Book Holiday Homes in San Simeon

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Featured Holiday Homes in San Simeon

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

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

Paso Robles CA
Stay at this holiday home in Paso Robles. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Paso Robles City Library and The Spa Central ...
Opens in a new windowFully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country
Beautiful Custom home, great ocean views! Pets Allowed!

Beautiful Custom home, great ocean views! Pets Allowed!

Cayucos CA
Stay at this family-friendly holiday home in Cayucos. Enjoy free Wi-Fi, laundry facilities and tennis courts. Popular attractions Cayucos Beach and Morro Strand ...
Opens in a new windowBeautiful Custom home, great ocean views! Pets Allowed!
An aesthetic delight high above Cambria steeped in nature but close to town.

An aesthetic delight high above Cambria steeped in nature but close to town.

Cambria CA
Stay at this holiday home in Cambria. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Moonstone Beach and Stepladder Ranch and Creamery ...
Opens in a new windowAn aesthetic delight high above Cambria steeped in nature but close to town.
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Two-story home w/enclosed yard, patio, gas fireplace, washer/dryer, & fast WiFi

Two-story home w/enclosed yard, patio, gas fireplace, washer/dryer, & fast WiFi

Cambria CA
Stay at this holiday home in Cambria. Enjoy a garden, laundry facilities and patios. Popular attractions Moonstone Beach and Cambria’s Historical Museum are ...
Opens in a new windowTwo-story home w/enclosed yard, patio, gas fireplace, washer/dryer, & fast WiFi
Poe House--Romantic Getaway or Perfect Family Gathering Place!

Poe House--Romantic Getaway or Perfect Family Gathering Place!

Paso Robles CA
Stay at this holiday home in Paso Robles. Enjoy laundry facilities, balconies and an in-room coffee maker. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowPoe House--Romantic Getaway or Perfect Family Gathering Place!
Suite 16th - Old time charm, Free WiFi, Cable, Downtown

Suite 16th - Old time charm, Free WiFi, Cable, Downtown

Paso Robles CA
Stay at this holiday home in Paso Robles. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Paso Robles Children's Museum and Paso Robles ...
Opens in a new windowSuite 16th - Old time charm, Free WiFi, Cable, Downtown
FUN HOUSE with Resort Feel... ABOVE IT ALL!

FUN HOUSE with Resort Feel... ABOVE IT ALL!

Paso Robles CA
Stay at this holiday home in Paso Robles. Enjoy private pools, laundry facilities and a pool table. Popular attractions The Spa Central Coast and Paso Robles ...
Opens in a new windowFUN HOUSE with Resort Feel... ABOVE IT ALL!
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
Stay at this holiday home in Cayucos. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Cayucos Beach and Paul Andrew Park are located ...
Opens in a new windowCoastal VIEWS with easy SURF ACCESS. Home with yard and spa...pets considered!
Gathering Place overlooking beach, pier, and downtown Cayucos

Gathering Place overlooking beach, pier, and downtown Cayucos

Cayucos CA
Stay at this golf holiday home in Cayucos. Enjoy free Wi-Fi, a fitness centre and a garden. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowGathering Place overlooking beach, pier, and downtown Cayucos
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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
NZ$119
Highest Price
NZ$407
Popular accommodation
Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country, Beautiful Custom home, great ocean views! Pets Allowed!, An aesthetic delight high above Cambria steeped in nature but close to town., Two-story home w/enclosed yard, patio, gas fireplace, washer/dryer, & fast WiFi, Poe House--Romantic Getaway or Perfect Family Gathering Place!, Suite 16th - Old time charm, Free WiFi, Cable, Downtown, FUN HOUSE with Resort Feel... ABOVE IT ALL!, Coastal VIEWS with easy SURF ACCESS. Home with yard and spa...pets considered!, Gathering Place overlooking beach, pier, and downtown Cayucos

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 NZ$252 per night from 7 Apr to 8 Apr
NZ$252
7 Apr - 8 Apr
includes taxes & fees
Stay at this beach hotel in San Simeon. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in their reviews. ...
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 NZ$407 per night from 19 Mar to 20 Mar
NZ$407
19 Mar - 20 Mar
includes taxes & fees
Stay at this beach hotel in San Simeon. Enjoy free parking, a beach locale and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
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 NZ$119 per night from 24 Mar to 25 Mar
NZ$119
24 Mar - 25 Mar
includes taxes & fees
Stay at this business-friendly motel in San Simeon. Enjoy free Wi-Fi, free parking and a rooftop terrace. Our guests praise the pool and the helpful staff in ...
Opens in a new windowSilver Surf Motel
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The Morgan San Simeon - Cambria by Hearst Castle

The Morgan San Simeon - Cambria by Hearst Castle

3.5 out of 5
9135 Hearst Drive San Simeon CA
Fully refundableReserve now, pay when you stay
The price is NZ$170 per night from 18 Mar to 19 Mar
NZ$170
18 Mar - 19 Mar
includes taxes & fees
Stay at this hotel in San Simeon. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
Opens in a new windowThe Morgan San Simeon - Cambria by 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.