A grand building with a central fountain, surrounded by lush greenery and palm trees.

San Simeon Holiday Rentals

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Our top choices for San Simeon holiday rentals

1. The Redwood Hearts Cottage in Cambria

The Redwood Hearts Cottage in Cambria
Cambria
9.8 out of 10, Exceptional, (36 reviews)
"Delightful home and host!"
United States
John S.
The price is NZ$1,001
includes taxes & fees
5 Oct - 6 Oct
The Redwood Hearts Cottage in Cambria

2. Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!

Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!
Cambria
10.0 out of 10, Exceptional, (213 reviews)
"We keep returning to the Squirrel's Cottage because of how clean, comfortable and cheerful it is. We also love being just 2 short blocks to the Fiscalini Preserve."
United States
Beatrice D.
The price is NZ$895
includes taxes & fees
7 Oct - 8 Oct
Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!

3. Ranch style living with incredible views!

Ranch style living with incredible views!
Cambria
10.0 out of 10, Exceptional, (30 reviews)
"Great stay! "
United States
ALEXIS
The price is NZ$412
includes taxes & fees
4 Oct - 5 Oct
Ranch style living with incredible views!

4. Gray's Inn & Gallery

Gray's Inn & Gallery
2.5 star property
Downtown Morro Bay
10.0 out of 10, Exceptional, (55 reviews)
"Great place to stay on the water! Everything is as described and was very comfortable for 2 people. Parking was easy and the location is very walkable to restaurants and shops."
United States
Victor
The price is NZ$547
includes taxes & fees
6 Oct - 7 Oct
Gray's Inn & Gallery

5. The Cayucan Bungalows by AvantStay

The Cayucan Bungalows by AvantStay
3.0 star property
Cayucos
10.0 out of 10, Exceptional, (4 reviews)
"Loved everything about our stay. Great location. Felt welcoming & was a comfortable short stay."
United States
Andrew
The price is NZ$878
includes taxes & fees
6 Oct - 7 Oct
The Cayucan Bungalows by AvantStay

6. The Lofts at The Market

The Lofts at The Market
4.0 star property
Downtown Paso Robles
9.6 out of 10, Exceptional, (80 reviews)
"Very cute,cozy loft! Walking distance to Downtown."
United States
Michelle Rocio
The price is NZ$478
includes taxes & fees
14 Oct - 15 Oct
The Lofts at The Market

7. Steps to Sand! Ocean View Beach House w/ Fire Pit

Steps to Sand! Ocean View Beach House w/ Fire Pit
Cayucos
9.8 out of 10, Exceptional, (15 reviews)
"Great location, super host, and cute house. We will definitely stay again!"
United States
Richard
The price is NZ$1,046
includes taxes & fees
19 Oct - 20 Oct
Steps to Sand! Ocean View Beach House w/ Fire Pit

8. Cayucos Studio by Pier | Steps to the Pier/Beach

Cayucos Studio by Pier | Steps to the Pier/Beach
Cayucos
The price is NZ$873
includes taxes & fees
5 Oct - 6 Oct
Cayucos Studio by Pier | Steps to the Pier/Beach

9. 'Moe's Cabin' in the heart of Adelaida wine country and epic star gazing

'Moe's Cabin' in the heart of Adelaida wine country and epic star gazing
Adelaida District
10.0 out of 10, Exceptional, (44 reviews)
"Great location"
United States
Jaswinder S.
The price is NZ$872
includes taxes & fees
13 Oct - 14 Oct
'Moe's Cabin' in the heart of Adelaida wine country and epic star gazing

10. Phoenix Rising Villa Sauret Ste

Phoenix Rising Villa Sauret Ste
San Miguel District
10.0 out of 10, Exceptional, (12 reviews)
"Amazing stay and beautiful view "
United States
Peter N.
The price is NZ$450
includes taxes & fees
4 Oct - 5 Oct
Phoenix Rising Villa Sauret Ste

11. Phoenix Rising Villa King Suite

Phoenix Rising Villa King Suite
San Miguel District
10.0 out of 10, Exceptional, (10 reviews)
"Super welcoming and friendly! Gorgeous views, such a lovely thing to wake up to. "
United States
Lane P.
The price is NZ$451
includes taxes & fees
12 Oct - 13 Oct
Phoenix Rising Villa King Suite

