Content Vacation Rentals from $79: Search Short-Term Rentals

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

Firefly cottage with Ocean view : This vacation home rental outside of Content is located in the mountains and has a balcony, a garden, and WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. Make the most of the selection of games in this rental home to help you unwind.

Check prices for these dates

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Our top choices for Content vacation rentals

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

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

Cave

Ana G.

$62 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

2. Firefly cottage with Ocean view

Cave District

Rick B.

$79 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

3. Dragon fly Cottage

Cave

Kaili

$75 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

4. Muris Light Sanctuary

Savanalamar

Leeann D.

$125 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

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

Cave

David G.

$72 nightly

Nov 16 - Nov 17

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

$132 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

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

Hopewell

Roberta M.

$157 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

8. Turquoise Sea Villa

Montego Bay

$251 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

9. Unity Villa

Montego Bay

Fashira

$83 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

10. Unity Villa

Montego Bay

Susan

$112 nightly

Nov 15 - Nov 16

Total with taxes and fees

A pool area with palm trees, a modern building, and a view of the ocean.

11. 1 Bedroom Miramar Condo

Montego Bay

Krystal P.

$179 nightly

Nov 28 - Nov 29

Total with taxes and fees

A large, two-story house with a garage, surrounded by a well-maintained lawn and palm trees.

12. Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.

Newmarket

$431 nightly

Nov 15 - Nov 16

Total with taxes and fees

A balcony with a glass table and chairs, overlooking a marina with boats and a distant cityscape.

13. Central/Gated/Sea view/TV/Gym/Pool/Wi-Fi /AC

Montego Bay

$262 nightly

Nov 15 - Nov 16

Total with taxes and fees

A table with a drink tray, glasses, a bottle, and a bird on a branch.

14. Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

Montego Bay

Amber P.

$327 nightly

Nov 19 - Nov 20

Total with taxes and fees

A pool with a view of the ocean, surrounded by lounge chairs and umbrellas.

15. Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.

roundhill

Yolande W.

$330 nightly

Nov 19 - Nov 20

Total with taxes and fees

A large house with a swimming pool, surrounded by lush greenery and palm trees.

16. La Costa Villa

Montego Bay

$725 nightly

Nov 15 - Nov 16

Total with taxes and fees

A gated entrance with a number '81' on the wall, surrounded by greenery.

17. Serene 2-bedroom building in welcoming Hopewell neighborhood

Hopewell

$316 nightly

Nov 15 - Nov 16

Total with taxes and fees

A balcony with a view of the ocean and a tropical landscape.

18. The Shallhome

Montego Bay

$500 nightly

Nov 15 - Nov 16

Total with taxes and fees

A balcony with a glass table and chairs overlooking a marina with boats and a cityscape.

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

Montego Bay

$248 nightly

Nov 15 - Nov 16

Total with taxes and fees

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Top Content Hotel Reviews

Chateau Margarite Hotel

10/10 Excellent

"Was a chill spot no disturbance"

Allamanda Villa- Tryall Resort Membership- van/driver- nanny

10/10 Excellent

"As someone who spends over 130 nights a year in hotels rooms & consistently traveling....I'd like to think I know a thing about hospitality & Allamanda was just that ---truly exceptional hospitality that bring nothing but ease to the traveler. I hosted 9 of my friends & we had an absolutely amazing stay. We were out and about the island a lot during our stay with the provided driver that worked on our schedule. We came 'home' everyday feeling truly like HOME thanks to the house manager & the entire Allamanda staff that were accommodating to our every request throughout our entire stay. I was planning our stay around my birthday celebration and communicated with the hosts ahead of time & they communicated swiftly and accurately to exactly how the listing describes. We felt very safe in the gated property and we were perfectly central to all the attractions along the north coast so that we were able to easily do trips to Ocho Rios, Mobay & Negril. The villa was spotless, I very much appreciated the included laundress, and the small touches the staff put for my enjoyment. The chef was also very delightful & was able to make me a birthday cake in 24 hours & lastly the grounds were meticulously upkept by the ever smiling and delightful gardener on site. As a travel planner & youtube travel creator, If I was considering a villa central to Mobay that was spacious, clean and solved the typical travel headaches (finding driver, finding food, feeling safe etc) Allmanda would be it!"

