Book Holiday Homes in San Simeon

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Featured Holiday Homes in San Simeon

WESTSIDE SPANISH BUNGALOW -NEW HOT TUB & Walk to Downtown Square!

WESTSIDE SPANISH BUNGALOW -NEW HOT TUB & Walk to Downtown Square!

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 Children's Museum.
WESTSIDE SPANISH BUNGALOW -NEW HOT TUB & Walk to Downtown Square!
Beachfront home directly across from beach & park! Close to everything!

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

Cambria
Located in Cambria (Park Hill), this vacation home is steps from Moonstone Beach Park and a 2-minute drive from Moonstone Beach.
Beachfront home directly across from beach & park! Close to everything!
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.
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Romantic Get-away that doesn't disappoint!

Romantic Get-away that doesn't disappoint!

Cambria
With a stay at this vacation home in Cambria, you'll be within a 5-minute drive of Moonstone Beach Park and Moonstone Beach.
Romantic Get-away that doesn't disappoint!
Hideaway on Oak with Fire Pit!

Hideaway on Oak with Fire Pit!

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 Children's Museum.
Hideaway on Oak with Fire Pit!
Suite 16th - Old time charm, Free WiFi, Cable, Downtown

Suite 16th - Old time charm, Free WiFi, Cable, 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 Children's Museum.
Suite 16th - Old time charm, Free WiFi, Cable, Downtown
Chestnut Cottage - Walkable to Downtown/EV Charger/Dog Friendly

Chestnut Cottage - Walkable to Downtown/EV Charger/Dog Friendly

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 Children's Museum.
Chestnut Cottage - Walkable to Downtown/EV Charger/Dog Friendly
Dog-friendly suite with incredible ocean views, private balcony, & a firepit

Dog-friendly suite with incredible ocean views, private balcony, & a firepit

Cayucos
When you stay at this vacation home in Cayucos, you'll be by the sea, just steps from Cayucos State Beach and Estero Bay.
Dog-friendly suite with incredible ocean views, private balcony, & a firepit
Hilltop West-Overlook Downtown Paso in this Hilltop Hideaway!

Hilltop West-Overlook Downtown Paso in this Hilltop Hideaway!

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 Children's Museum.
Hilltop West-Overlook Downtown Paso in this Hilltop Hideaway!
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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
533 Holiday Homes
Lowest Price
AU$112
Highest Price
AU$274
Popular accommodation
WESTSIDE SPANISH BUNGALOW -NEW HOT TUB & Walk to Downtown Square!, Beachfront home directly across from beach & park! Close to everything!, Treetop Lodge - Lose yourself in the views on the westside, close to downtown., Romantic Get-away that doesn't disappoint!, Hideaway on Oak with Fire Pit!, Suite 16th - Old time charm, Free WiFi, Cable, Downtown, Chestnut Cottage - Walkable to Downtown/EV Charger/Dog Friendly, Dog-friendly suite with incredible ocean views, private balcony, & a firepit, Hilltop West-Overlook Downtown Paso in this Hilltop Hideaway!

Top trending hotels in San Simeon

Cavalier Oceanfront Resort

Cavalier Oceanfront Resort

3.5 out of 5
9415 Hearst Drive, San Simeon, CA
The price is AU$274 per night from 2 Jun to 3 Jun
AU$274
per night
2 Jun - 3 Jun
When you stay at Cavalier Oceanfront Resort in San Simeon, you'll be on the beach, within a 10-minute drive of Moonstone Beach Park and Moonstone Beach.
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$177 per night from 27 May to 28 May
AU$177
per night
27 May - 28 May
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$112 per night from 16 May to 17 May
AU$112
per night
16 May - 17 May
When you stay at Silver Surf Motel in San Simeon, you'll be near the beach, within a 10-minute drive of Moonstone Beach Park and Moonstone Beach.
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
The price is AU$253 per night from 24 May to 25 May
AU$253
per night
24 May - 25 May
Located in San Simeon, Ragged Point Inn and Resort is by the ocean, within a 5-minute drive of Silver Peak Wilderness and San Simeon State Park.
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.