Windward Side Resorts
Villa
- Air Conditioner
- Pool
- Private Pool
Bed & Breakfast
- Balcony/Terrace
- Child Friendly
- Laundry
Villa
- Air Conditioner
- Pool
- Wheelchair Accessible
House
- Air Conditioner
- Pool
- TV
Cottage
- Air Conditioner
- TV
- Balcony/Terrace
Why Choose Rent By Owner for your Windward Side Resorts?
What makes our Resorts special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Windward Side
How to Book Your Windward Side Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Windward Side
Common Resorts Amenities
What amenities can you expect?
Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Windward Side
Windward Side Resorts Frequently Asked Questions
1. What are the top Resorts in Windward Side?
There are a lot of options in Windward Side. If you plan on staying in the Windward Side area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Windward Side:
- El Momo Cottages
- Saba Arawak Hotel
- El Momo Cottages
- Saba Arawak Hotel
- Haiku House, an amazing wooden villa situated in a tropical forest
- Caribbean Elegance & Comfort
- Modern Luxury Villa in Flatlands. Pool. Walk to Beach. Sleeps 6. Ocean Views.
- Home a way from home in the Unspoiled queen of the Caribbean.
- Historic Saban cottage in Windwardside, all amenities only a 2 minute walk away!
- 2023 Villa Fairview on Saba. Ultimate privacy.
2. How many Resorts are available in Windward Side?
Currently, the total number of properties listed by RBO in 2026 is over 1 in the Windward Side area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Windward Side.
More Rentals You May Like Near Windward Side
Villa
- Air Conditioner
- Balcony/Terrace
- Bedding/Linens
Cottage
- Pool
- TV
- Private Pool
House
- Air Conditioner
- TV
- Bedding/Linens
Cottage
- Air Conditioner
- Pet Friendly
- Balcony/Terrace
