Holiday rentals in San Simeon Bay

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Top-rated holiday rentals in San Simeon Bay

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Top guest favourite
An inviting guest suite features a cozy sleeping area with a queen bed and soft bedding. A comfortable sofa with decorative cushions is positioned beside a large window. Artwork depicting a lighthouse adorns the wall, complementing the serene atmosphere with abundant natural light.
Guest suite in Cambria
4.98 out of 5 average rating, 715 reviews

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.

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, 445 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, 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.

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, 516 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
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, 276 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, 117 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 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, 296 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!

Top guest favourite
A rustic exterior of a ranch-style home is showcased, featuring a combination of wooden and stone elements. Large windows allow natural light to fill the interior, while potted plants add greenery to the entrance. A gravel path leads to the inviting façade.
Cabin in Lake Nacimiento
4.95 out of 5 average rating, 205 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
The image captures a coastal view at sunset, with soft orange and pink hues illuminating the sky. Gentle waves crash against dark rocky outcrops, while the ocean stretches toward the horizon, showcasing a serene and natural landscape.
Home in Cambria
4.97 out of 5 average rating, 189 reviews

Cozy stylish Cambria home ocean view: 1block2ocean

Relax in this stylish home 1-block from ocean and relish the better than hotel experience. Feel the ocean breeze, listen to the waves and enjoy the view! Savor your coffee on the deck of this ideal getaway where sky, ocean and green pines compete. This updated, newly painted and decorated split level home is located in the desirable Marine Terrace: 2-blocks to the Fiscalini Ranch, an oceanfront natural preserve with trails for walking and biking.

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, 177 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.

Guest favourite
A serene outdoor seating area is presented, featuring two wooden chairs positioned on gravel. Surrounding elements include low stone walls and small greenery, while the ocean view is framed by the gentle hues of dawn or dusk in the sky.
Home in Cambria
4.92 out of 5 average rating, 131 reviews

Oceanside, Restored, Vintage, Retreat in Cambria

Escape to our charming beach house with unparalleled ocean views. This cozy retreat features a fireplace in the living rooms, an open-concept design, a fully equipped kitchen, and three comfortable bedrooms. Spend your days unwinding on the expansive deck, perfect for lounging and barbecues. Explore the nearby town's attractions and immerse yourself in the coastal beauty of Cambria. Your dream beach vacation awaits.

Top guest favourite
An A-frame cabin features a steeply pitched roof, complemented by a wooden barrel sauna nearby. A small outdoor deck is furnished with stylish chairs and a stool, surrounded by natural landscaping and soft evening lighting from string lights above.
Cabin in Baywood-Los Osos
4.97 out of 5 average rating, 490 reviews

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.

Top guest favourite
The spacious bedroom features a calming design with a king bed, a cozy gas stove, and a kitchenette area. Natural light fills the room through two windows, with forest views visible outside. A handcrafted door leads to the private entrance.
Flat in Cambria
4.99 out of 5 average rating, 360 reviews

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