245+ Vacation Rentals Near Winkle Island

NearbyHoliday - Vacation Rentals in Winkle Island

a living room with a couch and a fireplace at GENSING LODGE STUNNING SEASIDE MAISONETTE in St. Leonards

From US $174

GENSING LODGE STUNNING SEASIDE MAISONETTE

8.4 (56 Reviews) Holiday_home

The entire place is yours • 93 m² size • Pet friendly

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.5km to center

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a bedroom with a bed and a dresser at Cute Cottage 5 min walk from Cafés Station and Sea in Hastings

From US $172

Cute Cottage 5 min walk from Cafés Station and Sea

8.5 (45 Reviews) Holiday_home

The entire place is yours • 110 m² size • Pet friendly

Hastings Priory Meadow Shopping Centre • In Winkle Island · 726m to center

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a bedroom with a large bed and blue walls at Stylish-Luxury Seaside Flat on Georgian Square in Hastings

From US $158

Stylish-Luxury Seaside Flat on Georgian Square

8.5 (42 Reviews) Apartment

The entire place is yours • 70 m² size • Free WiFi

Hastings Priory Meadow Shopping Centre • In Winkle Island · 646m to center

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a kitchen with a white table and a vase of red roses at Buttercup - 3 Double Bedrooms - 3 Minutes Walk to Beach in St. Leonards

From US $226

Buttercup - 3 Double Bedrooms - 3 Minutes Walk to Beach

9.2 (27 Reviews) Holiday_home

The entire place is yours • 90 m² size • Free parking

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.3km to center

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a living room with two white chairs and a window at West Hill Retreat Seaview Balcony Loft Apartment & Free Offstreet Parking in Hastings

From US $152

West Hill Retreat Seaview Balcony Loft Apartment & Free Offstreet Parking

9.6 (195 Reviews) Apartment

The entire place is yours • 42 m² size • Breakfast

Hastings Priory Meadow Shopping Centre • In Winkle Island · 646m to center

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a living room with a couch and a table at Penthouse Suite, Sea View, Close to Shops, Beach and Train in St. Leonards

From US $98

Penthouse Suite, Sea View, Close to Shops, Beach and Train

9.4 (168 Reviews) Apartment

The entire place is yours • 24 m² size • Free on-site parking

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.4km to center

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a bed with two red pillows in a bedroom at Gorgeous seaside getaway. in Hastings

From US $186

Gorgeous seaside getaway.

9.3 (138 Reviews) Apartment

The entire place is yours • Free on-site parking • Pet friendly

Hastings Priory Meadow Shopping Centre • In Winkle Island · 83m to center

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a room with three windows with views of the beach at Smugglers Cottage in Hastings

From US $302

Smugglers Cottage

9.4 (21 Reviews) Holiday_home

The entire place is yours • 110 m² size • Free WiFi

Hastings Priory Meadow Shopping Centre • In Winkle Island · 209m to center

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Luxury Places to Stay in Winkle Island

Over 71+ Luxury Places to Stay in or Near Winkle Island

a blue building with cars parked in front of it at Hastings House 9-Bedroom Holiday House in Hastings

From US $1200

Hastings House 9-Bedroom Holiday House

8.3 (390 Reviews) Guest_house

Free parking • Hot tub • Pet friendly

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.2km to center

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an old brick house with a red door at The Writers Retreat- Hastings in Hastings

From US $323

The Writers Retreat- Hastings

9.1 (38 Reviews) Country_house

Free WiFi • Private bathroom • Non-smoking rooms

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.1km to center

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a man and woman sitting on the steps of a building at The Laindons in Hastings

From US $290

9.7 (134 Reviews) Bed_and_breakfast

Breakfast • Free WiFi • View

Hastings Priory Meadow Shopping Centre • In Winkle Island · 256m to center

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a large red brick house with white windows at Anne’s House in Hastings

From US $257

9.8 (56 Reviews) Bed_and_breakfast

Breakfast • Free parking • Free WiFi

Hastings Priory Meadow Shopping Centre • In Winkle Island · 1.5km to center

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a bedroom with a bed and a large window at The Beach House in Hastings

