Old Road Town Vacation Rentals

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Our top choices for Old Road Town vacation rentals

St. Kitts Castle Premium Suites

St. Kitts Castle Premium Suites
4.0 star property
Basseterre
The price is CA $215
CA $240 total
includes taxes & fees
Apr 25 - Apr 26
St. Kitts Castle Premium Suites

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

Beautiful island getaway, close proximity to popular beaches and historic site B
Camps
The price is CA $89
CA $185 total
includes taxes & fees
Apr 20 - Apr 21
Beautiful island getaway, close proximity to popular beaches and historic site B

A Private Gingerbread Cottage at the Hermitage

A Private Gingerbread Cottage at the Hermitage
Gingerland
The price is CA $561
CA $639 total
includes taxes & fees
Apr 20 - Apr 21
A Private Gingerbread Cottage at the Hermitage

Charming 1-bedroom apartment with WiFi, AC in gorgeous St. John's Parish

Charming 1-bedroom apartment with WiFi, AC in gorgeous St. John's Parish
St. John's Parish, Nevis
9.8 out of 10, Exceptional, (6 reviews)
"Our stay at Sunshine Villa was amazing, the house was well maintained with all the amenities. The location is very quiet and peaceful. Toni was amazing, friendly and very nice. We will definitely be back."
United States
Kevin
The price is CA $104
CA $199 total
includes taxes & fees
Apr 20 - Apr 21
Charming 1-bedroom apartment with WiFi, AC in gorgeous St. John's Parish

Getaway Homes

Getaway Homes
4.0 star property
Basseterre
The price is CA $183
CA $205 total
includes taxes & fees
Apr 20 - Apr 21
Getaway Homes

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

Beautiful island getaway, close proximity to popular beaches and historic site A
Nevis
9.6 out of 10, Exceptional, (4 reviews)
"Everything was on point"
Canada
Yousif
The price is CA $89
CA $185 total
includes taxes & fees
Apr 20 - Apr 21
Beautiful island getaway, close proximity to popular beaches and historic site A

Marriott's St. Kitts Beach Club

Marriott's St. Kitts Beach Club
3.5 star property
Basseterre
9.4 out of 10, Exceptional, (113 reviews)
"Great overall with amenities; gym, restaurants pool and beach areas, where you could swim!! (Great clearing the seaweed from the beach daily!!). More importantly the staff was excellent!! Would definitely go back for a relaxing vacation. "
Canada
Roy
The price is CA $752
CA $842 total
includes taxes & fees
May 2 - May 3
Marriott's St. Kitts Beach Club

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

Beautiful island getaway, close proximity to popular beaches and historic site A
Nevis
The price is CA $89
CA $185 total
includes taxes & fees
Apr 21 - Apr 22
Beautiful island getaway, close proximity to popular beaches and historic site A

Mountain and Sea View Stay

Mountain and Sea View Stay
Sandy Point Town
6.0 out of 10, (6 reviews)
"It was a wonderful stay"
United Kingdom
Salomey
The price is CA $68
CA $103 total
includes taxes & fees
Apr 20 - Apr 21
Mountain and Sea View Stay

Marriotts St Kitts Beach Club - 2 Bedroom

Marriotts St Kitts Beach Club - 2 Bedroom
St. Kitts
8.0 out of 10, Very good, (1 review)
The price is CA $661
CA $1,162 total
includes taxes & fees
May 19 - May 20
Marriotts St Kitts Beach Club - 2 Bedroom

Sunset Reef St.Kitts

Sunset Reef St.Kitts
5.0 star property
Basseterre
9.8 out of 10, Exceptional, (12 reviews)
"This was a beautiful hotel with exceptional service. Food was excellent. Natasha was wonderful always happy to help with reservations and activities. Would recommend 100%"
Canada
Lawrence Darren
The price is CA $986
CA $1,222 total
includes taxes & fees
Apr 29 - Apr 30
Sunset Reef St.Kitts

