
Holiday houses in San Simeon Bay
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in San Simeon Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

Hummingbird House in Charming Cambria
- Please note: cannot accommodate young children or pets - Unique craftsman style - Short stroll to Nature Trail, on Park Hill, up the hill from park and beach - Window seat and deck w/distant ocean view - Free Wifi, Smart TV with free Netflix - Stairs Please note: We cannot accommodate young children or pets. Two bedrooms, 2 baths on different levels for quiet and privacy. A peaceful art-filled retreat near nature trails, park and beach. Note: There is an additional fee for more than 2 guests.

The Farm House,Paso Robles| Firepit| Pet Friendly
Escape to The Farm House, a serene hilltop retreat on 40 private acres along Highway 46 West. Surrounded by breathtaking vineyard views, this 2-bedroom home (1 king, 1 queen) features an open kitchen perfect for entertaining and a cozy outdoor patio with a BBQ and firepit. You’ll will love the peaceful setting, ideal for relaxation, yet within walking distance of several amazing wineries. Whether enjoying the quiet space or exploring nearby tasting rooms, it’s the perfect wine country getaway!

Cute Cambria Cottage~Ocean Views and Dog Friendly!
Charming 1100 sq. ft. Cape Cod, 2 story quest cottage. Large, open studio living/dining/kitchen area plus 3/4 bathroom. Quaint beachy/casual decor. Queen bed is downstairs, full and daybed upstairs. Cable tv/ dvd combo and Roku for streaming, electric fireplace and WiFi. Our stand alone cottage is separated from main home by a great enclosed deck with ocean views. Private walkway to cottage without stairs and wheelchair accessible, ample off street parking in large driveway and dog friendly.

Magnolia Vineyard Winemakers Cottage
Located on a hill near well-known wineries is Magnolia Vineyard Wine Makers Cottage. There are expansive views from the deck overlooking our Vineyard, oak-studded hillside, and city lights beyond. This remodeled barn offers complete privacy yet is only eight minutes from downtown Paso Robles. This charming 3 bedroom, 2 bath outfitted with fine linens, and all the essentials. On the large deck one can sip on a glass of wine watching the sunset or sip on a cup of coffee to watch the sunrise.

Ranch living w/ incredible views
Enjoy ranch style living located only 5 mins from downtown Cambria. We’re located right outside the coastal fog belt, so when it’s foggy in town we usually have perfect temps and sunshine! Even though it’s considered a “tiny home” it is very spacious with full amenities including full-size refrigerator, a nice gas BBQ grill, free level 2 charging, and a full size washer and drier. You also can take a short hike or drive to the top of the property and enjoy an ocean view all to yourself!

Private, Wooded Home, and a Modern Design
Escape into tranquility at this spacious and serene retreat. Nestled within a grove of coastal oaks, this welcoming home offers a private oasis where you can unwind amidst flourishing native plants and observe the local wildlife leisurely wandering by. Set on 20 acres at the Northern tip of Los Padres National Forest, this custom 2700 square foot residence provides an tranquil haven 10 minutes to Morro Bay and 25 minutes to Cayucos, Paso Wine Country, and San Luis Obispo.

Blue Bonnet Ridge
Spring flowers paint the hills of the Central Coast. Warm days and crisp nights make spring a great time to enjoy the beauty of the wildflowers and wild life of the the back canyons. Enjoy the peace and solitude of the Central Coast back country in this 10ft x 12ft furnished wall tent. Enjoy the magnificent sunset over the vibrant greens, pinks and yellows of springtime in the back canyons. Temperatures average mid 60s/70s in the daytime and upper 40s/low 50s at night.

