Old Road Town holiday rentals

We found 211 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Old Road Town to find one that's perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

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Find the perfect holiday rental for your Old Road Town getaway

Learn about the unique charm of Old Road Town with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Old Road Town

Do you want to discover attractions to visit while you're in town? Venture out of your holiday home and check out everything that makes Old Road Town a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Royal St. Kitts Golf Club (6.5 mi / 10.4 km)
  • Royal St. Kitts Golf Club (8.4 mi / 13.5 km)
  • Four Seasons Golf Course (16.9 mi / 27.3 km)
  • Cat Ghaut Chip 'n Putt (17.1 mi / 27.4 km)

Exploring the natural landscape of Old Road Town

Whether you're an adventurous traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Old Road Town. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Frigate Bay Beach (8.7 mi / 14 km)
  • Frigate Bay (8.8 mi / 14.2 km)
  • South Friar's Beach (9.5 mi / 15.3 km)
  • Sandy Bank Beach (12.4 mi / 20 km)
  • Banana Bay Beach (13.4 mi / 21.5 km)
  • Turtle Beach (13.8 mi / 22.2 km)

Transport options to and around Old Road Town

The nearest airport is in Basseterre (SKB-Robert L. Bradshaw Intl.), located 6.4 mi (10.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Oranjestad (EUX-F.D. Roosevelt), which is 15.9 mi (25.6 km) away.

Frequently asked questions

What is the best area to stay in Old Road Town when booking a holiday rental?
When looking for the best area to stay in Old Road Town, Saint Thomas Middle Island Parish, St. Kitts and Nevis, consider the charming neighbourhoods that offer a delightful blend of local culture and scenic beauty. One particularly appealing area is near the coastline, which provides easy access to stunning beaches and breathtaking views of the Caribbean Sea.This region features a variety of holiday rentals, ranging from quaint cottages to more upscale villas, giving you plenty of options to suit your preferences. The proximity to popular attractions such as the historic Brimstone Hill Fortress and the vibrant local markets adds to its allure. You can explore the fortress, which is a UNESCO World Heritage site, while soaking in panoramic vistas and learning about the island's rich history.Additionally, the nearby beaches are superb for relaxation or water activities, making it an ideal spot for those seeking both adventure and tranquillity.
What are the top attractions in Old Road Town?
In Old Road Town, visitors can immerse themselves in the rich history and stunning natural beauty of St. Kitts and Nevis. The area is home to the historic Brimstone Hill Fortress National Park, a UNESCO World Heritage Site, offering breathtaking views and insights into the island's historic past. Nearby, the picturesque Old Road Beach provides a serene spot for sunbathing and swimming in the crystal-clear waters of the Caribbean Sea.Additionally, Old Road Town is close to the charming village of Basseterre, where travellers can explore the vibrant local culture, visit the National Museum, and enjoy the lively option at the Circus Square.
Are all fees included in the Old Road Town holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Old Road Town holiday homes with parking?
Stayz offers a wide selection of holiday homes in Old Road Town with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Old Road Town holiday homes?
You can find great discounts on holiday homes in Old Road Town on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Old Road Town holiday home booking on Stayz?
To find Old Road Town holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Old Road Town?
A long-stay holiday home in Old Road Town is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Old Road Town holiday home?
Book your Old Road Town holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Old Road Town?
Prices for holiday homes in Old Road Town vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Old Road Town to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.