Castleton Vacation Rentals from ₩80,732: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Castleton?

Phoenix Park Villas Portmore : This vacation home rental outside of Castleton offers a private balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

A walkway in the park among flowering trees.

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Our top choices for Castleton vacation rentals

A deck with blue lounge chairs and a small blue boat, overlooking a river with a forested hillside in the background.

1. Tapioca Village Retreat

Castleton

Günter

₩118,654 total

includes taxes & fees

Nov 16 - Nov 17

A bedroom with a bed, a window with curtains, and a headboard.

2. Abacus Jamaica the Zana Suite

Constant Spring

Hopeton

₩140,933 total

includes taxes & fees

Nov 14 - Nov 15

A modern hotel room with a large bed, a dark headboard, a small round table, a brown sofa, and a view of greenery through the window.

3. The Gardens

Barbican

Damian Mark anthony

₩134,689 total

includes taxes & fees

Nov 14 - Nov 15

4. Reggae Legends Estate

Jack's Hill

Nicola

₩217,032 total

includes taxes & fees

Nov 18 - Nov 19

A hotel room with a wooden ceiling, a bed with white and yellow bedding, a flat-screen TV, and a window with curtains.

5. Windbreak Villa

Buff Bay

₩144,187 total

includes taxes & fees

Nov 14 - Nov 15

A two-story building with a swimming pool in the foreground.

6. Wave Crest Resort Race Course

Oracabessa

Beverly

₩208,368 total

includes taxes & fees

Nov 15 - Nov 16

A kitchen with a granite countertop, stainless steel faucet, and a coffee machine.

7. Modern 1BR Condo in Kingston

Half Way Tree

Robin

₩334,408 total

includes taxes & fees

Nov 24 - Nov 25

A modern interior with a staircase, a chandelier, and a view of the outside.

8. 1BR Comfort City Apartment with pool

Kingston

Shavel

₩386,743 total

includes taxes & fees

Nov 16 - Nov 17

A multi-story hotel with a modern design, featuring a prominent glass facade and illuminated signage.

9. City Apartment in Kingston AC with Pool

Half Way Tree

₩331,388 total

includes taxes & fees

Nov 14 - Nov 15

A nighttime view of a cityscape from a rooftop pool area with a clear view of the city lights and buildings.

10. Apartment with roof top pool

Half Way Tree

Jacqueline

₩506,546 total

includes taxes & fees

Dec 13 - Dec 14

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Top Castleton Hotel Reviews

A spacious lobby with wooden flooring, comfortable seating, and large windows offering views of the outdoors.

S Hotel Kingston

New Kingston

10/10 Excellent

Carla

A wooden deck with a hammock, wooden chairs, and a view of the ocean.

Blessings at Strawberry Fields

Robins Bay

10/10 Excellent

I wanted to write this review from the moment we checked in! Loly! After arriving later than expected, with a really late last-minute booking, the Host, Kwo(?) was there ready to meet us and got us set up with no hassle (at least for us). We got there at night so the beauty of the property wasn't fully evident until the morning and ohhhh the view is incredible! We stayed two nights in Pirates Den, which faces the water, so both mornings it was a joy to look thru the doors or windows and...

Daisy

A spacious lobby with a high ceiling, a central seating area with a table and chairs, and a large window providing natural light.

The Courtleigh Hotel and Suites

New Kingston

10/10 Excellent

Millicent

A modern outdoor pool area with lounge chairs and umbrellas, a bar, and a view of the city at dusk.

AC Hotel by Marriott Kingston, Jamaica

New Kingston

10/10 Excellent

LENA

A swimming pool with a white deck, surrounded by lush greenery and a white fence.

Millsborough B&B

Jack's Hill

10/10 Excellent

Boris

A bar area with a polished black countertop, various bottles, glasses, and a large decorative vase.

Terra Nova, BW Premier Collection

Half Way Tree

10/10 Excellent

kala

A white building with a blue door, black railings, and potted plants.

Sky's Villa Resort

Buff Bay

10/10 Excellent

Tannecia

A garden pathway surrounded by various plants and trees.

Courtyard by Marriott Kingston, Jamaica

New Kingston

10/10 Excellent

Charlotte

A hotel with a large pool area, multiple lounge chairs, and umbrellas.

The Jamaica Pegasus Hotel

New Kingston

10/10 Excellent

The Blue Window restaurant menu need more selection of food especially Jamaican crusine. Checkin needs to be improve. Too demanding especially when I paid for 2 person in room. The Front Desk was insisting on other person name even when the petson eventually did not make it to the hotel. Concern was about the unknown person may show for breakfast in my case this did not happen. I was the only person that was in my room but the Expedia reservation automatic place for two petson. Too much emphasis...

Kenneth

A modern interior with a flat-screen TV mounted above a wall adorned with decorative items, including a clock and a series of leaf-shaped objects.

Blissett Apts your home away from home

Molynes Gardens

10/10 Excellent

Gary

Reggae Legends Estate

Jack's Hill

10/10 Excellent

After a handful of stays here, this definitely feels like a home away from home. If you're looking for a traditional hotel experience with typical hotel amenities, this may not be the spt for you (although it still may be - they have god wifi, TVs, a proper full kitchen, a pool and an onsite restaurant), but I will stay here every time I visit the Kingston area due to the good energy, friendly communication, beautiful property and location, the yummy breakfast - and the proximity to the things I...

Kathleen

A narrow pathway flanked by lush tropical plants leading to a building with a balcony.

Altamont Court Hotel

New Kingston

10/10 Excellent

Lavern

A resort with a pool, lounge chairs, and a stone wall.

GoldenEye

Oracabessa

10/10 Excellent

My wife and I just had the most incredible 4 night stay at GoldenEye for our anniversary. We stayed in one of the Lagoon Cottages which was very roomy and comfortable. We loved being directly on the lagoon where we could swim, kayak or just sit and watch the turtles go by. We enjoyed the beaches and pools on the property as well. All of the staff (front desk, restaurants, grounds, water sports, spa, etc.) were wonderful. And, every meal we had at Bizot Bar and Bamboo Bar was delicious and...

Nicholas

A modern building entrance with a wooden ceiling, potted plants, and a view of palm trees.

ROK Hotel Kingston, Tapestry Collection by Hilton

Kingston

10/10 Excellent

Kassidy

An outdoor patio with a pool, lounge chairs, and tables.

Royale Jazz Hotel

Eastwood Park

10/10 Excellent

Angella

Find out more about Castleton

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Frequently Asked Questions

Are there vacation rentals in Castleton?

Yes, we offer vacation rentals near top points of interest in Castleton, or you can choose a more secluded option if you want a relaxing place to stay. Castleton is known for its parks.

What are some of the best vacation rentals in Castleton?

Phoenix Park Villas Portmore: This vacation home rental outside of Castleton offers a private balcony, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. 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 larger area.

What are vacation rentals like in Castleton?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Castleton. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.

Castleton Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castleton vacation rentals

1. Tapioca Village Retreat

2. Abacus Jamaica the Zana Suite

3. The Gardens

4. Reggae Legends Estate

5. Windbreak Villa

6. Wave Crest Resort Race Course

7. Modern 1BR Condo in Kingston

8. 1BR Comfort City Apartment with pool

9. City Apartment in Kingston AC with Pool

10. Apartment with roof top pool

Find vacation rentals that suit your style

Top Castleton Hotel Reviews

S Hotel Kingston

10/10 Excellent

Find out more about Castleton

Frequently Asked Questions

Are there vacation rentals in Castleton?

What are some of the best vacation rentals in Castleton?

What can I see and do in Castleton?

What are vacation rentals like in Castleton?