A grand building with a central fountain, surrounded by lush greenery and palm trees.

San Simeon Holiday Rentals

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Our top choices for San Simeon holiday rentals

Forest Home with Deck, EV Charger, King Beds

Forest Home with Deck, EV Charger, King Beds
Cambria
10.0 out of 10, Exceptional, (69 reviews)
"We were delighted with the hospitality, cleanliness, and location."
United States
David H.
The price is NZ$1,324
includes taxes & fees
15 July - 16 July
Forest Home with Deck, EV Charger, King Beds

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

Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!
Cambria
10.0 out of 10, Exceptional, (204 reviews)
"This is our second time staying in this home. This time, we stayed for 2 months. I really like this house. The rooms are very nice sized. The decor is perfect. The beds and living room furniture are comfortable. The kitchen has been nicely updated and was well equipped. The back yard is straight out of a fairy tale. It is fully fenced, too. Our kids really enjoyed the hot tub.The host is very responsive to any questions and is very helpful.This is the nicest, roomiest house we've ever rented....
United States
Beth D.
The price is NZ$920
includes taxes & fees
15 July - 16 July
Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!

Lovely Cottage just above Moonstone Beach in the Pines and Oak Trees.

Lovely Cottage just above Moonstone Beach in the Pines and Oak Trees.
Cambria
9.4 out of 10, Exceptional, (121 reviews)
"Quiet place with wild animals roaming around. Great place for vacation "
United States
Qi
The price is NZ$1,013
includes taxes & fees
16 July - 17 July
Lovely Cottage just above Moonstone Beach in the Pines and Oak Trees.

Littlefield Bungalow Suite

Littlefield Bungalow Suite
San Miguel District
9.6 out of 10, Exceptional, (23 reviews)
"I loved that this property was pet friendly and that we had the whole place to ourselves."
United States
Edna
The price is NZ$340
includes taxes & fees
6 July - 7 July
Littlefield Bungalow Suite

Hilltop Paso: Dog Friendly, Firepit, BBQ, Views

Hilltop Paso: Dog Friendly, Firepit, BBQ, Views
Paso Robles
9.8 out of 10, Exceptional, (28 reviews)
"Great, quiet location and loved outdoor area."
United States
Kathy H.
The price is NZ$506
includes taxes & fees
19 July - 20 July
Hilltop Paso: Dog Friendly, Firepit, BBQ, Views

Pet Friendly Wine Country Escape • Hot Tub •EV Charger

Pet Friendly Wine Country Escape • Hot Tub •EV Charger
Paso Robles
9.4 out of 10, Exceptional, (13 reviews)
"Great house. Pet friendly property with enclosed backyard area."
United Kingdom
Jonathan V.
The price is NZ$548
includes taxes & fees
7 July - 8 July
Pet Friendly Wine Country Escape • Hot Tub •EV Charger

Paso Robles - Vineyard Getaway - Video Tour

Paso Robles - Vineyard Getaway - Video Tour
San Miguel District
10.0 out of 10, Exceptional, (126 reviews)
"Beautiful property with great views. Hosts were great and the communication was swift and in detail to help make a great stay."
United States
Martin L.
The price is NZ$575
includes taxes & fees
5 July - 6 July
Paso Robles - Vineyard Getaway - Video Tour

Cabin in the Oaks, Paso Robles. Private hot tub! We sleep 4! AC Works!

Cabin in the Oaks, Paso Robles. Private hot tub! We sleep 4! AC Works!
Willow Creek District
9.4 out of 10, Exceptional, (20 reviews)
"Amazing property and had a wonderful time "
United States
Matt G.
The price is NZ$654
includes taxes & fees
12 July - 13 July
Cabin in the Oaks, Paso Robles. Private hot tub! We sleep 4! AC Works!

Majestic rural house

Majestic rural house
Bradley
10.0 out of 10, Exceptional, (63 reviews)
"Unique, charming, and clean. My partner and I really enjoyed staying here. It had everything we needed for it to feel like home. "
United States
Eddie F.
Majestic rural house

Ranch style living with incredible views!

Ranch style living with incredible views!
Cambria
10.0 out of 10, Exceptional, (26 reviews)
"Great stay! "
United States
ALEXIS
The price is NZ$449
includes taxes & fees
6 July - 7 July
Ranch style living with incredible views!

