San Simeon vacation rentals
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Top-rated vacation rentals in San Simeon
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for San Simeon vacation rentals
San Simeon beach vacation rentals
Townhouse in Cambria
4.92 out of 5 average rating, 206 reviewsThe OverLook Cambria - Stunning Ocean Views
Sep 15 – 22
Guesthouse in Baywood-Los Osos
4.95 out of 5 average rating, 371 reviewsCharming backyard cottage, quiet and private
Jun 26 – Jul 3
Cottage in Big Sur
4.94 out of 5 average rating, 124 reviewsBig Sur Blue Cottage with Ocean view
Jun 11 – 18
Home in Cambria
4.85 out of 5 average rating, 324 reviewsWindrush Inn Harbor House
May 27 – Jun 3
Home in Cambria
4.99 out of 5 average rating, 348 reviewsEnchanting Cambria home ocean view: 2-block walk
Dec 24 – 31
Guesthouse in Cambria
4.97 out of 5 average rating, 160 reviewsCambria Treetop Retreat
Jun 27 – Jul 4
Guesthouse in Morro Bay
4.94 out of 5 average rating, 123 reviewsRenovated Private Hippy Beach Shack With Full Bath
Jun 26 – Jul 3
Guest suite in Baywood-Los Osos
4.98 out of 5 average rating, 645 reviewsOsoSuite private, romantic, clean, and safe
Jun 26 – Jul 3
San Simeon house rentals
Home in Baywood-Los Osos
4.9 out of 5 average rating, 214 reviewsBayview Getaway
Dec 15 – 22
Home in Baywood-Los Osos
4.95 out of 5 average rating, 123 reviewsBright 1 bedroom on Morro Bay with 2 work stations
Mar 21 – 28
Home in Arroyo Grande
4.91 out of 5 average rating, 174 reviewsBeach-themed farmhouse with indoor fireplace
Oct 1 – 8
Home in Cambria
4.97 out of 5 average rating, 182 reviewsWine Down Cottage by the Sea
Jan 3 – 10
Home in Cambria
4.99 out of 5 average rating, 244 reviewsCoastalRetreatCambria 2King1Queen/FirePit/Wi-Fi
Jan 4 – 11
Home in Cambria
4.89 out of 5 average rating, 129 reviewsHidden Hart of Cambria
Oct 17 – 24
Home in Morro Bay
4.91 out of 5 average rating, 531 reviewsPeace and Tranquility - Morro Bay
Nov 28 – Dec 5
Home in Cayucos
4.87 out of 5 average rating, 264 reviewsThe Beach House - On Cayucos Beach
Nov 5 – 12
Other great vacation rentals in San Simeon
Apartment in Cambria
4.99 out of 5 average rating, 255 reviewsThe Owl Box
Jun 6 – 13
Guesthouse in Santa Maria
4.99 out of 5 average rating, 1436 reviewsFrench Country Casita - Breakfast Included
Sep 8 – 15
Cottage in San Luis Obispo
4.96 out of 5 average rating, 329 reviewsPeaceful Cottage in an Olive Grove
Sep 20 – 27
Guest suite in Arroyo Grande
4.98 out of 5 average rating, 360 reviewsPrivate Ranchita 3 nights left in April Come Stay!
Dec 21 – 28
Guest suite in Arroyo Grande
4.99 out of 5 average rating, 306 reviewsBright Nature Oasis by the Historic Village!
Aug 17 – 24
Farm stay in San Miguel
4.91 out of 5 average rating, 406 reviewsShade Oak
Sep 28 – Oct 5
Guest suite in Paso Robles
4.99 out of 5 average rating, 353 reviewsCottage
Sep 7 – 14
Guest suite in Atascadero
4.96 out of 5 average rating, 523 reviewsSeparate Entrance Awesome 2-bedroom Guest Suite!
Oct 6 – 13
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