Holiday rentals in San Simeon

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Top-rated holiday rentals in San Simeon

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Top guest favourite
Home in Cambria
4.97 out of 5 average rating, 456 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
Home in Cambria
4.98 out of 5 average rating, 370 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
Home in Cambria
4.99 out of 5 average rating, 329 reviews

Cambria coastal retreat, Deck, Fire Pit, EV, Views

Experience a Big Sur-style woodland retreat in Cambria. This beautifully appointed 2-bed, 2-bath home comfortably sleeps 8, blending coastal charm with forest tranquility. Enjoy treehouse vibes, a fully equipped kitchen, and an expansive deck with panoramic forest views and a fire pit. Just minutes from Moonstone Beach & Hearst Castle. Features include high-speed Wi-Fi, dedicated workspace, EV charger, and pet-friendly amenities. Perfect for family getaways seeking relaxation and adventure.

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, 214 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 kitchen area features wooden cabinetry and modern cooking appliances. Two pendant lights hang above the countertop. A telescope is positioned near large sliding doors leading to a balcony with coastline views, while a cozy living area with comfortable seating is visible in the background.
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
A charming entrance features a white picket fence with a heart-shaped cutout. Lush green vines gracefully arch over the path, leading to a rustic red cottage. The area is surrounded by greenery, inviting guests into a warm and welcoming environment.
Cottage in Harmony
4.92 out of 5 average rating, 172 reviews

Historic Little Red Cottage in Harmony

Our Rustic Little Cottage in the heart of the picturesque Town of Harmony, population 18 (if you count the cows) is the perfect artist or couples retreat looking for inspiration and a place to unplug and unwind, hence no wifi or television. The town is in the country surrounded by open pasture lands. Lots of wildlife and critters such as field mice, oppossums, raccoons abound. Harmony is right off scenic Highway 1 between Cayucos and Cambria.

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 and airy living area features light-coloured walls and large windows that allow natural light. A white dining table with matching chairs occupies one corner, while comfortable reclining chairs are present in another. Decorative plants add a touch of greenery to the space.
Home in Cambria
4.8 out of 5 average rating, 146 reviews

Quiet beautiful cottage with wide open spaces.

Enjoy the best weather Cambria has to offer, fog in the morning & sun mid-day with ocean breezes. Our home sits on top of a slope with beautiful views of the mountains, wildlife, ocean, & is a 5 min walk from the Cambria Pines Lodge & 10 min walk to downtown. Enjoy your coffee or a meal in the serenity of the downstairs or upstairs deck. Easy access, easy parking, family friendly, & pet friendly.

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, 129 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 image features a balcony with wooden railings leading to double glass doors. Natural light floods a cozy interior space visible beyond, showcasing light-colored bedding. Outside, a lush canopy of green leaves and the corner of another building are seen in the backdrop.
Flat in Cambria
4.99 out of 5 average rating, 374 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, 319 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!

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