Windward Side Unique Vacation Rentals
Villa
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
Private Pool
Oceanfront
Pool
Ocean View
R12,491/Night
7 Nights - R87,437
Apartment
9.4(14 Reviews)
1 Bedroom
1 Bath
2 Guests
753.47 ft²
- Oceanfront
- Pool
- Ocean View
Balcony/Terrace
R4,131/Night
7 Nights - R28,924
R1,791/Night
7 Nights - R12,540
House
10.0(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Balcony/Terrace
Kitchen
Air Conditioner
Internet
R5,495/Night
7 Nights - R38,462
Resort
9.3(76 Reviews)
7 Baths
19 Guests
612 ft²
- Oceanfront
Spa
Fireplace/Heating- Pool
R5,502/Night
7 Nights - R38,511
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
1400 ft²
- Ocean View
- Balcony/Terrace
View- Kitchen
R2,149/Night
7 Nights - R15,054
House
9.0(8 Reviews)
3 Bedrooms
3 Baths
3 Guests
753.47 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R4,056/Night
7 Nights - R28,389
New
House
3 Bedrooms
3 Baths
8 Guests
Pet Friendly- Air Conditioner
- Internet
Child Friendly
R6,141/Night
7 Nights - R42,988
Apartment
8.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Balcony/Terrace
Parking- Air Conditioner
- Internet
R1,314/Night
7 Nights - R9,198
R4,285/Night
7 Nights - R29,994
House
7.6(59 Reviews)
7 Bedrooms
7 Baths
15 Guests
350.6 ft²
- Balcony/Terrace
- View
Breakfast- Parking
R2,466/Night
7 Nights - R17,260
Apartment
2 Bedrooms
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R3,374/Night
7 Nights - R23,619
Why Choose Rent By Owner for your Windward Side Unique Vacation Rentals?
What makes our Unique Vacation Rentals 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 Unique Vacation Rentals
What's our booking process?
Our platform allows you to browse a curated selection of unique vacation rentals. 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 Unique Vacation Rentals Amenities
What amenities can you expect?
Our Unique Vacation Rentals 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 Unique Vacation Rentals
1. What are the top Unique Vacation Rentals 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 Unique Vacation Rentals in Windward Side:
2. How many Unique Vacation Rentals are available in Windward Side?
Currently, the total number of properties listed by RBO in 2026 is over 58 in the Windward Side area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Unique Vacation Rentals in Windward Side.
More Rentals You May Like Near Windward Side
Cabin
7.5(69 Reviews)
8 Bedrooms
2 Baths
4 Guests
376.74 ft²
- Pool
- Balcony/Terrace
- View
- Pet Friendly
R1,703/Night
7 Nights - R11,923
Apartment
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
R3,231/Night
7 Nights - R22,613
Apartment
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R2,602/Night
7 Nights - R18,217
Apartment
1 Bedroom
1 Bath
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R2,602/Night
7 Nights - R18,217
New
Apartment
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
R2,383/Night
7 Nights - R16,676
Apartment
1 Bedroom
1 Bath
2 Guests
- Ocean View
- View
- Kitchen
- Child Friendly
R1,396/Night
7 Nights - R9,782
Villa
10.0(7 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
R16,397/Night
7 Nights - R114,787
Villa
5.0(2 Reviews)
2 Bedrooms
3 Baths
4 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
R6,943/Night
7 Nights - R48,601
House
5.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Private Pool
- Pool
- Kitchen
- Air Conditioner
R4,007/Night
7 Nights - R28,048
Cottage
5.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
938 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R3,066/Night
7 Nights - R21,462
Villa
5.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Pet Friendly
- Child Friendly
R7,189/Night
7 Nights - R50,321
Villa
4.9(59 Reviews)
3 Bedrooms
3 Baths
4 Guests
1500 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R6,505/Night
7 Nights - R45,535
