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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Content holiday rentals

2 outdoor pools

The Country Club Villa I

The Country Club Villa I
3.5 star property
Kingston
9.0 out of 10, Wonderful, (10 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 Country Club Villa I
Terrace/patio

Serenity Oasis Apartment

Serenity Oasis Apartment
2.0 star property
Spanish Town
The price is S$166
includes taxes & fees
9 Mar - 10 Mar
Serenity Oasis Apartment
Private kitchen

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
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$318
includes taxes & fees
2 Mar - 3 Mar
Phoenix Park Villas Portmore
Exterior

Casa Tianna Guest Apartments

Casa Tianna Guest Apartments
3.0 star property
Havendale
9.4 out of 10, Exceptional, (53 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
Casa Tianna Guest Apartments
Pool

Harbour Oasis Retreat - Charming 2 Bedroom House

Harbour Oasis Retreat - Charming 2 Bedroom House
3.5 star property
Old Harbour
The price is S$216
includes taxes & fees
10 Mar - 11 Mar
Harbour Oasis Retreat - Charming 2 Bedroom House
2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe

Casa Victoria Golf Retreat

Casa Victoria Golf Retreat
4.0 star property
Kingston
9.8 out of 10, Exceptional, (72 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
Exterior detail

New Kingston Apt at Wellington Cove

New Kingston Apt at Wellington Cove
3.5 star property
Liguanea
8.8 out of 10, Excellent, (8 reviews)
"I rented this apartment for about a week during business presentation in Kingston. The staff were helpful, detailed and kind. Also, the location and general layout is very safe and well-kept. I appreciated having laundry appliances and a full kitchen with pots and pans so that I could cook, too. Security guards at gate 24/7 plus staff on WhatsApp made me feel like everything was always taken care of. Also, I was concerned about mosquitos, but the apartment is set up so that they basically...
United States
Melanie
The price is S$296
includes taxes & fees
2 Mar - 3 Mar
New Kingston Apt at Wellington Cove
Exterior

Caldo Tours

Caldo Tours
2.5 star property
Ewarton
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$127
includes taxes & fees
16 Mar - 17 Mar
Caldo Tours
Terrace/patio

Tapioca Village Retreat

Tapioca Village Retreat
3.0 star property
Castleton
6.0 out of 10, (2 reviews)
"There is so much nature and friendliness! "
United States
Günter
The price is S$118
includes taxes & fees
2 Mar - 3 Mar
Tapioca Village Retreat
Interior detail

Eclipse Suite Guest Apartments

Eclipse Suite Guest Apartments
3.5 star property
Havendale
9.2 out of 10, Wonderful, (21 reviews)
"Nice location "
United States
Robert
Eclipse Suite Guest Apartments
Exterior detail

Lovely 1-bed Cottage in St Catherine

Lovely 1-bed Cottage in St Catherine
3.0 star property
Ewarton
10.0 out of 10, Exceptional, (1 review)
"I enjoyed my stay at the cottage, hosts were very helpful and my stay was very quiet and peaceful. Will definitely stay here again in the future."
United States
DESMOND
The price is S$62
includes taxes & fees
4 Mar - 5 Mar
Lovely 1-bed Cottage in St Catherine
Private kitchen

Carter's Nest Villa

Carter's Nest Villa
3.5 star property
New Kingston
Carter's Nest Villa
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

Terra Nova, BW Premier Collection

Terra Nova, BW Premier Collection

10/10 Excellent
"Room was clean and well supplied. "
Ulrich Lennox Alexander 4-night trip
Posted 2 days ago
Terra Nova, BW Premier Collection

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.