Castleton Holiday Rentals

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Holiday Rentals in Castleton

Free WiFi
Reggae Legends Estate
2.5 star property
10.0 out of 10, Exceptional, (1)
The price is NZ$327
includes taxes & fees
14 May - 15 May
Reggae Legends Estate
Outdoor pool
NEW LUXURY VILLA/AMZING OCEAN VIEW / PRIVT KITCHEN/BATHR/LIVING RM/POOL/JACUZZI
10.0 out of 10, Exceptional, (75)
"Full disclosure, I have lost count of our return trips to AnnRam Sunrise Villa. We return time and time again for several reasons. The Villa is always spotlessly clean and comfortable. The views are stunning and the breeze on top of the hill is always with you. The gated property and staff give you a tremendous sense of security and in the countless visits over the past 8 years, we have never had the slightest issue. Nothing but peace and positive vibes surround the place. Finally but most...
NEW LUXURY VILLA/AMZING OCEAN VIEW / PRIVT KITCHEN/BATHR/LIVING RM/POOL/JACUZZI
Exterior
5 Star Fresh And Clean Condo In New Kingston
3.0 star property
10.0 out of 10, Exceptional, (4)
"I absolutely loved staying here,7 I will definitely be staying here the next time that I am visiting Kingston "
5 Star Fresh And Clean Condo In New Kingston
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Private kitchen
NewKgn Gem
9.8 out of 10, Exceptional, (18)
"Clean spacious and met our needs. Reasonable priced and close proximity to business district and restaurants. Awesome stay!"
NewKgn Gem
Fridge, microwave, stovetop, electric kettle
Exquisite, recently renovated studio apartment
9.8 out of 10, Exceptional, (10)
"The apartment was as advertised. Clean, adequate space, great amenities. Wi-Fi was fast and had no issues. The property manager was accessible and communicated efficiently. I would stay there again."
Exquisite, recently renovated studio apartment
2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe
Casa Royale Guest Apartment
3.5 star property
9.6 out of 10, Exceptional, (67)
"Place was very clean and comfortable."
Casa Royale Guest Apartment
Outdoor pool
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
9.6 out of 10, Exceptional, (15)
"The house was very spacious and comfortable. The best view overlooking the mountains and ocean! The star of the entire stay was Chef Shane! Unbelievably the best variety and robust flavors in all he cooked for us! We all were so impressed with his presentation of food. He clearly cooks from his heart because you can taste the goodness in every spoonful! If it was not for Shane, Melissa and Antoinette this trip would not have been so memorable! I want to personally Thanks all 3."
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed
On the beach
5BR Luxury Villa, View, Pool, Beach, Chef, Butler
9.6 out of 10, Exceptional, (5)
"The house was equipped with everything we needed to have a wonderful vacation. But what made it really special was having such a warm, friendly, and professional staff. Herma, Blossom, Debbie, and Ricky went above and beyond to make our stay feel like home. Our chef for the time we were there was Perry and coming home to a meal prepared by him was definitely one of the highlights of our stay! He is such a gifted chef. Our family thanks you for hosting us. "
5BR Luxury Villa, View, Pool, Beach, Chef, Butler
Beach nearby, sun-loungers, beach towels
Home away from home in the heart of St. Mary!
9.4 out of 10, Exceptional, (8)
"My family gathered at The Big White Villa for a reunion. The location is perfect with amazing views from the balcony, and we were right next to a national historic monument. Best of all, the beach was a short walk away. There were plenty of rooms, balconies, nooks, etc. for my family to hang out, talk, eat, sleep, etc. The bathrooms are a bit outdated and can use some modernizing/refurbishing. Labels on the light switches would be nice as well. It was a challenge trying to figure out what...
Home away from home in the heart of St. Mary!
Property grounds
Gated Luxury New Kingston 1 Bdrm Condo Pool & Gym
9.2 out of 10, Wonderful, (5)
"Safe complex and great location for lots of activities and good restaurants"
The price is NZ$347
includes taxes & fees
14 May - 15 May
Gated Luxury New Kingston 1 Bdrm Condo Pool & Gym
Property grounds
Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa
9.0 out of 10, Wonderful, (12)
"What a wonderful place! The people, the view, the food, all of it! You will not be disappointed!"
The price is NZ$951
includes taxes & fees
14 May - 15 May
Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa
Private kitchen
Harloe's Luxury Condominium
9.0 out of 10, Wonderful, (20)
"This property is in a great location great access to new Kingston and half way tree. I highly recommend this property it is well maintained nice and clean. If you have a clean and comfortable home then you can call this property a home away from home."
Harloe's Luxury Condominium
Beach nearby
Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.
9.0 out of 10, Wonderful, (11)
"It was a hidden gem staying at Tony’s! Norval offers very fair rates and Gary is always there to ensure that you’re well taken care of. Have to mention the ital sip from Gary is delicious!!"
The price is NZ$107
includes taxes & fees
14 May - 15 May
Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.
Executive Apartment, 1 King Bed, Kitchen | Living area
Cattleya's New Kingston Guest Apartment
3.5 star property
9.0 out of 10, Wonderful, (42)
"My only problem with this property is the parking situation! If you have a car make sure they guarantee you a parking spot before you book! I was given a number but they had a car in that spot the whole time I was there, this make my stay very inconvenient. I was woke up in the night by security to move my car because the owner park in spot am supposed to use or whoever that let use the parking space. Don’t advertise parking if you can’t accommodate it "
Cattleya's New Kingston Guest Apartment
Property grounds
20 South Apartment
3.5 star property
8.8 out of 10, Excellent, (5)
"It's was walkable, secure but the dish wasn't clean and the toilet seat was screwed down and filty "
The price is NZ$427
includes taxes & fees
14 May - 15 May
20 South Apartment
Deluxe Apartment, 1 King Bed, Terrace, Garden Area | Private kitchen
New Kingston's Deluxe Apartment
3.5 star property
8.6 out of 10, Excellent, (32)
"I had a great experience here, very quiet I’m peaceful space to be in. "
New Kingston's Deluxe Apartment
Deluxe Studio Suite, 1 King Bed, Refrigerator & Microwave, Mountain View
Abacus Jamaica the Zana Suite
3.0 star property
8.2 out of 10, Very good, (48)
"Always a safe and reliable spot to stay while in Kgn"
The price is NZ$198
includes taxes & fees
20 May - 21 May
Abacus Jamaica the Zana Suite
Standard Studio Suite, Non Smoking | Private kitchen
Norwood Studio
3.0 star property
8.2 out of 10, Very good, (21)
"It was ok, all considering."
The price is NZ$274
includes taxes & fees
24 May - 25 May
Norwood Studio
Premium Apartment, 2 Bedrooms, Ocean View, Executive Level | Private kitchen
New Kingston Guest Apartments II
3.5 star property
8.2 out of 10, Very good, (22)
"I arrived an hour early for check-in. The front desk attendant informed me that they had never received my reservation from expedia. The attendant then called the apartment owner. The owner called me and also said that he had never received expedia reservation, but somehow he had my information; name check-in/out date etc. He informed me that he did not have a room on this property for me. He then wanted to move me to a property across town. I didn't want to be across town, because i had chosen...
The price is NZ$451
includes taxes & fees
14 May - 15 May
New Kingston Guest Apartments II
Deluxe Condo, 1 King Bed, Kitchen, City View | Living room
Kingston Luxury Condo Apartment
3.5 star property
8.0 out of 10, Very good, (26)
"Very pleasant stay"
Kingston Luxury Condo Apartment
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See all available properties in Castleton
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.