From US $206

The Beach House

9.1 (23 Reviews) Guest_house

Free WiFi • Private bathroom • Sea view

Hastings Priory Meadow Shopping Centre • In Winkle Island · 257m to center

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a house with ivy growing on the side of it at The Old Rectory in Hastings

From US $180

The Old Rectory

9.1 (209 Reviews) Bed_and_breakfast

Breakfast • Spa • Free WiFi

Hastings Priory Meadow Shopping Centre • In Winkle Island · 471m to center

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a living room with a red couch and a piano at St Benedict - Victorian Bed and Breakfast in Hastings

From US $163

St Benedict - Victorian Bed and Breakfast

9.3 (256 Reviews) Bed_and_breakfast

Breakfast • Free on-site parking • Free WiFi

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.9km to center

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a red brick house with a tree in front of it at Black Rock House in Hastings

From US $141

Black Rock House

9.7 (386 Reviews) Guest_house

Breakfast • Free WiFi • View

Hastings Priory Meadow Shopping Centre • In Winkle Island · 1.2km to center

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Pet-Friendly Vacation Rentals in Winkle Island

Over 48+ Pet-Friendly Vacation Rentals in or Near Winkle Island

a living room with a couch and a fireplace at GENSING LODGE STUNNING SEASIDE MAISONETTE in St. Leonards

From US $174

GENSING LODGE STUNNING SEASIDE MAISONETTE Pets allowed

8.4 (56 Reviews) Holiday_home

The entire place is yours • 93 m² size • Pet friendly

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.5km to center

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a bedroom with a bed and a dresser at Cute Cottage 5 min walk from Cafés Station and Sea in Hastings

From US $172

Cute Cottage 5 min walk from Cafés Station and Sea Pets allowed

8.5 (45 Reviews) Holiday_home

The entire place is yours • 110 m² size • Pet friendly

Hastings Priory Meadow Shopping Centre • In Winkle Island · 726m to center

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a kitchen with a white table and a vase of red roses at Buttercup - 3 Double Bedrooms - 3 Minutes Walk to Beach in St. Leonards

From US $226

Buttercup - 3 Double Bedrooms - 3 Minutes Walk to Beach Pets allowed

9.2 (27 Reviews) Holiday_home

The entire place is yours • 90 m² size • Free parking

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.3km to center

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a blue house with a fountain in front of it at Guestling House in Guestling

From US $73

Guestling House Pets allowed

9.0 (634 Reviews) Hotel

Breakfast • Free on-site parking • Pet friendly

Hastings Sinnock Square • In Winkle Island · 3.0km to center

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a kitchen with a bar with green bar stools at The Retreat Magnificent Sea Side Apartment in Hastings

From US $189

The Retreat Magnificent Sea Side Apartment Pets allowed

8.9 (74 Reviews) Apartment

The entire place is yours • 84 m² size • Pet friendly

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.0km to center

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a living room with blue couches and a coffee table at Princes Villa - large fully Self Contained Flat, 5 minutes from the sea in Hastings

From US $215

Princes Villa - large fully Self Contained Flat, 5 minutes from the sea Pets allowed

9.5 (96 Reviews) Apartment

The entire place is yours • Free parking • Pet friendly

Hastings Priory Meadow Shopping Centre • In Winkle Island · 1.9km to center

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a bed with two red pillows in a bedroom at Gorgeous seaside getaway. in Hastings

From US $186

Gorgeous seaside getaway. Pets allowed

9.3 (138 Reviews) Apartment

The entire place is yours • Free on-site parking • Pet friendly

Hastings Priory Meadow Shopping Centre • In Winkle Island · 83m to center

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a room with a bedroom with a bed and a mirror at Apartment with own entrance & terrace on West Hill in Hastings

From US $93

Apartment with own entrance & terrace on West Hill Pets allowed

9.1 (114 Reviews) Apartment

The entire place is yours • 28 m² size • Free parking

Hastings Priory Meadow Shopping Centre • In Winkle Island · 496m to center

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Vacation Rentals in Winkle Island

Over 200+ Vacation Rentals in or Near Winkle Island

a living room with a couch and a fireplace at GENSING LODGE STUNNING SEASIDE MAISONETTE in St. Leonards

