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

"The Treehouse"/studio in oaks. Ocean 6+min. walk
This Isolated, cozy 400 sq.ft. studio on stilts, at Sunset Magazines rated third best beach in California, has a queen bed in the bedroom, a small bathroom, couch that pulls out to a single bed in the living room. High-speed internet with WiFi, Roku-TV streaming, sm. fridge, microwave, toaster oven, electric skillet, coffee + tea pots, private deck, and covered parking. This space resides beneath large Oaks, near a creek and golf course. Sun to Thurs: 1-night minimum. Fri/Sat-2-night minimum.

Boho Beach Cottage 2 min Walk to Beach And town
One small dog permitted only with prior approval. Must be a truly non-shedding, hypoallergenic breed. Charming Shell Beach bohemian cottage just ½ block from a locals’ beach with ocean views. Walk to cafés, wine bars, coffee , or relax by the fireplace in this cozy retreat just one mile from downtown Pismo Beach. Built in 1948, this soulful cottage blends vintage charm with thoughtful updates, bohemian details, and coastal simplicity—perfect for beach walks, mornings, and sunset evenings.

Montgomery Vineyard
Montgomery Vineyard was once part of the oldest dairy farm in San Luis Obispo County. The unique accommodations offers guests an eclectic décor of antiques and memorabilia from behind the camera in Hollywood. The views from the large, private deck are of the vineyard and the vineyard covered hills beyond. It is a lovely, relaxing place to enjoy a complimentary bottle of wine made from the grapes grown in Montgomery Vineyard. Beautiful Avila Beach is just down the road.

Ocean front Condo with heated pool and restaurant
Our condo is one of the top 10 oceanfront resorts in California. This unit overlooks the ocean, pool, Jacuzzi, bbqs and fire pit. Access to the beach is just yards away. It has a beautiful restaurant overlooking the ocean just steps below the unit. The restaurant offers pool service , room service also a full bar with live music. The resort has a gym, spa, valet parking, bikes that you can use and it is very close to many restaurants, wineries and fun events.

Wine Country Hilltop Retreat
Kick back and relax in this calm, stylish space with spectacular Edna Valley views. Read a book on your hillside patio and see buffalo and longhorns grazing in neighboring fields. After an incredible sunset, unwind by your firepit at night under a sky full of stars. This private country escape is also at the center of it all - 15 minutes to beaches & Cal Poly, 5 minutes to airport & 20+ wineries/tasting rooms, 10 minutes to beautiful downtown SLO.

Shell Beach Hideaway
Welcome to picturesque Shell Beach Hideaway. This charming studio cottage offers privacy and seclusion, yet walking distance to restaurants, cafes, a private small beach, and to numerous points of interest This is a NO SMOKING cottage.This private studio is located behind our home in a quiet neighborhood with a full bath, queen bed, wifi, and a full kitchen. No pets allowed. Maximum guest two (2). Not suitable for children. License 19951

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.

Blue Skies - Avila Beach Condo
Welcome to Blue Skies Condo located less than a block from the beach and downtown Avila. This condo sleeps 6 and offers 2 spacious bedrooms and bathrooms in addition to a comfy couch bed in the living room, 1 car garage with full washer and dryer, 2 patios on the second level, Lastly a rooftop deck with bbq/kitchen and a second level lounge area to soak up the sun.

Sanctuary on Sunset Ridge ~ Panoramic Ocean Views
Enjoy extraordinary VIEWS, PEACE, and PRIVACY just 15 minutes from downtown and beaches. Within 10-15 minutes: Hiking, Biking, SUP, Kayaking, Surfing, Wine Tasting, Great Restaurants, etc., etc. We are good-dog friendly. 3-night minimum stay. We have 2 ensuite King bedrooms - the 2nd has a loft with a double bed. Check us out on Insta: @sanctuaryonsunsetridge

Private Creekside Cabin • Gated • Near Avila Beach
Castlebrook Cabin is a private retreat tucked into the quiet beauty of See Canyon, surrounded by apple orchards, vineyards, and towering oaks. Just minutes from Avila Beach, Pismo Beach, and downtown San Luis Obispo, you’ll feel completely immersed in nature while staying effortlessly close to it all. Unplug to recharge, with a side of WiFi if you need it.

Modern Wine Country Tiny Home with Gas Fire Pit
Skylight windows, rustic wood paneling, and elegant tiling are just some of the hints of refinement within this elegant tiny home. Gather around the gas fire pit at night to pair the stars with wine. Sorry, no animal guests allowed.
Popular amenities for San Luis Obispo Bay holiday rentals
Other great holiday rentals in San Luis Obispo Bay

The Quailhouse on Ranch near Avila Beach

Sandy’s Place

Mid Century Modern Loft Downtown SLO

The Los Osos Valley Guest House

Chorro St. Bungalow

Sun-Drenched Coastal Retreat: Luxe 2-Bed Condo

Brutalist Architectural Retreat in Nature

Serene Ranch Retreat situated on 165 acres
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- Cayucos Beach
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- California Polytechnic State University
- Dinosaur Caves Park
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- Sensorio
- Mission San Luis Obispo de Tolosa
- Pismo Preserve
- Charles Paddock Zoo
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- JUSTIN Vineyards & Winery
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