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South Bay Holiday Rentals

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50 rentals in South Bay.
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Blue Door Cottage - Cozy Getaway in Prince Edward County, holiday rental in South Bay

Blue Door Cottage - Cozy Getaway in Prince Edward County

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront Vacation Rental 5 Min. From Sandbanks Beach, holiday rental in South Bay

Waterfront Vacation Rental 5 Min. From Sandbanks Beach

2 bedrooms
1 bathroom
Sleeps 6
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Lake Street Carriage House, holiday rental in South Bay

Lake Street Carriage House

3 bedrooms
3 bathrooms
Sleeps 8
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Beautiful Farmhouse in the heart of the County      20 minutes to Sandbanks, holiday rental in South Bay

Beautiful Farmhouse in the heart of the County 20 minutes to Sandbanks

5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Bright Sky, Sheba’s Island near Sandbanks, Prince Edward County, holiday rental in South Bay

Bright Sky, Sheba’s Island near Sandbanks, Prince Edward County

5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Short walk to downtown Picton, shops, restaurants & cafes, holiday rental in South Bay

Short walk to downtown Picton, shops, restaurants & cafes

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Nature Lover's Cottage Retreat On The Black River With Private Dock., holiday rental in South Bay

Nature Lover's Cottage Retreat On The Black River With Private Dock.

2 bedrooms
1 bathroom
Sleeps 4
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YELLOW ROOF B&B - Located In The Heart Of Prince Edward County, holiday rental in South Bay

YELLOW ROOF B&B - Located In The Heart Of Prince Edward County

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lake House-Sandbanks Provincial Park-West Lake-Picton, Ontario, holiday rental in South Bay

Lake House-Sandbanks Provincial Park-West Lake-Picton, Ontario

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Victorian Beauty nipped and tucked to perfection, holiday rental in South Bay

Victorian Beauty nipped and tucked to perfection

4 bedrooms
4 bathrooms
Sleeps 8
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LAZY DAYZ VACATION RENTAL **WITH SUNSET VIEWS**, holiday rental in South Bay

LAZY DAYZ VACATION RENTAL **WITH SUNSET VIEWS**

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautifully renovated county home near Lake on the Mountain Prince Edward County, holiday rental in South Bay

Beautifully renovated county home near Lake on the Mountain Prince Edward County

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Trillium House near Sandbanks Provincial Park, holiday rental in South Bay

Trillium House near Sandbanks Provincial Park

5 bedrooms
2 bathrooms
Sleeps 12
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ALLSEASONSGETAWAY COTTAGE, holiday rental in South Bay

ALLSEASONSGETAWAY COTTAGE

3 bedrooms
2 bathrooms
Sleeps 8
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Romantic Loft In Picton - Ontario, Canada, holiday rental in South Bay

Romantic Loft In Picton - Ontario, Canada

1 bedroom
1 bathroom
Sleeps 3
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Cedar Cottage - Newly Renovated

0 bedrooms
0 bathrooms
Sleeps 0
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An Elegant Farmhouse Retreat - Close to Sandbanks, holiday rental in South Bay

An Elegant Farmhouse Retreat - Close to Sandbanks

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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The sunroom on Maple + Sandbanks pass, holiday rental in South Bay

The sunroom on Maple + Sandbanks pass

2 bedrooms
1 bathroom
Sleeps 5
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SPACIOUS / Large Yard / Close to Beach + Wineries, holiday rental in South Bay

SPACIOUS / Large Yard / Close to Beach + Wineries

4 bedrooms
3 bathrooms
Sleeps 12
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Prince Edward County 4 Bedroom House Bloomfield Dr House, holiday rental in South Bay

Prince Edward County 4 Bedroom House Bloomfield Dr House

4 bedrooms
2 bathrooms
Sleeps 10
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Private House near Sandbanks on acreage with resort like feel, holiday rental in South Bay

Private House near Sandbanks on acreage with resort like feel

3 bedrooms
2 bathrooms
Sleeps 8
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Elegant Country Home in Prince Edward County, holiday rental in South Bay

