Darrell Island Winter Rental
Apartment
10.0(160 Reviews)
1 Bedroom
1 Bath
2 Guests
200 ft²
Oceanfront
Hot Tub
Fireplace/Heating
Ocean View
R3,242/Night
7 Nights - R22,692
Resort
9.1(76 Reviews)
2 Baths
6 Guests
215.28 ft²
Private Beach- Oceanfront
- Hot Tub
Spa
R13,459/Night
7 Nights - R94,210
Bed & Breakfast
9.4(163 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
Balcony/Terrace
Breakfast
Kitchen
R8,838/Night
7 Nights - R61,876
House
10.0(129 Reviews)
4 Bedrooms
4 Baths
10 Guests
3500 ft²
Private Pool- Oceanfront
- Hot Tub
- Fireplace/Heating
R35,745/Night
7 Nights - R250,214
Apartment
8.8(28 Reviews)
2 Bedrooms
1 Bath
6 Guests
3003.13 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,568/Night
7 Nights - R31,974
Apartment
10.0(119 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
Pool
R3,921/Night
7 Nights - R27,439
House
8.5(88 Reviews)
5 Bedrooms
5 Baths
11 Guests
10.76 ft²
- Oceanfront
Skiing- Fireplace/Heating
- Pool
R3,069/Night
7 Nights - R21,485
Cottage
10.0(103 Reviews)
1 Bedroom
1 Bath
3 Guests
625 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,836/Night
7 Nights - R26,852
Hotel
8.7(243 Reviews)
10 Baths
569 ft²
- Private Pool
- Private Beach
- Oceanfront
- Hot Tub
R14,966/Night
7 Nights - R104,764
House
10.0(74 Reviews)
3 Bedrooms
4 Baths
8 Guests
2600 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R29,272/Night
7 Nights - R204,912
House
10.0(57 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R5,328/Night
7 Nights - R37,292
House
10.0(45 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R12,632/Night
7 Nights - R88,435
Why Choose Rent By Owner for your Darrell Island Winter Rental?
What makes our Winter Rental 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 Darrell Island
How to Book Your Darrell Island Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. 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 Darrell Island
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental 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 Darrell Island Winter Rentals
1. What are the top Winter Rentals in Darrell Island?
There are a lot of options in Darrell Island. If you plan on staying in the Darrell Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Darrell Island:
- Royal Palms Hotel
- Rosedon Hotel
- This is great for a weekend getaway ! With quick flights from the East Coast
- Tranquil, Roomy Getaway - Close to City of Hamilton
- The Reefs Resort & Club
- Waterfront 2 Bedroom Cottage, Access to Private Beach
- 'Panatola' Studio with Breathtaking Views - Close to beach
- Modern Townhouse Located Near To City, Public Transport, Restaurants And Beaches
- A Bermudaful Experience In The Middle Of Paradise
- The Pool House 2-bedrm townhouse-10-15 min walk to Horseshoe Bay, golf. Sleeps 6
2. How many Winter Rentals are available in Darrell Island?
Currently, the total number of properties listed by RBO in 2026 is over 83 in the Darrell Island area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Darrell Island.
More Rentals You May Like Near Darrell Island
House
10.0(10 Reviews)
3 Bedrooms
2 Baths
7 Guests
1400 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
R14,046/Night
7 Nights - R98,320
House
10.0(7 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R17,073/Night
7 Nights - R119,511
Apartment
10.0(7 Reviews)
1 Bedroom
1 Bath
4 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R4,772/Night
7 Nights - R33,410
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
R5,096/Night
7 Nights - R35,677
House
9.8(177 Reviews)
4 Bedrooms
2 Baths
8 Guests
2100 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
R17,382/Night
7 Nights - R121,681
Apartment
9.8(142 Reviews)
1 Bedroom
1 Bath
2 Guests
570 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,589/Night
7 Nights - R39,119
Apartment
9.8(123 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R7,123/Night
7 Nights - R49,870
Cottage
9.8(108 Reviews)
2 Bedrooms
2 Baths
7 Guests
1600 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R12,067/Night
7 Nights - R84,470
House
9.8(98 Reviews)
2 Bedrooms
2 Baths
6 Guests
1500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,516/Night
7 Nights - R31,615
Cottage
9.8(90 Reviews)
2 Bedrooms
2 Baths
7 Guests
1600 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R13,361/Night
7 Nights - R93,524
House
9.8(73 Reviews)
1 Bedroom
1 Bath
2 Guests
196 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R4,588/Night
7 Nights - R32,121
House
9.8(45 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R21,780/Night
7 Nights - R152,464
