Holiday rentals in San Simeon Bay

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Top-rated holiday rentals in San Simeon Bay

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Guest favourite

Home in Pismo Beach

4.93 out of 5 average rating, 319 reviews

Hit the Beach from The Spot in San Luis Obispo

Located a block from the ocean, having a private space to make your vacation as comfortable as possible are wonderful. The year round adventures that await in San Luis Obispo are what creates your stay. From the ocean, amazing restaurants, wineries, and endless places to explore families and adults alike will enjoy. We look forward to hosting everyone. Come enjoy the Central Coast. The property is proud to offer keyless entry to allow for a leisure check in and out. The key code for front door and garage door will be provide on the day of check in. There are two surfboards, two boogie-boards, rolling ice chest, and a beach cart to enhance your Central Coast beach experience. Please know that all organic, cruelty free shampoo, conditioner and bath soap have been provided for your use in every bathroom. The key code is given thirty minutes before check in time and you get to arrive to The Spot knowing the property is yours for your vacation. The house is on Dolliver Street which is also known as the Pacific Coast Highway. It’s only a block from the sand and downtown Pismo and just a 10-minute drive to the Wineries. In addition to the two parking spaces within the garage there is also ample parking on the street directly in front of the property. The front door and garage door entrances are all automated so your check in and out are all done keyless so you feel most at home. Your vacation truly begins when you pull up.

Guest favourite

Home in 630 Lilac Drive, Los Osos

4.97 out of 5 average rating, 242 reviews

Casa De Oso / Refreshed

Tucked away between the bay & breath taking Montana de Oro, this place won't disappoint! Relaxation & serenity is achieved in every inch of this beautiful home. Ideal for the outdoorsy types since it's so close to some of the best hiking and mountain biking trails & views the Central Coast has to offer, to incredibly tasty restaurants along the trail of the bay, to a movie & dinner in. No mad of your preference on how you spend your time, this home and town will have you begging to stay longer.

Top guest favourite

Flat in Avila Beach

4.95 out of 5 average rating, 167 reviews

Avila Beach amongst the Oaks - Ocean 5 minute walk

This elegant 1,300 sq. ft. private, fully-furnished apartment has 2 bedrooms/2 baths, full kitchen, large living/dining room, washer/dryer, office, high-sped internet with WiFi , TV w/ Roku, patio and a deck overlooking the Oaks. It is a quick stroll to Avila Beach and we have some beach essentials for your use. The town has great walkable restaurants, wine/beer bars + shopping. The area is well-known for its ocean + hiking adventures - we’ll share our favorites! Parking for two cars on-site.

Top guest favourite

Home in Pismo Beach

4.93 out of 5 average rating, 197 reviews

PISMO BEACH, Ca - full ocean view - sleeps 8

ROYAL BEACH VACATION RENTAL HOME, PISMO BEACH, CALIFORNIA Vacation beach home on PCH (Pacific Coast Highway) - full ocean view rooftop patio 3 full size bedrooms 3.5 bath 3 story 2 car garage Sleeps 8 WiFi for work@home and distance learning Smart TV - Netflix provided Fully loaded vacation beach home - pack your clothes and enjoy everything the Pismo Beach community has to offer. Only 200 steps from beach access and in the heart of downtown Pismo and close to San Luis Obispo (SLO Cal Poly).

Guest favourite

Home in Baywood-Los Osos

4.93 out of 5 average rating, 138 reviews

Dog friendly allergen-free, walk to bay eateries

Dog Friendly, SFR big fenced Backyard No carpet. 5 min walk to the water at the Back Bay of Morro Bay and great eateries. This is our second home and stocked like it. Perfect for the active visitor for photography, kayaking, surfing, stand up paddle, bike rides, wine tasting, golf and fishing. Soft beds. Landscaped with patio furniture, umbrella, corn hole set and BBQ"s. Store gear in the converted garage game room with glass garage doors and epoxy floors. Dart board, games. Close to beaches.

