
House holiday rentals in San Simeon
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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

Paso Panorama-Swimming Pool, Hot Tub, & Views

4bd w/ Pool/Hot Tub. Quiet and relaxing. Pets ok!

Luxury Mountain View Retreat Pool/jacuzzi

Modern Poolside Paradise+Wineries+Pool+Hot Tub

Getaway at the Oaks +Heated pool+hot tub

OCEAN VIEW! 1 Block to the Sea~ 2 KINGs & 2 Queens

Historic House near Paso Robles, Pool & Hot Tub

Our Place Inn
Weekly house rentals

Ultra-Fast Wifi, Work from Home, BBQ, Walk2Dtown

Contemporary Wine Country Retreat+Walk to Downtown

Pelletiere Estate Winery’s Modern Farmhouse

Hilltop Retreat. Spacious house on alpaca ranch.

1884 Elegant Home: Fire Pit, Tesla Tech, Near DT

Nice Ocean Views in Cayucos

Bodega House

The Beach House - On Cayucos Beach
Private house rentals

Baywood Cottage #2 | Walk to Bay | Dog Friendly

Old Vine House - 360 degree vineyard views!

Winery Row | Pickleball Court | Peaceful Hamlet

Canyon View House *newly remodeled*

Farmhouse Bungalow close to Downtown Paso Robles

4.5 Acre Farmhouse in Wine Country w/Hot Tub

The Chateau Over Moonstone Cellars

Beach House ON Pismo Beach
Destinations to explore
- Central California Holiday rentals
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- Cayucos Beach
- Pfeiffer Big Sur State Park
- Cayucos State Beach
- Montaña de Oro State Park
- Morro Strand State Beach
- Sand Dollar Beach
- Natalie's Cove
- Dairy Creek Golf Course
- Hearst San Simeon State Park
- B & E Vineyard & Winery
- Moonstone Beach
- Pismo State Beach
- Mission San Luis Obispo de Tolosa
- Spooner's Cove
- Morro Bay Golf Course
- Allegretto Wines
- Pirates Cove Beach
- Morro Rock Beach
- Olde Port Beach
- Jade Cove
- Coon Creek Beach
- Baywood Park Beach
- McWay Beach
- Arroyo Laguna Beach