MONKEY PAW -BLUE CARIBBEAN MEETS MT NEVIS RAIN FORST

MONKEY PAW -BLUE CARIBBEAN MEETS MT NEVIS RAIN FORST
CHARLESTOWN
10.0 out of 10, Exceptional, (2 reviews)
"The house, the pool, the property, and the view are beautiful. The grounds are meticulously maintained. We enjoyed our stay there and had everything we needed to be comfortable. We were concerned before arriving about the lack of air conditioning but it truly is not needed. We were never uncomfortable during the day or at night. The central location is convenient with grocery stores and several great restaurants nearby. You can get to any point on the island within 20 minutes. The host and the...
United States
Heidi S.
The price is CA $616
CA $1,485 total
includes taxes & fees
Apr 20 - Apr 21
MONKEY PAW -BLUE CARIBBEAN MEETS MT NEVIS RAIN FORST

Cabin Liamuiga

Cabin Liamuiga
Frigate Bay
The price is CA $685
CA $861 total
includes taxes & fees
Apr 20 - Apr 21
Cabin Liamuiga

Panoramic View+Private+Cozy=Affordable

Panoramic View+Private+Cozy=Affordable
Basseterre
10.0 out of 10, Exceptional, (21 reviews)
"Great host!"
United States
Wilfried W.
The price is CA $116
CA $144 total
includes taxes & fees
May 14 - May 15
Panoramic View+Private+Cozy=Affordable

Turtle beach White House(3)luxury romantic cottage

Turtle beach White House(3)luxury romantic cottage
Basseterre
5.4 out of 10, (3 reviews)
"They told us on route to the airport the house was not available and we could stay elsewhere.We tried to cancel but VRBO dragged their feet and after 2 nights in hotel rooms we took up the offer rather than lose all our money. The alternate place was nice but no view or place to sit in the sun without paying 50 US dollars a day for a club 10 minute walk from house. Disappointed with the experience with VRBO to say the least."
United States
paul p.
The price is CA $257
CA $386 total
includes taxes & fees
Apr 19 - Apr 20
Turtle beach White House(3)luxury romantic cottage

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

Beautiful island getaway, close proximity to popular beaches and historic site C
Camps
9.6 out of 10, Exceptional, (4 reviews)
"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 CA $89
CA $185 total
includes taxes & fees
Apr 20 - Apr 21
Beautiful island getaway, close proximity to popular beaches and historic site C

Cabin Liamuiga

Cabin Liamuiga
Phillip's Village
The price is CA $685
CA $782 total
includes taxes & fees
Apr 21 - Apr 22
Cabin Liamuiga

Coastal Charm: Steps to Beach, Eats & Taxi!

Coastal Charm: Steps to Beach, Eats & Taxi!
Frigate Bay 78Q7+6Q2 Kittian Village
10.0 out of 10, Exceptional, (8 reviews)
"Absolutely adore this place! The loft is perfect and has a beautiful pool and view of the ocean on the Atlantic side. The location is great! Just down the road from the Frigate Bay strip Will definitely be staying here again! "
United States
Shannon M.
The price is CA $329
CA $475 total
includes taxes & fees
Apr 25 - Apr 26
Coastal Charm: Steps to Beach, Eats & Taxi!

Amber Lily Studio - ideally located in a tranquil area of Basseterre.

Amber Lily Studio - ideally located in a tranquil area of Basseterre.
Basseterre
10.0 out of 10, Exceptional, (1 review)
":)"
United States
Mark F.
The price is CA $102
CA $150 total
includes taxes & fees
Apr 20 - Apr 21
Amber Lily Studio - ideally located in a tranquil area of Basseterre.

LUX Suites - 2-bedroom apartment in Halfmoon Bay

LUX Suites - 2-bedroom apartment in Halfmoon Bay
Halfmoon Bay
10.0 out of 10, Exceptional, (1 review)
"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 CA $288
CA $602 total
includes taxes & fees
Apr 21 - Apr 22
LUX Suites - 2-bedroom apartment in Halfmoon Bay
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

Stunning Caribbean House With Breath-taking Views: Visitors like this Old Road Town vacation home rental. It is located on the beach 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. Kick off your shoes and enjoy yourself 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.