Oranjestad Holiday Rentals from €160: Search Short-Term Rentals

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Holiday Rentals in Oranjestad

Outdoor pool, pool umbrellas, pool loungers

includes taxes & fees

19 Jan - 20 Jan

includes taxes & fees

19 Jan - 20 Jan

"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,...

"You can't get a better spot/place in Saba. This quaint cottage has views to die for, as well as everything you need in a vacation rental. Plus it has a pool. No need for AC either since the breezes, along with the fans keep the place quite comfortable. I know some guests stated they walked to Windwardside....quite a hike. We rented a car which worked perfect. Communication with Michael the property manager, and Larry the owner was perfect. "

"This property is absolutely stunning! Views are amazing and just a really great place to stay. "

"The people of Saba are very friendly. This location has many fantastic restaurant choices within a short walk. Our host Jeffery was wonderful. Very helpful. Because he lives next door he's always available. The cottage was roomy for the 2 of us. WiFi worked great and there's plenty of electrical outlets (American Style 110 volt). I can say enough nice things about this rental."

"Our stay was fantastic! Cece was awesome and helpful in every way! She arranged a rental car for us at the house so we could get around the island independently. Views were magnificent and hacienda was perfect! Very clean with every amenity you could possibly want! Kitchen is fully stocked with anything you could possibly need to cook a meal. Don’t hesitate to book this magnificent home! You won’t be sorry!"

"We really enjoyed our stay in this beautiful cottage. It's location is great on the Windward Side of Saba. Close to My Scenery, several shops, basically everything you need. The home was spotless and had all the amenities you could ask for. Communication was great and check in was seamless. Margarita was great. I highly recommend it. Looking forward to returning to Saba soon."

"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."

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"Conveniently located by the ferry port and a nice stroll into town once you overcome the steep climb right as you leave the hotel. No complaints whatsoever. "

includes taxes & fees

1 Feb - 2 Feb

2 outdoor pools, pool umbrellas, pool loungers

"This resort is very beautiful and quiet. I suggest to further the staff training particularly in directly dealing with customers. We had to call and asked to pick us up at the ferry even though I scheduled it before I even arrived. The front desk told me the housekeeping comes every other day. I told her it’s unacceptable considering being a luxury resort. They accommodated my request. The service isn’t bad but it just needs more training. The Breakfast portion size is NOT enough. No yoga...

includes taxes & fees

25 Jan - 26 Jan

Premium Bungalow, Non Smoking | Living area

"Quiet and relaxing "

includes taxes & fees

19 Jan - 20 Jan

Find out more about Oranjestad

Everything you need to know about Oranjestad holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oranjestad holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Oranjestad holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oranjestad holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oranjestad. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oranjestad holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oranjestad holiday rentals we have selected for you start as low as €160 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oranjestad rentals

At Expedia, we put the best Oranjestad holiday 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 Oranjestad 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 Oranjestad holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oranjestad. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Oranjestad properties

Spyglass is a Private Villa With 360 View Near Windwardside.

5/5 Excellent

Stunning with amazing views

"This property is absolutely stunning! Views are amazing and just a really great place to stay. "

A verified traveller stayed at Spyglass is a Private Villa With 360 View Near Windwardside.

Posted 11 days ago

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

5/5 Excellent

Great Little Community

"The people of Saba are very friendly. This location has many fantastic restaurant choices within a short walk. Our host Jeffery was wonderful. Very helpful. Because he lives next door he's always available. The cottage was roomy for the 2 of us. WiFi worked great and there's plenty of electrical outlets (American Style 110 volt). I can say enough nice things about this rental."

A verified traveller from McConnellsville, NY USA stayed at Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

Posted 2 months ago

5/5 Excellent

Fun and Eco Friendly

"I had a wonderful visit at El Momo. I was in Saba for hiking and the cottages were nestled into the woods, giving the perfect setting for enjoying the natural surroundings. The view from the cottages was amazing, the pool was a perfect spot to relax after a day out. The staff was helpful and friendly. "

A verified traveller stayed at El Momo Cottages

Posted 4 months ago

Flamboyant Cottage - Spectacular View & Pool

5/5 Excellent

Unspoiled Queen of the Caribbean

"You can't get a better spot/place in Saba. This quaint cottage has views to die for, as well as everything you need in a vacation rental. Plus it has a pool. No need for AC either since the breezes, along with the fans keep the place quite comfortable. I know some guests stated they walked to Windwardside....quite a hike. We rented a car which worked perfect. Communication with Michael the property manager, and Larry the owner was perfect. "

A verified traveller stayed at Flamboyant Cottage - Spectacular View & Pool

Posted 5 months ago

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 located in the mountains, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. 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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Holiday Rentals in Oranjestad

Plan, book, stay with confidence

Check prices for these dates

Holiday Rentals in Oranjestad

Whale Tails Hotel

Forever Young Apartment B

Palm Spring Inn

Forever Young Apartment A

Studio apartment in quiet neighborhood.

Flamboyant Cottage - Spectacular View & Pool

Spyglass is a Private Villa With 360 View Near Windwardside.

Peter Hytte is close to everything at great price!

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

Modern Luxury Private Villa w Pool and Ocean Views. Walk to Beach. Sleeps 6.

Beautiful Traditional Saba Cottage With all the Modern Amenities

Home a way from home in the Unspoiled queen of the Caribbean.

Your very own cottage

Other types of properties in Oranjestad you may be interested in

The Old Gin House

Golden Rock Dive And Nature Resort

Talk of the Town Inn & Suites

Find out more about Oranjestad

Recent reviews of Oranjestad properties

Spyglass is a Private Villa With 360 View Near Windwardside.

Saba Arawak Hotel

Golden Rock Dive And Nature Resort

The Old Gin House

Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!

El Momo Cottages

Quill Gardens Boutique Hotel

Flamboyant Cottage - Spectacular View & Pool

Talk of the Town Inn & Suites

Frequently asked questions