Top rated rentals — Windward Side
Destination guide

The lush setting of Windward Side is ready to explore

The jungle, ocean views and mountains are a perfect backdrop to your vacation home in Windward Side. This scenic city allures visitors with its hiking and diving. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Natural features

Exploring the natural features in Windward Side

Whether you're an active traveler or just want to take in the scenery, Windward Side is a great place to get outside. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Cove Bay Beach (1.2 mi / 2 km)
  • Well's Bay Beach (1.6 mi / 2.6 km)
  • Mt Scenery (0.7 mi / 1.1 km)
How to get there

How to get to and around Windward Side

The nearest airport is in Saba (SAB-Juancho E. Yrausquin), located 1.3 mi (2.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Princess Juliana Intl. Airport (SXM), which is 29.7 mi (47.7 km) away.

What are the top vacation rentals in or near Windward Side?

Whether you're in search of a cozy retreat for you and your sweetie or a sprawling house to fit family and friends, you'll find some top vacation rentals in and around Windward Side. Here are a couple to get you started:

  • Around 1 mile from the center of Windward Side, you'll find it hard to resist "Haiku House, An Amazing Wooden Villa Situated In A Tropical Forest". It has 3 bedrooms and a range of amenities including a nearby hospital and a phone.
  • "Statia's Best Views, Comfort, Privacy" also promises a memorable escape, offering 3 bedrooms, towels, free toiletries and more. It's around 19 miles from Windward Side.

For even more great options, use the search bar at the top of the page to find the perfect Windward Side vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Windward Side?

If you've been busier than an ant in a picnic basket, you deserve to get away for a few blissful days. Skip out of work early on Friday and make your way to one of these weekend getaways in or near Windward Side:

  • "Villa Fairview On Saba" is around 1 mile west of Windward Side and an ideal place to recharge your batteries. You'll enjoy the amenities here, including games and a private pool.
  • Alternatively, create new memories with your loved ones at "Beautiful Gingerbread Cottage - Spectacular View And Pool", which is around 1 mile to the south of Windward Side. Take advantage of an ocean view, an iron and ironing board and more here.

Can I find studio apartments for rent in and around Windward Side?

Studio apartments are a simple yet stylish option, perfectly suited for traveling sweethearts or solo adventurers. Spend your days familiarizing yourself with your new surroundings and your nights resting up in your cozy hideaway. These properties in or near Windward Side are sure to please:

  • One of our favorite properties is "Seclusion And Privacy With Soothing Ocean Breeze On A Hidden Historical Gem". Lock in a few nights or more at this popular abode and you'll have access to a nearby casino and nearby birdwatching activities.
  • Or, use "Combination Of Comfort, Fun And Relaxation" as a base to discover the top attractions around you. This cozy stay offers WiFi, off-street parking options and more.

Can I find short term rentals in or near Windward Side?

Every now and then, you just need to take some time out, even if it's only for two or three days. Experience a nice mix of relaxing and exploring at one of these short-term rentals in or around Windward Side:

  • Located close to the center of Windward Side, "Spyglass Is A Private Villa With 360 View Near Windwardside" is perfect for a short and sweet break. While you're about, check out top attractions like No Name Beach and Bonaire Donkey Sanctuary.
  • Jump out of bed, cook up some breakfast and then start planning what to explore around "Saba's Finest Luxury Rental". Flamingo Sanctuary and Bonaire Museum should be on your itinerary if you stay at this top-rated vacation rental.

What are the best romantic weekend getaways in or near Windward Side?

Forget roses and chocolates. Sometimes all you need is a weekend away, just you and your sweetie. At Vrbo, we've got romantic getaways in and around Windward Side that would make even Cupid envious. Here are some we think you'll be enamored with:

  • Put on some soft music and slow dance the nights away at "Haiku House, An Amazing Wooden Villa Situated In A Tropical Forest". Around 1 mile from Windward Side, this property has everything you need for a romantic getaway, including housekeeping services and air conditioning.
  • Otherwise, spend a few blissful days drinking wine and canoodling at "Statia's Best Views, Comfort, Privacy", around 19 miles from Windward Side. Air conditioning and a restaurant dining guide will help set the mood for romance.

What are the best large family vacation rentals in or near Windward Side?

Every catch-up with the family should be memorable. Whether you're planning an action-packed escape with the kids or a party with relatives, our large family vacation rentals in or near Windward Side offer a home away from home with plenty of space for everyone:

  • Located around 19 miles to the southeast of Windward Side, "Statia's Best Views, Comfort, Privacy" has 3 bedrooms and can sleep up to 7 guests. It comes with lots of amenities, including coffee and tea making facilities and free toiletries.
  • Another popular choice is "Saba's Finest Luxury Rental". This vacation rental is 1 mile northwest of Windward Side and features daily housekeeping services, cable/satellite TV services and more. With 5 bedrooms accommodating up to 12 people, you won't have to leave anyone off your invitation list.

When you're ready to step outside your front door, there are lots of family-friendly attractions nearby to keep everyone happy and entertained. Bonaire Flamingo Sanctuary, Bonaire Donkey Sanctuary and Flamingo Sanctuary should be on your itinerary.

Can I find two-bedroom vacation rentals in or near Windward Side?

At Vrbo, we've got rental places in or near Windward Side to suit the most choosey of guests. Here are a couple of two-bedroom options to consider:

  • Providing amenities like a swimming pool and an ocean view, "Beautiful Gingerbread Cottage - Spectacular View And Pool" has everything you need for an awesome stay. Unpack your luggage and then head out and explore the neighborhood.
  • "A Hidden Gem On The Unspoilt Queen" is another terrific two-bedroom option in the Windward Side area. It provides convenient amenities like a garden and a fireplace.

What are the best three-bedroom vacation rentals in or near Windward Side?

You could easily fit a small crowd into the three-bedroom rentals available on Vrbo. If you're traveling with friends or family, have a look at these options in or near Windward Side:

  • Offering space, privacy and comfort, you'll get your entire gang's tick of approval at "Haiku House, An Amazing Wooden Villa Situated In A Tropical Forest". This retreat comes with many useful amenities, including a swimming pool and a garden.
  • Alternatively, check out the spacious vacation rental that is "Villa Fairview On Saba". Settle in with your favorite people and make the most of its many conveniences, including a swimming pool and a garden.