Waters Edge Guest House

10/10 Excellent

"I was very impressed with the humility, friendliness and the unique quality of the staff going above and beyond to make my stay comfortable. My initial encounter with the shuttle driver, Robert, from the airport which is only 17 mins in heavy traffic; to my first encounter with Peter, the guest house' owner, as well as Tianna, guest house keeper and Wayne, the maintenance worker, gave me the full assurance that I had made the right choice. This guest house is a hidden gem as it is not visible from the street. I savored very moment of my stay from July 25th - 28th! The cleanliness of the rooms and entire property; delicious breakfast; with additional treats of coconut water and sugar cane, which filled me up for the entire day as well as the breath-taking view of the ocean and the cool breeze; and the joy of watching the spectacular sunrise, were enough to make me tell others about this hidden gem and my desire to visit again. Thank you so much for this awesome experience. Multiplied blessings!! Keep up the great service you offer to your guests!! Thank you!!"

Coral Cottage Jamaica - Caribbean seaside villa, right outside of Negril!

10/10 Excellent

"This property is a hidden jewel on Jamaica. We loved being there. Richie keeps the property well maintained, clean and beautiful. He made us feel safe and welcomed. He also showed as some special places close by and shared lots of his fishing techniques. Thank you so much for your hospitality. A special place on the island to get to know the real Jamaica.The road to get there is adventurous but worth every moment that we spent at the coral cottage. We would choose this place again without any doubt."

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

10/10 Excellent

"I give Windfall Villa a two thumbs up. The ocean views is gorgeous, the outdoor patio is nice and comfortable, the only thing missing is a hammock, the house is a pleasant home away from home. Mel and Marsha are excellent host and chaperones, Marsha is very knowledgeable about her city Montego Bay. Mel made us feel very welcome and the restaurants they took us to was A.. If you are looking for a nice quiet, private getaway Windfall Villa is the place to go."

Silent Waters Villa - 9BR/7BTH estate - ocean and river views - fully staffed

10/10 Excellent

"We had a wonderful stay at silent waters, the staff was great, and the amenities were as described. The view and overall property was as pictured and even more breathtaking in person. Would definitely stay again"

Award-winning villa with private beachfront and pool

10/10 Excellent

"This was our second trip to Jamaica, and we specifically wanted to stay away from Montego Bay and Negril—this home was the perfect choice. It ended up being one of the best vacations we’ve had as a family. The owner was extremely helpful and responsive throughout the entire process, which made planning very easy. The staff truly made the experience special. Our driver, Howard, picked us up from the airport and we ended up booking him for several local trips—he was outstanding and made getting around effortless. Nathalee, the main housekeeper and chef, was fantastic. She and the team arrived every morning at 8am to prepare breakfast and stayed through the evening, taking great care of everything. The service was warm, consistent, and made the stay feel completely stress-free. The views from the house are absolutely beautiful, and the setting is incredibly relaxing. Overall, it was a perfect getaway for our entire family, and we would highly recommend it."

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 $79 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?

Firefly cottage with Ocean view: This vacation home rental outside of Content is located in the mountains and has a balcony, a garden, and WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a coffee maker. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Content?

With 61 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, Bluefields Beach and Bluefields Bay are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find YS Falls and Bluefields House.

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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Check prices for these dates

Our top choices for Content vacation rentals

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

2. Firefly cottage with Ocean view

3. Dragon fly Cottage

4. Muris Light Sanctuary

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

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

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

8. Turquoise Sea Villa

9. Unity Villa

10. Unity Villa

11. 1 Bedroom Miramar Condo

12. Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.

13. Central/Gated/Sea view/TV/Gym/Pool/Wi-Fi /AC

14. Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

15. Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.

16. La Costa Villa

17. Serene 2-bedroom building in welcoming Hopewell neighborhood

18. The Shallhome

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

Find vacation rentals that suit your style

Top Content Hotel Reviews

Chateau Margarite Hotel

Allamanda Villa- Tryall Resort Membership- van/driver- nanny

Waters Edge Guest House

Coral Cottage Jamaica - Caribbean seaside villa, right outside of Negril!

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

Silent Waters Villa - 9BR/7BTH estate - ocean and river views - fully staffed

Award-winning villa with private beachfront and pool

Coral Cove Wellness Resort

Modern 2 Bedroom Apartment in Montego Bay with Spectacular views

Find out more about Content

Frequently asked questions

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