Holiday rentals in San Simeon Bay

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.

The Summit Schoolhouse on Peachy Canyon Road

Located on Peachy Canyon Road, a main artery connecting many Paso Robles west side wineries, you get to enjoy the peace and quiet of the country, while still being only 15 minutes away from all that downtown Paso Robles and Templeton have to offer. Soaring 11 foot ceilings, give the cozy space a large and airy feel, which includes two bedrooms, two bathrooms, laundry, great room and gourmet kitchen. On two terraced acres, the back yard includes a dining area, bocce ball court and fire pit.

Magnolia Vineyard Winemakers Cottage

Located on a hill near well-known wineries is Magnolia Vineyard Wine Makers Cottage. There are expansive views from the deck overlooking our Vineyard, oak-studded hillside, and city lights beyond. This remodeled barn offers complete privacy yet is only eight minutes from downtown Paso Robles. This charming 3 bedroom, 2 bath outfitted with fine linens, and all the essentials. On the large deck one can sip on a glass of wine watching the sunset or sip on a cup of coffee to watch the sunrise.

Entire Hobby Farm, Surrounded by Vineyards

This place is magical. Seven private acres with 360 degree views are surrounded by vineyards which can be seen through most windows. On property, depending on the season, you will find apples, pears, peaches, cherries, figs, loquats, persimmons, pomegranates, pecans, chestnuts, and several grape varieties. The outdoor space includes a wrap-around covered patio, outdoor dining, multiple sitting areas, fire pits, swings, games, and outdoor cooking. It is truly one of a kind.

Private, Wooded Home, and a Modern Design

Escape into tranquility at this spacious and serene retreat. Nestled within a grove of coastal oaks, this welcoming home offers a private oasis where you can unwind amidst flourishing native plants and observe the local wildlife leisurely wandering by. Set on 20 acres at the Northern tip of Los Padres National Forest, this custom 2700 square foot residence provides an tranquil haven 10 minutes to Morro Bay and 25 minutes to Cayucos, Paso Wine Country, and San Luis Obispo.

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.

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 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.