Content Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Content holiday rentals

2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe

Villa in Kingston

Casa Victoria Golf Retreat
4.0 star property
9.0 out of 10, Wonderful, (81 reviews)
"Our stay was very comfortable and relaxing,we didn't stay in but it had all the nesscessary things that we were looking for. I would recommend it to anyone who are travelling with their family to stay there.lovely place,!!"
Canada
Desmond
Casa Victoria Golf Retreat
Private kitchen

Holiday Home in Portmore

Phoenix Park Villas Portmore
4.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is S$452
includes taxes & fees
22 Jan - 23 Jan
Phoenix Park Villas Portmore
2 outdoor pools

Villa in Kingston

The Country Club Villa I
3.5 star property
8.4 out of 10, Very good, (11 reviews)
"The management team was awesome, the AC didn’t work in the main room on the first night but Ms Vicki made sure that I didn’t go a second night without it."
United States
Anonymous traveller
The price is S$315
includes taxes & fees
18 Jan - 19 Jan
The Country Club Villa I
2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe

Apartment in Molynes Gardens

Casa Royale Guest Apartment
3.5 star property
9.6 out of 10, Exceptional, (68 reviews)
"Place was very clean and comfortable."
United States
Demar
Casa Royale Guest Apartment
Terrace/patio

Villa in Jack's Hill

Reggae Legends Estate
2.5 star property
9.6 out of 10, Exceptional, (5 reviews)
"Getting up on the hill was definitely a new experience but the place , view and employees were amazing. Owner himself made sure we had everything we needed , accommodated when needed even suggested places we should visit. Loved the experience and view was breath taking "
Canada
Anthony
The price is S$443
includes taxes & fees
20 Jan - 21 Jan
Reggae Legends Estate
2 bedrooms, hypo-allergenic bedding, in-room safe, iron/ironing board

Apartment in Barbican

The Gardens
3.0 star property
7.4 out of 10, Good, (56 reviews)
"It was a bit hard to find but very comfortable. I would reccomend staying here. I booked for someone who just needed a night stay, so there was no interaction with staff. Just make sure you follow check in and out times, or you wont see staff. Although we checked in after hours we were able to get in."
United States
Kemar
The price is S$130
includes taxes & fees
18 Jan - 19 Jan
The Gardens
2 bedrooms, Egyptian cotton sheets, premium bedding, blackout curtains

Villa in Hellshire

The Beach Estate Country Club Villa
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"We had everything we needed, and the place was clean and comfortable. The property manager went above and beyond to make sure we had an amazing place to stay even after I had problems with Orbitz booking process. Highly recommend!"
United States
Anonymous traveller
The price is S$375
includes taxes & fees
18 Jan - 19 Jan
The Beach Estate Country Club Villa
Exterior

Aparthotel in Ewarton

Caldo Tours
2.5 star property
10.0 out of 10, Exceptional, (3 reviews)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
The price is S$129
includes taxes & fees
11 Feb - 12 Feb
Caldo Tours
Terrace/patio

Villa in Castleton

Tapioca Village Retreat
3.0 star property
6.0 out of 10, (2 reviews)
"There is so much nature and friendliness! "
United States
Günter
The price is S$120
includes taxes & fees
23 Jan - 24 Jan
Tapioca Village Retreat
1 bedroom, premium bedding, in-room safe, individually decorated

Apartment in Constant Spring

Abacus Jamaica the Zana Suite
3.0 star property
8.2 out of 10, Very good, (64 reviews)
"Great spot for a quiet stay, staff was extremely helpful."
United States
Hopeton
Abacus Jamaica the Zana Suite
Front of property

Apartment in Constant Spring

Casa Alexandria Guest Apartment
3.5 star property
9.6 out of 10, Exceptional, (56 reviews)
"Kevin and Tasha are good hosts. The apartment looks newly renovated. The beds are very comfortable and the complex is very quiet."
United States
Kevin
The price is S$353
includes taxes & fees
15 Jan - 16 Jan
Casa Alexandria Guest Apartment
Exterior

Apartment in Havendale

Casa Tianna Guest Apartments
3.0 star property
8.8 out of 10, Excellent, (58 reviews)
"We had a three night stay here and it was magnificent! We had a quiet night just drinking a couple of beers on the master balcony. Damian was an attentive, host Excellent place to stay in Kingston!"
United States
Deborah
The price is S$315
includes taxes & fees
18 Jan - 19 Jan
Casa Tianna Guest Apartments
Terrace/patio

Aparthotel in Spanish Town

Serenity Oasis Apartment
2.0 star property
The price is S$169
includes taxes & fees
22 Jan - 23 Jan
Serenity Oasis Apartment
Private kitchen

Holiday Home in Greater Portmore

Caribe Estate Guest Apartment I
3.0 star property
8.8 out of 10, Excellent, (6 reviews)
"Unable to check in. Nor picked up from airport. Forced to find other accommodations due to NO RESPONSE FROM PROPERTY OWNERS/MANAGEMENT. "
United States
Robin
The price is S$289
includes taxes & fees
15 Jan - 16 Jan
Caribe Estate Guest Apartment I
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.
View all properties
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

R Hotel Kingston

R Hotel Kingston

10/10 Excellent
"The location was great. In the center of everything. Rooms were spacious with a nice view. The hotel was very clean and the service was immaculate. The ladies at the front desk were really nice. This was my second time spending New year’s at this hotel. The breakfast included was delicious not only American dishes but Jamaican dishes were delicious. Staying here I really enjoyed the view from the rooftop in the morning and at nights when having a cold beer. This hotel was well worth it. Thank you "
Itamar 2-night trip
Posted 18 hours ago
R Hotel Kingston

Frequently asked questions

Are there 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?

2 Bedroom Townhouse at Surbiton Square: This holiday home rental outside of Content is equipped with a private garden, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

What can I see and do in Content?

Explore the area and family-friendly sights such as Bob Marley Museum, or get out into nature at a spot like Emancipation Park. Caymanas Golf and Country Club and Manor Park Plaza are a couple of places you'll find in the wider area.

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 extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public 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 standard hotel, which is another reason why a holiday rental is a great option for family trips.