Villa
10.0(55 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399 ft²
Private Pool
Parking
Pool
Balcony/Terrace
R12,438/Night
7 Nights - R87,069
Windward Accommodations
10.0
Villa
10.0(1 Review)
8 Bedrooms
4 Baths
16 Guests
1937.51 ft²
Hot Tub- Parking
- Balcony/Terrace
Kitchen
R18,564/Night
7 Nights - R129,951
Villa
10.0(1 Review)
1 Bedroom
1 Bath
Air Conditioner
Internet
Pet Friendly
Child Friendly
R24,226/Night
7 Nights - R169,579
Villa
10.0(28 Reviews)
2 Bedrooms
2 Baths
4 Guests
3500 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
R13,472/Night
7 Nights - R94,304
Villa
9.8(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
75.35 ft²
- Parking
- Balcony/Terrace
View- Air Conditioner
R16,352/Night
7 Nights - R114,456
Villa
10.0(27 Reviews)
4 Bedrooms
4 Baths
9 Guests
3000 ft²
- Private Pool
- Hot Tub
Breakfast- Parking
R30,005/Night
7 Nights - R210,032
Apartment
10.0(25 Reviews)
1 Bedroom
1 Bath
2 Guests
807 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
R4,410/Night
7 Nights - R30,873
Apartment
9.8(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
753.47 ft²
- Parking
- Pool
- Balcony/Terrace
- View
R7,875/Night
7 Nights - R55,122
Villa
10.0(21 Reviews)
3 Bedrooms
3 Baths
6 Guests
1507 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R18,153/Night
7 Nights - R127,077
House
9.6(11 Reviews)
1 Bedroom
1 Bath
4 Guests
645.83 ft²
- Parking
- Pool
- Balcony/Terrace
- View
R4,194/Night
7 Nights - R29,353
Villa
10.0(16 Reviews)
7 Bedrooms
7 Baths
14 Guests
2153 ft²
- Private Pool
- Breakfast
- Parking
- Pool
R61,379/Night
7 Nights - R429,645
Why Choose Rent By Owner for your Windward Accommodations?
What makes our Accommodations 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.
How to Book Your Windward Accommodations
What's our booking process?
Our platform allows you to browse a curated selection of accommodations. 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.
Common Accommodations Amenities
What amenities can you expect?
Our Accommodations 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
Quartier Lorient
Morne Criquet
Pointe Milou
Grand Cul-de-Sac
Anse de Toiny
Barriere des Quatres Vents
Gouverneur
Petit Cul-de-Sac
Camaruche
Grand Cul de Sac
Anse du Grand Cul-de-Sac
Frequently Asked Questions about Windward Accommodations
1. What are the top Accommodations in Windward?
There are a lot of options in Windward. If you plan on staying in the Windward area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Accommodations in Windward:
- Villa Caco (3 bedrooms)
- Villa La Vue
- Villa La Magnifica | Ocean View - Located in Magnificent Deve with Private Pool
- NEW, COZY BUNGALOW WITH A POOL
- Villa Samsara | Ocean View - Located in Wonderful Pointe Milou with Private Pool
- Beach 2-minute walk away, private terrace, peaceful setting
- Villa Paradise .
- Villa Costa Nova | Ocean View - Located in Stunning Gouverneur with Private Pool
- Villa Case et Cuisine (2 bedrooms)
- Villa Avalon | Ocean View - Located in Exquisite Gouverneur with Private Pool
2. How many Accommodations are available in Windward?
Currently, the total number of properties listed by RBO in 2026 is over 3666 in the Windward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Windward.
More Rentals You May Like Near Windward
Apartment
9.5(20 Reviews)
1 Bedroom
1 Bath
2 Guests
64.58 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R13,807/Night
7 Nights - R96,650
House
10.0(15 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,055/Night
7 Nights - R28,379
Villa
10.0(13 Reviews)
4 Bedrooms
3 Baths
8 Guests
2150 ft²
- Private Pool
- Parking
- Pool
Ocean View
R28,368/Night
7 Nights - R198,585
Villa
10.0(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
20451 ft²
- Private Pool
- Parking
- Pool
- Ocean View
R16,971/Night
7 Nights - R118,801
Villa
10.0(12 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
R52,367/Night
7 Nights - R366,561
Villa
10.0(11 Reviews)
1 Bedroom
1 Bath
3 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
R15,674/Night
7 Nights - R109,716
Villa
10.0(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
1475 ft²
- Private Pool
- Parking
- Pool
- Kitchen
R13,430/Night
7 Nights - R94,007
Villa
10.0(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Breakfast
- Parking
- Pool
R24,697/Night
7 Nights - R172,882
Villa
10.0(10 Reviews)
3 Bedrooms
2 Baths
6 Guests
1981 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
R24,022/Night
7 Nights - R168,158
Villa
10.0(10 Reviews)
5 Bedrooms
4 Baths
8 Guests
3767 ft²
- Private Pool
- Parking
- Pool
- Ocean View
R20,448/Night
7 Nights - R143,133
Villa
10.0(9 Reviews)
3 Bedrooms
3 Baths
7 Guests
2153 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
R32,081/Night
7 Nights - R224,569
Villa
10.0(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
Oceanfront- Hot Tub
- Parking
- Ocean View
R22,180/Night
7 Nights - R155,257
