Holiday houses in San Simeon Bay

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Top-rated holiday rentals in San Simeon Bay

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Top Guest favourite
A bright living area features a spacious sectional sofa, accented with soft striped fabric. A wooden coffee table centers the space, complemented by two vibrant red chairs. Large windows allow natural light and glimpses of distant ocean views, enhancing the cozy atmosphere.
Home in Cambria
4.97 out of 5 average rating, 447 reviews

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.

Top Guest favourite
An inviting outdoor patio area is highlighted by a gas firepit, surrounded by lush greenery and two large trees. Soft lighting emanates from a lamp, illuminating the stonework of the house and creating a cozy atmosphere for evening gatherings.
Home in Templeton
4.96 out of 5 average rating, 519 reviews

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!

Top Guest favourite
A serene ocean view is captured as the sun rises on the horizon, casting warm golden hues across the water. Silhouettes of trees frame the scene, enhancing the tranquil atmosphere of the coastal setting.
Home in Cambria
4.98 out of 5 average rating, 361 reviews

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.

Top Guest favourite
Rows of lush green vines stretch across the landscape, set against a backdrop of a vibrant sunset. The rolling hills are visible in the distance, showcasing layers of color in the sky, creating a serene and picturesque vineyard scene.
Cottage in Paso Robles
4.99 out of 5 average rating, 279 reviews

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.

Top Guest favourite
The interior space features a cozy sleeping area with a neatly arranged quilted bedspread. A wooden bar with high stools is positioned near the window, providing a view of the greenery outside. The warm wood paneling adds to the inviting ambiance.
Tiny home in Cambria
4.99 out of 5 average rating, 121 reviews

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!

Top Guest favourite
A spacious living area is highlighted by wooden ceiling beams and large windows, allowing natural light to fill the room. A comfortable sectional sofa is positioned next to an indoor fire pit lounge. A round dining table with leather chairs offers a cozy spot for meals.
Home in Atascadero
4.98 out of 5 average rating, 122 reviews

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.

Top Guest favourite
A furnished wall tent sits on gentle, rolling hills, surrounded by tall grass. The soft colors of the landscape are highlighted by the warm light of the setting sun, creating a serene and tranquil atmosphere in the Central Coast backcountry.
Tent in San Miguel
4.93 out of 5 average rating, 625 reviews

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.

Top Guest favourite
A charming cottage exterior is surrounded by mature oak trees, offering a serene outdoor space. A patio features a dining table with chairs and a pair of rocking chairs, inviting relaxation. Nearby, decorative lanterns and planters enhance the inviting setting.
Cottage in Paso Robles
4.98 out of 5 average rating, 301 reviews

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!

Guest favourite
An aerial view of the home showcases its distinct architecture, surrounded by scenic mountains and lush vegetation. The terracotta roof complements the earthy tones of the exterior. A spacious driveway leads to the entrance, framed by tall, slender cypress trees and a gravel pathway.
Home in Templeton
4.98 out of 5 average rating, 100 reviews

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.

Top Guest favourite
The exterior of the homestead reveals a rustic design with a combination of wooden logs and stone accents. Large windows allow natural light to fill the space, while a comfortable seating area on a wooden deck invites relaxation. A decorative wine barrel completes the outdoor scene.
Cabin in Lake Nacimiento
4.95 out of 5 average rating, 206 reviews

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!

Top Guest favourite
A modern living room is displayed with wooden beams overhead. A dark blue couch and a wooden chair are arranged around a circular coffee table, with a telescope positioned by large sliding doors that reveal views of the surrounding area. Natural light fills the space.
Townhouse in Cambria
4.97 out of 5 average rating, 181 reviews

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.

Top Guest favourite
Ocean waves roll onto a sandy shore, creating a serene atmosphere. Rocky formations are visible along the coastline, accented by vibrant coastal vegetation. The water reflects shades of blue and green under natural sunlight, while gentle surf adds a calming sound to the landscape.
Home in Cambria
4.99 out of 5 average rating, 497 reviews

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