
Holiday rentals in San Simeon Bay
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Top-rated holiday rentals in San Simeon Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

Paso Robles Wine Country Ranch House & Firepit
Escape to a peaceful countryside haven nestled on 46 private acres in Paso Robles, on the outskirts of the Adelaida wine district. This 3 bedroom, 2 bath home is an ideal retreat for couples, families, or a girls’ getaway. With French countryside decor, king-size beds, and a fully stocked kitchen, this home blends comfort and charm. Unwind under starry skies by the fire pit, savor meals with loved ones at the outdoor dining table, and enjoy the ultimate escape into quiet, nature-filled solitude.
LocationValueSleep quality
4.99 out of 5 average rating, 100 reviews
Hilltop Estate - Elegant and Inviting !!!
Privacy and elegance meet in this spacious open floor plan home 5 min to town or beach. Relax together with friends, family, and your dogs in the engaging kitchen with a massive granite countertop built for entertaining. With 6 bedrooms and 3 bathroom Enjoy 3000 sq ft. of fun. The expansive grounds cover multi-levels perfect for entertaining and celebrations. Our home sleeps 12 comfortably. TVs through out. We have a crib and baby gates. Also enjoy our barbecue and our fire pit with supplies.
FamilyLocationBathroom
4.81 out of 5 average rating, 292 reviews
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.
LocationFamilyCleanliness
4.99 out of 5 average rating, 753 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.
ValueFamilyWalkability
4.98 out of 5 average rating, 395 reviews
Beautiful Ocean Front Cottage, Cayucos California
Welcome to our beautiful ocean front cottage by the sea. The front garden welcomes you and the view out the back will calm and restore your soul. Walk down the private steps to the beach. Hot water outside shower, gas fire pit, ocean viewing deck - it is all there to complete your ocean front vacation experience. Fully stocked kitchen and all linens provided. You will love it! Due to severe allergies of some of our guests we cannot accommodate service animals at this time.
FamilyLocationOutdoor spaces
4.98 out of 5 average rating, 130 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 humming all around. Harmony is right off scenic Highway 1 between Cayucos and Cambria. Comfortably sleeps 3, max of 4 with use of trundle bed.
ValueFamilyAmenities
4.93 out of 5 average rating, 178 reviews
Charming Cambria Retreat, 3BD 2BA HotTub, FirePit
Welcome to Whispering Pines, your serene retreat in Cambria! Nestled in the majestic pines, this beautifully remodeled 3BD (3 beds, 1 sofa bed) , 2BA home offers peaceful forest views and daily visits from local wildlife. Enjoy cozy evenings by the fireplace, unwind in the brand-new hot tub, and enjoy the outdoor fire pits under the stars. With vaulted ceilings, outdoor seating areas, & a fully stocked kitchen, this home is perfect for families & friends - pets welcome too!
LocationFamilyHospitality
4.94 out of 5 average rating, 105 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!
ValueLocationGrill
4.96 out of 5 average rating, 228 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.
LocationFamilyGetting around
4.97 out of 5 average rating, 202 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.
LocationValueOutdoor spaces
4.99 out of 5 average rating, 523 reviews
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.
ValueLocationAccuracy
4.92 out of 5 average rating, 144 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.
LocationValueEV charging
4.99 out of 5 average rating, 391 reviewsPopular amenities for San Simeon Bay holiday rentals
Other great holiday rentals in San Simeon Bay

Fawn Hill Cottage- pet friendly, backyard, hot tub
FamilyLocationAmenities
4.96 out of 5 average rating, 28 reviews
Cozy Cambria Bungalow
FamilyLocationAccess
4.97 out of 5 average rating, 32 reviews
Cozy cottage on a full ocean-front acre
FamilyValueHeating
4.96 out of 5 average rating, 46 reviews
Star of the Sea | Oceanfront Escape w/ Views
ValueLocationQuiet
5.0 out of 5 average rating, 37 reviews
Park Hill Ocean Views
LocationFamilyLayout
5.0 out of 5 average rating, 20 reviews
Brutalist Architectural Retreat in Nature
LocationValueDecor
4.98 out of 5 average rating, 47 reviews
Ocean Ranch - 4 bedroom Home
LocationFamilyBack garden
4.91 out of 5 average rating, 75 reviews
Stepladder Ranch, Rural & Spacious Cambria Getaway
ValueLocationOutdoor spaces
4.96 out of 5 average rating, 49 reviewsDestinations 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
- California Polytechnic State University
- Julia Pfeiffer Burns State Park
- Treebones Resort
- Dinosaur Caves Park
- 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
- Niner Wine Estates
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