Old Road Town Holiday Rentals

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Holiday Rentals in Old Road Town

Marriott's St. Kitts Beach Club
3.5 star property
9.2 out of 10, Wonderful, (72)
"This was a very nice resort. We loved the room and the pool area."
The price is NZ$769
per night
28 Jun - 29 Jun
Marriott's St. Kitts Beach Club
ST KITTS 'Turtle Nest' At Turtle Beach, A Comfortable Two Bedroom Apartment
9.8 out of 10, Exceptional, (53)
"The property had magnificent sunrises Short drive the beaches and restaurants Very quiet development Very close to the water taxi to Nevis It’s for the travelers who like to get out and explore 😎👍👍"
ST KITTS 'Turtle Nest' At Turtle Beach, A Comfortable Two Bedroom Apartment
Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!
10.0 out of 10, Exceptional, (103)
"Clean well unkept residence. Ever thing worked and lots of room. Kitchen was great. Great view drinking coffee on porch in the morning"
Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!
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Sunset Reef St.Kitts
5.0 star property
10.0 out of 10, Exceptional, (7)
"Sunset Reef is fairly new with 7 suites - all with a view. The hotel management and staff are extremely helpful and eager to please. The food in the restaurant is very good. At check-in, we were greeted with frozen fruit drinks, cold towels and water, plus some fruit in the room. Lovely sunsets from the restaurant! Hotel beach is rocky and is being worked on. "
Sunset Reef St.Kitts
Spectacular Beachfront Villa with Pool: Nevis Palm
10.0 out of 10, Exceptional, (19)
"We spent 3 weeks at Nevis Palm. Loved the house and pool. Easy stroll down to the beach. The hosts were very attentive to all of our needs. Nevis has maintained its Carribean authenticity. It has great beaches, grocery stores, restaurants and most of all friendly people. We will back next year for sure."
Spectacular Beachfront Villa with Pool: Nevis Palm
RIGHT ON THE BEACH! St Kitts Nature Lovers tranquil cottage.
9.8 out of 10, Exceptional, (94)
"remarkable piece of property could not have been happier with a place."
RIGHT ON THE BEACH! St Kitts Nature Lovers tranquil cottage.
Stunning Caribbean House With Breath-taking Views
9.8 out of 10, Exceptional, (64)
"Come for the views and stay for the breezes! Super private and very comfortable villa with a lovely infinity pool and nice outdoor spaces. We loved our stay - the kitchen was very well-equipped, the beds were comfy, and we appreciated having all the games, pool toys and snorkel equipment. Cassie was awesome to deal with and we enjoyed our little corner of St. Kitts for 10 days. We will be back!"
Stunning Caribbean House With Breath-taking Views
Villa With Stunning Views, Beautiful Beaches
10.0 out of 10, Exceptional, (60)
"Had a great time. The island is gorgeous and easy to get around. Wayne and his team are incredible. Extremely helpful from beginning to end. Couldnt have asked for better. The house is amazing and the view is breathtaking. Worth ever cent. Thanks for a great experience."
Villa With Stunning Views, Beautiful Beaches
St Kitts Two for One Luxury Villa & Private Lounge on beach breathtaking views!
10.0 out of 10, Exceptional, (140)
"So wifey and I got back from a week in St. Kitts at Penny and Rick’s amazing villa where we spent a week celerating her birthday. It's hard to put in words how great this place is. On the East end with almost zero traffic except for the other peeps that are staying in the area. Ridiculously quiet!! First off, the pool! Arguable one of the best private pools we've enjoyed in the many Carib VRBO's weve rented on multiple islands. Very clean. A perfect temo and a view of the sea and Nevis to die...
St Kitts Two for One Luxury Villa & Private Lounge on beach breathtaking views!
Nestled amidst its own private zen-inspired tropical oasis, breathtaking.
10.0 out of 10, Exceptional, (7)
"I stayed with my family for a week for my kids spring break. We had a great time. The location was great and Jen was very responsive with any questions and suggestions for local activities and dining. The house was very clean and had nice amenities. We would love to stay there again."
Nestled amidst its own private zen-inspired tropical oasis, breathtaking.
Architecturally Designed Villa in Paradise, Quiet Beach & Blue Water Views
10.0 out of 10, Exceptional, (86)
"I spent a week in Nevis in a private home followed by a week at Park Hyatt St. Kitts in 2018 and knew I wanted to return one day with my kids and that is what we just did. I loved the area of the Hyatt/Christophe Harbor but the privacy of a home and that’s how I found Nick’s home. It is beautifully appointed inside and out. The road in is not the best and i’m glad I rented the property manager, Dwayne’s CRV for the clearance. The Government should pave that road as there are numerous million +...
Architecturally Designed Villa in Paradise, Quiet Beach & Blue Water Views
Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts
10.0 out of 10, Exceptional, (3)
"We had a wonderful week. House was well equipped, beautiful and slept 10 of us very comfortably. St. Kitts is a beautiful island and we did and saw so much. It’s very easy to get around and the people we are amazing. The only downside is that the walkable beach to the house is not regularly maintained and had a lot of seaweed. We still enjoyed it and drove a few minutes to the Caribbean beaches."
Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts
Updated! Spacious Indoor/Outdoor living. Private pool. Amazing ocean views
9.4 out of 10, Exceptional, (41)
"Beautiful island views easy drive to beaches and several restaurants. Comfortable bed. Could have been a bit cleaner upon arrival. Could have used a few “how to” directions for door locks..safe not available for passports and such. However, Jeremy was available for any questions we had and was always pleasant."
Updated! Spacious Indoor/Outdoor living. Private pool. Amazing ocean views
Classic Caribbean villa wt private pool and ocean view
10.0 out of 10, Exceptional, (5)
"We love Calypso Bay Villas. This villa was wonderfully relaxing. While no one was onsite when we arrived, we appreciated the easy communication with the property manager. We arrived on a Sunday afternoon when stores were closed, so we appreciated that the host left fresh food in the fridge."
Classic Caribbean villa wt private pool and ocean view
Elegantly designed Villa -breathtaking views of Nevis and 2min walk to the beach
9.4 out of 10, Exceptional, (12)
"Great house. Great view. Great pool. We had a wonderful time."
Elegantly designed Villa -breathtaking views of Nevis and 2min walk to the beach
The Ultimate Hideaway Nestled in Paradise
10.0 out of 10, Exceptional, (2)
"Property was fantastic and Kenishia and staff was outstanding would highly recommend to any large groups."
The Ultimate Hideaway Nestled in Paradise
Paradise Beach Nevis
5.0 star property
Paradise Beach Nevis
ST KITTS Charming Island Cottage in a Beautiful Beach Location STUNNING VIEWS
10.0 out of 10, Exceptional, (111)
"We loved Ocean Song Cottage! The cottage itself is beautiful and well appointed with everything you need. The location is gorgeous--off the beaten track with no crowds or traffic. The bedroom view in the morning and the outside stone decks are absolutely amazing! The private beach is just a few minutes walk down the street and was perfect! Franklin answered every questions we had and helped us book a day trip to Nevis. We would definitely recommend this property to anyone wanted a quiet,...
ST KITTS Charming Island Cottage in a Beautiful Beach Location STUNNING VIEWS
Paradise on the beach
10.0 out of 10, Exceptional, (14)
"Very nice place and location, would definitely stay here again."
Paradise on the beach
Mountain and Sea View Stay
5.4 out of 10, (3)
"Beware!!! Online they claim "you'll have the entire home to yourself and will only share it with other guests in your party" and reality is you're actually sharing the "home" with other people! After reading that i thought i would've been there alone with my party and there was no such thing, they had people their staying! Please beware guys, i booked and couldn't even get my money back and i didn't stayed there because i was expecting a little place for me and my family. I lost money and time...
The price is NZ$121
per night
7 Jun - 8 Jun
Mountain and Sea View Stay
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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.

