San Simeon Holiday Rentals

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Holiday Rentals in San Simeon

Property grounds
Striking Oceanfront- The sand at your feet!
9.4 out of 10, Exceptional, (67)
"Loved the views, sound of the ocean, location and convenience. It was very comfortable and nice furnishings. They need a new sliding door to the patio (very hard to open) and there were mice scratching in the front bedroom at night😳. The toilet was was not secure to the floor in the front bathroom. Other than that, it was a nice stay."
Striking Oceanfront- The sand at your feet!
Aerial view
One of a kind property- An Acre on the Ocean & Classic Beach Cottage
10.0 out of 10, Exceptional, (2)
"We loved the quick access to the beach for walking, surf watching, and beach fun. Views were lovely and the space was clean and welcoming."
One of a kind property- An Acre on the Ocean & Classic Beach Cottage
Classic Loft, 1 King Bed | Living area
The Lofts at The Market
3.5 star property
9.4 out of 10, Exceptional, (31)
"We really liked this place, but be forewarned, there are quite a few stairs."
The price is NZ$487
includes taxes & fees
27 May - 28 May
The Lofts at The Market
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Pool
A Beautiful Setting to get away from Urban Life and Recharge
9.0 out of 10, Wonderful, (33)
"Place has a beautiful scenery. Close to the lake"
A Beautiful Setting to get away from Urban Life and Recharge
TV
Romantic Get-away that doesn't disappoint!
9.8 out of 10, Exceptional, (26)
"We had a great girls weekend at this house. Very restful and close to town, beaches, etc. I would definitely definitely stay there again."
Romantic Get-away that doesn't disappoint!
View from property
Month Long - The Holiday
9.8 out of 10, Exceptional, (13)
Month Long - The Holiday
Property grounds
Sandy Dunes
10.0 out of 10, Exceptional, (23)
"This bottom floor condo was perfect for our weekend in Morro Bay. It had all the amenities we needed and was walking distance to a lot of shopping and restaurants. It was also decorated very nicely. We would stay here again."
The price is NZ$646
includes taxes & fees
27 May - 28 May
Sandy Dunes
Beach nearby, sun-loungers, beach towels
Captain Java cabin in Morro Bay!
10.0 out of 10, Exceptional, (295)
"This was just a room - but what a room. Located literally 1 block from the beach, the room was wonderful! The hosts were very welcoming and nice. Overall, had a wonderful quick weekend getaway!"
Captain Java cabin in Morro Bay!
Property grounds
Treetop Lodge - Lose yourself in the views on the westside, close to downtown.
10.0 out of 10, Exceptional, (174)
"We enjoyed our stay here and loved the back deck with views for miles. The master was especially nice with the updated bathroom. The home was clean and had a well-equipped kitchen. My only suggestion, and the reason we wouldn’t rebook, is that the mattresses were terrible. All 4 of use complained every morning when we got up about shoulder and back pain. They really need to be replaced with something more comfortable,."
Treetop Lodge - Lose yourself in the views on the westside, close to downtown.
Exterior
An aesthetic delight high above Cambria steeped in nature but close to town.
10.0 out of 10, Exceptional, (166)
"This is our third visit to this beautiful property! It’s like being on top of the world."
An aesthetic delight high above Cambria steeped in nature but close to town.
Beach nearby
Beachfront home directly across from beach & park! Close to everything!
9.6 out of 10, Exceptional, (64)
"The home is spacious and acomidating. It's a wonderful location across from the park. The beach is such an easy short walk. Cambria is full of cute spots and close to many wonderful other destinations."
Beachfront home directly across from beach & park! Close to everything!
Beach
Cottage By The Sea At Cayucos where serenity is found, 3 minute walk to beach
10.0 out of 10, Exceptional, (124)
"Comfy bed; good shower pressure. Very quiet at night. We walked on the beach every day. We ate at Schooner's and The Sea Shanty, and got take out from Federico's, Surfside Pizza, and Thai Elephant in Morro Bay. We hiked on the Estero Bluffs, Fiscalini Ranch in Cambria, and took a day trip to the Carrizo Plain National Monument."
Cottage By The Sea At Cayucos where serenity is found, 3 minute walk to beach
6 bedrooms, iron/ironing board, WiFi, bed sheets
NOW ON VRBO! Private Vineyard & 6BR Mid-Century w/ Game House... Great Location!
10.0 out of 10, Exceptional, (3)
"Great property in the middle of vineyard Plenty of space and accommodations for our family of 11 Very well equipped kitchen with every appliance and plenty of glassware and dishes etc Needs a little TLC but overall great stay"
NOW ON VRBO! Private Vineyard & 6BR Mid-Century w/ Game House... Great Location!
Terrace/patio
MODERN MASTERPIECE 🏖️ AMAZING ,OCEAN 🌊 VIEWS FACING MORRO ROCK and JACUZZI
10.0 out of 10, Exceptional, (131)
"We had such a relaxing time at this beautiful home. It was all we needed, and more. Morro Bay is lovely this time of year. Spent a lot of our hours on the beach with long walks. The sunsets are just amazing!!! Slept in the most comfortable beds.....like being on a cloud!!! Thanks!!!"
MODERN MASTERPIECE 🏖️ AMAZING ,OCEAN 🌊 VIEWS FACING MORRO ROCK and JACUZZI
Beautiful ocean retreat
9.8 out of 10, Exceptional, (149)
"Great for biking running and swimming in the local area"
Beautiful ocean retreat
Snow and ski sports
Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!
10.0 out of 10, Exceptional, (151)
"We love Cambria and had a wonderful time in the shops and restaurants. Everyone was so hospitable. The house was perfect with the location, the outdoor porch was adorable as was the house. It had a hot tub and outside fire pit which we didn’t use but a nice touch if we had stayed longer. Everything was clean, there were plenty dishes and pots and pans. The shower pressure was good and the heater worked just like at home. The decor was tasteful and we walked around the house looking at all the...
The price is NZ$908
includes taxes & fees
31 May - 1 Jun
Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!
Beach nearby, sun-loungers, beach towels
Beach cottages, majestic Morro Bay
9.8 out of 10, Exceptional, (156)
"Lovely stay, great location."
Beach cottages, majestic Morro Bay
Property grounds
Luxury Adobe in Wine Country w/ Pool & Hot Tub @ Hearst Ranch Winery
10.0 out of 10, Exceptional, (128)
"Jim, the host was Was the best host I’ve experienced. I highly recommend the Adobe house. It’s beautiful and tiles and details are amazing. It was a great experience Jim as we checked in was so prompt and returning my call. I have no complaints about my stay. I’m already thinking of coming back ASAP. You get away from the city, so peaceful the views and the sunset behind the olive trees was spectacular, you get a complementary tasting at the hurst winery and they are the same owners as the Adobe...
Luxury Adobe in Wine Country w/ Pool & Hot Tub @ Hearst Ranch Winery
Property grounds
Dog-friendly suite with incredible ocean views, private balcony, & a firepit
9.4 out of 10, Exceptional, (14)
"Great location!"
Dog-friendly suite with incredible ocean views, private balcony, & a firepit
Pool
Peachtree Lane - Downtown Living with Pool and Spa!
9.6 out of 10, Exceptional, (81)
"Kudos to the house cleaning crew and the landscapers. The place was immaculate and well stocked. It was a real treat being on a quiet away from traffic and city noise. The message board was much appreciated as well as the reclining sofas in the living room. We would definitely stay there again and recommend it to our friends."
Peachtree Lane - Downtown Living with Pool and Spa!
Don't see what you're looking for?
See all available properties in San Simeon
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in San Simeon you may be interested in

