San Simeon Holiday Rentals

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Holiday Rentals in San Simeon

Coastal Pines Chalet by Moonstone Beach

Park Hill
9.4 out of 10, Exceptional, (8)
"Super clean , updated and really cozy"
United States
Shawn R.
Coastal Pines Chalet by Moonstone Beach

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

Cambria
10.0 out of 10, Exceptional, (189)
"Loved it"
United States
Sally W.
The price is HK$1,830
HK$3,977 total
includes taxes & fees
8 Dec - 9 Dec
Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!

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 HK$1,469
HK$1,681 total
includes taxes & fees
16 Dec - 17 Dec
The Lofts at The Market

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

3.0 star property
Cayucos
The price is HK$1,913
HK$8,195 total
includes taxes & fees
4 Dec - 5 Dec
The Cayucan Bungalows by AvantStay Pet-Friendly Getaway Steps from Cayucos State Beach

Gray's Inn & Gallery

2.5 star property
Downtown Morro Bay
10.0 out of 10, Exceptional, (44)
"Friendly greeting, clean room great location "
United States
Gary
Gray's Inn & Gallery

Studio Oasis on Vine

2.0 star property
Paso Robles
9.6 out of 10, Exceptional, (5)
"Centrally located, very comfortable bed. "
United States
Gina
The price is HK$514
HK$1,526 total
includes taxes & fees
3 Dec - 4 Dec
Studio Oasis on Vine

O h Live a little Getaway

2.0 star property
Paso Robles
10.0 out of 10, Exceptional, (2)
"Had a great stay, plenty of space for my family of 6 and close to everything. Lots of excellent communication from the property manager. "
United States
Taryn M.
O h Live a little Getaway

Serendipity Luxury Retreat - Dogs Welcome

2.0 star property
Atascadero
The price is HK$1,370
HK$2,390 total
includes taxes & fees
3 Dec - 4 Dec
Serendipity Luxury Retreat - Dogs Welcome

Cozy farmhouse studio, a chicken lovers dream!

2.0 star property
Templeton
10.0 out of 10, Exceptional, (6)
"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. "
United States
Anonymous traveller
The price is HK$876
HK$1,949 total
includes taxes & fees
3 Dec - 4 Dec
Cozy farmhouse studio, a chicken lovers dream!

Bohemian Oasis on Vine

2.0 star property
Paso Robles
10.0 out of 10, Exceptional, (1)
The price is HK$1,596
HK$3,439 total
includes taxes & fees
3 Dec - 4 Dec
Bohemian Oasis on Vine

Upscale Beach Cottage - rock view - paddleboards

2.0 star property
Downtown Morro Bay
9.6 out of 10, Exceptional, (4)
"No issues, such a stunning place to stay and the location was incredible! One issue with the door and the owner was easily accessible and we solved it immediately. Couldn’t recommend more! We’ll definitely be staying here again if we come back! "
United States
Julianna S.
The price is HK$1,752
HK$3,224 total
includes taxes & fees
3 Dec - 4 Dec
Upscale Beach Cottage - rock view - paddleboards

Cozy Cottage Downtown Paso Robles. Centrally located.

Paso Robles
Cozy Cottage Downtown Paso Robles. Centrally located.

The Source Home @ Copia | vineyard, bbq, jacuzzi

Paso Robles
10.0 out of 10, Exceptional, (155)
"We had a great stay at The Source. Excellent location...close to everything but a quiet and beautiful area. Home was clean and a great size for two couples to enjoy the weekend. AC worked well and it had all the amenities we needed. We absolutely loved our tasting at Copia as well. Be sure to book one!"
United States
Erin H.
The price is HK$2,546
HK$4,494 total
includes taxes & fees
3 Dec - 4 Dec
The Source Home @ Copia | vineyard, bbq, jacuzzi

Lone Madrone Winery Guest House

Templeton
10.0 out of 10, Exceptional, (27)
"A very relaxing, clean home, with ample space for our two families to enjoy "being away from it all.""
United States
Holly B.
Lone Madrone Winery Guest House

Downtown Paso Robles Oasis

Paso Robles
The price is HK$1,229
HK$2,724 total
includes taxes & fees
8 Dec - 9 Dec
Downtown Paso Robles Oasis

Charming cottage with Rock View Morro Bay

Downtown Morro Bay
Charming cottage with Rock View Morro Bay

The Lofts at Paso Market Walk - The Tulip Tree Room

Paso Robles
The price is HK$1,783
HK$2,268 total
includes taxes & fees
4 Dec - 5 Dec
The Lofts at Paso Market Walk - The Tulip Tree Room

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

Paso Robles
10.0 out of 10, Exceptional, (31)
"Everything was great . The views were beautiful . Very cozy and comfortable. "
United States
Roman
The price is HK$2,522
HK$3,880 total
includes taxes & fees
3 Dec - 4 Dec
'Moe's Cabin' in the heart of Adelaida wine country and epic star gazing

Traveler’s Dream! Lux Wine Country Escape

Paso Robles
10.0 out of 10, Exceptional, (9)
"Great place to stay in wine country. Loved the peace and quiet being somewhat remote, but still close enough to everything we wanted to do. Will stay again!"
United States
Robert R.
The price is HK$3,114
HK$5,659 total
includes taxes & fees
3 Dec - 4 Dec
Traveler’s Dream! Lux Wine Country Escape

Ranch in the heart of wine country

Templeton
10.0 out of 10, Exceptional, (87)
"Excellent stay , nice quiet getaway perfect for the weekend! "
United States
Tim
The price is HK$1,440
HK$2,463 total
includes taxes & fees
3 Dec - 4 Dec
Ranch in the heart of wine country
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

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 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.