Other types of properties in Old Road Town you may be interested in

St. Kitts Marriott Resort & The Royal Beach Casino
4.5 star property
8.4 out of 10, Very good, (1005)
"This property is beautiful! The landscaping is gorgeous and the rooms are beautiful and roomy. Would definitely recommend!"
The price is NZ$511
per night
30 Jun - 1 Jul
St. Kitts Marriott Resort & The Royal Beach Casino
Four Seasons Resort - Nevis
5.0 star property
9.4 out of 10, Exceptional, (113)
"Nice property with beautiful views. Service is slow, sometimes forgetful, food not so great "
The price is NZ$1,105
per night
18 Jun - 19 Jun
Four Seasons Resort - Nevis
Park Hyatt St. Kitts
5.0 star property
9.4 out of 10, Exceptional, (140)
"The infinity pools were clean, refreshing and beautiful. The beach was very nice and quiet. I woke up early twice, to watch the sun rise over large hills. Absolutely worth it! My wife and I went with two other couples in May of 2024. I felt like we had the hotel all to our selves. It was awesome! The staff was very polite and accommodating. Next time we plan to take advantage of more complementary activities at the hotel."
The price is NZ$1,107
per night
25 Jun - 26 Jun
Park Hyatt St. Kitts
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Old Road Town holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Old Road Town. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Old Road Town. Seeing all the best attractions is bound to make you fall in love with Old Road Town. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Old Road Town short-term rentals, that won’t be hard to do.

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?

ST KITTS 'Turtle Nest' At Turtle Beach, A Comfortable Two Bedroom Apartment: This holiday home rental outside of Old Road Town offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.

Recent reviews of Old Road Town properties
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