Oranjestad Holiday Rentals

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Holiday Rentals in Oranjestad

Whale Tails Hotel
4.0 star property
The price is NZ$310
includes taxes & fees
9 Jun - 10 Jun
Whale Tails Hotel
Palm Spring Inn
3.0 star property
8.6 out of 10, Excellent, (14)
"Arrived late, well advanced noticed sent to owner. Was met by a man at hotel who showed us suite and gave us keys and wifii password. This man told us the owner will comeby the following day. No show. Apartment was nasty as if the last guest left and we arrived. Used bag of ice in freezer, dish on dish rack, used toiletries. No microwave and no feee bottled water. Shower stank after use because water stayed stagnant for good hour to two or so after use. I emailed owner about microwave,...
Palm Spring Inn
Studio apartment in quiet neighborhood.
Studio apartment in quiet neighborhood.
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Beautiful Gingerbread Cottage - Spectacular View & Pool
9.8 out of 10, Exceptional, (32)
"This place was beautiful, so peaceful and the views and pool were perfect. A well appointed kitchen and plenty of outdoor spaces to enjoy. Michael was an extremely helpful host coordinating transport easily and even making the occasional dinner reservation for us. Wonderful island, visit if you feel like completely relaxing!"
Beautiful Gingerbread Cottage - Spectacular View & Pool
Spyglass is a Private Villa With 360 View Near Windwardside.
9.8 out of 10, Exceptional, (63)
"This is amazing place. I was so happy for having a chance to book the spyglass. If you plan to go visit Saba, this is the place to stay!!!"
Spyglass is a Private Villa With 360 View Near Windwardside.
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
10.0 out of 10, Exceptional, (7)
"Three of us came to Saba for the first time, for a diving vacation. We had a great time and Althea's Cottage worked out perfectly for us. The 2 bedrooms with bath were at opposite ends of the house, we had a kitchen with dining, a large living room sitting area and back yard patio area. We were able to use an outdoor clothesline daily for drying our diving attire. The cottage is located with convenient walking access several restaurants, 2 grocery stores, a delicious bakery. and the Swinging...
Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
Beautiful Traditional Saba Cottage With all the Modern Amenities
Beautiful Traditional Saba Cottage With all the Modern Amenities
Home a way from home in the Unspoiled queen of the Caribbean.
10.0 out of 10, Exceptional, (2)
"Even though we had to pay for an unused night on account of a canceled ferry, this was a beautiful place in a gorgeous location close to everything in Windwardside. My kids and I enjoyed the private pool with a view."
Home a way from home in the Unspoiled queen of the Caribbean.
2023 Villa Fairview on Saba. Ultimate privacy.
10.0 out of 10, Exceptional, (3)
"Villa Fairview was gorgeous! The views and the ambiance are unbeatable, and visitors get the full island experience: amazing sunsets, hills, cloud cover, rain, and ocean breezes. Leaving the doors open is magical, but it does come with a side of insects that serve to contribute to the experience. The pool will cool you off on a hot day, and the place has everything you could need, including a great kitchen and laundry room. I’d definitely stay here again!"
2023 Villa Fairview on Saba. Ultimate privacy.
Your very own cottage
Your very own cottage
Poets and Painters Cottage
The price is NZ$660
includes taxes & fees
15 Jun - 16 Jun
Poets and Painters Cottage
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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 Oranjestad you may be interested in

Golden Rock Dive And Nature Resort
4.5 star property
9.8 out of 10, Exceptional, (9)
"Golden Rock Resort is truly golden!! An absolute gem on a little known island! The property itself is gorgeous with amazing landscaping everywhere. All accommodations are lovely but we particularly enjoyed our villa for space, convenience, beauty & view. The best part, however, is the people. All of the staff were kind & truly made us feel like family. Sally & Sophie sold us on this property at a travel show and we will be forever grateful - they went above & beyond for us (and all of their...
The price is NZ$653
includes taxes & fees
9 Jun - 10 Jun
Golden Rock Dive And Nature Resort
Talk of the Town
3.0 star property
9.0 out of 10, Wonderful, (4)
"Quiet and relaxing "
The price is NZ$220
includes taxes & fees
2 Jul - 3 Jul
Talk of the Town
Quill Gardens Boutique Hotel
4.0 star property
9.2 out of 10, Wonderful, (13)
"Second stay at this gem of a property. If you are looking for a quiet relaxing place to stay while you hike Statia, this is your spot."
The price is NZ$349
includes taxes & fees
11 Jun - 12 Jun
Quill Gardens Boutique Hotel
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 Oranjestad 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 Oranjestad. 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 Oranjestad. Seeing all the best attractions is bound to make you fall in love with Oranjestad. 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 Oranjestad short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Oranjestad?

Yes, there are holiday rentals close to the most popular sights in Oranjestad, or you can select a more secluded option if you're looking for a relaxing stay. Oranjestad is known for its waterfront and local tours.

What are some of the best holiday rentals that Oranjestad has to offer?

Beautiful Traditional Saba Cottage With all the Modern Amenities: This holiday home rental outside of Oranjestad is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly.

What’s there to see and do in Oranjestad?

Lower Town Beach and The Quill are a couple of scenic spots to enjoy the outdoors, whereas St. Eustatius Historical Foundation Museum is one of the cultural attractions. While here, Government Guesthouse and Dutch Reformed Church are other places worth a visit.

What’s a holiday rental in Oranjestad like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oranjestad. Holiday rentals feature extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family trips or small group gatherings.

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