Windward Side Resorts
Resort
4 Baths
Fireplace/Heating
Pool
Balcony/Terrace
Breakfast
AU $5,081/Night
7 Nights - AU $35,569
Resort
9.3(76 Reviews)
7 Baths
19 Guests
612 ft²
Oceanfront
Spa- Fireplace/Heating
- Pool
AU $487/Night
7 Nights - AU $3,407
Resort
9.8(7 Reviews)
1 Bath
- Balcony/Terrace
Kitchen
Air Conditioner
Child Friendly
AU $477/Night
7 Nights - AU $3,341
Resort
5.8(11 Reviews)
1 Bath
Hot Tub- Pool
- Balcony/Terrace
- Air Conditioner
AU $367/Night
7 Nights - AU $2,566
Apartment
1 Bedroom
1 Bath
2 Guests
Ocean View
View- Kitchen
- Child Friendly
AU $124/Night
7 Nights - AU $865
Apartment
9.4(14 Reviews)
1 Bedroom
1 Bath
2 Guests
753.47 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
AU $366/Night
7 Nights - AU $2,559
House
8.6(9 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Air Conditioner
Laundry
AU $203/Night
7 Nights - AU $1,421
Villa
10.0(7 Reviews)
3 Bedrooms
1 Bath
6 Guests
Private Pool- Pool
- Ocean View
- Balcony/Terrace
AU $1,451/Night
7 Nights - AU $10,156
House
9.0(8 Reviews)
3 Bedrooms
3 Baths
3 Guests
753.47 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
AU $359/Night
7 Nights - AU $2,512
Villa
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
AU $1,105/Night
7 Nights - AU $7,736
Apartment
9.0(1 Review)
3 Bedrooms
3 Baths
8 Guests
1732.99 ft²
- Balcony/Terrace
- View
Pet Friendly
Parking
AU $323/Night
7 Nights - AU $2,261
House
10.0(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
Internet
AU $486/Night
7 Nights - AU $3,403
People Visiting Windward Side Also Like
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
Harry L Johnson Museum
Jo Bean Glass Art Studio
Dutch Museum of Saba
Mt Scenery
Frequently Asked Questions About Windward Side Resorts
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:
- Quill Gardens Boutique Hotel
- Barrel House Suite St Eustatius
- The Beach House and 2 appartments for full or separate rental, all with a private beach
- Cozy Stays
- Cattleya Flor Hotel
- El Momo Cottages
- Whale Tails Island Suites & Villas
- A Quiet Getaway
- The Old Gin House
- Talk of the Town Inn & Suites - St Eustatius
2. How many Resorts are available in Windward Side?
Currently, the total number of properties listed by RBO in 2026 is over 4 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
Apartment
8.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Balcony/Terrace
- Parking
- Air Conditioner
- Internet
AU $116/Night
7 Nights - AU $814
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
1400 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
AU $190/Night
7 Nights - AU $1,332
Apartment
7.8(12 Reviews)
2 Bedrooms
2 Baths
6 Guests
656.6 ft²
- Balcony/Terrace
- View
- Breakfast
- Pet Friendly
AU $191/Night
7 Nights - AU $1,333
Apartment
7.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
AU $270/Night
7 Nights - AU $1,893
House
7.6(59 Reviews)
7 Bedrooms
7 Baths
15 Guests
350.6 ft²
- Balcony/Terrace
- View
- Breakfast
- Parking
AU $218/Night
7 Nights - AU $1,527
Villa
5.0(2 Reviews)
2 Bedrooms
3 Baths
4 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
AU $614/Night
7 Nights - AU $4,300
House
5.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Private Pool
- Pool
- Kitchen
- Air Conditioner
AU $355/Night
7 Nights - AU $2,482
Cottage
5.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
938 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
AU $271/Night
7 Nights - AU $1,899
Villa
5.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Pet Friendly
- Child Friendly
AU $636/Night
7 Nights - AU $4,452
Villa
4.9(59 Reviews)
3 Bedrooms
3 Baths
4 Guests
1500 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
AU $576/Night
7 Nights - AU $4,029
Villa
4.9(9 Reviews)
5 Bedrooms
5 Baths
12 Guests
2900 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
AU $545/Night
7 Nights - AU $3,818
Cottage
4.8(27 Reviews)
2 Bedrooms
2 Baths
4 Guests
900 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
AU $301/Night
7 Nights - AU $2,110
