Castleton Vacation Rentals from $96: Search Short-Term Rentals

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

2 Bedroom Townhouse at Surbiton Square : This vacation home rental outside of Castleton is equipped with a private yard, 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.

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Our top choices for Castleton vacation rentals

Tapioca Village Retreat

Castleton

Günter

$80 nightly

Apr 1 - Apr 2

Total with taxes and fees

2 bedrooms, hypo-allergenic bedding, in-room safe

The Oasis

Greater Portmore

$136 nightly

Mar 26 - Mar 27

Total with taxes and fees

The Country Club Villa I

Kingston

Anonymous traveler

$234 nightly

Apr 1 - Apr 2

Total with taxes and fees

Serenity Oasis Apartment

Spanish Town

$115 nightly

Mar 26 - Mar 27

Total with taxes and fees

Chantal House Sleeps 8 With Garden

Windsor Castle

$193 nightly

Apr 15 - Apr 16

Total with taxes and fees

Windbreak Villa

Buff Bay

$81 nightly

Mar 26 - Mar 27

Total with taxes and fees

Casa Tianna Guest Apartments

Havendale

Deborah

$230 nightly

Mar 26 - Mar 27

Total with taxes and fees

Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.

Islington

Arlene B.

$65 nightly

Mar 26 - Mar 27

Total with taxes and fees

Family House, Garden View | Private kitchen | Full-size fridge, microwave, oven, stovetop

Phoenix Park Villas Portmore

Portmore

Kimoya

$262 nightly

Mar 26 - Mar 27

Total with taxes and fees

Urban Charm: Modern One Bedroom

New Kingston

Lakon

$139 nightly

Mar 29 - Mar 30

Total with taxes and fees

Caldo Tours

Ewarton

Stephen

$90 nightly

Mar 26 - Mar 27

Total with taxes and fees

Family House, 2 Bedrooms, Accessible, Garden View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe

Casa Victoria Golf Retreat

Kingston

Desmond

New Kingston Apt at Wellington Cove

Liguanea

"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...

Melanie

$221 nightly

Mar 26 - Mar 27

Total with taxes and fees

Kingston Skyline Escape - Modern, Gated, Peaceful, Easy Access/Top Attractions

Beverly Hills

"Kingston Skyline Escape gets a 10/10 from me. Though my stay was just one night, it was great. The moment I walked in I could feel the cleanness of the space. It was cozy. I'd recommend it. The photos online are an accurate representation of the actual space. The views at the back are actually breathtaking (especially at night). I'm Jamaican and I'm familiar with Long Mountain Country Club. As such, I can confirm that the community is a peaceful and safe one. Deron was most gracious, responsive...

Kadeem

$142 nightly

Mar 26 - Mar 27

Total with taxes and fees

Lovely 1-bed Cottage in St Catherine

Ewarton

DESMOND

$24 nightly

Mar 27 - Mar 28

Total with taxes and fees

Premium Apartment, 2 Bedrooms, Mountain View | Private kitchen | Full-size fridge, microwave, oven, stovetop

Caribe Estate Guest Apartment I

Greater Portmore

Anonymous traveler

$211 nightly

Mar 26 - Mar 27

Total with taxes and fees

Eclipse Suite Guest Apartments

Havendale

Robert

$197 nightly

Apr 1 - Apr 2

Total with taxes and fees

2 Bed Retreat Overlooking the River in Linstead. St.Catherine

Linstead

$97 nightly

Mar 26 - Mar 27

Total with taxes and fees

Luxury Apartment, 2 Bedrooms, 2 Bathrooms, City View | 2 bedrooms, Egyptian cotton sheets, premium bedding, in-room safe

Casa Royale Guest Apartment

Molynes Gardens

Demar

$209 nightly

Mar 26 - Mar 27

Total with taxes and fees

Dreaming in the Sun Getaway

St. Mary Parish

"This property was an unexpected great find in Robins Bay. Just 3 minutes from the fork in the town. The view of the ocean, the comfortable mattress, the lovely fruit trees and the spacious living room and verandah helped to make our stay a very pleasant one. Aleisha was extremely responsive and her husband Wray and Miss Chunny took care of every detail. The Jamaican breakfast that Chunny made was extremely delicious and it came with a very generous serving of local fruits for a reasonable...

Marva

$115 nightly

Mar 26 - Mar 27

Total with taxes and fees

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Top Castleton Hotel Reviews

Morgans cliff

10/10 Excellent

"This was a beautiful location. The staff were phenomenal and the food at the restaurant was exceptional. Restaurant manager Nick and his staff went above and beyond! It was a wonderful time of rest and relaxation. "

Grand Hotel Excelsior Port Royal

10/10 Excellent

"We travelled as two couples & were lucky enough to stay in the King Rooms, following an upgrade! Which we greatly appreciated. Our third time here and we never regret booking. The staff are amazing the rooms were spotless (albeit a few mosquitoes arrived, but were soon dealt with once reported). They are renovating parts of the property, but no noise or inconvenience. The management, with Katherine, executive Sous Chef, Yvonne (and others whose names we cannot remember), went out of their way to ensure our three nights stay was memorable. We enjoyed every moment and will surely return again. It’s within walking distance to a lovely beach, Gloria’s restaurants, Giddy house, with all of its history, was very informative. Also a wonderful cruise around the harbour, a definite must do! Do not hesitate to book this hotel. Highly recommended."

Hotel Four Seasons

10/10 Excellent

"The hotel is located close to constant spring Ave where all the restaurants and live action is. The hotel and staff were absolutely lovely. Breakfast was excellent. No excessive noise and surrounding were safe for walking to the grocery store, a 20 min walk. I enjoyedy stay at the Hotel Four Seasons."

Find out more about Castleton

Everything you need to know about Castleton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castleton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castleton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castleton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castleton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Castleton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $96 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Castleton rentals

At Expedia, we put the best Castleton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Castleton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castleton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castleton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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?

2 Bedroom Townhouse at Surbiton Square: This vacation home rental outside of Castleton is equipped with a private yard, 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 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

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Check prices for these dates

Our top choices for Castleton vacation rentals

Tapioca Village Retreat

The Oasis

The Country Club Villa I

Serenity Oasis Apartment

Chantal House Sleeps 8 With Garden

Windbreak Villa

Casa Tianna Guest Apartments

Cozy Cottage In Rural Jamaica. Rich In Sunshine, Colour, Flavour, And Warmth.

Phoenix Park Villas Portmore

Urban Charm: Modern One Bedroom

Caldo Tours

Casa Victoria Golf Retreat

New Kingston Apt at Wellington Cove

Kingston Skyline Escape - Modern, Gated, Peaceful, Easy Access/Top Attractions

Lovely 1-bed Cottage in St Catherine

Caribe Estate Guest Apartment I

Eclipse Suite Guest Apartments

2 Bed Retreat Overlooking the River in Linstead. St.Catherine

Casa Royale Guest Apartment

Dreaming in the Sun Getaway

Find vacation rentals that suit your style

Top Castleton Hotel Reviews

Morgans cliff

Find out more about Castleton

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