Old Road Town Holiday Rentals

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Our top choices for Old Road Town holiday rentals

Villa in Charlestown

Villa 1D
3.5 star property
The price is NZ$971
includes taxes & fees
5 Jan - 6 Jan 2026
Villa 1D

Villa in Cotton Ground

Paradise Suite
4.0 star property
10.0 out of 10, Exceptional, (1)
"Was a fantastic day probably one of the top places to stay on Nevis. I would suggest it to anyone."
United States
Duncan
The price is NZ$566
includes taxes & fees
3 Jan - 4 Jan 2026
Paradise Suite

Apartment in Basseterre

St. Kitts Castle Premium Suites
4.0 star property
The price is NZ$339
includes taxes & fees
1 Jan - 2 Jan 2026
St. Kitts Castle Premium Suites
9.4 out of 10, Exceptional, (3)
"Rooms were clean and the property manager was very pleasant and reachable at all times. She's a wonderful person. "
United States
Brianna
The price is NZ$232
includes taxes & fees
1 Jan - 2 Jan 2026
Beautiful island getaway, close proximity to popular beaches and historic site C
2.0 star property
10.0 out of 10, Exceptional, (2)
"I would highly recommend staying here when traveling to St Kitts. A very spacious apartment with privacy and everything you would need for a stay of any length. Will definitely be back! "
Canada
Sarah B.
The price is NZ$250
includes taxes & fees
3 Jan - 4 Jan 2026
Spacious 2-bedroom apartment with AC, WiFi in St. Peters

Aparthotel in Basseterre

Sunset Reef St.Kitts
5.0 star property
9.6 out of 10, Exceptional, (10)
"Sunset Reefs is simply extraordinary! From the location to the staff to the food. Our best meals of the week were at Drop the Anchor. I cannot say enough about the amazing experience we had. I’d highly recommend!"
United States
Kelly
Sunset Reef St.Kitts
9.4 out of 10, Exceptional, (3)
"Nice property in a quiet area. Nice views and donkeys nearby "
United States
Kelsey R.
The price is NZ$232
includes taxes & fees
1 Jan - 2 Jan 2026
Beautiful island getaway, close proximity to popular beaches and historic site A

Condo resort in Basseterre

Marriott's St. Kitts Beach Club
3.5 star property
9.4 out of 10, Exceptional, (105)
"Great accommodation with everything we needed. staff were friendly and the beach amenities were very nice. "
United States
Kathleen
The price is NZ$1,348
includes taxes & fees
1 Jan - 2 Jan 2026
Marriott's St. Kitts Beach Club
10.0 out of 10, Exceptional, (2)
"Host was great and very helpful. Accommodations were as advertised but I really liked how easy it was to access public transportation. "
United States
Helena S.
The price is NZ$276
includes taxes & fees
10 Jan - 11 Jan 2026
Charming 1-bedroom apartment with WiFi, AC in gorgeous St. John's Parish
10.0 out of 10, Exceptional, (1)
":)"
United States
Mark F.
The price is NZ$188
includes taxes & fees
16 Jan - 17 Jan 2026
Amber Lily Studio - ideally located in a tranquil area of Basseterre.
2.0 star property
The price is NZ$1,016
includes taxes & fees
5 Jan - 6 Jan 2026
A Private Gingerbread Cottage at the Hermitage
10.0 out of 10, Exceptional, (18)
"Excellent stay, great host"
United States
Wilfried W.
The price is NZ$181
includes taxes & fees
14 Jan - 15 Jan 2026
Panoramic View+Private+Cozy=Affordable
10.0 out of 10, Exceptional, (1)
"First time visiting St Kitts and staying here. The place was spacious and clean. Beautiful view of the mountain and the ocean. Checking process with Rigel was simple. Would stay here again"
United States
Bobby P.
The price is NZ$758
includes taxes & fees
13 Jan - 14 Jan 2026
LUX Suites - 2-bedroom apartment in Halfmoon Bay
The price is NZ$232
includes taxes & fees
2 Jan - 3 Jan 2026
Beautiful island getaway, close proximity to popular beaches and historic site A
The price is NZ$232
includes taxes & fees
1 Jan - 2 Jan 2026
Beautiful island getaway, close proximity to popular beaches and historic site B

Cabin in Frigate Bay

Cabin Liamuiga
The price is NZ$1,083
includes taxes & fees
1 Jan - 2 Jan 2026
Cabin Liamuiga
The price is NZ$921
includes taxes & fees
1 Jan - 2 Jan 2026
Luxury 4 bedrooms with pool by the golf course
5.0 out of 10, (2)
"We chose this villa for the location and views. 5 days before our travel we had message to say villa was no longer available due to renovation work not complete. To be fair we were offered another villa for the same price nearby on St Christophe estate which was larger and would have cost more. However, we were disappointed as although the villa was very nice it felt claustrophobic having no where to sit outdoors and surrounded by tall plants and in the middle of the estate. We wrongly assumed...
United Kingdom
Zoe J.
The price is NZ$489
includes taxes & fees
1 Jan - 2 Jan 2026
Turtle beach White House(3)luxury romantic cottage

Apartment in Frigatebay

1-bedroom apartment in Frigatebay
The price is NZ$747
includes taxes & fees
1 Jan - 2 Jan 2026
1-bedroom apartment in Frigatebay

Holiday Home in Sandy Point Town

Mountain and Sea View Stay
4.6 out of 10, (4)
"Veronica was a fabulous host! We stayed in the 2 bedroom apartment. It was quite. The beds were firm and new. There was a washing machine available for guests. Kitchen was stocked with dishes, pots and pans. I made breakfast every morning. A few things that needed attention was windows, light fixtures needed to be cleaned."
United States
Cynthia K.
The price is NZ$129
includes taxes & fees
1 Jan - 2 Jan 2026
Mountain and Sea View Stay
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

Everything you need to know about Old Road Town holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Old Road Town holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Old Road Town holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Old Road Town holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Old Road Town holiday rentals we have selected for you start as low as NZ$232 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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 holiday rentals in Old Road Town?

Yes, there are holiday rentals close to the most popular sights in Old Road Town, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Old Road Town has to offer?

#3-2BR Shalimar Vacation Townhouse, Frigate Bay, Saint Kitts.: This holiday home rental outside of Old Road Town is located in the mountains, and offers an outdoor pool, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 wider area.

What are holiday rentals like in Old Road Town?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Old Road Town. Holiday rentals feature extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.