From US $174

GENSING LODGE STUNNING SEASIDE MAISONETTE

8.4 (56 Reviews) Holiday_home

The entire place is yours • 93 m² size • Pet friendly

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.5km to center

Best Price Match

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a bedroom with a bed and a dresser at Cute Cottage 5 min walk from Cafés Station and Sea in Hastings

From US $172

Cute Cottage 5 min walk from Cafés Station and Sea

8.5 (45 Reviews) Holiday_home

The entire place is yours • 110 m² size • Pet friendly

Hastings Priory Meadow Shopping Centre • In Winkle Island · 726m to center

Best Price Match

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a bedroom with a large bed and blue walls at Stylish-Luxury Seaside Flat on Georgian Square in Hastings

From US $158

Stylish-Luxury Seaside Flat on Georgian Square

8.5 (42 Reviews) Apartment

The entire place is yours • 70 m² size • Free WiFi

Hastings Priory Meadow Shopping Centre • In Winkle Island · 646m to center

Best Price Match

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a kitchen with a white table and a vase of red roses at Buttercup - 3 Double Bedrooms - 3 Minutes Walk to Beach in St. Leonards

From US $226

Buttercup - 3 Double Bedrooms - 3 Minutes Walk to Beach

9.2 (27 Reviews) Holiday_home

The entire place is yours • 90 m² size • Free parking

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.3km to center

Best Price Match

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a living room with two white chairs and a window at West Hill Retreat Seaview Balcony Loft Apartment & Free Offstreet Parking in Hastings

From US $152

West Hill Retreat Seaview Balcony Loft Apartment & Free Offstreet Parking

9.6 (195 Reviews) Apartment

The entire place is yours • 42 m² size • Breakfast

Hastings Priory Meadow Shopping Centre • In Winkle Island · 646m to center

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a living room with a couch and a table at Penthouse Suite, Sea View, Close to Shops, Beach and Train in St. Leonards

From US $98

Penthouse Suite, Sea View, Close to Shops, Beach and Train

9.4 (168 Reviews) Apartment

The entire place is yours • 24 m² size • Free on-site parking

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.4km to center

Best Price Match

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a bed with two red pillows in a bedroom at Gorgeous seaside getaway. in Hastings

From US $186

Gorgeous seaside getaway.

9.3 (138 Reviews) Apartment

The entire place is yours • Free on-site parking • Pet friendly

Hastings Priory Meadow Shopping Centre • In Winkle Island · 83m to center

Best Price Match

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a room with three windows with views of the beach at Smugglers Cottage in Hastings

From US $302

Smugglers Cottage

9.4 (21 Reviews) Holiday_home

The entire place is yours • 110 m² size • Free WiFi

Hastings Priory Meadow Shopping Centre • In Winkle Island · 209m to center

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Resorts in Winkle Island

Over 10+ Resorts in or Near Winkle Island

a living room with a blue couch and a television at The Abi Joseph @Combe Haven in Hastings

From US $162

The Abi Joseph @Combe Haven

9.1 (72 Reviews) Holiday_park

Free on-site parking • 2 swimming pools • Free WiFi

Hastings Priory Square • In Winkle Island · 4.5km to center

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a group of cars parked in front of a house at Haven Dreams Caravan in Hastings

From US $162

Haven Dreams Caravan

8.4 (64 Reviews) Holiday_park

Free on-site parking • Indoor swimming pool • 3 restaurants

Hastings Priory Square • In Winkle Island · 4.5km to center

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a large swimming pool with blue walls and windows at Shear Barn Holiday Park in Hastings

From US $256

Shear Barn Holiday Park

8.3 (34 Reviews) Holiday_park

Private parking • Hot tub • Private bathroom

Hastings Priory Meadow Shopping Centre • In Winkle Island · 1.8km to center

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a mobile home sitting on the side of a house at Combe Haven in Hastings

From US $129

9.7 (17 Reviews) Holiday_park

Free on-site parking • 2 swimming pools • Free WiFi

Hastings Priory Square • In Winkle Island · 4.7km to center

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a view of a river from a house at Beautiful Lodge Hastings in Ore

