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

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.

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.

Vintage Cottage - on vineyard + feat. on Netflix
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!

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!

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.

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.

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.

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.

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.

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.

The Barn at Old Morro - picturesque under the oaks
Escape to The Barn at Old Morro, a beautifully renovated floral studio turned private retreat. Perfect for 2, this light-filled space features a king bed, dedicated office, full kitchen, and a magical outdoor area with a fire pit and BBQ under oak trees. Your serene, centrally-located home base for exploring the Central Coast, from Morro Bay to Paso Robles wine country.
Popular amenities for San Simeon Bay holiday rentals
Other great holiday rentals in San Simeon Bay

Entire Hobby Farm, Surrounded by Vineyards

Pet Friendly 2 Bdrm- Awesome East Village location

Star of the Sea | Oceanfront Escape w/ Views

Brutalist Architectural Retreat in Nature

Oceanfront Home on the Sand • Firepit | The Jamie

Blue Haven Oceanfront Stay Near Cambria & Beaches

Charming Cambria Retreat, 3BD 2BA HotTub, FirePit

Cozy cottage on a full ocean-front acre
Destinations to explore
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- Cayucos Beach
- Moonstone Beach
- Pismo State Beach
- Hearst Castle
- Morro Strand State Beach
- Montaña de Oro State Park
- Sand Dollar Beach
- Cayucos State Beach
- Morro Rock Beach
- Morro Bay Golf Course
- California Polytechnic State University
- Julia Pfeiffer Burns State Park
- Treebones Resort
- Dinosaur Caves Park
- Oceano Dunes State Vehicular Recreation Area
- Sensorio
- Mission San Luis Obispo de Tolosa
- Pismo Preserve
- Charles Paddock Zoo
- Monarch Butterfly Grove
- Vina Robles Amphitheatre
- JUSTIN Vineyards & Winery
- Tablas Creek Vineyard
- Downtown City Park





