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San Simeon Holiday Rentals

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50 rentals in San Simeon.
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Oceanfront Escape: 4  BR, 3  BA Condominium in San Simeon, Sleeps 10, holiday rental in San Simeon

Oceanfront Escape: 4 BR, 3 BA Condominium in San Simeon, Sleeps 10

4 bedrooms
3 bathrooms
Sleeps 10
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Delightful BEACHFRONT, holiday rental in San Simeon

Delightful BEACHFRONT

3 bedrooms
2 bathrooms
Sleeps 4
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A Charming Seaside Escape, holiday rental in San Simeon

A Charming Seaside Escape

2 bedrooms
2 bathrooms
Sleeps 4
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Cozy Condo By The Sea, holiday rental in San Simeon

Cozy Condo By The Sea

2 bedrooms
2 bathrooms
Sleeps 4
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Garden Cottage Retreat, holiday rental in San Simeon

Garden Cottage Retreat

1 bedroom
1 bathroom
Sleeps 2
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Magical Retreat Steps From the Ocean, holiday rental in San Simeon

Magical Retreat Steps From the Ocean

4 bedrooms
4 bathrooms
Sleeps 8
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A Vintage, Cambria Beach Bungalow, holiday rental in San Simeon

A Vintage, Cambria Beach Bungalow

2 bedrooms
1 bathroom
Sleeps 6
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Oceanview Gatsby House, holiday rental in San Simeon

Oceanview Gatsby House

3 bedrooms
3 bathrooms
Sleeps 6
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Bridge Street Beauty, holiday rental in San Simeon

Bridge Street Beauty

1 bedroom
1 bathroom
Sleeps 2
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Delighful Winnie's Place, holiday rental in San Simeon

Delighful Winnie's Place

3 bedrooms
3 bathrooms
Sleeps 6
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A Family Dream: 3  BR, 2.5  BA House in Cambria, Sleeps 6, holiday rental in San Simeon

A Family Dream: 3 BR, 2.5 BA House in Cambria, Sleeps 6

3 bedrooms
3 bathrooms
Sleeps 6
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Pelican Cottage...Charming & Cozy Cambria Beach Home, holiday rental in San Simeon

Pelican Cottage...Charming & Cozy Cambria Beach Home

2 bedrooms
2 bathrooms
Sleeps 4
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A Marvelous Step Away, holiday rental in San Simeon

A Marvelous Step Away

3 bedrooms
2 bathrooms
Sleeps 6
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Awesome House, Awesome Views, holiday rental in San Simeon

Awesome House, Awesome Views

2 bedrooms
3 bathrooms
Sleeps 6
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Magnificent Ocean Ranch Villa, holiday rental in San Simeon

Magnificent Ocean Ranch Villa

3 bedrooms
4 bathrooms
Sleeps 8
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Beautiful Ocean View, just down from Shamel Park, holiday rental in San Simeon

Beautiful Ocean View, just down from Shamel Park

3 bedrooms
3 bathrooms
Sleeps 6
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A Winsome Whale Watcher, holiday rental in San Simeon

A Winsome Whale Watcher

3 bedrooms
3 bathrooms
Sleeps 6
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A Victorian Lightkeepers House by the Sea, holiday rental in San Simeon

A Victorian Lightkeepers House by the Sea

3 bedrooms
2 bathrooms
Sleeps 6
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Enchanted Gardens of Cambria, holiday rental in San Simeon

Enchanted Gardens of Cambria

3 bedrooms
2 bathrooms
Sleeps 6
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Panoramic Whitewater Views at Cambria Park Shores, holiday rental in San Simeon

Panoramic Whitewater Views at Cambria Park Shores

3 bedrooms
3 bathrooms
Sleeps 6
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Amazing Ampersand on Parkhill, holiday rental in San Simeon

Amazing Ampersand on Parkhill

2 bedrooms
2 bathrooms
Sleeps 4
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Magnificent Bella Vista, holiday rental in San Simeon

Magnificent Bella Vista

3 bedrooms
4 bathrooms
Sleeps 9
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Located in the heart of Cambria.  Stand alone upstairs one bedroom apartment., holiday rental in San Simeon

Located in the heart of Cambria. Stand alone upstairs one bedroom apartment.

1 bedroom
1 bathroom
Sleeps 2
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Single floor home w/ ocean views, close to beach - dog friendly & easy access!, holiday rental in San Simeon

Single floor home w/ ocean views, close to beach - dog friendly & easy access!

