Windward Cabin Rentals
Cabin
10.0(69 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
£234/Night
7 Nights - £1,638
New
House
3 Bedrooms
3 Baths
6 Guests
Oceanfront- Fireplace/Heating
- Ocean View
- View
£471/Night
7 Nights - £3,300
Villa
10.0(5 Reviews)
3 Bedrooms
3 Baths
6 Guests
2002.09 ft²
Pool- Ocean View
- Balcony/Terrace
- View
£139/Night
7 Nights - £972
Cottage
10.0(2 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£222/Night
7 Nights - £1,557
New
House
3 Bedrooms
3 Baths
6 Guests
2498 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
Pet Friendly
£426/Night
7 Nights - £2,983
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1711.46 ft²
- Pool
- Balcony/Terrace
- Pet Friendly
Parking
£204/Night
7 Nights - £1,426
New
House
3 Bedrooms
3 Baths
8 Guests
Private Pool- Pool
- Balcony/Terrace
Kitchen
£223/Night
7 Nights - £1,560
Villa
10.0(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1345.49 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
£175/Night
7 Nights - £1,228
New
House
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
£199/Night
7 Nights - £1,393
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1636.11 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£205/Night
7 Nights - £1,435
New
House
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
Hot Tub- Fireplace/Heating
£179/Night
7 Nights - £1,252
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
10 Guests
812.67 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
£143/Night
7 Nights - £1,003
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Why Choose Rent By Owner for your Windward Cabin Rentals?
What makes our Cabin 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
How to Book Your Windward Cabin Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cabin 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
Common Cabin Rentals Amenities
What amenities can you expect?
Our Cabin 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
Frequently Asked Questions About Windward Rental Cabins
1. What are the top Cabins 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 Cabins in Windward:
- Gulf Front on a ISLAND, 1 pet, tennis, pickleball,sup,kayak. POOL is CLOSED
- Ibis Landing Beach House.Directly on the Beach! Don Pedro/Palm Island
- Waterfront 2BR beach & lagoon retreat. Dock, pool, dog-friendly. Incommunicado!
- A Little Slice of Paradise
- Don Pedro's Cottage
- Modern Luxury Villa/Riverfront/Heated South Facing Pool/Golf Rotonda West
- Use our kayaks to explore; your boat is in view at our dock; boardwalk to beach
- Our Little Island Dream Home with Ferry Included
- Light and airy, beautifully appointed 3 bed, 3 bath home with sunny pool & spa.
- Seeing is Believing! Incredible Boca Vista Harbor Waterfront Condo!
2. How many Cabins are available in Windward?
Currently, the total number of properties listed by RBO in 2026 is over 1 in the Windward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cabins in Windward.
More Rentals You May Like Near Windward
New
House
3 Bedrooms
2 Baths
5 Guests
1700 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
£140/Night
7 Nights - £980
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
Private Beach- Oceanfront
- Ocean View
- View
£87/Night
7 Nights - £607
Condo
10.0(168 Reviews)
2 Bedrooms
2 Baths
6 Guests
1350 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£327/Night
7 Nights - £2,288
Condo
10.0(102 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
£273/Night
7 Nights - £1,913
Condo
10.0(100 Reviews)
3 Bedrooms
2 Baths
6 Guests
1138 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£184/Night
7 Nights - £1,286
House
10.0(87 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£353/Night
7 Nights - £2,470
Condo
10.0(85 Reviews)
2 Bedrooms
2 Baths
6 Guests
980 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£204/Night
7 Nights - £1,426
Condo
10.0(72 Reviews)
2 Bedrooms
2 Baths
6 Guests
1500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
£432/Night
7 Nights - £3,021
Condo
10.0(65 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£218/Night
7 Nights - £1,526
House
10.0(56 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£352/Night
7 Nights - £2,460
Condo
10.0(42 Reviews)
2 Bedrooms
2 Baths
4 Guests
946 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£282/Night
7 Nights - £1,975
House
10.0(39 Reviews)
3 Bedrooms
2 Baths
8 Guests
1812 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
£282/Night
7 Nights - £1,975
