San Simeon Holiday Rentals

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Holiday Rentals in San Simeon

Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!
10.0 out of 10, Exceptional, (187)
"Loved it"
The price is AU$963
includes taxes & fees
4 Nov - 5 Nov
Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!
Coastal Retreat/King Beds/Big Sur Cabin/EV Charger
10.0 out of 10, Exceptional, (66)
"Great location, house was clean and comfortable. Loved bird watching from the back deck!"
The price is AU$960
includes taxes & fees
11 Nov - 12 Nov
Coastal Retreat/King Beds/Big Sur Cabin/EV Charger
Charming Cambria Retreat w HotTub, Sleeps 8, FirePit, 5 min to Coast/Main St
10.0 out of 10, Exceptional, (15)
"Would definitely recommend and stay again in this beautiful home nestled in tranquil Cambria Pines. "
Charming Cambria Retreat w HotTub, Sleeps 8, FirePit, 5 min to Coast/Main St
Gray's Inn & Gallery
2.5 star property
10.0 out of 10, Exceptional, (39)
"Amazing stay! "
Gray's Inn & Gallery
The Lofts at The Market
4.0 star property
9.6 out of 10, Exceptional, (59)
"The location and communications was amazing! Loved our stay!"
The price is AU$387
includes taxes & fees
20 Oct - 21 Oct
The Lofts at The Market
The Cayucan Bungalows by AvantStay Pet-Friendly Getaway Steps from Cayucos State Beach
3.0 star property
The price is AU$1,494
includes taxes & fees
19 Oct - 20 Oct
The Cayucan Bungalows by AvantStay Pet-Friendly Getaway Steps from Cayucos State Beach
The Story Home | Copia Vineyards
2.0 star property
10.0 out of 10, Exceptional, (4)
"Beautiful vineyard views. Perfect location. Well appointed home!"
The price is AU$1,058
includes taxes & fees
6 Nov - 7 Nov
The Story Home | Copia Vineyards
Studio Oasis on Vine
2.0 star property
10.0 out of 10, Exceptional, (2)
"Pet friendly "
The price is AU$332
includes taxes & fees
20 Oct - 21 Oct
Studio Oasis on Vine
2 Cayucan Bungalows Steps to Beach + Shared Lounge Sleeps 12
3.0 star property
The price is AU$1,776
includes taxes & fees
19 Oct - 20 Oct
2 Cayucan Bungalows Steps to Beach + Shared Lounge Sleeps 12
Cozy farmhouse studio, a chicken lovers dream!
2.0 star property
10.0 out of 10, Exceptional, (5)
"The cozy farmhouse was the perfect place to stay on my visit. Warm cozy clean and the personal touches were so thoughtful. I am looking forward to staying there again soon. "
The price is AU$394
includes taxes & fees
27 Oct - 28 Oct
Cozy farmhouse studio, a chicken lovers dream!
Lone Madrone Winery Guest House
10.0 out of 10, Exceptional, (27)
"My family came in to stay for graduation and I needed something close by but big enough for all of them!Pool table and extras were perfect for the additional hang when they were there.Staff and manger was amazing to work with and great communication."
The price is AU$1,511
includes taxes & fees
20 Oct - 21 Oct
Lone Madrone Winery Guest House
Upscale Beach Cottage - rock view - paddleboards
2.0 star property
9.4 out of 10, Exceptional, (3)
"Beautiful place to stay. Small and cozy . The place seemed clean but then you look closer and it’s clean sheets and towels. There was a contact lens on the floor in the corner by the bed. Makes you wonder ? And a random person just walked in our place, she said she thought it was someone else place. Perfect place to stay if you’re gonna be out and about all day. Location was beautiful. "
The price is AU$642
includes taxes & fees
19 Oct - 20 Oct
Upscale Beach Cottage - rock view - paddleboards
Bohemian Oasis on Vine
2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$738
includes taxes & fees
20 Oct - 21 Oct
Bohemian Oasis on Vine
4 Master Suites - Vineyard Estate Home - Santellan Vineyards
10.0 out of 10, Exceptional, (15)
"Great VRBO for 4 couples. We used this as a base for vineyard tours and the concert at Vino Robles on Saturday night. Our host was responsive but not intrusive, and we had a great time. I highly recommend this place!"
The price is AU$1,420
includes taxes & fees
23 Oct - 24 Oct
4 Master Suites - Vineyard Estate Home - Santellan Vineyards
Hilltop House with Vineyard, Infinity Pool, and Panoramic Views
10.0 out of 10, Exceptional, (1)
"Great place"
Hilltop House with Vineyard, Infinity Pool, and Panoramic Views
Frontier Oaks: Spacious Templeton Retreat
10.0 out of 10, Exceptional, (15)
"We loved our time at the Spacious Templeton Retreat! Well appointed and stocked. Highly recommend."
The price is AU$1,525
includes taxes & fees
19 Oct - 20 Oct
Frontier Oaks: Spacious Templeton Retreat
Gorgeous Downtown Villa with Gameroom LP10
9.6 out of 10, Exceptional, (47)
"We were very happy with our choice. Spacious, clean and walkable to downtown. 3 bedrooms, 2 baths, worked out well for 3 of us to have our own space and privacy. Nice open layout, quiet, and bright. Only annoying part was the constant reminder of rules and potential fines. We would stay there again. "
The price is AU$1,722
includes taxes & fees
27 Oct - 28 Oct
Gorgeous Downtown Villa with Gameroom LP10
ViNO on ViNEYARD-Westside Wine Trail Estate
2.0 star property
The price is AU$2,268
includes taxes & fees
28 Oct - 29 Oct
ViNO on ViNEYARD-Westside Wine Trail Estate
Spacious Wine Country Retreat Prime Location
9.8 out of 10, Exceptional, (20)
"Great place!"
The price is AU$556
includes taxes & fees
19 Oct - 20 Oct
Spacious Wine Country Retreat Prime Location
Littlefield Bungalow Suite
10.0 out of 10, Exceptional, (18)
"Very cozy home in a great neighborhood with lots of restaurants in walking distance. We loved Leo’s for breakfast burritos! Host had beautiful rose bushes and a private outdoor seating area for us. Loved staying here away from the hustle and bustle of Paso Robles. "
The price is AU$262
includes taxes & fees
11 Nov - 12 Nov
Littlefield Bungalow Suite
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, 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 favourite 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 depend 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 AU$268 per night. Entering your travel dates in the search wizard might find you 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 Cambria State Marine Park, 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?

Coastal VIEWS with easy SURF ACCESS. Home with yard and spa...pets considered!: This holiday home rental outside of San Simeon is located near the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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. 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.