Book Holiday Homes in Saint James Windward Parish

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Saint James Windward Parish

Our Home Away from Home

Our Home Away from Home

Frigate Bay
With a stay at this vacation home in Basseterre, you'll be within a 15-minute walk of Frigate Bay and Royal St. Kitts Golf Club.
Our Home Away from Home
Prime Location Apartment with Incredible Ocean Views

Prime Location Apartment with Incredible Ocean Views

FrigateBay
A stay at this vacation home places you in the heart of Basseterre, within a 5-minute drive of Greatheeds and Timothy Hill.
Prime Location Apartment with Incredible Ocean Views
villa Benito 3 minutes from, bars restaurant beach and four Seasons Golf Course

villa Benito 3 minutes from, bars restaurant beach and four Seasons Golf Course

nevis
When you stay at this vacation home in Charlestown, you'll be in the mountains, within a 10-minute walk of Nelson Museum and Memorial Square.
villa Benito 3 minutes from, bars restaurant beach and four Seasons Golf Course
Save an average of 15% on thousands of hotels when you're signed in
Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!

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

Basseterre
When you stay at this vacation home in Basseterre, you'll be by the ocean, within a 5-minute drive of Cockleshell Bay and Banana Bay Beach.
Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!
ST KITTS 'Turtle Nest' At Turtle Beach,  A Comfortable Two Bedroom Apartment

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

Turtle Beach
Located in Basseterre, this vacation home is by the sea, within a 5-minute drive of Cockleshell Bay and Banana Bay Beach.
ST KITTS 'Turtle Nest' At Turtle Beach, A Comfortable Two Bedroom Apartment
Stunning Caribbean House With Breath-taking Views

Stunning Caribbean House With Breath-taking Views

Turtle Beach
When you stay at this vacation home in Basseterre, you'll be by the sea, within a 5-minute drive of Cockleshell Bay and Banana Bay Beach.
Stunning Caribbean House With Breath-taking Views
Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts

Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts

Sandy Bank Bay
Located in Basseterre, this vacation home is a 2-minute drive from Sandy Bank Beach and 7 minutes from Major's Bay Beach.
Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts
Mango Delight - 3 bedroom Caribbean Vacation Home

Mango Delight - 3 bedroom Caribbean Vacation Home

New Castle Village, St. James Parish
When you stay at this vacation home in Newcastle, you'll be near the airport, within a 5-minute drive of Cottle Church and Cat Ghaut Chip 'n Putt.
Mango Delight - 3 bedroom Caribbean Vacation Home
Caribbean Ocean View Home

Caribbean Ocean View Home

Frigate Bay, Basseterre
When you stay at this vacation home in Basseterre, you'll be near the beach, within a 15-minute walk of Frigate Bay and Frigate Bay Beach.
Caribbean Ocean View Home
Don't see what you're looking for?
See all available properties in Saint James Windward Parish
View all properties
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.

Saint James Windward Parish Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Saint James Windward Parish vacation homes are the perfect way for you to wing it.

Holiday houses in Saint James Windward Parish let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Saint James Windward Parish in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Saint James Windward Parish adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Saint James Windward Parish with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Saint James Windward Parish vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Saint James Windward Parish Holiday Homes essential information

Accommodation
36 Holiday Homes
Lowest Price
AU$185
Highest Price
AU$688
Popular accommodation
Our Home Away from Home , Prime Location Apartment with Incredible Ocean Views, villa Benito 3 minutes from, bars restaurant beach and four Seasons Golf Course, Luxury Villa, Panoramic, Ocean, Mountain Views, Turtle Beach, Grill, Pool!, ST KITTS 'Turtle Nest' At Turtle Beach, A Comfortable Two Bedroom Apartment, Stunning Caribbean House With Breath-taking Views, Villa Bougainvillea - Sandy Bank Bay Vacation Home St. Kitts, Mango Delight - 3 bedroom Caribbean Vacation Home, Caribbean Ocean View Home

Top trending hotels in Saint James Windward Parish

Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Shaws Road, Newcastle, Nevis
The price is AU$429 per night from 27 Nov to 28 Nov
AU$429
includes taxes & fees
27 Nov - 28 Nov
Located in Newcastle, Mount Nevis Hotel is a 4-minute drive from Cottle Church and 5 minutes from St Thomas Anglican Church.
Mount Nevis Hotel
Calypso Hotel Nevis

Calypso Hotel Nevis

3 out of 5
Potwork, Camps
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 25 Nov to 26 Nov
AU$185
includes taxes & fees
25 Nov - 26 Nov
Located in Camps, Calypso Hotel Nevis is a 5-minute drive from Windward Sands Beach and 9 minutes from St Thomas Anglican Church.
Calypso Hotel Nevis
Oualie Beach Resort

Oualie Beach Resort

3 out of 5
Oualie Beach, Oualie Bay, Newcastle, Nevis
Fully refundableReserve now, pay when you stay
The price is AU$688 per night from 30 Nov to 1 Dec
AU$688
includes taxes & fees
30 Nov - 1 Dec
With a stay at Oualie Beach Resort in Newcastle, you'll be on the beach, just steps from Oualie Beach and a 4-minute drive from Cottle Church.
Oualie Beach Resort
Save an average of 15% on thousands of hotels when you're signed in
Spectacular Beachfront Villa with Pool: Nevis Palm

Spectacular Beachfront Villa with Pool: Nevis Palm

Nevis
When you stay at this villa in Newcastle, you'll be on the beach and 6 minutes by car from Cat Ghaut Chip 'n Putt.
Spectacular Beachfront Villa with Pool: Nevis Palm
Don't see what you're looking for?
See all available properties in Saint James Windward Parish
View all properties
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.

More ways to explore Saint James Windward Parish

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.