Indian Valley Acorn Retreat

Indian Valley Acorn Retreat
San Miguel District
7.8 out of 10, Good, (11 reviews)
"Clean and tidy, comfortable and quiet. Misleading location, not actually in Paso Robles as the website alludes to. "
United States
James S.
The price is NZ$502
includes taxes & fees
5 July - 6 July
Indian Valley Acorn Retreat

The Source Home @ Copia | vineyard, bbq, jacuzzi

The Source Home @ Copia | vineyard, bbq, jacuzzi
Willow Creek District
10.0 out of 10, Exceptional, (157 reviews)
"Great stay at a wonderful property!"
United States
David I.
The Source Home @ Copia | vineyard, bbq, jacuzzi

Oaks & Grapes Getaway

Oaks & Grapes Getaway
Paso Robles
5.0 out of 10, (2 reviews)
"What I thought was a legitimate “apartment” rental turned out to be a converted third-car garage in a residential neighborhood, attached to someone's actively occupied home. The property description was misleading, omitting any mention of the fact that it's a private residence. If I'd known the truth, I would have never booked this place. "
United States
Sam B.
Oaks & Grapes Getaway

Casa Caballo: Vineyard views and close to downtown

Casa Caballo: Vineyard views and close to downtown
Adelaida District
10.0 out of 10, Exceptional, (15 reviews)
"Excellent place to stay... What a nice setting"
United States
Ariane T.
Casa Caballo: Vineyard views and close to downtown

Modern Cayucos Bungalow - Ocean Views and Hot Tub

Modern Cayucos Bungalow - Ocean Views and Hot Tub
Cayucos
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful unit filled with high quality appliances that was all incredibly clean. Very pet friendly with lots of recommendations on what to do with our dog in the area."
United States
William H.
The price is NZ$663
includes taxes & fees
15 July - 16 July
Modern Cayucos Bungalow - Ocean Views and Hot Tub

Phoenix Rising Villa Sauret Ste

Phoenix Rising Villa Sauret Ste
San Miguel District
10.0 out of 10, Exceptional, (11 reviews)
"Amazing stay and beautiful view "
United States
Peter N.
The price is NZ$357
includes taxes & fees
5 July - 6 July
Phoenix Rising Villa Sauret Ste

Ranch in the heart of wine country

Ranch in the heart of wine country
Templeton Gap District
10.0 out of 10, Exceptional, (90 reviews)
"Excellent stay , nice quiet getaway perfect for the weekend! "
United States
Tim
The price is NZ$544
includes taxes & fees
6 July - 7 July
Ranch in the heart of wine country

Bella Vista- Paso Wine Country with Vineyard Views

Bella Vista- Paso Wine Country with Vineyard Views
Adelaida District
10.0 out of 10, Exceptional, (27 reviews)
"Lovely with a beautiful view."
United States
Maureen C.
The price is NZ$1,194
includes taxes & fees
6 July - 7 July
Bella Vista- Paso Wine Country with Vineyard Views

Traveler’s Dream! Lux Wine Country Escape

Traveler’s Dream! Lux Wine Country Escape
Adelaida District
10.0 out of 10, Exceptional, (10 reviews)
"Great stay. Highly recommend."
United States
Scott C.
The price is NZ$1,264
includes taxes & fees
5 July - 6 July
Traveler’s Dream! Lux Wine Country Escape

Studio Oasis on Vine

Studio Oasis on Vine
Downtown Paso Robles
9.6 out of 10, Exceptional, (7 reviews)
"Centrally located, very comfortable bed. "
United States
Gina
The price is NZ$458
includes taxes & fees
7 July - 8 July
Studio Oasis on Vine
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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Find out more about San Simeon

Everything you need to know about San Simeon holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Simeon holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Simeon holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Simeon holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Simeon. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Simeon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Simeon holiday rentals we have selected for you start as low as NZ$438 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Simeon rentals

At Expedia, we put the best San Simeon holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Simeon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Simeon holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Simeon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in San Simeon?

Yes, there are holiday rentals in San Simeon close to Coastal Discovery Center at San Simeon Bay, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and popular beaches in San Simeon. While you're here, grab a bite or have a drink at the top-notch restaurants.

What are some of the best holiday rentals that San Simeon has to offer?

AMAZING, OCEAN VIEWS, MORRO 🪨, JACUZZI, WIFI, PARKING: This holiday home rental outside of San Simeon is located on the beach, and has a balcony, 1 hot tub and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in San Simeon?

With 21 Expedia holiday rentals, you're guaranteed to find just the right place for your San Simeon stay.

What’s there to see and do in San Simeon?

Enjoy the outdoors at Los Padres National Forest and William Randolph Hearst Memorial Beach, or simply take in cultural attractions like Coastal Discovery Center at San Simeon Bay and National Geographic Theater. Hearst Castle and San Simeon State Park are other places to visit while you're in town.

What are holiday rentals like in San Simeon?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Simeon. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.