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Our top choices for Castleton holiday rentals

Villa in Castleton

Tapioca Village Retreat
3.0 star property
6.0 out of 10, (2)
"There is so much nature and friendliness! "
United States
Günter
The price is ฿2,524
฿2,934 total
includes taxes & fees
4 Jan - 5 Jan 2026
Tapioca Village Retreat

Apartment in New Kingston

Stylish Studio in Chelsea Manor
2.0 star property
8.0 out of 10, Very good, (2)
"I loved that it was private and the staff was very welcoming everything was exactly what i wanted. I definitely would book agsin everything was so clean and neat"
United States
DONNA
The price is ฿2,051
฿7,359 total
includes taxes & fees
14 Dec - 15 Dec
Stylish Studio in Chelsea Manor

Apartment in Molynes Gardens

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

Apartment in Constant Spring

Abacus Jamaica the Zana Suite
3.0 star property
8.2 out of 10, Very good, (62)
"Great spot for a quiet stay, staff was extremely helpful."
United States
Hopeton
Abacus Jamaica the Zana Suite

Apartment in Barbican

The Gardens
3.0 star property
7.4 out of 10, Good, (55)
"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 ฿3,155
฿3,186 total
includes taxes & fees
14 Dec - 15 Dec
The Gardens

Apartment in Constant Spring

Casa Alexandria Guest Apartment
3.5 star property
9.6 out of 10, Exceptional, (56)
"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 ฿4,302
฿9,237 total
includes taxes & fees
14 Dec - 15 Dec
Casa Alexandria Guest Apartment

Holiday Home in Portmore

Phoenix Park Villas Portmore
4.0 star property
10.0 out of 10, Exceptional, (4)
"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 ฿5,300
฿9,332 total
includes taxes & fees
14 Dec - 15 Dec
Phoenix Park Villas Portmore

Apartment in New Kingston

Finest Accommodation Renfrew Place
3.0 star property
7.0 out of 10, Good, (2)
"The property was double booked the first two days leaving us without a place to stay. The property manager said he booked another place when we got there that was also not available. We spent several hours late in the evening until we were finally able to get a temporary booking. Communication was extremely poor overall it was hard initially to get a hold of the property owner although we had paid in advance our accommodations was not available first two days. "
United States
cornel
The price is ฿2,839
฿5,505 total
includes taxes & fees
14 Dec - 15 Dec
Finest Accommodation Renfrew Place
3.0 star property
7.6 out of 10, Good, (14)
"I visited the property on Saturday March 5 and found difficulty in gaining entrance and after the taxi entered on the opening of the mechanical controlled gate there were no signs indicating reception. After over 15 minutes I instructed the driver to leave the property and I went to R hotel where I booked a room for the duration of my stay in Jamaica. It was frustrating and embarrasing."
United States
Hartley
The price is ฿2,468
฿6,122 total
includes taxes & fees
27 Dec - 28 Dec
Sunset Strip Acadia Guest Apartment

Aparthotel in Spanish Town

Serenity Oasis Apartment
2.0 star property
The price is ฿2,413
฿4,227 total
includes taxes & fees
26 Dec - 27 Dec
Serenity Oasis Apartment

Villa in Jack's Hill

Reggae Legends Estate
2.5 star property
9.6 out of 10, Exceptional, (5)
"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 ฿9,433
฿10,879 total
includes taxes & fees
14 Dec - 15 Dec
Reggae Legends Estate

Apartment in New Kingston

Sweet Kensville
4.0 star property
9.4 out of 10, Exceptional, (3)
"Great stay"
United States
Steve
The price is ฿4,543
฿7,464 total
includes taxes & fees
16 Dec - 17 Dec
Sweet Kensville
3.0 star property
The price is ฿3,164
฿7,744 total
includes taxes & fees
18 Dec - 19 Dec
Stylish 1-Bed Condo with Views in Harloe

Apartment in New Kingston

New Kingston Guest Apartments II
3.5 star property
8.0 out of 10, Very good, (24)
"Overall stay was great! could use a deep clean but it was ok."
United States
Shadaie
New Kingston Guest Apartments II

Aparthotel in Ewarton

Caldo Tours
2.5 star property
10.0 out of 10, Exceptional, (3)
"Very inviting and the owner's are wonderful people that keeps you comfortable and satisfied "
United States
Stephen
The price is ฿2,839
฿3,155 total
includes taxes & fees
14 Dec - 15 Dec
Caldo Tours
3.5 star property
8.2 out of 10, Very good, (30)
"Property was great i like the Property overall "
United States
Dennis
The price is ฿4,915
฿8,611 total
includes taxes & fees
14 Dec - 15 Dec
New Kingston Guest Apartment at Westbury
4.0 star property
9.0 out of 10, Wonderful, (81)
"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
3.0 star property
10.0 out of 10, Exceptional, (1)
"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 ฿592
฿955 total
includes taxes & fees
15 Dec - 16 Dec
Lovely 1-bed Cottage in St Catherine Jamaica

Apartment in New Kingston

New Kingston Apartments at Kensington
3.5 star property
9.0 out of 10, Wonderful, (12)
"Decent price, decent apartment and comfortable stay."
United States
Venton
The price is ฿5,167
฿8,913 total
includes taxes & fees
13 Jan - 14 Jan 2026
New Kingston Apartments at Kensington
3.5 star property
7.6 out of 10, Good, (10)
"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 ฿3,893
฿7,385 total
includes taxes & fees
14 Dec - 15 Dec
New Kingston Apt at Wellington Cove
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 Castleton Hotel Reviews

Find out more about Castleton

Search for holiday rentals in Castleton on Expedia! You can easily find your home rentals, villas, holiday apartments in Castleton using one of the methods below:

  • View our selection of featured holiday rentals in Castleton
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Look no further and take a look at our great range of rental properties in Castleton!

Frequently asked questions

Are there holiday rentals in Castleton?

Yes, there are holiday rentals close to the most popular sights in Castleton, or you can select a more secluded option if you're looking for a relaxing stay. Castleton is known for its parks.

What are some of the best holiday rentals that Castleton has to offer?

2 Bedroom Townhouse at Surbiton Square: This holiday home rental outside of Castleton 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 Castleton?

Blue and John Crow Mountains National Park and Castleton Gardens are a couple of lovely local spots to get outside and enjoy nature. Manor Park Plaza and Jamaica House are a couple of places you'll find in the wider area.

What are holiday rentals like in Castleton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castleton. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.