From US $184

Beautiful Lodge Hastings

8.7 (23 Reviews) Holiday_park

Free on-site parking • Indoor swimming pool • Restaurant

Hastings Sinnock Square • In Winkle Island · 3.1km to center

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a living room with a couch and chairs and a fireplace at 11 The Oaks - Lodge - Coghurst Hall - Hastings in Westfield

From US $148

11 The Oaks - Lodge - Coghurst Hall - Hastings

9.3 (10 Reviews) Holiday_park

Free on-site parking • Indoor swimming pool • Restaurant

Hastings Sinnock Square • In Winkle Island · 4.3km to center

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a group of people in a swimming pool in front of a building at Ritz Summerhouse in Hastings

From US $214

Ritz Summerhouse

6.7 (12 Reviews) Holiday_park

Free on-site parking • 3 swimming pools • Restaurant

Hastings Priory Square • In Winkle Island · 4.6km to center

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a large living room with couches and a tv at Luxury 3 bed swift home in Hastings

From US $223

Luxury 3 bed swift home

9.7 (7 Reviews) Holiday_park

Free on-site parking • Indoor swimming pool • Pet friendly

Bexhill Devonshire Square • In Winkle Island · 4.8km to center

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Cabin Places to Stay in Winkle Island

Over 9+ Cabin Places to Stay in or Near Winkle Island

a white fence on a house with a yard at Seaview Homes in Hastings

From US $323

8.8 (34 Reviews) Camping

Indoor swimming pool • Restaurant • Spa

Hastings Priory Square • In Winkle Island · 4.5km to center

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an open door with a view of a deck at Summer Lodge lovely big caravan in Hastings sleeps 6 free WiFi in caravan in St. Leonards

From US $194

Summer Lodge lovely big caravan in Hastings sleeps 6 free WiFi in caravan

7.7 (8 Reviews) Camping

Free on-site parking • Outdoor swimming pool • Restaurant

Hastings Queens Square • In Winkle Island · 4.9km to center

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an old brick house with a red door at The Writers Retreat- Hastings in Hastings

From US $323

The Writers Retreat- Hastings

9.1 (38 Reviews) Country_house

Free WiFi • Private bathroom • Non-smoking rooms

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.1km to center

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a white house with a luxury lodge sign on it at Luxury lodge T11 in Hastings

From US $223

Luxury lodge T11

9.4 (41 Reviews) Tented_camp

Free on-site parking • Indoor swimming pool • Pet friendly

Hastings Sinnock Square • In Winkle Island · 4.3km to center

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a white trailer is parked in a yard at 3 Bedroom Caravan - Sleeps 8 Parking Pets Beach in Hastings

From US $247

3 Bedroom Caravan - Sleeps 8 Parking Pets Beach

7.7 (13 Reviews) Chalet

The entire place is yours • 40 m² size • Free on-site parking

Hastings Priory Square • In Winkle Island · 4.6km to center

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a walkway between two mobile homes in a yard at Combe Haven in Hastings

From US $178

9.2 (23 Reviews) Camping

Swimming pool • Free WiFi • View

Hastings Priory Square • In Winkle Island · 4.7km to center

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a large white mobile home with a porch at Meadow Banks Combe Haven in Hastings

From US $90

Meadow Banks Combe Haven

8.7 (9 Reviews) Camping

Free on-site parking • 2 swimming pools • 3 restaurants

Hastings Priory Square • In Winkle Island · 4.6km to center

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a wooden bench in front of a house with potted plants at Home from home in Hastings

From US $175

8.2 (11 Reviews) Camping

Free on-site parking • Outdoor swimming pool • Restaurant

Hastings Queens Square • In Winkle Island · 4.9km to center

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Hotels in Winkle Island

Over 45+ Hotels in or Near Winkle Island

a blue house with a fountain in front of it at Guestling House in Guestling

From US $73

Guestling House

9.0 (634 Reviews) Hotel

Breakfast • Free on-site parking • Pet friendly

Hastings Sinnock Square • In Winkle Island · 3.0km to center

Best Price Match

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a white house with a car parked in front of it at OYO Eagle House Hotel, St Leonards Hastings in Hastings

From US $91

OYO Eagle House Hotel, St Leonards Hastings

7.5 (1819 Reviews) Hotel

Breakfast • Free on-site parking • Free WiFi

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.5km to center

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a large house with a deck at night at NORTHRISE RETREAT in Hastings

