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.

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Top Guest favourite
Home in Baywood-Los Osos
4.99 out of 5 average rating, 110 reviews

The Los Osos Valley Guest House

Settle into authentic 'SLO CAL' in our cozy and casual Surf Ranchita - The Los Osos Valley Guest House is a rustic hideaway nestled between quaint rural farmlands, laid back Los Osos and the rugged natural coastline. It's a perfect base stay with it's casual rustic vibe, unique character and renovated modern conveniences. Enjoy a fully stocked 3 bedroom house with hot tub, infrared sauna, outdoor shower, 4 TVs private WiFi, heated marble floors, BBQ patio and outdoor seating with amazing views.

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Top Guest favourite
The exterior of the apartment building is framed by tall oak trees, with a multi-level structure showcasing a wooden deck and patio area. Sunlight filters through the leaves, creating dappled light on the nature-covered hillside.
Apartment in Avila Beach
4.95 out of 5 average rating, 217 reviews

Avila Beach amongst the Oaks - Ocean 5 minute walk

This elegant private, fully-furnished apartment has 2 bedrooms/2 baths, full kitchen, large living/dining room, washer/dryer, office, high-sped internet/WiFi , TV w/ Roku, private deck, fireplace, and surrounded by mature Live Oaks. A five-minute walk to the Beach with beach essentials for your use. Great restaurants, wine/beer bars + shopping. The area is well-known for its ocean + hiking adventures, rated by Sunset Magazine as the third best beach in California. Parking for two cars on-site.

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Top Guest favourite
A spacious interior showcases high wooden ceilings with decorative beams and a vintage canoe overhead. A cozy bed is accented with textured pillows, while seating areas and a wooden cabinet create a welcoming atmosphere. Views of the vineyard are visible through large windows.
Bungalow in San Luis Obispo
4.96 out of 5 average rating, 533 reviews

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.

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Top Guest favourite
A spacious living area is highlighted by wooden ceiling beams and large windows, allowing natural light to fill the room. A comfortable sectional sofa is positioned next to an indoor fire pit lounge. A round dining table with leather chairs offers a cozy spot for meals.
Home in Atascadero
4.98 out of 5 average rating, 135 reviews

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.

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Top Guest favourite
The image captures a scenic overview of the Dolphin Bay Resort, highlighting multiple stories of the building nestled amidst lush green hills. A large pool area is visible, flanked by sun loungers. The ocean can be glimpsed in the background, enhancing the coastal charm.
Condo in Pismo Beach
4.95 out of 5 average rating, 139 reviews

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.

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Guest favourite
A bright and airy living space features a large window allowing natural light to fill the area. The room includes a cozy seating arrangement with a gray sofa, a wooden dining table with chairs, and decorative wall baskets. A kitchenette is visible in the background.
Home in San Luis Obispo
4.96 out of 5 average rating, 393 reviews

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.

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Top Guest favourite
A comfortable sleeping area features a queen bed with crisp white linens and gray-striped accent pillows. Next to the bed, a dark nightstand displays a decorative lamp and a collection of books. A closet with sliding doors is visible beside the bed.
Guesthouse in Pismo Beach
4.98 out of 5 average rating, 623 reviews

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

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Guest favourite
A stone patio is adorned with vibrant yellow flowers, providing a bright contrast against the ocean backdrop. The calm water reflects the sky, with a wooden pier extending into the bay. Lush greenery frames the view, highlighting the natural beauty of the hillside.
Bungalow in Avila Beach
4.95 out of 5 average rating, 217 reviews

Sandy’s Place

Picturesque beach house perched on the hillside overlooking Avila Beach and Harbor. This house is single story once you walk up a flight of steps. You are welcomed by a beautifully landscaped yard and a large porch to sit and watch the waves and stunning sunsets. The bedrooms are on the backside of the house allowing the family room, eating area and kitchen to have views of the ocean.

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Superhost
A bright interior space features a cozy gray sofa against the wall, with natural light coming through a window dressed in striped green awning. A small round table and two wooden chairs are positioned nearby, while framed artwork and a wall-mounted TV add charm to the area.
Apartment in Pismo Beach
4.88 out of 5 average rating, 419 reviews

Downtown View Suite at Pismo Beach Club

Discover the Pismo Beach Club, a boutique hotel just steps from the ocean, where mid-century modern design meets all-suite comfort. Each spacious suite features a California King Casper mattress, organic cotton bedding, a full kitchen, and premium touches like a memory foam sofa bed, Malin + Goetz bath products, and local artwork—all within walking distance of beautiful Pismo Beach.

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Top Guest favourite
An A-frame cabin features a steeply pitched roof, complemented by a wooden barrel sauna nearby. A small outdoor deck is furnished with stylish chairs and a stool, surrounded by natural landscaping and soft evening lighting from string lights above.
Cabin in Baywood-Los Osos
4.97 out of 5 average rating, 516 reviews

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.

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Top Guest favourite
A covered outdoor patio offers stylish seating around a central fire pit, overlooking expansive views of rolling hills. A ceiling fan provides comfort, while soft light illuminates the landscape at sunset, creating a welcoming space for relaxation.
Home in Paso Robles
5 out of 5 average rating, 338 reviews

High Ridge Cottage - vineyard views and 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!

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Top Guest favourite
A contemporary home is highlighted with expansive glass doors, allowing views of the surrounding landscape. A wooden dining table is shown, adorned with a sunflower. The deck extends along the residence, featuring comfortable seating areas.
Home in San Luis Obispo
4.96 out of 5 average rating, 151 reviews

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

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Popular amenities for San Luis Obispo Bay holiday rentals