Old Road Town Vacation Rentals

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Vacation Rentals in Old Road Town

Our top choices for Old Road Town vacation rentals

Marriott's St. Kitts Beach Club

3.5 star property
9.4 out of 10, Exceptional, (101)
"Overall our stay was very good."
$327 nightly
The price is $366
Sep 30 - Oct 1
Total with taxes and fees
Marriott's St. Kitts Beach Club

Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!

9.8 out of 10, Exceptional, (118)
"We enjoyed everything about our stay. The views were absolutely amazing."
Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!

Sunset Reef St.Kitts

5.0 star property
9.6 out of 10, Exceptional, (10)
"Sunset Reef is amazing! Very quiet and peaceful. If you like being catered to, you will love this resort!"
Sunset Reef St.Kitts

The Captain's Estate - Family Friendly 5 Bed Villa with large pool and views

10.0 out of 10, Exceptional, (5)
"I am a returning visitor to the island and I loved the property. The landscaping is amazing with all the variety of fruit trees and the walking path made it so easy to walk around. The pool is perfect, plenty of room for my three children to swim and play without being on top of one another. The location was perfect, far enough away to have privacy but close enough to get to the grocery stores in 3 minutes, town in 5 minutes and Pinney’s beach is just a 7 drive away. "
The Captain's Estate - Family Friendly 5 Bed Villa with large pool and views

Sealofts On The Beach

3.5 star property
9.0 out of 10, Wonderful, (2)
"The view from the balcony’s lets you see the hills and the sea side easily "
Sealofts On The Beach

Perfectly located Condo in Frigate Bay.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had an amazing time at deans property he was super helpful and answered all our questions before we arrived . Highly recommend his condo ! "
Perfectly located Condo in Frigate Bay.

Villa With Stunning Views, Beautiful Beaches

10.0 out of 10, Exceptional, (74)
"Beautiful gorgeous property with all amenities! My family and I had an amazing time at this beach view property. Dwayne and Wayne were kind and helpful. Highly recommend this property! No complaints whatsoever. Absolute perfection!"
Villa With Stunning Views, Beautiful Beaches

Two for One! Charming Cottage on hillside with private lounge on Turtle Beach!

10.0 out of 10, Exceptional, (121)
"Every aspect of the cottage and private lounge is incredible! If you're looking for a charming getaway with a breath taking view, THIS IS THE PLACE! The host, Ricky, was extremely helpful which made the week even more enjoyable. Thanks! "
Two for One! Charming Cottage on hillside with private lounge on Turtle Beach!

Stunning Caribbean House With Breath-taking Views

9.8 out of 10, Exceptional, (73)
"We were very happy with the property easy to check in. It was exactly what is listed, great location very close to Reggae and Cockleshell Beaches! AC worked amazing, loved the pool!"
Stunning Caribbean House With Breath-taking Views

ST KITTS 'Turtle Nest' At Turtle Beach, A Comfortable Two Bedroom Apartment

9.8 out of 10, Exceptional, (59)
"The apartment, beds and facilities are very comfortable. The manager made sure we had the basics when we arrived. The view is stunning. "
ST KITTS 'Turtle Nest' At Turtle Beach, A Comfortable Two Bedroom Apartment

The Suncrest Private Suite.

The Suncrest Private Suite.

Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts

9.8 out of 10, Exceptional, (9)
"Amazing house and very communicative hosts - overall an amazing stay. So spacious and clean!"
Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts

Charming Standalone 3-bedroom villa with AC and WiFi in lovely Frigate Bay

9.0 out of 10, Wonderful, (2)
"The location is great. Easy access to everything. Joyce was charming and most helpful with our settling in. We had a great stay and will surely return. "
Charming Standalone 3-bedroom villa with AC and WiFi in lovely Frigate Bay

Panoramic View+Private+Cozy=Affordable

10.0 out of 10, Exceptional, (17)
"Great location, easy to find and check in. Everthing was there that we needed"
$105 nightly
The price is $105
Sep 10 - Sep 11
Total with taxes and fees
Panoramic View+Private+Cozy=Affordable

Beautiful island getaway, close proximity to popular beaches and historic site A

9.4 out of 10, Exceptional, (3)
"Nice property in a quiet area. Nice views and donkeys nearby "
$135 nightly
The price is $135
Sep 10 - Sep 11
Total with taxes and fees
Beautiful island getaway, close proximity to popular beaches and historic site A

Elegantly designed Villa -breathtaking views of Nevis and 2min walk to the beach

9.4 out of 10, Exceptional, (19)
"Wonderful stay! Wonderful host- everything was perfect "
Elegantly designed Villa -breathtaking views of Nevis and 2min walk to the beach

Marriotts St Kitts Beach Club - 2 Bedroom

Marriotts St Kitts Beach Club - 2 Bedroom

Oceanfront Beach Bungalow ON Beach, PRIVATE with Club Resort Access & Tennis

10.0 out of 10, Exceptional, (6)
"Great location to getaway. Wilfried was great to deal with. He suggested great restaurants! Can’t wait to go back. "
Oceanfront Beach Bungalow ON Beach, PRIVATE with Club Resort Access & Tennis

St Kitts Two for One Luxury Villa & Private Lounge on beach breathtaking views!

10.0 out of 10, Exceptional, (153)
"Views are so spectacular and the house is so beautiful you may not want to leave the house. Great hosts! Don’t miss Friday night lobster fest at reggae Beach bar, and for a special occasion make a reservation at Orchid Bay. "
St Kitts Two for One Luxury Villa & Private Lounge on beach breathtaking views!

Spacious 2 BR cottage with gorgeous views

10.0 out of 10, Exceptional, (8)
"This is an amazing property. It is a beautiful two bedroom that has all the outdoor space you could ever want. The Support by Bacchus who manages the property and makes you feel so special. It feels extremely rural and you can walk to the beach in less than five minutes."
Spacious 2 BR cottage with gorgeous views
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 Old Road Town Hotel Reviews

Find out more about Old Road Town

Find out more about Old Road Town

Everything you need to know about Old Road Town 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 Old Road Town 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 Old Road Town vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Old Road Town vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Old Road Town. 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 Old Road Town 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 $105 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 Old Road Town rentals

At Expedia, we put the best Old Road Town 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 Old Road Town 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 Old Road Town 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 Old Road Town. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Old Road Town?

Yes, we have vacation rentals close to popular points of interest in Old Road Town, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Old Road Town?

Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!: Visitors like this Old Road Town vacation home rental. It is located by the ocean and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Old Road Town?

Explore the area and family-friendly sights such as Clay Villa Plantation House & Gardens, or get out into nature at a spot like Frigate Bay Beach. Romney Manor and Warner Park Sporting Complex are a couple of places you'll find in the larger area.

What are vacation rentals like in Old Road Town?

Vacation rentals are private properties you can stay in for several days or more in Old Road Town. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for families.