Netflix 'Stay Here' Vineyard Cottage
Nestled on 66 acres in the heart of Paso Robles wine country and featured on Netflix's hit show, Stays Here, is Vintage Ranch Cottage. Surrounded by mature vineyards and rolling hills, the cottage leaves nothing to be desired of the Paso Robles wine country experience. Centrally located 10 minutes to downtown, 5 minutes to the Adelaida wine trail, 15 minutes to Lake Nacimiento and 35 minutes to the coast! Come enjoy gorgeous Paso Robles and "stay here" at Vintage Ranch!

320 Acre Ranch Estate • Pool, Spa & Ocean Views
Live California ranch life on 320.1 acres—yet cafés, wineries, and beaches sit within driving distance. After wandering pastures shared with cattle viewings, unwind in the heated salt-water pool, hot-tub, and sunset fire-pit, or grill tri-tip on a Santa Maria BBQ, cue up the 120″ 4K cinema, or play a tune on the piano. Designed for up to 10 guests with 3 bedrooms & bunkroom—the home blends heritage charm with modern luxury, so you leave with stories worth retelling.

Lake Views Hilltop Ranch - 160 Acre Escape
Secluded private hilltop cabin just 5 minutes from the marina, between Lake Nacimiento and Lake San Antonio. Set on 160 lake-view acres—bring your boats! Horses and longhorn cattle graze nearby (and no flies!). This artfully designed 3BR, 2BA ranch home offers sweeping lake, valley, and mountain views. Located on the Wildflower Triathlon route—perfect for cycling, scenic drives to wineries and missions, and epic stargazing. Wildlife sightings possible!

Coastal Breezes -10 Minutes from Hearst Castle
Coastal Breezes & 10 minute drive to Hearst Castle.| Escape the hustle in this peaceful, light-filled haven. Featuring massive sliding glass doors that blur the line between the cozy living room and the Pacific Ocean, our home invites the outdoors in. After a day of exploring Hearst Castle (just 10 minutes away!) or walking the Moonstone Beach boardwalk, come home to sink into plush bedding and watch the sunset from your private ocean-view deck.

Enchanting Cambria home ocean view: 2blocks2ocean
Welcome to our comfortable and clean 3-bedroom ocean view home. Feel the ocean breeze, listen to the waves and relish the view as you savor your morning coffee on one of the two decks. This marine terrace Cambria home boasts a great location in a quiet neighborhood on the Marine Terrace. It is an easy 2-block stroll to the ocean and a 5-minute walk to the start of the Bluff Trail of the 400 acre oceanside Fiscalini Ranch preserve.
Popular amenities for San Simeon Bay holiday rentals
Other great holiday rentals in San Simeon Bay

Sunset View Luxury Living on 5 Picturesque Acres

Largest Oceanfront Property in Cambria/San Simeon!

Tranquil Treehouse-Spring Special

Lil' Peach Guesthouse

Cambria's Carriage House

Paso Robles Wine Country Ranch House & Firepit

LaMargarita | Stunning Lake Views & Access |

Charming Cambria Retreat, 3BD 2BA HotTub, FirePit
Destinations to explore
- Southern California Holiday rentals
- Los Angeles Holiday rentals
- Stanton Holiday rentals
- Northern California Holiday rentals
- Channel Islands of California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- Palm Springs Holiday rentals
- San Francisco Peninsula Holiday rentals
- San Fernando Valley Holiday rentals
- Cayucos Beach
- Moonstone Beach
- Montaña de Oro State Park
- Morro Strand State Beach
- Sand Dollar Beach
- Morro Bay Golf Course
- Cayucos State Beach
- Pismo State Beach
- Pirates Cove Beach
- Morro Rock Beach
- Mission San Luis Obispo de Tolosa
- Jade Cove
- Hearst Castle
- Sensorio
- Oceano Dunes State Vehicular Recreation Area
- Vina Robles Amphitheatre
- Julia Pfeiffer Burns State Park
- Dinosaur Caves Park
- Treebones Resort
- Monarch Butterfly Grove
- Charles Paddock Zoo
- Pismo Preserve
- Elephant Seal Vista Point




