
Holiday houses in San Simeon Bay
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Top-rated holiday rentals in San Simeon Bay
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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.

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!

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.

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!

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.

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.

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.

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.

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.

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.

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.

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
Other great holiday rentals in San Simeon Bay

Lil' Peach Guesthouse

Lake Cabin on 10Acres w/ Seasonal Waterfront Views

Cambria's Carriage House

Paso Robles Wine Country Ranch House & Firepit

Brutalist Architectural Retreat in Nature

California Dreamin'

Beach house Oasis

Modern Ranch House- Country living,close to town.
Destinations to explore
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- Cayucos Beach
- Moonstone Beach
- Montaña de Oro State Park
- Sand Dollar Beach
- Morro Strand State Beach
- Pirates Cove Beach
- Cayucos State Beach
- Morro Bay Golf Course
- Pismo State Beach
- Morro Rock Beach
- Mission San Luis Obispo de Tolosa
- Jade Cove
- Hearst Castle
- JUSTIN Vineyards & Winery
- Vina Robles Amphitheatre
- Oceano Dunes State Vehicular Recreation Area
- Dinosaur Caves Park
- Sensorio
- Julia Pfeiffer Burns State Park
- Monarch Butterfly Grove
- Pismo Preserve
- Treebones Resort
- Charles Paddock Zoo
- Elephant Seal Vista Point




