Book Holiday Homes in San Simeon

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Featured Holiday Homes in San Simeon

Treetop Lodge - Lose yourself in the views on the westside, close to downtown.

Treetop Lodge - Lose yourself in the views on the westside, close to downtown.

Paso Robles
With a stay at this vacation home, you'll be centrally located in Paso Robles, within a 10-minute drive of Sensorio and Paso Robles Pioneer Museum.
Treetop Lodge - Lose yourself in the views on the westside, close to downtown.
Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!

Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!

Cambria
The price is AU$757 per night from 11 Feb to 12 Feb
AU$757
includes taxes & fees
11 Feb - 12 Feb
With a stay at this vacation home, you'll be centrally located in Cambria, within a 5-minute drive of Moonstone Beach Park and Fiscalini Ranch Preserve.
Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!
Lp4 The wine lover home with hot tub in Paso downtown

Lp4 The wine lover home with hot tub in Paso downtown

Paso Robles
The price is AU$1,869 per night from 9 Feb to 10 Feb
AU$1,869
includes taxes & fees
9 Feb - 10 Feb
With a stay at this vacation home, you'll be centrally located in Paso Robles, within a 10-minute drive of Sensorio and Anglim Winery.
Lp4 The wine lover home with hot tub in Paso downtown
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Stairway to Heaven

Stairway to Heaven

Cambria
With a stay at this vacation home in Cambria, you'll be within a 5-minute drive of Moonstone Beach Park and Fiscalini Ranch Preserve.
Stairway to Heaven
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!
Beach cottages, majestic Morro Bay

Beach cottages, majestic Morro Bay

Morro Bay
With a stay at this vacation home in Morro Bay, you'll be near the beach, within a 15-minute drive of California Polytechnic State University, San Luis Obispo ...
Beach cottages, majestic Morro Bay
46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly

46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly

Templeton
Located in Paso Robles, this vacation home is in a rural location, within a 5-minute drive of Twin Cities Community Hospital and Castoro Cellars Winery.
46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly
Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country

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

Paso Robles
With a stay at this vacation home, you'll be centrally located in Paso Robles, within a 10-minute drive of Sensorio and Carnegie Library.
Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country
Wellsona | Vineyard Retreat + Pool, Hot Tub, Views | Main Home + Guest Home

Wellsona | Vineyard Retreat + Pool, Hot Tub, Views | Main Home + Guest Home

Paso Robles
With a stay at this vacation home in Paso Robles, you'll be within a 10-minute drive of J. Lohr Vineyards & Wines and Harris Stage Lines.
Wellsona | Vineyard Retreat + Pool, Hot Tub, Views | Main Home + Guest Home
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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
538 Holiday Homes
Lowest Price
AU$104
Highest Price
AU$1,869
Popular accommodation
Treetop Lodge - Lose yourself in the views on the westside, close to downtown., Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!, Lp4 The wine lover home with hot tub in Paso downtown, Stairway to Heaven, Beachfront home directly across from beach & park! Close to everything!, Beach cottages, majestic Morro Bay, 46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly, Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country, Wellsona | Vineyard Retreat + Pool, Hot Tub, Views | Main Home + Guest Home

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$212 per night from 12 Feb to 13 Feb
AU$212
includes taxes & fees
12 Feb - 13 Feb
With a stay at Cavalier Oceanfront Resort in San Simeon, you'll be on the beach, within a 10-minute drive of Moonstone Beach Park and Cambria State Marine ...
Cavalier Oceanfront Resort
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$267 per night from 7 Feb to 8 Feb
AU$267
includes taxes & fees
7 Feb - 8 Feb
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
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$160 per night from 9 Feb to 10 Feb
AU$160
includes taxes & fees
9 Feb - 10 Feb
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
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San Simeon Lodge

San Simeon Lodge

2.5 out of 5
9520 Castillo Drive, San Simeon, CA
The price is AU$104 per night from 9 Feb to 10 Feb
AU$104
includes taxes & fees
9 Feb - 10 Feb
With a stay at San Simeon Lodge in San Simeon, you'll be by the sea, within a 5-minute drive of Moonstone Beach Park and Cambria State Marine Park.
San Simeon Lodge
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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.