Book Holiday Homes in San Simeon

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Featured Holiday Homes in San Simeon

Amazing Views! SOUTH COAST Big Sur; located SOUTH of HWY 1 Closure

Amazing Views! SOUTH COAST Big Sur; located SOUTH of HWY 1 Closure

Big Sur
Located in Big Sur, this vacation home is by the sea, within a 5-minute drive of Los Padres National Forest and Jade Cove.
Amazing Views! SOUTH COAST Big Sur; located SOUTH of HWY 1 Closure
Beautiful ocean retreat

Beautiful ocean retreat

Morro Bay
With a stay at this vacation home, you'll be centrally located in Morro Bay, within a 15-minute drive of California Polytechnic State University, San Luis Obispo ...
Beautiful ocean retreat
Beautiful Custom home, great ocean views! Pets Allowed!

Beautiful Custom home, great ocean views! Pets Allowed!

Cayucos
With a stay at this vacation home, you'll be centrally located in Cayucos, just a 4-minute walk from Estero Bay and 5 minutes by foot from Morro Strand State ...
Beautiful Custom home, great ocean views! Pets Allowed!
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Peacock on Park! 3 Bedroom Downtown Paso Robles

Peacock on Park! 3 Bedroom Downtown Paso Robles

Paso Robles
The price is AU$470 per night from 18 Aug to 19 Aug
AU$470
18 Aug - 19 Aug
includes taxes & fees
With a stay at this vacation home in Paso Robles, you'll be within a 10-minute walk of Downtown City Park and Paso Robles Children's Museum.
Peacock on Park! 3 Bedroom Downtown Paso Robles
Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country

Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country

Paso Robles
A stay at this vacation home places you in the heart of Paso Robles, within a 5-minute walk of Downtown City Park and Paso Robles City Library.
Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country
Beachfront home directly across from beach & park! Close to everything!

Beachfront home directly across from beach & park! Close to everything!

Cambria
With a stay at this vacation home in Cambria (Park Hill), you'll be steps from Moonstone Beach Park and San Simeon State Park.
Beachfront home directly across from beach & park! Close to everything!
Cambria Victorian Castle

Cambria Victorian Castle

Cambria
This vacation home is in the heart of Cambria, within a 10-minute walk of Nitt Witt Ridge and Moonstone Beach Park.
Cambria Victorian Castle
Home Squared 2 Bed/2 Bath Walk to Square

Home Squared 2 Bed/2 Bath Walk to Square

Paso Robles
The price is AU$657 per night from 18 Aug to 19 Aug
AU$657
18 Aug - 19 Aug
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Paso Robles, just a 5-minute walk from Paso Robles Children's Museum and 7 minutes by foot ...
Home Squared 2 Bed/2 Bath Walk to Square
Downtown Paso: Sip N Sleepz 3 Bed/2.5 Bath

Downtown Paso: Sip N Sleepz 3 Bed/2.5 Bath

Paso Robles
The price is AU$769 per night from 19 Aug to 20 Aug
AU$769
19 Aug - 20 Aug
includes taxes & fees
With a stay at this vacation home in Paso Robles, you'll be a 5-minute walk from Paso Robles Children's Museum and 5 minutes by foot from Downtown City ...
Downtown Paso: Sip N Sleepz 3 Bed/2.5 Bath
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

San Simeon Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Simeon vacation homes are the perfect way for you to wing it.

Holiday houses in San Simeon let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Simeon in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Simeon adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Simeon with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Simeon vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

San Simeon Holiday Homes essential information

Accommodation
704 Holiday Homes
Lowest Price
AU$94
Highest Price
AU$769
Popular accommodation
Amazing Views! SOUTH COAST Big Sur; located SOUTH of HWY 1 Closure, Beautiful ocean retreat, Beautiful Custom home, great ocean views! Pets Allowed!, Peacock on Park! 3 Bedroom Downtown Paso Robles, Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country, Beachfront home directly across from beach & park! Close to everything!, Cambria Victorian Castle, Home Squared 2 Bed/2 Bath Walk to Square, Downtown Paso: Sip N Sleepz 3 Bed/2.5 Bath

Top trending hotels in San Simeon

Cavalier Oceanfront Resort

Cavalier Oceanfront Resort

3.5 out of 5
9415 Hearst Drive, San Simeon, CA
Fully refundableReserve now, pay when you stay
The price is AU$276 per night from 2 Sept to 3 Sept
AU$276
2 Sept - 3 Sept
includes taxes & fees
Located in San Simeon, Cavalier Oceanfront Resort is by the ocean, a 1-minute drive from San Simeon State Park and 5 minutes from San Simeon Pier.
Cavalier Oceanfront Resort
The Morgan Hotel San Simeon

The Morgan Hotel San Simeon

3.5 out of 5
9135 Hearst Drive, San Simeon, CA
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 17 Aug to 18 Aug
AU$208
17 Aug - 18 Aug
includes taxes & fees
Located in San Simeon, The Morgan Hotel San Simeon is by the ocean, just a 3-minute walk from San Simeon State Park and a 5-minute drive from Moonstone Beach ...
The Morgan Hotel San Simeon
Silver Surf Motel

Silver Surf Motel

2 out of 5
9390 Castillo Dr, San Simeon, CA
Fully refundableReserve now, pay when you stay
The price is AU$94 per night from 14 Sept to 15 Sept
AU$94
14 Sept - 15 Sept
includes taxes & fees
With a stay at Silver Surf Motel in San Simeon, you'll be near the beach, within a 10-minute drive of Moonstone Beach Park and San Simeon State Park.
Silver Surf Motel
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Ragged Point Inn and Resort

Ragged Point Inn and Resort

3 out of 5
19019 Highway 1, Ragged Point, San Simeon, CA
Fully refundableReserve now, pay when you stay
The price is AU$256 per night from 1 Sept to 2 Sept
AU$256
1 Sept - 2 Sept
includes taxes & fees
With a stay at Ragged Point Inn and Resort in San Simeon, you'll be 3.8 mi (6.1 km) from Salmon Creek Falls Trail and 15 mi (24.2 km) from San Simeon Pier.
Ragged Point Inn and Resort
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.