Guest favourite

Apartment in Oceano

4.9 out of 5 average rating, 620 reviews

SEA YOU SOON Oceano Grover Pismo Avila Shell SLO

Beautiful condo centrally located, with a complete kitchen, a living room with fireplace and relaxing bedroom- Unlimited Vehicle Pass to the Dunes - 274 steps to the beach - 417 steps to Enormous kids park - Restaurants within walking distance - Netflix - Egyptian Cotton bedding - Bike ride to Pismo, Grover Beach, and Arroyo Grande - Near Avila beach, Shell beach & San Luis Obispo - 20 minute drive to Cayucos & Morro Bay. Visit our website DropMyPin. c om for complete amenities & pictures.

Top guest favourite

Home in Paso Robles

4.98 out of 5 average rating, 225 reviews

Mountain Springs Vacation Rental

Beautiful west side Paso Robles home on 80 acre Olive Oil ranch with breathtaking views and amazing hiking trails. Hike through our very own olive tree orchards, have a picnic & enjoy the hill top views. The home is 3 bedrooms, 2 full baths with open concept kitchen and living space. The house sleeps 8 adults. Enjoy the very spacious front yard and patio with gas fire pit. Tucked away in the rolling oak tree hills of Paso Robles, yet close to down town, wine tasting and Lake Nacimiento.

Guest favourite

Cottage in Morro Bay

4.96 out of 5 average rating, 269 reviews

Welcome to The Hidden Cottage Downtown Morro Bay

The Hidden Cottage is an adorable vintage cottage in downtown Morro Bay. Our cozy cottage is truly a hidden gem featuring 2 bedrooms 1 bath that was built in early 1920s and retains most of its sweet charm. Right downtown and a quick walk to the Embarcadero and beach. Perfect location to walk to restaurants, bars, music, shopping, movies, coffee and more! Morro Bay is short drive to Wine Country, SLO, Pismo Beach, Cambria. Bring your pets we love all animals! Fun and walkable location!

Guest favourite

Home in Morro Bay

4.97 out of 5 average rating, 143 reviews

Bayview Retreat – King Beds, Rock View, EV Charger

Need more space? Book the downstairs 1 bed/1 bath unit too! Welcome to one of the newest vacation rental on the Embarcadero—fully renovated with brand new everything! Wake up to stunning views of Morro Rock from the master bedroom and catch glimpses of the ocean from the cozy living room. Stroll to Morro Rock and unwind on the nearby sandy beach. Sleep soundly on ultra-soft luxury linens, plush pillows, and a comfy hybrid mattress that makes every night feel like a getaway.

Guest favourite

Home in Paso Robles

4.98 out of 5 average rating, 126 reviews

Oak Flat Retreat

Panoramic views from our private 42 acre retreat above the vineyards of Paso Robles west side. Near wineries, top wedding venue, 3 mi. From town with epic vistas. Enjoy relaxation in real wine country stye. Quiet elegant paradise. Our Main house layout (large great room with fireplace, open kitchen with island, 2 bedrooms, 2 full baths wi-fi, cable & laundry) As well as a private studio steps away from main house with a king sized bed, bathroom & kitchenette.

Superhost

Home in Baywood-Los Osos

4.94 out of 5 average rating, 146 reviews

Largest Ocean View

This large 5-6 bedroom home is perfect for families & groups to share quality time in comfort will all of the conveniences of your own home. 2 living rooms & rec room provide space for all. A spacious well stocked dine-in kitchen with huge island & ocean views and is the perfect gathering place. Centrally located near golf courses, beaches, wineries & more. Find games, toys & pool table for family fun!

Superhost

Apartment in San Luis Obispo

4.8 out of 5 average rating, 166 reviews

Gorgeous Modern Pet Friendly Close to Everything

In a prime slo location close to downtown, local vineyards, hiking, parks & great dining. Newly renovated modern condo in a quiet private community. House includes several luxury upgrades including: steam shower, jetted tub, wine fridge, walk in closets, 2 car garage with electric charging station and much more. Pets are welcome! :) LIC #117553