
Holiday rentals in San Simeon Bay
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Top-rated holiday rentals in San Simeon Bay
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Private suite with panoramic forest / ocean views
Guests just love the privacy and surrounding beauty of our upstairs guest cottage overlooking a lovely forest to the Pacific Ocean (please check out our 600+ 5-star reviews). Our sparkling-clean suite has it all: comfy charm, peace and quiet, abundant wildlife, private entrance, panoramic forest / ocean views, gorgeous sunsets, fresh cotton linens, micro kitchen, dedicated off-street parking and great mesh WiFi for remote work. All this and the marvelous Central Coast just outside your door.

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, AppleTV 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!

Lavender Farm Retreat with Hot Tub
Paso Robles Lavender Co. is nestled amidst the picturesque wine country, our lavender farm offers a unique short-term rental experience that combines the tranquility of nature with the luxury world class wineries at your fingertips. The home accommodations are thoughtfully designed to provide you with a cozy and inviting space to unwind and rejuvenate, while acting as a "home base" for your adventures. We are off Vineyard Drive and Hwy 46 West, in a country setting, 20 minutes to the coast.

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!

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!

Modern Coastal Vibe- Watch Waves From Bed!
The OverLook Cambria: A Magical Coastal Escape Perched over a tranquil stretch of the California coast, The OverLook is a freshly remodeled sanctuary designed for peace. Enjoy stunning ocean views from both the living room and bedroom. Nestled in a quiet neighborhood, you’re just minutes drive from Main Street’s charm and Moonstone Beach’s tide pools, and only 10 minutes from the historic Hearst Castle. The perfect front-row seat to the beauty of the Pacific.

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!

Boho A-Frame Cabin w/ Sauna
Escape to this enchanting unique A-Frame cabin guesthouse on California's central coast. With a sauna, fireplace, BBQ, and starlit sleeping loft. It's the perfect retreat for two. Surrounded by state parks, the bay, and hiking trails, adventure awaits right outside your door. Whether you're seeking serenity or exploration, this hidden gem offers the ultimate California escape.

The Owl Box
Private, quiet above garage apartment with beautiful forest views. Access to forest trailhead that leads to ocean. Newly remodeled unit with handmade Cambria Pines counter tops. Cozy gas fireplace, three quarter bath with custom shower and cal king bed. Kitchen nook with small fridge, microwave, sink, coffee maker and hot water pot. Wifi available. Two night minimum.
Popular amenities for San Simeon Bay holiday rentals
Other great holiday rentals in San Simeon Bay

Lil' Peach Guesthouse

Lake Cabin on 10Acres w/ Seasonal Waterfront Views

Cambria's Captain's Quarters

Cambria's Carriage House

Oceanfront Escape with Spectacular Views — Star of

Brutalist Architectural Retreat in Nature

Ocean Ranch Villa-Spring Special

King Bed I Air Conditioning I Ocean Views
Destinations to explore
- Southern California Holiday rentals
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- Cayucos Beach
- Moonstone Beach
- Montaña de Oro State Park
- Sand Dollar Beach
- Morro Strand State Beach
- Pirates Cove Beach
- Morro Bay Golf Course
- Cayucos State Beach
- Pismo State Beach
- Morro Rock Beach
- Mission San Luis Obispo de Tolosa
- Jade Cove
- Hearst Castle
- JUSTIN Vineyards & Winery
- Vina Robles Amphitheatre
- Oceano Dunes State Vehicular Recreation Area
- Dinosaur Caves Park
- Sensorio
- Julia Pfeiffer Burns State Park
- Monarch Butterfly Grove
- Pismo Preserve
- Treebones Resort
- Charles Paddock Zoo
- Elephant Seal Vista Point