Exterior
Cavalier Oceanfront Resort
3.5 star property
8.6 out of 10, Excellent, (1408)
"AMAZING!! Even though I didn’t have an ocean front room, you really don’t need one. The ocean is RIGHT THERE! Amazing views, excellent atmosphere and room was very clean and comfortable. Next time staying more than 1 night, definitely!!"
The price is NZ$297
includes taxes & fees
4 Jun - 5 Jun
Cavalier Oceanfront Resort
Beach nearby
The Morgan Hotel San Simeon
3.5 star property
8.8 out of 10, Excellent, (1116)
"The property was nice . However the front of the property was too close to the guest rooms and we can hear all car doors closing at all hours . "
The price is NZ$197
includes taxes & fees
27 May - 28 May
The Morgan Hotel San Simeon
Indoor spa tub
Silver Surf Motel
2.0 star property
8.2 out of 10, Very good, (1001)
"Nothing was bad. Nice experience."
The price is NZ$136
includes taxes & fees
27 May - 28 May
Silver Surf Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Simeon holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Simeon. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Simeon. Seeing all the best attractions is bound to make you fall in love with San Simeon. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Simeon short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in San Simeon?

Yes, there are holiday rentals in San Simeon close to Coastal Discovery Center at San Simeon Bay, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and popular beaches in San Simeon. While you're here, grab a bite or have a drink at the top-notch restaurants.

What are some of the best holiday rentals that San Simeon has to offer?

Romantic Get-away that doesn't disappoint!: This holiday home rental outside San Simeon offers a balcony, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in San Simeon?

With 139 Expedia holiday rentals, you're guaranteed to find just the right place for your San Simeon stay.

What’s there to see and do in San Simeon?

Enjoy the outdoors at San Simeon State Park and William Randolph Hearst Memorial Beach, or simply take in cultural attractions like Coastal Discovery Center at San Simeon Bay and National Geographic Theater. Hearst Castle and Hearst Ranch Winery are other places to visit while you're in town.

What are holiday rentals like in San Simeon?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Simeon. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.

Recent reviews of San Simeon properties
Expedia verified reviews

Cavalier Oceanfront Resort

Cavalier Oceanfront Resort

5/5 Excellent
"AMAZING!! Even though I didn’t have an ocean front room, you really don’t need one. The ocean is RIGHT THERE! Amazing views, excellent atmosphere and room was very clean and comfortable. Next time staying more than 1 night, definitely!!"
A verified traveller from Chino stayed at Cavalier Oceanfront Resort
Posted 2 days ago
Cavalier Oceanfront Resort