Other types of properties in Castleton you may be interested in

Outdoor pool
S Hotel Kingston
4.5 star property
9.4 out of 10, Exceptional, (1085)
"What was there not to like? Staff was superb, friendly and breakfast was great. First time back to my homeland after 50 years, and was totally satisfied. Jamaicans ur wonderful."
The price is NZ$357
includes taxes & fees
7 Jun - 8 Jun
S Hotel Kingston
Outdoor pool
AC Hotel by Marriott Kingston, Jamaica
4.5 star property
9.0 out of 10, Wonderful, (565)
"Hotel was wonderful. The food in the restaurant was exceptional. No alcohol served due to elections "
The price is NZ$431
includes taxes & fees
7 Jun - 8 Jun
AC Hotel by Marriott Kingston, Jamaica
Outdoor pool, pool cabanas (surcharge), pool umbrellas
ROK Hotel Kingston, Tapestry Collection by Hilton
4.0 star property
9.0 out of 10, Wonderful, (463)
"This is very good value for money"
The price is NZ$345
includes taxes & fees
7 Jun - 8 Jun
ROK Hotel Kingston, Tapestry Collection by Hilton
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Castleton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Castleton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Castleton. Seeing all the best attractions is bound to make you fall in love with Castleton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Castleton short-term rentals, that won’t be hard to do.

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?

Cozy Crib 5mins from the airport: This holiday home rental outside Castleton is near the airport, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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. Holywell Park and Manor Park Plaza 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.

Recent reviews of Castleton properties
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