Holiday Rentals in Content

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Our top choices for Content holiday rentals

Mini Cozy Lodging

Mini Cozy Lodging
3.0 star property
Whitehouse
The price is €104
includes taxes & fees
16 Feb - 17 Feb
Mini Cozy Lodging

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

Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard
St. Elizabeth Parish
The price is €177
includes taxes & fees
16 Feb - 17 Feb
Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard

The Shallhome

The Shallhome
3.0 star property
Montego Bay
The price is €485
includes taxes & fees
26 Feb - 27 Feb
The Shallhome

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

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
Montego Bay
10.0 out of 10, Exceptional, (63 reviews)
"Such a nice stay at windfall Villas, Mel was great and always able to get us to anywhere at almost anytime we needed. It was beautiful and peaceful at the property. Would highly recommend to anyone checking out Montego Bay. Think twice begore trying drive here. In my opinion this is one dangerous place to drive unless you’ve driven here before. Mel made this part of our trip completely safe. "
United States
Jeff B.
The price is €276
includes taxes & fees
19 Feb - 20 Feb
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very good, (1 review)
"I LIKE HOW THEY COMMUNICATED AND ADDRESSED THE PROBLEMS ! Only thing I didn’t like was the no working ac and there wasn’t stuff close to go shop "
United States
Susan
Unity Villa

White Sky Beach Villas

White Sky Beach Villas
New Hope
The price is €764
includes taxes & fees
16 Feb - 17 Feb
White Sky Beach Villas

Dragon fly Cottage

Dragon fly Cottage
Cave
10.0 out of 10, Exceptional, (7 reviews)
"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! "
Canada
Kaili
The price is €87
includes taxes & fees
18 Mar - 19 Mar
Dragon fly Cottage

Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is €70
includes taxes & fees
16 Feb - 17 Feb
Firefly cottage with Ocean view

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

Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.
roundhill
9.8 out of 10, Exceptional, (20 reviews)
"This trip was planned for our daughter's 21st birthday, so we wanted to make sure it was memorable for her. Mel communicated and responded quickly to me prior to our trip which made everything so much easier. Mel met us at the airport, took us to the store to grab provisions before heading to the villa. He was friendly and made us feel welcome immediately. Once we arrived at the villa, we were in paradise, the pictures and description were spot on and didn't disappoint. The view was nothing...
United States
Sarah H.
The price is €276
includes taxes & fees
19 Feb - 20 Feb
Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.

Villa close to the sea

Villa close to the sea
St. James Parish
10.0 out of 10, Exceptional, (1 review)
"This villa was perfect for what my family wanted and needed. Impressively clean and spacious . Alene was most helpful with any requests we had. Would definitely stay here again"
United States
Jennifer W.
The price is €680
includes taxes & fees
16 Feb - 17 Feb
Villa close to the sea

Great panoramic views. Beach and shopping close by.

Great panoramic views. Beach and shopping close by.
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"It was a beautiful home and convenient to the airport. The host was also very responsive and understanding . I appreciate her hospitality and kindness. I would def recommend this place and would stay again."
United States
Shannon S.
The price is €97
includes taxes & fees
16 Feb - 17 Feb
Great panoramic views. Beach and shopping close by.

La Costa Villa

La Costa Villa
3.0 star property
Montego Bay
The price is €770
includes taxes & fees
16 Feb - 17 Feb
La Costa Villa

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
10.0 out of 10, Exceptional, (4 reviews)
"Bonnie was amazing and goes over and beyond to make you feel at home. She is very friendly but gives you your space and privacy I really enjoyed her house with the amazing view and her pool. "
United States
Roberta M.
The price is €118
includes taxes & fees
18 Mar - 19 Mar
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Mellow Breeze where you can relax or play

Mellow Breeze where you can relax or play
Greenwood
The price is €189
includes taxes & fees
16 Feb - 17 Feb
Mellow Breeze where you can relax or play

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

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Cave
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely gorgeous property and views, bird sounds, fantastic food prepared by the friendly hosts. Simple living with wi-fi if needed."
United States
David G.
The price is €71
includes taxes & fees
16 Feb - 17 Feb
Kimoya's cottage is a mountain cottage overlooking the sea and coastline

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

Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.
Newmarket
The price is €384
includes taxes & fees
17 Feb - 18 Feb
Relaxing retreat at Paradise Palms Estate. Minutes away from Appleton Estate.

MONTEGO BAY ISLAND HOME- NEAR BEACH,SHOPPING,ENTERTAINMENT

MONTEGO BAY ISLAND HOME- NEAR BEACH,SHOPPING,ENTERTAINMENT
Montego Bay
The price is €176
includes taxes & fees
16 Feb - 17 Feb
MONTEGO BAY ISLAND HOME- NEAR BEACH,SHOPPING,ENTERTAINMENT

Heart of Montego Bay #3

Heart of Montego Bay #3
Montego Bay
The price is €117
includes taxes & fees
16 Feb - 17 Feb
Heart of Montego Bay #3

Leon's luxury Montego Bay Home

Leon's luxury Montego Bay Home
Montego Bay
The price is €203
includes taxes & fees
16 Feb - 17 Feb
Leon's luxury Montego Bay Home

Villa Ginger/Beach access/Gated Community

Villa Ginger/Beach access/Gated Community
Reading
8.0 out of 10, Very good, (3 reviews)
"Everything was beautiful and very clean. When I needed any information it was very easy to reach out to Ms. Jackie. I didn’t like the conflict info given when it came to her staff preparing my birthday dinner and the chef. One day I was told one thing and the next I was told another even after coming to an agreement over the phone that her staff will prepare the meal. The meal was delicious and was presented well. I didn’t like that the windows didn’t lock and the staff along with Ms Jackie...
United States
Carenza M.
The price is €355
includes taxes & fees
16 Feb - 17 Feb
Villa Ginger/Beach access/Gated Community
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

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, apart-hotels, 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 €78 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?

Blue Seas Two Unity Hall: This holiday home rental outside of Content is located near the beach, and has an outdoor pool, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a stovetop, a microwave and an electric kettle. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Content?

With 61 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 Bubbling Spring Mineral Bath are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Peter Tosh House and Nature Village Farms.

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.