Holiday houses in San Simeon

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Top-rated holiday rentals in San Simeon

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 454 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.

Guest favourite
Cabin in Lake Nacimiento
4.92 out of 5 average rating, 167 reviews

Secluded 440 Acre log Cabin Lake Naci Retreat

The Ralph Lauren 2026 Spring campaign was photographed at our log cabin in the woods—and once you arrive, you’ll see why. No neighbors, no traffic noise, no boundaries—just wide-open, undisturbed nature. “El Rancho Cantina” sits on 440 private acres along a seasonal arm of Lake Nacimiento, offering serene rustic charm with upscale comforts. Hike for miles, unwind under the stars, and truly disconnect. Both Lake Nacimiento and Lake San Antonio marinas are just a scenic 10–15 minute drive away.

Guest favourite
The image showcases a bright living area with large windows presenting views of Morro Rock and the harbor. A cozy seating arrangement features a vibrant area rug and a TV mounted on the wall. The welcoming sign reads 'The Bayview Retreat' in cursive lettering, inviting guests to unwind.
Home in Morro Bay
4.95 out of 5 average rating, 200 reviews

Bayview Retreat – King Beds, Rock View, EV Charger

Need more space? Book the downstairs 1 bed/1 bath unit too! Welcome to one of the newest vacation rental on the Embarcadero—fully renovated with brand new everything! Wake up to stunning views of Morro Rock from the master bedroom and catch glimpses of the ocean from the cozy living room. Stroll to Morro Rock and unwind on the nearby sandy beach. Sleep soundly on ultra-soft luxury linens, plush pillows, and a comfy hybrid mattress that makes every night feel like a getaway.

Top Guest favourite
A spacious bed is presented with a neutral quilt and colorful accent pillows. Nightstands with lamps flank each side. Wall art featuring abstract figures adds visual interest above the headboard, while warm light creates a calming ambiance.
Guest suite in Baywood-Los Osos
4.99 out of 5 average rating, 412 reviews

Peaceful Suite by the Bay

Unwind in our peaceful private suite on a quiet acre by the bay. Enjoy ocean sounds, eucalyptus trees, birdlife, and bay views from your suite, covered deck, and giant fenced front yard. Easy walk down to the bay for walking trails/kayaking/paddleboarding. Just 5 minutes from Montana de Oro state park epic beaches and hiking/biking trails. Close to great food, wine, and coffee - plus friendly visits with our donkey (Ozzie), horse (Nina), and chickens!

Top Guest favourite
An expansive wooden deck features a table surrounded by chairs, offering ocean views and sunlight. The deck is bordered by a railing, with trees visible in the background. A barbecue unit is included, enhancing the outdoor space.
Townhouse in Cambria
4.97 out of 5 average rating, 186 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, 505 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.

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, 224 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.

Superhost
A bright interior space features a cozy gray sofa against the wall, with natural light coming through a window dressed in striped green awning. A small round table and two wooden chairs are positioned nearby, while framed artwork and a wall-mounted TV add charm to the area.
Apartment in Pismo Beach
4.9 out of 5 average rating, 381 reviews

Downtown View Suite at Pismo Beach Club

Discover the Pismo Beach Club, a boutique hotel just steps from the ocean, where mid-century modern design meets all-suite comfort. Each spacious suite features a California King Casper mattress, organic cotton bedding, a full kitchen, and premium touches like a memory foam sofa bed, Malin + Goetz bath products, and local artwork—all within walking distance of beautiful Pismo Beach.

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, 126 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 dryer.

Top Guest favourite
The exterior features a charming flagstone courtyard with a central tiled fountain surrounded by diverse greenery. A structured building with a tile roof is visible in the background, framed by low-growing shrubs and trees against a blue sky with scattered clouds.
Home in Paso Robles
4.97 out of 5 average rating, 642 reviews

Olive House - tranquil retreat on an olive farm

Escape to Olive House, a private hillside retreat in Paso Robles with 360-degree vineyard views. This 2-bed, 2-bath home comfortably fits 4 guests. Features include a full kitchen, multiple fireplaces, and a stunning courtyard. Enjoy rustic charm and modern comforts, just a short drive from historic downtown. Perfect for a romantic getaway or a peaceful wine country adventure.

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, 373 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, 318 reviews

High Ridge Cottage - vineyard views and 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 holiday rentals