
House holiday rentals in San Simeon
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Top-rated house rentals in San Simeon
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Holiday rentals for every style
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Popular amenities for house rentals in San Simeon
House rentals with a pool

Paso Panorama-Swimming Pool, Hot Tub, & Views

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

Wine Country Retreat - 5 min drive to wineries!

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
Weekly house rentals

Winery Row | Pickleball Court | Peaceful Hamlet

Pelletiere Estate Winery’s Modern Farmhouse

Farmhouse Bungalow close to Downtown Paso Robles

Nice Ocean Views in Cayucos

King Bed, Walk2Dtown, 2 Bathrooms + Fireplace

The Beach House - On Cayucos Beach

Cayucos Sunsets and Spectacular Views

2735 Nokomis
Private house rentals

By the Bay. Pet friendly, golf, hike, ocean. wine

Hilltop Retreat. Spacious house on alpaca ranch.

Baywood Park Garden Cottage

4.5 Acre Farmhouse in Wine Country w/Hot Tub

Oak Flat Retreat

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

Great little beach house. County License# 6012116

Ocean's Calling Cottage Sleeps five. 2 bed/2bath
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- Cayucos Beach
- Pfeiffer Big Sur State Park
- Montaña de Oro State Park
- Cayucos State Beach
- Sand Dollar Beach
- Morro Strand State Beach
- Natalie's Cove
- Moonstone Beach
- Dairy Creek Golf Course
- Hearst San Simeon State Park
- B & E Vineyard & Winery
- Pismo State Beach
- Spooner's Cove
- Mission San Luis Obispo de Tolosa
- Morro Rock Beach
- Allegretto Wines
- Morro Bay Golf Course
- Pirates Cove Beach
- Olde Port Beach
- Baywood Park Beach
- Jade Cove
- McWay Beach
- Morro Strand State Beach Day Use Area
- Bovino Vineyards