
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

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

Our Place Inn

Spacious Family Oasis w/ Pool & Hot Tub Retreat
Weekly house rentals

Mid-century home in the heart of Arroyo Grande.

Bayview Getaway

Winery Row | Pickleball Court | Peaceful Hamlet

Baywood Park Garden Cottage

King Bed, Walk2Dtown, 2 Bathrooms + Fireplace

Peace and Tranquility - Morro Bay

The Chateau Over Moonstone Cellars

( Sanitized!) Country home w/ backyard tiki hut
Private house rentals

Wine Country Hilltop Retreat

Casa Del Mar

4.5 Acre Farmhouse in Wine Country w/Hot Tub

Great little beach house. County License# 6012116

Wine Country Oasis ♡ Central to SLO, Paso, Beaches

The Famous Zen Den Beach House Los Osos /Morro Bay

The Beach House - On Cayucos Beach

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