Elegant Country Home in Prince Edward County

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Charming 1866 school house in the heart of the County - free Sandbanks Pass, holiday rental in South Bay

Charming 1866 school house in the heart of the County - free Sandbanks Pass

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Waterfront 3 Bedroom Cottage by Sandbanks, holiday rental in South Bay

Waterfront 3 Bedroom Cottage by Sandbanks

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Sunrise Queen Bedroom at Baileys Run B&B, holiday rental in South Bay

Sunrise Queen Bedroom at Baileys Run B&B

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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By The Manor - 2 Sandbanks Passes plus A/C!, holiday rental in South Bay

By The Manor - 2 Sandbanks Passes plus A/C!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Renovated Farmhouse centrally located to wineries & beaches, holiday rental in South Bay

Renovated Farmhouse centrally located to wineries & beaches

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay., holiday rental in South Bay

The Lazy Acre: Waterfront cottage with unparalleled views of Smith's Bay.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sunset Queen Bedroom at Baileys Run B&B, holiday rental in South Bay

Sunset Queen Bedroom at Baileys Run B&B

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Above the Arts in Prince Edward County, holiday rental in South Bay

Above the Arts in Prince Edward County

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront 2 Bedroom Cottage near Sandbanks Provincial Park, holiday rental in South Bay

Waterfront 2 Bedroom Cottage near Sandbanks Provincial Park

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront Cottage near Sandbanks and Picton, holiday rental in South Bay

Waterfront Cottage near Sandbanks and Picton

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Prince Edward County Sandbanks Provincial Park, holiday rental in South Bay

Prince Edward County Sandbanks Provincial Park

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Curricle The Third of the Stone Carriage House Homes, holiday rental in South Bay

Curricle The Third of the Stone Carriage House Homes

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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PRINCE EDWARD COUNTY VACATION-The Sandbanks Summer Laughlin Property- sleeps 14, holiday rental in South Bay

PRINCE EDWARD COUNTY VACATION-The Sandbanks Summer Laughlin Property- sleeps 14

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful Farmhouse in the heart of The County 20 minutes to The Sandbanks, holiday rental in South Bay

Beautiful Farmhouse in the heart of The County 20 minutes to The Sandbanks

5 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
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Baycrest Farms - Relaxation in the County - Baycrest Farms - Relaxation in the C, holiday rental in South Bay

Baycrest Farms - Relaxation in the County - Baycrest Farms - Relaxation in the C

3 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Suites on Mary (Downtown Picton Suite), holiday rental in South Bay

Suites on Mary (Downtown Picton Suite)

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Yellow Door House in the heart of Prince Edward County (+2 Sandbanks Passes), holiday rental in South Bay

The Yellow Door House in the heart of Prince Edward County (+2 Sandbanks Passes)

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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The Echo Beach House, holiday rental in South Bay

The Echo Beach House

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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On The Ridge Suite, holiday rental in South Bay

On The Ridge Suite

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Phaeton The First of the Stone Carriage House Homes, holiday rental in South Bay

Phaeton The First of the Stone Carriage House Homes

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cherry Beach Family Cottage 'on the point', holiday rental in South Bay

Cherry Beach Family Cottage 'on the point'

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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East Lake Surf Cottage - Walk to the Outlet Beach!, holiday rental in South Bay

East Lake Surf Cottage - Walk to the Outlet Beach!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Your nature and beach getaway- 4 Guests- Kingfisher, holiday rental in South Bay

Your nature and beach getaway- 4 Guests- Kingfisher

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Your nature and beach getaway- 4 Guests- Swan, holiday rental in South Bay

Your nature and beach getaway- 4 Guests- Swan

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Your nature and beach getaway- 4 Guests- Sandpiper, holiday rental in South Bay

Your nature and beach getaway- 4 Guests- Sandpiper

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Your nature and beach getaway- 4 Guests- Warbler, holiday rental in South Bay

Your nature and beach getaway- 4 Guests- Warbler

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Your nature and beach getaway- 4 Guests- Hummingbird, holiday rental in South Bay

Your nature and beach getaway- 4 Guests- Hummingbird

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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cozy 2 bedroom cottage, steps from the beach

0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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