12. Pelican Place in Morro Bay

Pelican Place in Morro Bay
Morro Bay
9.8 out of 10, Exceptional, (84 reviews)
"Enjoyed our stay. The apartment was just right for two of us, and is located very close to all the activities we enjoy.The host is great, we had everything we needed!"
United States
Janice M.
The price is NZ$387
includes taxes & fees
13 Oct - 14 Oct
Pelican Place in Morro Bay

13. Harbor Retreat – EV Charger, King, Walk to Rock

Harbor Retreat – EV Charger, King, Walk to Rock
Downtown Morro Bay
9.8 out of 10, Exceptional, (30 reviews)
"We’ve stayed here twice now. The location and off street parking can’t be beat! Perfect for a weekend in Morro Bay."
United States
Holly H.
Harbor Retreat – EV Charger, King, Walk to Rock

14. Cozy Blue Cottage

Cozy Blue Cottage
Templeton Gap District
9.6 out of 10, Exceptional, (5 reviews)
"Very clean,cute, quaint cottage. Great for the two of us. Easy check in process, host answered any questions we had, was easy to get to and a great spot for home base to explore the area. Wish we had more time here. We would stay again."
United States
Anonymous traveller
The price is NZ$404
includes taxes & fees
5 Oct - 6 Oct
Cozy Blue Cottage

15. Park Place by Avantstay King Bed + Private Balcony + Apartment Kitchen Downtown Paso Robles, Steps to Wine, Dining & City Park

Park Place by Avantstay King Bed + Private Balcony + Apartment Kitchen Downtown Paso Robles, Steps to Wine, Dining & City Park
3.0 star property
Downtown Paso Robles
The price is NZ$522
includes taxes & fees
4 Oct - 5 Oct
Park Place by Avantstay King Bed + Private Balcony + Apartment Kitchen Downtown Paso Robles, Steps to Wine, Dining & City Park

16. Harbor House in Morro Bay

Harbor House in Morro Bay
Morro Bay
9.8 out of 10, Exceptional, (109 reviews)
"Great place! Loved it and the location….close proximity to downtown and beaches….we will definitely come back!"
United States
Michael M.
The price is NZ$542
includes taxes & fees
19 Oct - 20 Oct
Harbor House in Morro Bay

17. Stunning Views from this home with Spacious Deck!

Stunning Views from this home with Spacious Deck!
Morro Bay
10.0 out of 10, Exceptional, (7 reviews)
The price is NZ$811
includes taxes & fees
29 Oct - 30 Oct
Stunning Views from this home with Spacious Deck!

18. Tiny in Templeton

Tiny in Templeton
Templeton Gap District
The price is NZ$376
includes taxes & fees
4 Oct - 5 Oct
Tiny in Templeton

19. Cabin in the Oaks, Paso Robles. Private hot tub! We sleep 4! AC Works!

Cabin in the Oaks, Paso Robles. Private hot tub! We sleep 4! AC Works!
Willow Creek District
9.4 out of 10, Exceptional, (23 reviews)
"Fantastic stay."
United States
Michael A.
The price is NZ$663
includes taxes & fees
13 Oct - 14 Oct
Cabin in the Oaks, Paso Robles. Private hot tub! We sleep 4! AC Works!

20. AMAZING, OCEAN VIEWS, MORRO 🪨, JACUZZI, WIFI, PARKING

AMAZING, OCEAN VIEWS, MORRO 🪨, JACUZZI, WIFI, PARKING
Morro Bay
9.8 out of 10, Exceptional, (206 reviews)
"Beautiful property and location"
United States
Cole
The price is NZ$738
includes taxes & fees
4 Oct - 5 Oct
AMAZING, OCEAN VIEWS, MORRO 🪨, JACUZZI, WIFI, PARKING
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.
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Top San Simeon Hotel Reviews

Find out more about San Simeon

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 Cambria State Marine Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic seaside 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?

AMAZING, OCEAN VIEWS, MORRO 🪨, JACUZZI, WIFI, PARKING: This holiday home rental outside of San Simeon is located next to a golf course, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in San Simeon?

With 21 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 Los Padres National Forest and William Randolph Hearst Memorial Beach, or simply take in cultural attractions like Coastal Discovery Center at San Simeon Bay and National Geographic Theater. San Simeon State Park 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.