Holiday Rentals in San Simeon

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Holiday Rentals in San Simeon

One of a kind property- An Acre on the Ocean & Classic Beach Cottage

San Simeon
10.0 out of 10, Exceptional, (11)
"Small but clean and comfortable all that we needed for our stay. Love the access to the beach"
United States
Corey H.
One of a kind property- An Acre on the Ocean & Classic Beach Cottage

The Lofts at The Market

4.0 star property
Paso Robles
9.6 out of 10, Exceptional, (59)
"The location and communications was amazing! Loved our stay!"
United States
April
The price is €191
includes taxes & fees
30 Nov - 1 Dec
The Lofts at The Market

Oceanfront Cayucos Cottage on the sand

Cayucos
9.8 out of 10, Exceptional, (40)
"Great beach house for our family, Very clean and good amenities. Some better pictures of the rooms and layout of the upstairs, downstairs and outside would help with trip planning. The view is spectacular. "
United States
Kyle B.
Oceanfront Cayucos Cottage on the sand

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

Cambria
9.4 out of 10, Exceptional, (96)
"Enjoyed our stay appreciated the quieter location in Cambria easily driving to downtown & beaches. "
United States
Nancy S.
Lovely Cottage just above Moonstone Beach in the Pines and Oak Trees.

The Cayucan Bungalows by AvantStay Pet-Friendly Getaway Steps from Cayucos State Beach

3.0 star property
Cayucos
The price is €914
includes taxes & fees
5 Dec - 6 Dec
The Cayucan Bungalows by AvantStay Pet-Friendly Getaway Steps from Cayucos State Beach

Cambria Cute Cottage with Private Deck

Cambria
8.8 out of 10, Excellent, (6)
"Very quaint and comfortable. "
United States
Kevin L.
Cambria Cute Cottage with Private Deck

Ranch style living with incredible views!

Cambria
10.0 out of 10, Exceptional, (19)
"Great stay! "
United States
ALEXIS
The price is €183
includes taxes & fees
30 Nov - 1 Dec
Ranch style living with incredible views!

Peacock on Park! 3 Bedroom Downtown Paso Robles

Paso Robles
10.0 out of 10, Exceptional, (31)
"We had a great stay! Thank you! "
United States
Casey E.
The price is €271
includes taxes & fees
1 Dec - 2 Dec
Peacock on Park! 3 Bedroom Downtown Paso Robles

Captain Java's Cottage in beautiful Morro Bay!

Morro Bay
10.0 out of 10, Exceptional, (358)
"We stay here a couple of times a year. It is always exceptionally clean and comfortable. "
United States
Ms. Nancy M.
Captain Java's Cottage in beautiful Morro Bay!

Sandy Dunes

Downtown Morro Bay
9.8 out of 10, Exceptional, (70)
"Very nice stay! The house had everything we needed and was a walk away from everything! We had a great stay!"
United States
Brittany A.
Sandy Dunes

'Moe's Cabin' in the heart of Adelaida wine country and epic star gazing

Paso Robles
10.0 out of 10, Exceptional, (29)
"Everything was great . The views were beautiful . Very cozy and comfortable. "
United States
Roman
The price is €443
includes taxes & fees
30 Nov - 1 Dec
'Moe's Cabin' in the heart of Adelaida wine country and epic star gazing

MARVELOUS MIDCENTURY-Hot Tub & 5 Blocks to Town Center

Paso Robles
10.0 out of 10, Exceptional, (119)
"Such a cozy place. Very responsive and loved the location. "
United States
James
The price is €357
includes taxes & fees
26 Nov - 27 Nov
MARVELOUS MIDCENTURY-Hot Tub & 5 Blocks to Town Center

Cambria Victorian Castle: Walk to Beach, Village Shops, Wineries and Galleries!

Cambria
9.8 out of 10, Exceptional, (143)
"the host was great and was responding quickly "
United States
Fatemeh S.
Cambria Victorian Castle: Walk to Beach, Village Shops, Wineries and Galleries!

Pelican Square in Morro Bay

Morro Bay
9.8 out of 10, Exceptional, (67)
"This place is great! We've stayed 4 times and never had a problem. I would recommend it in a heartbeat. Perfect for a couple."
United States
Tess H.
The price is €196
includes taxes & fees
26 Nov - 27 Nov
Pelican Square in Morro Bay

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

Cayucos
10.0 out of 10, Exceptional, (135)
"Very nice, quiet neighborhood. Close to the beach. "
United States
Allison F.
Coastal VIEWS with easy SURF ACCESS. Home with yard and spa...pets considered!

Beautiful Custom home, great ocean views! Pets Allowed!

Cayucos
10.0 out of 10, Exceptional, (227)
"Excellent vacation rental-the views were gorgeous and the master bedroom had best mattress and shower! Highly recommend!"
United States
Cindy V.
Beautiful Custom home, great ocean views! Pets Allowed!

Gathering Place overlooking beach, pier, and downtown Cayucos

Cayucos
10.0 out of 10, Exceptional, (175)
"We enjoyed the time at the gathering place very much. Property is amazing and we hope to stay again. Excellent location and the kitchen was well equipped. "
United States
Nathan H.
Gathering Place overlooking beach, pier, and downtown Cayucos

Beach cottages, majestic Morro Bay

Morro Bay
9.8 out of 10, Exceptional, (216)
"This cottage was super cute, very clean, and equipped. I would rent this property again. "
United States
Diane M.
Beach cottages, majestic Morro Bay

Lakota-Style Tipi Glamping Retreat in Paso Robles

Paso Robles
8.0 out of 10, Very good, (1)
"This place is lovely! Everything was clean and well equipped. I would give the property and the host 5 stars. I've given only 4 because it was too cold to sleep in the tipi and there was not enough bedding. "
United States
Alison C.
Lakota-Style Tipi Glamping Retreat in Paso Robles

Wine Country Modern Farmhouse | Heated Pool & Spa

Paso Robles
10.0 out of 10, Exceptional, (26)
"We had a great time at Mitch’s place! There were a good amount of us with a mix of adults and kids. It was super hot and we got plenty of pool time. The house was confortable and well stocked. Mitch is super responsive to any questions we had. Would def stay here again!"
United States
Lauren M.
The price is €1,138
includes taxes & fees
9 Dec - 10 Dec
Wine Country Modern Farmhouse | Heated Pool & Spa
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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Top San Simeon Hotel Reviews

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, apart-hotels, 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 €183 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 scenic seaside 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?

Oceanfront Cayucos Cottage on the sand: This holiday home rental outside of San Simeon is located on the beach, and has a patio, a BBQ and laundry facilities to put you at ease in your new surroundings. It has 4 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 Jade Cove, or simply take in cultural attractions like Coastal Discovery Center at San Simeon Bay and National Geographic Theater. San Simeon State Park and Hearst Ranch Winery 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.