Windward Side holiday lettings
Find the best place to stay - Windward Side
Beautiful Gingerbread Cottage - Spectacular View & Pool
Find spaces that suit your style
Top rated rentals - Windward Side
Photo gallery for Spyglass is a Private Villa With 360 View Near Windwardside.
The best holiday of our lives!
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
The lush setting of Windward Side is ready to explore
The jungle, ocean views and mountains are the perfect backdrop to your holiday home in Windward Side. This scenic city attracts visitors thanks to its hiking and diving. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.
Exploring the natural features in Windward Side
Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Windward Side. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:
- 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 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 centre. If you can't find a flight that's convenient for your trip, you could book a flight to Oranjestad (EUX-F.D. Roosevelt), which is 19 mi (30.5 km) away.