3 bedrooms
2 bathrooms
Sleeps 8
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Beach House Hideaway, holiday rental in San Simeon

Beach House Hideaway

3 bedrooms
2 bathrooms
Sleeps 6
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A Dolphin Dreams by the Sea, holiday rental in San Simeon

A Dolphin Dreams by the Sea

3 bedrooms
3 bathrooms
Sleeps 6
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A Cool House, A Cool View, holiday rental in San Simeon

A Cool House, A Cool View

2 bedrooms
2 bathrooms
Sleeps 4
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Bristol By the Sea: 3  BR, 3  BA House in Cambria, Sleeps 8, holiday rental in San Simeon

Bristol By the Sea: 3 BR, 3 BA House in Cambria, Sleeps 8

3 bedrooms
3 bathrooms
Sleeps 8
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Pinestone on Moonstone Beach, holiday rental in San Simeon

Pinestone on Moonstone Beach

4 bedrooms
4 bathrooms
Sleeps 8
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A Delightful Dream Catcher, holiday rental in San Simeon

A Delightful Dream Catcher

3 bedrooms
4 bathrooms
Sleeps 6
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Delightful Cambridge View, holiday rental in San Simeon

Delightful Cambridge View

3 bedrooms
3 bathrooms
Sleeps 8
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Charming CAMROSE in the Pines, holiday rental in San Simeon

Charming CAMROSE in the Pines

2 bedrooms
2 bathrooms
Sleeps 4
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Daydreams By the Sea in Cambria, holiday rental in San Simeon

Daydreams By the Sea in Cambria

3 bedrooms
2 bathrooms
Sleeps 8
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Park Hill Ocean Views, holiday rental in San Simeon

Park Hill Ocean Views

2 bedrooms
2 bathrooms
Sleeps 6
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Lovely Serenity on Parkhill, holiday rental in San Simeon

Lovely Serenity on Parkhill

3 bedrooms
2 bathrooms
Sleeps 6
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Holly Hill Cottage: 2  BR, 1.5  BA House in Cambria, Sleeps 4, holiday rental in San Simeon

Holly Hill Cottage: 2 BR, 1.5 BA House in Cambria, Sleeps 4

2 bedrooms
2 bathrooms
Sleeps 4
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A Gift from the Sea On Parkhill, holiday rental in San Simeon

A Gift from the Sea On Parkhill

3 bedrooms
2 bathrooms
Sleeps 6
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The Bonny Cottage By the Sea, holiday rental in San Simeon

The Bonny Cottage By the Sea

2 bedrooms
2 bathrooms
Sleeps 4
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Ocean View Heaven on Happy Hill, holiday rental in San Simeon

Ocean View Heaven on Happy Hill

3 bedrooms
3 bathrooms
Sleeps 8
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Seas the Day: 3  BR, 2  BA House in Cambria, Sleeps 6, holiday rental in San Simeon

Seas the Day: 3 BR, 2 BA House in Cambria, Sleeps 6

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Summer Cottage Getaway in Cambria, holiday rental in San Simeon

Summer Cottage Getaway in Cambria

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Romantic Cambria Cottage with ocean view, holiday rental in San Simeon

Romantic Cambria Cottage with ocean view

3 bedrooms
2 bathrooms
Sleeps 6
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Ocean View and Dog-Friendly Home, holiday rental in San Simeon

Ocean View and Dog-Friendly Home

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Gallery with a View on Happy Hill, holiday rental in San Simeon

Gallery with a View on Happy Hill

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Delightful Gem on Park Hill, holiday rental in San Simeon

Delightful Gem on Park Hill

2 bedrooms
1 bathroom
Sleeps 6
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Lovely Panoramic Views, holiday rental in San Simeon

Lovely Panoramic Views

3 bedrooms
2 bathrooms
Sleeps 6
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Marvelous Gran Casa La Mar, holiday rental in San Simeon

Marvelous Gran Casa La Mar

3 bedrooms
3 bathrooms
Sleeps 8
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Stunning home in prime spot - just two blocks from Ocean!, holiday rental in San Simeon

Stunning home in prime spot - just two blocks from Ocean!

3 bedrooms
3 bathrooms
Sleeps 6
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The Brocklebank House, holiday rental in San Simeon

The Brocklebank House

3 bedrooms
1 bathroom
Sleeps 6
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For Sea Forever, holiday rental in San Simeon

For Sea Forever

3 bedrooms
3 bathrooms
Sleeps 10
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