From US $125

NORTHRISE RETREAT

8.7 (1143 Reviews) Bed_and_breakfast

Breakfast • Free on-site parking • Free WiFi

Hastings Sinnock Square • In Winkle Island · 2.6km to center

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a large white building on the side of a street at The Old Town Bed and Breakfast in Hastings

From US $84

The Old Town Bed and Breakfast

9.2 (413 Reviews) Bed_and_breakfast

Breakfast • Free WiFi • View

Hastings Priory Meadow Shopping Centre • In Winkle Island · 132m to center

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a red brick house with white windows and a street light at Tower House 1066 in Hastings

From US $73

Tower House 1066

7.7 (621 Reviews) Guest_house

Breakfast • Free parking • Free WiFi

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.6km to center

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a living room with a red couch and a piano at St Benedict - Victorian Bed and Breakfast in Hastings

From US $163

St Benedict - Victorian Bed and Breakfast

9.3 (256 Reviews) Bed_and_breakfast

Breakfast • Free on-site parking • Free WiFi

Hastings Priory Meadow Shopping Centre • In Winkle Island · 2.9km to center

Best Price Match

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a man and woman sitting on the steps of a building at The Laindons in Hastings

From US $290

9.7 (134 Reviews) Bed_and_breakfast

Breakfast • Free WiFi • View

Hastings Priory Meadow Shopping Centre • In Winkle Island · 256m to center

Best Price Match

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a house with a car parked in a driveway at Summerfields House in Hastings

From US $86

Summerfields House

9.0 (192 Reviews) Bed_and_breakfast

Breakfast • Free on-site parking • Free WiFi

Hastings Priory Meadow Shopping Centre • In Winkle Island · 1.8km to center

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About Winkle Island Vacation Rentals

Looking for places to stay in Winkle Island? Compare top options in Hastings.

With more than 245 Winkle Island vacation rentals, we can help you find a place to stay. These rentals, including vacation homes, holiday homes, and other short-term private accommodations, offer top-notch amenities with strong value, giving you comfort and luxury at the same time. Get more value and more room when you stay in Winkle Island.

Looking for last-minute deals or the best offers on cottages, condos, private villas, and large vacation homes? NearbyHoliday makes it easy to compare different options with a single click. Looking for a rental by owner with swimming pools, hot tubs, pet-friendly stays, or large-suite comforts? You can compare vacation rentals by owner and other popular Airbnb-style properties in Winkle Island. Prices average US $195 a night.

NearbyHoliday makes it easy and safe to find and compare vacation rentals in Winkle Island, with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Stay Categories in Winkle Island

Category	Count
Vacation Rentals	200
Luxury Rentals	71
Pet-Friendly	48
Cheap Rentals	45
Hotels	45
Pool	28
Resorts	10
Cabin Rentals	9
Hotels with Suites	5

Use These Quick Filters to Find a Vacation Rental in Winkle Island

Browse the most useful filters to narrow down vacation rentals, holiday homes, and other places to stay in Winkle Island.

Pro Tip: Use the quick filters above to compare vacation rentals, holiday homes, hotels, resorts, cabins, villas, and pet-friendly places to stay in Winkle Island. These links help you narrow your search faster, discover short-term rentals with the amenities and pricing that fit your trip, and browse popular stay types before checking availability, last-minute options, and the best deals for your preferred travel style.

Weather in Winkle Island

Average temperatures and rainfall by month range to help plan your stay in Winkle Island.

Mar - May

Avg High13°C / 55°F

Avg Low7°C / 44°F

Rainfall58 mm / 2.3 in

Jun - Aug

Avg High20°C / 68°F

Avg Low14°C / 57°F

Rainfall64 mm / 2.5 in

Sep - Nov

Avg High15°C / 59°F

Avg Low10°C / 50°F

Rainfall99 mm / 3.9 in

Dec - Feb

Avg High9°C / 47°F

Avg Low4°C / 39°F

Rainfall88 mm / 3.4 in

Other Places to Stay Near Winkle Island

Winkle Island Vacation Rental Frequently Asked Questions

There are a lot of options in Winkle Island. If you plan on staying in the Winkle Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winkle Island: