Holiday houses in San Simeon Bay

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Top-rated holiday rentals in San Simeon Bay

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Guest favourite
Farm stay in Templeton
4.94 out of 5 average rating, 280 reviews

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.

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, 115 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!

Guest favourite
A canvas tent is supported by a wooden frame, featuring a sturdy roof and side flaps. Shadows of the surrounding trees are cast onto the tent, providing a natural aesthetic. The structure is situated under an expansive tree, enhancing the tranquil setting.
Farm stay in San Miguel
4.91 out of 5 average rating, 537 reviews

Shade Oak

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 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
4.96 out of 5 average rating, 202 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 spacious deck features comfortable lounge chairs positioned for relaxation under a large umbrella. Potted plants with vibrant flowers add color, and a dining table can be seen, offering a pleasant outdoor space to enjoy the surroundings.
Home in Templeton
4.93 out of 5 average rating, 352 reviews

Winery Row|Pickleball Court | BBQ |Peaceful Hamlet

Escape to Casa Angelita, a peaceful 2-bed, 2-bath pet-friendly retreat in Paso Robles wine country. Perfect for up to 6 guests, this home offers privacy, a fully equipped kitchen, and a dedicated workspace. Enjoy a private yard, BBQ, pickleball, and bocce ball courts. Located just 12 minutes from downtown, you're surrounded by renowned wineries, offering the perfect blend of countryside serenity and convenient access to the best of the Central Coast.

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, 186 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, 175 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
The hot tub is positioned on a patio, surrounded by greenery, with a view of the sunset over the ocean. The tranquil water reflects the warm colors of the evening sky, while a portion of the cottage and a nearby window are visible in the background.
Home in Cayucos
4.98 out of 5 average rating, 203 reviews

Modern Cayucos Bungalow - Ocean Views and Hot Tub

Welcome to our modern and chic Cayucos surf shack! Perched upon the hillsides of southern Cayucos, enjoy sweeping ocean views of Estero Bay, from the front balcony while sitting next to the outdoor gas fire pit, or from the secluded back patio while soaking in your very own private hot tub! This cottage includes a spacious backyard for your pup to roam that backs up to hundreds of acres of nature and open space.

Top Guest favourite
Home in Cambria
4.99 out of 5 average rating, 318 reviews

Coastal Retreat Private Deck EV Charger King Beds

Escape to our Big Sur-style woodland retreat in Cambria! This 2-bed, 2-bath home offers treehouse vibes with panoramic forest views. Features a chef's kitchen, fireplace, and expansive deck with a fire pit. Comfortably sleeps 8 guests. Just minutes from Moonstone Beach, charming villages, and a short drive to Hearst Castle. Perfect for families or groups seeking a serene coastal getaway.

Top Guest favourite
A charming cottage is framed by large oak trees, with a welcoming front porch featuring rocking chairs. A stone pathway leads to the entrance, surrounded by lush greenery and garden plantings, providing a serene and inviting atmosphere in a natural setting.
Farm stay in Paso Robles
4.98 out of 5 average rating, 115 reviews

Vineyard Drive Cottage

Come stay in our freshly renovated cottage among the vines! Nicknamed Summer Camp, this darling 1930s cottage has been remodeled with all the comforts of home and the design of a beautiful and cozy country cottage. With a full kitchen, spacious bedroom, & luxurious bathroom, you may never want to leave. Step out the back door to your own private deck overlooking old growth vines.

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.
Apartment in Cambria
4.99 out of 5 average rating, 357 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.

Top Guest favourite
A covered outdoor patio offers stylish seating around a central fire pit, overlooking expansive views of rolling hills. A ceiling fan provides comfort, while soft light illuminates the landscape at sunset, creating a welcoming space for relaxation.
Home in Paso Robles
5 out of 5 average rating, 298 reviews

Vineyard View Cottage with Hot Tub

Escape to our private hilltop cottage in Paso Robles wine country! This stylish retreat offers breathtaking 360-degree views, a new hot tub, and a fire pit. Comfortably sleeping 4 in two private king suites, it's the perfect serene getaway. You're just minutes from world-class wineries, Sensorio, and Vina Robles Amphitheater. Your ultimate Central Coast vacation awaits!

Popular amenities for San Simeon Bay holiday rentals