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 HK$1,866
HK$4,021 total
includes taxes & fees
16 Oct - 17 Oct
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 HK$2,558
HK$4,800 total
includes taxes & fees
12 Nov - 13 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, (14)
"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 HK$1,730
HK$1,981 total
includes taxes & fees
9 Nov - 10 Nov
The Lofts at The Market
The Cayucan Bungalows by AvantStay Pet-Friendly Getaway Steps from Cayucos State Beach
3.5 star property
The price is HK$1,992
HK$7,564 total
includes taxes & fees
16 Oct - 17 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 Story Home | Copia Vineyards
Studio Oasis on Vine
2.0 star property
10.0 out of 10, Exceptional, (2)
"Pet friendly "
The price is HK$636
HK$1,703 total
includes taxes & fees
16 Oct - 17 Oct
Studio Oasis on Vine
2 Cayucan Bungalows Steps to Beach + Shared Lounge Sleeps 12
3.0 star property
The price is HK$3,823
HK$9,000 total
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 HK$875
HK$1,954 total
includes taxes & fees
20 Oct - 21 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 HK$4,551
HK$7,569 total
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 HK$1,750
HK$3,222 total
includes taxes & fees
16 Oct - 17 Oct
Upscale Beach Cottage - rock view - paddleboards
Bohemian Oasis on Vine
2.0 star property
10.0 out of 10, Exceptional, (1)
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 HK$3,526
HK$7,114 total
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 HK$3,384
HK$7,642 total
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 HK$4,336
HK$8,621 total
includes taxes & fees
11 Nov - 12 Nov
Gorgeous Downtown Villa with Gameroom LP10
ViNO on ViNEYARD-Westside Wine Trail Estate
2.0 star property
The price is HK$6,185
HK$11,392 total
includes taxes & fees
19 Oct - 20 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 HK$1,679
HK$2,783 total
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 HK$583
HK$1,322 total
includes taxes & fees
22 Oct - 23 Oct
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

Search for holiday rentals in San Simeon on Expedia! You can easily find your home rentals, villas, holiday apartments in San Simeon using one of the methods below:

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Look no further and take a look at our great range of rental properties in San Simeon!

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.