House holiday rentals in San Simeon
Find and book unique houses on Airbnb
Top-rated house rentals in San Simeon
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for San Simeon house rentals
House rentals with a pool
Home in Atascadero
4.96 out of 5 average rating, 163 reviewsGorgeous Hilltop Oasis with Pool and Expansive Views
9 – 16 Jan
Home in Templeton
4.94 out of 5 average rating, 101 reviewsPoolside Paradise in Wine Country- Templeton, Ca
12 – 19 Sept
Home in Atascadero
4.98 out of 5 average rating, 119 reviewsLuxury Mountain View Retreat Pool/jacuzzi
23 – 30 Oct
Home in Paso Robles
4.97 out of 5 average rating, 158 reviewsSpanish Villa~pool~cabanas~pizza oven~fire pit~spa
13 – 20 Apr
Home in San Luis Obispo
4.88 out of 5 average rating, 103 reviewsHistoric 1895 Edna Railhouse with Heated Pool
20 – 27 Jan
Home in Nipomo
4.81 out of 5 average rating, 345 reviewsGetaway at the Highlands+Heated Pool+Hot Tub
4 – 11 Jan
Home in Paso Robles
4.84 out of 5 average rating, 210 reviewsThree Sisters Farm Wine Country Home
19 – 26 Oct
Home in Arroyo Grande
4.95 out of 5 average rating, 217 reviewsPool/Spa/3 Br Home SLO/Pismo/Cal Poly - Pets ok!
29 Sept – 6 Oct
Weekly house rentals
Home in Paso Robles
5.0 out of 5 average rating, 132 reviewsHigh Ridge Cottage, Paso Robles
27 Feb – 6 Mar
Home in Baywood-Los Osos
4.92 out of 5 average rating, 289 reviewsBaywood Cottage #5 | Walk to Bay | Dog Friendly
28 Mar – 4 Apr
Home in Cambria
4.87 out of 5 average rating, 130 reviewsHidden Hart of Cambria
29 Nov – 6 Dec
Home in Baywood-Los Osos
4.91 out of 5 average rating, 223 reviewsAnne's Art House, pets OK
17 – 24 Aug
Home in Paso Robles
4.98 out of 5 average rating, 494 reviewsThe Olive House
22 – 29 Apr
Home in Morro Bay
4.97 out of 5 average rating, 437 reviewsOcean's Calling Cottage Sleeps five. 2 bed/2bath
9 – 16 Apr
Home in Arroyo Grande
4.88 out of 5 average rating, 454 reviews( Sanitized!) Country home w/ backyard tiki hut
11 – 18 Oct
Home in Cambria
4.81 out of 5 average rating, 131 reviewsSeaview on Burton
1 – 8 Jan
Private house rentals
Home in Templeton
4.93 out of 5 average rating, 659 reviewsCoach House Cottage in Wine Country, Paso Robles
27 Aug – 3 Sept
Home in Templeton
4.98 out of 5 average rating, 187 reviewsPrivate Wine Country Retreat
16 – 23 June
Home in Bradley
4.97 out of 5 average rating, 303 reviewsThe Bradley House
4 – 11 Nov
Home in Templeton
4.86 out of 5 average rating, 214 reviewsCountry Private House
3 – 10 Jan
Home in Baywood-Los Osos
4.93 out of 5 average rating, 111 reviewsDog friendly allergen-free, walk to bay eateries
7 – 14 Jan
Home in Grover Beach
4.85 out of 5 average rating, 170 reviews2 Bed 1 Bath "Sandcastle Coastal Cottage"
11 – 18 Jan
Home in Paso Robles
4.94 out of 5 average rating, 185 reviewsThe White House, Paso Robles
14 – 21 Jan
Home in San Luis Obispo
4.97 out of 5 average rating, 226 reviewsWine Country Hilltop Retreat
7 – 14 Aug
Destinations to explore
- Monterey Accommodation & holiday rentals
- Carmel-by-the-Sea Holiday rentals
- Santa Barbara Accommodation & holiday rentals
- San Jose Holiday rentals
- Santa Monica Accommodation & holiday rentals
- Anaheim Holiday rentals
- Palm Springs Holiday rentals
- Malibu Holiday rentals
- Beverly Hills Holiday rentals
- Los Angeles Accommodation & holiday rentals
- Joshua Tree Accommodation & holiday rentals
- San Francisco Holiday rentals
- Guesthouse rentals United States
- Townhouse rentals United States
- Lighthouse rentals United States
- House rentals United States
- Earth house rentals United States
- Tiny house rentals California
- Townhouse rentals California
- Earth house rentals California
- House rentals California
- Guesthouse rentals California
- Tree house rentals California
- Beach house rentals California
- Lakehouse rentals California
- Beach house rentals Monterey
- Guesthouse rentals Monterey
- House rentals Monterey
- House rentals Carmel-by-the-Sea
- Beach house rentals Carmel-by-the-Sea
- House rentals Big Sur
- Guesthouse rentals Big Sur
- Monthly Rentals San Simeon
- Guesthouse rentals San Luis Obispo County
- Townhouse rentals San Luis Obispo County
- House rentals San Luis Obispo County
- Tiny house rentals San Luis Obispo County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom