Book Holiday Homes in San Simeon

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Featured Holiday Homes in San Simeon

UNDER THE OAKS-Hot Tub & Walk Downtown

UNDER THE OAKS-Hot Tub & Walk Downtown

Paso Robles CA
The price is AU$562 per night from 28 Jan to 29 Jan
AU$562
28 Jan - 29 Jan 2026
includes taxes & fees
A stay at this vacation home places you in the heart of Paso Robles, within a 10-minute walk of Anglim Winery and Downtown City Park.
Opens in a new windowUNDER THE OAKS-Hot Tub & Walk Downtown
MARVELOUS MIDCENTURY-Hot Tub & 5 Blocks to Town Center

MARVELOUS MIDCENTURY-Hot Tub & 5 Blocks to Town Center

Paso Robles CA
The price is AU$601 per night from 5 Jan to 6 Jan
AU$601
5 Jan - 6 Jan 2026
includes taxes & fees
A stay at this vacation home places you in the heart of Paso Robles, within a 10-minute walk of Anglim Winery and Downtown City Park.
Opens in a new windowMARVELOUS MIDCENTURY-Hot Tub & 5 Blocks to Town Center
Oceanfront Cayucos Cottage on the sand

Oceanfront Cayucos Cottage on the sand

Cayucos CA
When you a stay at this vacation home in Cayucos, you'll be on the beach, just steps from Morro Strand State Beach and Estero Bay.
Opens in a new windowOceanfront Cayucos Cottage on the sand
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Pet Friendly Comfy Morro Bay Home

Pet Friendly Comfy Morro Bay Home

Morro Bay CA
The price is AU$859 per night from 5 Jan to 6 Jan
AU$859
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at this vacation home in Morro Bay, you'll be by the sea, within a 15-minute drive of California Polytechnic State University, San Luis Obispo and ...
Opens in a new windowPet Friendly Comfy Morro Bay Home
Cottage By The Sea And Trails.  Blocks from the Fiscalini Preserve.

Cottage By The Sea And Trails. Blocks from the Fiscalini Preserve.

Cambria CA
With a stay at this vacation home in Cambria, you'll be a 4-minute walk from Fiscalini Ranch Preserve and within a 5-minute drive of Cambria State Marine ...
Opens in a new windowCottage By The Sea And Trails. Blocks from the Fiscalini Preserve.
House of Joy-Sleeps 12

House of Joy-Sleeps 12

Cambria California
With a stay at this vacation home in Cambria, you'll be within a 5-minute drive of Fiscalini Ranch Preserve and Cambria’s Historical Museum.
Opens in a new windowHouse of Joy-Sleeps 12
Walking distance to Downtown! Wine Country 2bd 2ba house in Paso Robles!

Walking distance to Downtown! Wine Country 2bd 2ba house in Paso Robles!

Paso Robles CA
A stay at this vacation home places you in the heart of Paso Robles, within a 10-minute walk of Paso Robles Pioneer Museum and Paso Robles Children's ...
Opens in a new windowWalking distance to Downtown! Wine Country 2bd 2ba house in Paso Robles!
Downtown home w/private hot tub, pool table, gas grill, W/D, AC

Downtown home w/private hot tub, pool table, gas grill, W/D, AC

Paso Robles CA
With a stay at this vacation home in Paso Robles, you'll be within a 15-minute walk of Anglim Winery and Derby Wine Estates Tasting Room.
Opens in a new windowDowntown home w/private hot tub, pool table, gas grill, W/D, AC
Coastal VIEWS with easy SURF ACCESS.   Home with yard and spa...pets considered!

Coastal VIEWS with easy SURF ACCESS. Home with yard and spa...pets considered!

Cayucos CA
Located in Cayucos, this vacation home is by the sea, within a 5-minute walk of Estero Bay and Morro Strand State Beach.
Opens in a new windowCoastal VIEWS with easy SURF ACCESS. Home with yard and spa...pets considered!
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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
714 Holiday Homes
Lowest Price
AU$104
Highest Price
AU$859
Popular accommodation
UNDER THE OAKS-Hot Tub & Walk Downtown, MARVELOUS MIDCENTURY-Hot Tub & 5 Blocks to Town Center, Oceanfront Cayucos Cottage on the sand, Pet Friendly Comfy Morro Bay Home, Cottage By The Sea And Trails. Blocks from the Fiscalini Preserve., House of Joy-Sleeps 12, Walking distance to Downtown! Wine Country 2bd 2ba house in Paso Robles!, Downtown home w/private hot tub, pool table, gas grill, W/D, AC, Coastal VIEWS with easy SURF ACCESS. Home with yard and spa...pets considered!

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$183 per night from 11 Jan to 12 Jan
AU$183
11 Jan - 12 Jan 2026
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.
Opens in a new windowCavalier Oceanfront Resort
Ragged Point Inn and Resort

Ragged Point Inn and Resort

3 out of 5
19019 Highway 1 San Simeon CA
Fully refundableReserve now, pay when you stay
The price is AU$233 per night from 4 Jan to 5 Jan
AU$233
4 Jan - 5 Jan 2026
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.
Opens in a new windowRagged Point Inn and Resort
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$104 per night from 4 Jan to 5 Jan
AU$104
4 Jan - 5 Jan 2026
includes taxes & fees
When you stay at Silver Surf Motel in San Simeon, you'll be near the beach, within a 10-minute walk of San Simeon State Park and Cambria State Marine Park.
Opens in a new windowSilver Surf Motel
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Quality Inn near Hearst Castle

Quality Inn near Hearst Castle

2.5 out of 5
9260 Castillo Drive San Simeon CA
Fully refundableReserve now, pay when you stay
The price is AU$112 per night from 27 Jan to 28 Jan
AU$112
27 Jan - 28 Jan 2026
includes taxes & fees
A stay at Quality Inn near Hearst Castle places you in the heart of San Simeon, a 1-minute drive from San Simeon State Park and 5 minutes from Moonstone Beach ...
Opens in a new windowQuality Inn near Hearst Castle
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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.