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

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Content vacation rentals

1. Dragon fly Cottage

Cave

Kaili

$83 nightly

Aug 16 - Aug 17

Total with taxes and fees

2. Firefly cottage with Ocean view

Cave District

Rick B.

$79 nightly

Aug 20 - Aug 21

Total with taxes and fees

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

Cave

Ana G.

$70 nightly

Aug 16 - Aug 17

Total with taxes and fees

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

Cave

David G.

$80 nightly

Aug 17 - Aug 18

Total with taxes and fees

5. White Sky Beach Villas

New Hope

$1,121 nightly

Aug 18 - Aug 19

Total with taxes and fees

6. Muris Light Sanctuary

Savanalamar

Leeann D.

$133 nightly

Aug 16 - Aug 17

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

7. Luxury ocean view villa

Westmoreland

Danete G.

$205 nightly

Aug 17 - Aug 18

Total with taxes and fees

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

Newmarket

$457 nightly

Aug 21 - Aug 22

Total with taxes and fees

9. Calabura Villa - White House Modern Luxury Villa

Whitehouse

$1,371 nightly

Aug 17 - Aug 18

Total with taxes and fees

10. 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

Aug 17 - Aug 18

Total with taxes and fees

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

Savanna la Mar

$140 nightly

Aug 16 - Aug 17

Total with taxes and fees

12. Unity Villa

Montego Bay

Fashira

$81 nightly

Aug 18 - Aug 19

Total with taxes and fees

13. Sky Beach Rooms

Montego Bay

Ainsley

$94 nightly

Aug 18 - Aug 19

Total with taxes and fees

14. The Shallhome

Montego Bay

$491 nightly

Aug 18 - Aug 19

Total with taxes and fees

15. Unity Villa

Montego Bay

Susan

$112 nightly

Aug 16 - Aug 17

Total with taxes and fees

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

Hopewell

Roberta M.

$155 nightly

Aug 16 - Aug 17

Total with taxes and fees

17. La Costa Villa

Montego Bay

$778 nightly

Aug 18 - Aug 19

Total with taxes and fees

18. Turquoise Sea Villa

Montego Bay

$180 nightly

Sep 12 - Sep 13

Total with taxes and fees

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

Montego Bay

Amber P.

$329 nightly

Aug 25 - Aug 26

Total with taxes and fees

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

roundhill

Yolande W.

$329 nightly

Aug 25 - Aug 26

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Cabins

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Content Hotel Reviews

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."

Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool

10/10 Excellent

"Our stay at this beautiful 5-bedroom villa in Montego Bay was absolutely exceptional from start to finish. The property is even more stunning in person than the photos suggest – every room is beautifully maintained, the views are breathtaking, and the entire villa feels luxurious yet incredibly welcoming.The communication by Joseph before and throughout our stay was outstanding. Every question was answered promptly, and everything was handled so professionally that we felt completely looked after from the moment we booked.A special mention has to go to the incredible chef, whose meals were one of the highlights of our trip. Every dish was prepared using fresh, high-quality ingredients and was absolutely delicious. We genuinely looked forward to every meal!The staff were simply amazing. They were warm, friendly, attentive, and consistently went above and beyond to make our stay memorable. Nothing was ever too much trouble, and their kindness and hospitality exceeded all of our expectations.If you're considering staying here, don't hesitate. This villa is truly a hidden gem and offers an unforgettable experience. We can't wait to return!"

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

10/10 Excellent

"This was a great place to stay. Be prepared for a group of 8 to spend about 130-200 each for food for GREAT breakfast lunch and dinner a day. The staff is worth EVERY penny! Laundry, cooking, cleaning, driver and overall just great people! It was the BEST experience ever! Michael, Jason, crystal, the cook (i forgot her name) like alll of them are the best and the food was amazing!!!!!! The driver we had was alicia and she was also great! Everything was just really amaxing!! Even the things that caused misunderstanding were the BEST outcomes and also they had sunscreen and bug spray and the pool was a great temperature! I mean just wonderful! Everything"

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."

Nautical Homes 3 Ocean Front/View, Free Wifi, A/C, Hot Tub, BBQ Grill. Balcony

8/10 Good

"Property was clean, it was nice. However views were not as expected and the picture's make it seem like the pool was in our own backyard and private...but it was shared and that doesnt seem to display what was advertised. Also the back door did not lock and it that was a bit unnerving being as tho we were 4 women there, it should have been fixed prior to us coming for more secured experience and it needs to be advertised that the Main bedroom is on the Second floor Otherwise the property was well maintained and clean."

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?

Nautical Homes 3 Ocean Front/View, Free Wifi, A/C, Hot Tub, BBQ Grill. Balcony: This vacation home rental outside of Content is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 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.

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 YS Falls are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Peter Tosh House and Nature Village Farms.

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.

Room 1

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Content vacation rentals

1. Dragon fly Cottage

2. Firefly cottage with Ocean view

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

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

5. White Sky Beach Villas

6. Muris Light Sanctuary

7. Luxury ocean view villa

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

9. Calabura Villa - White House Modern Luxury Villa

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

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

12. Unity Villa

13. Sky Beach Rooms

14. The Shallhome

15. Unity Villa

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

17. La Costa Villa

18. Turquoise Sea Villa

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

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

Find vacation rentals that suit your style

Top Content Hotel Reviews

Waters Edge Guest House

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

Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool

Sky Beach Rooms

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

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

Coral Cove Wellness Resort

Modern 2 Bedroom Apartment in Montego Bay with Spectacular views

Nautical Homes 3 Ocean Front/View, Free Wifi, A/C, Hot Tub, BBQ Grill. Balcony

Find out more about Content

Frequently asked questions

Go further with the Expedia app