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Our top choices for Windward Side vacation rentals
1. Palm Spring Inn
Palm Spring Inn
2. Charming 1-bedroom apartment with AC, WiFi in amazing Oranjestad
Charming 1-bedroom apartment with AC, WiFi in amazing Oranjestad
3. Spacious 2-bedroom apartment in Sint Eustatius with beautiful sunset views
Spacious 2-bedroom apartment in Sint Eustatius with beautiful sunset viewsFind vacation rentals that suit your style
Top Windward Side Hotel Reviews
El Momo Cottages
El Momo Cottages10/10 Excellent
Quill Gardens Boutique Hotel
Quill Gardens Boutique Hotel10/10 Excellent
The Old Gin House
The Old Gin House10/10 Excellent
Palm Spring Inn
Palm Spring Inn10/10 Excellent
Find out more about Windward Side
Everything you need to know about Windward Side vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windward Side vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Windward Side vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Windward Side vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Windward Side. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windward Side in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Windward Side rentals
At Expedia, we put the best Windward Side vacation 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 Windward Side 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 Windward Side vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windward Side. 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 vacation rentals in Windward Side?
Yes, we give you a choice of vacation rentals near top local attractions in Windward Side, or you can go with a more secluded option if you're looking for a relaxing stay. Windward Side is known for its seaside and mountain views.
What are some of the best vacation rentals that Windward Side has to offer?
Home a way from home in the Unspoiled queen of the Caribbean.: This Windward Side vacation home rental is located in the city center and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden. Another good choice for your trip to Windward Side is Beautiful Traditional Saba Cottage With all the Modern Amenities.
How many vacation rentals are there in Windward Side?
With 3 Expedia vacation rentals, you're sure to find just the right place for your Windward Side stay.
What’s there to see and do in Windward Side?
Cultural attractions include Dutch Museum of Saba and Harry L Johnson Museum, whereas Mt Scenery is one spot to enjoy nature. Other places in town to visit include Saba Heritage Center and Jo Bean Glass Art Studio.
What’s a vacation rental in Windward Side like?
A vacation rental is a private property where you can stay for several days or longer in Windward Side. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.