 nightly

Aug 8 - Aug 9

Total includes taxes and fees

"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. "

$155 nightly

Sep 1 - Sep 2

Total includes taxes and fees

"There isn’t a beach anywhere near the house."

$386 nightly

Aug 11 - Aug 12

Total includes taxes and fees

"Very quiet, felt very safe "

$70 nightly

Aug 8 - Aug 9

Total includes taxes and fees

"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...

$206 nightly

Aug 9 - Aug 10

Total includes taxes and fees

"It was such a great experience staying at the home. Felt safe and enjoyed the amenities offered. We stayed as a group and everyone was satisfied with their stay. Will definitely be returning the next time we are in Sav La Mar. thanks for prompt response to our questions. Much appreciated."

$189 nightly

Aug 20 - Aug 21

Total includes taxes and fees

"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!"

$70 nightly

Aug 8 - Aug 9

Total includes taxes and fees

"Needed a place for my family and mother in law and cousin. Was perfect for that size group. Loved the outdoor kitchen and being able to be on the water every morning."

"This is the most idyllic, amazing, beautiful paradise you will ever stay in. We cannot recommend this enough. Geneva and Shaun are the most wonderful hosts, we are definitely coming back !! We are devastated to be leaving. They are the loveliest people who took care of all our needs and took time to show us around their stunning property. She is also a great cook. What a lovely family. We will miss you.Thank you thank you thank you. Tonnes of love. "

$79 nightly

Aug 8 - Aug 9

Total includes taxes and fees

"The rooms and pool are very good. Getting back down the steep and long drive during hours of darkness is difficult."

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Top Content Hotel Reviews

Indigo Beach Resort

10/10 Excellent

"This trip was the most life-changing experience! I truly enjoyed the amazing people that I've had the opportunity to encounter. The sense of peace that I felt there is unmatched. I remember and miss the beautiful sunsets and long walks on the beach. The ability to get lost in the moment. Thank you, Jamaica! The surroundings allowed me the opportunity to dream in a stress-free environment."

Comfort and stylish near Negril

10/10 Excellent

"This rental was absolutely fabulous. We have been going to Jamaica for 30 years. This was by far the best vacation we’ve had. The rental is spotless the owner Donna thought of everything that we would need including a basket of snacks and a case of water. The neighborhood is quiet and beautiful. The beach is five minutes away as well as a river to swim in. We enjoyed the privacy of this rental. The view of the ocean is stunning. The breeze off the ocean kept us comfortable, no need to turn on the air conditioning. I highly recommend this rental it is safe and beautiful. I would like to stay there forever! Definitely get breakfast included it was plentiful and delicious. Have questions, do not hesitate to ask the owner she is lovely. "

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

2/10 Terrible

"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. "

Luxury ocean view villa

10/10 Excellent

"This vacation was truely my best vacation in Jamaica and I have been there numerous times. The host greeted us warmly and she wasted no time in giving us a tour of her castle. Subsequently, she introduced us to some Jamaican exoctic fruits and pastries .we enjoyed her treats immensely. We also enjoyed the delicious dinner her Chef prepared for us.Her castle’s location overlooks the Caribbean Sea. The view from the balcony is breathtaking. This castle is spacious and every room is equipped with an air condition unit that adequately provide us comfort in a Caribbean setting. The kitchen is gigantic and is furnished with modern amenities. During the days, you have the option of staying indoor enjoying the AC or go outside into the pool that is surrounded by beautiful Jamaican flowers. We had a tremendous time and I am gleefully imploring any one who is considering staying at Marvettavile to do not hesitate because the booking there is on steroid. Security is top notch . Once again thank you Marvette for your hospitality."

Indigo Beach Villa - Black River

10/10 Excellent

"My family and I had a wonderful stay at this property. Great location in Black River on the beach. The place was easy to find, safe, and clean. The beds were very comfy, cool AC, and had great wifi. I highly recommend staying here and will stay again in the future. "

Kassion Corner

2/10 Terrible

"As per email exchange with Hotels.com, we are trying to obtain a refund for this booking as, on arrival at the hotel, the gate was chained closed. We had kept trying to phone to confirm our ETA but the telephone number was unobtainable. The hotel did not attempt to contact us. We were very disappointed as the remote location really appealed to us."

Find out more about Content

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

Content vacation 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 low season months. For more hustle and bustle, you may prefer to visit Content 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 $70 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 Content rentals

At Expedia, we put the best Content 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 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 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 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 vacation rentals in Content?

Yes, we have vacation rentals close to popular points of interest in Content, or you can go with a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals that Content has to offer?

Furnished Villa right on the beach!: This highly rated vacation home rental in Content is located in the mountains and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a coffee maker, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind. Some other top choices in Content are “Something Blue” Entire property in Westmoreland, Jamaica Cozy 3 bedroom home and The Artist cabin is a mountain cabin overlooking the sea and coastline .

How many vacation rentals are there in Content?

With 66 Expedia vacation rentals, you're sure 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 larger area, you’ll find Peter Tosh House and Savanna-la-Mar Fort.

What are vacation rentals like in Content?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Content. Vacation rentals feature amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.

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Content Vacation Rentals

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Vacation Rentals in Content

Sativa cottages

Villa Serene Jewel of Black River 4 bedroom 5bathrooms

Award-winning villa with private beachfront and pool

Luxury ocean view villa

Champagne Villa

10BR Luxury Villa w/ Private Beach; Fully Staffed

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

Villa Giovanni Paris - Beautiful Secured Complex! Fully Gated!

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

Furnished Villa right on the beach!

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

Deano's Cottages

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

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

Luxurious 3 beds, 2 bath with all amenities

Luxury 4BR Oceanfront Villa in Whitehouse: Large Pool, Chef, Private Sea Access

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

Spectacular Ocean Views: Unwind in Paradise at our Beach House!

Firefly cottage with Ocean view

Fantastic, spacious villa with a large pool and sea views in a very safe area.

Top Content Hotel Reviews

Indigo Beach Resort

Comfort and stylish near Negril

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

Luxury ocean view villa

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

Indigo Beach Villa - Black River

Award-winning villa with private beachfront and pool

Waterloo Guest House

Kassion Corner

Find out more about Content

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