San Simeon Holiday Rentals

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Our top choices for San Simeon holiday rentals

The Cayucan Bungalows by AvantStay Pet-Friendly Getaway Steps from Cayucos State Beach

The Cayucan Bungalows by AvantStay Pet-Friendly Getaway Steps from Cayucos State Beach
3.0 star property
Cayucos
The price is NZ$1,924
includes taxes & fees
18 Feb - 19 Feb
The Cayucan Bungalows by AvantStay Pet-Friendly Getaway Steps from Cayucos State Beach

Casa Del Trigo - Paso Robles, Affordable Wine Country Getaway

Casa Del Trigo - Paso Robles, Affordable Wine Country Getaway
Paso Robles
9.0 out of 10, Wonderful, (10 reviews)
"Beautiful, clean, roomy, high quality "
United States
CHRIS W.
The price is NZ$430
includes taxes & fees
18 Feb - 19 Feb
Casa Del Trigo - Paso Robles, Affordable Wine Country Getaway

Large Cozy Estate w/ VIEWS! 5 Min to Downtown

Large Cozy Estate w/ VIEWS! 5 Min to Downtown
Paso Robles
10.0 out of 10, Exceptional, (4 reviews)
"The property is in a great location. It was perfect for 5 adults and 2 teenagers. Love the en-suite bathrooms😊"
United States
lynn f.
The price is NZ$2,156
includes taxes & fees
18 Feb - 19 Feb
Large Cozy Estate w/ VIEWS! 5 Min to Downtown

ViNO on ViNEYARD-Westside Wine Trail Estate

ViNO on ViNEYARD-Westside Wine Trail Estate
Paso Robles
The price is NZ$2,324
includes taxes & fees
18 Feb - 19 Feb
ViNO on ViNEYARD-Westside Wine Trail Estate

Hilltop Paso: Dog Friendly, Firepit, BBQ, Views

Hilltop Paso: Dog Friendly, Firepit, BBQ, Views
Paso Robles
9.8 out of 10, Exceptional, (20 reviews)
"Great stay Close to all attractions "
United States
John
The price is NZ$469
includes taxes & fees
26 Feb - 27 Feb
Hilltop Paso: Dog Friendly, Firepit, BBQ, Views

Littlefield Bungalow Suite

Littlefield Bungalow Suite
San Miguel
9.6 out of 10, Exceptional, (22 reviews)
"lovely place nice and clean"
United States
Julie A.
The price is NZ$319
includes taxes & fees
22 Feb - 23 Feb
Littlefield Bungalow Suite

The Source Home @ Copia | vineyard, bbq, jacuzzi

The Source Home @ Copia | vineyard, bbq, jacuzzi
Paso Robles
10.0 out of 10, Exceptional, (155 reviews)
"We had a great stay at The Source. Excellent location...close to everything but a quiet and beautiful area. Home was clean and a great size for two couples to enjoy the weekend. AC worked well and it had all the amenities we needed. We absolutely loved our tasting at Copia as well. Be sure to book one!"
United States
Erin H.
The price is NZ$946
includes taxes & fees
18 Feb - 19 Feb
The Source Home @ Copia | vineyard, bbq, jacuzzi

Frontier Oaks: Spacious Templeton Retreat

Frontier Oaks: Spacious Templeton Retreat
Templeton
10.0 out of 10, Exceptional, (17 reviews)
"A host, house, and amenities. Would stay again in a heartbeat."
United States
Kristen F.
Frontier Oaks: Spacious Templeton Retreat

The Lofts at Paso Market Walk - The Tulip Tree Room

The Lofts at Paso Market Walk - The Tulip Tree Room
Paso Robles
The price is NZ$482
includes taxes & fees
18 Feb - 19 Feb
The Lofts at Paso Market Walk - The Tulip Tree Room

Quaint Wine Country Getaway,Close to DT & Wineries

Quaint Wine Country Getaway,Close to DT & Wineries
Paso Robles
10.0 out of 10, Exceptional, (6 reviews)
"One of the best places I’ve stayed. The house was super clean and everything was in excellent shape. Back yard was perfect for our little dog and we really enjoyed the pool table. "
United States
Aranda H.
The price is NZ$618
includes taxes & fees
25 Feb - 26 Feb
Quaint Wine Country Getaway,Close to DT & Wineries

Hilltop House with Vineyard, Infinity Pool, and Panoramic Views

Hilltop House with Vineyard, Infinity Pool, and Panoramic Views
Paso Robles
10.0 out of 10, Exceptional, (1 review)
"Great place"
United States
Arrow G.
Hilltop House with Vineyard, Infinity Pool, and Panoramic Views

Game room & Fire Pit, Short Walk to Downtown!

Game room & Fire Pit, Short Walk to Downtown!
Paso Robles
10.0 out of 10, Exceptional, (4 reviews)
"Perfect overnight stay to attend Vina Robles concert. Cute, very clean, charming, place. Would stay here again."
United States
Camille H.
The price is NZ$984
includes taxes & fees
18 Feb - 19 Feb
Game room & Fire Pit, Short Walk to Downtown!

Lone Madrone Winery Guest House

Lone Madrone Winery Guest House
Templeton
10.0 out of 10, Exceptional, (27 reviews)
"A very relaxing, clean home, with ample space for our two families to enjoy "being away from it all.""
United States
Holly B.
The price is NZ$1,700
includes taxes & fees
18 Feb - 19 Feb
Lone Madrone Winery Guest House

Traveler’s Dream! Lux Wine Country Escape

Traveler’s Dream! Lux Wine Country Escape
Paso Robles
10.0 out of 10, Exceptional, (9 reviews)
"Great place to stay in wine country. Loved the peace and quiet being somewhat remote, but still close enough to everything we wanted to do. Will stay again!"
United States
Robert R.
The price is NZ$1,207
includes taxes & fees
1 Mar - 2 Mar
Traveler’s Dream! Lux Wine Country Escape

Paso Wine Country Farmhouse | Pool, Spa, Game Room

Paso Wine Country Farmhouse | Pool, Spa, Game Room
Paso Robles
10.0 out of 10, Exceptional, (26 reviews)
"We had the best stay! The house was amazing! Great location for wine tasting and Mitch was super responsive!! "
United States
Natalie J.
The price is NZ$2,037
includes taxes & fees
4 Mar - 5 Mar
Paso Wine Country Farmhouse | Pool, Spa, Game Room

3BR Home | Fenced Yard w/ BBQ & Firepit, Pets OK!

3BR Home | Fenced Yard w/ BBQ & Firepit, Pets OK!
Atascadero
9.8 out of 10, Exceptional, (21 reviews)
"Enjoyed the stay so much we wanted to stay longer, very nice home and back yard was nice to relax and bbq. Did not have any problems while we stayed"
United States
Blair
The price is NZ$662
includes taxes & fees
4 Mar - 5 Mar
3BR Home | Fenced Yard w/ BBQ & Firepit, Pets OK!

Paso Robles - Vineyard Getaway - Video Tour

Paso Robles - Vineyard Getaway - Video Tour
Paso Robles
10.0 out of 10, Exceptional, (126 reviews)
"Check in was clear and easy. Amenities were great. The view was great. Sleeping was quiet and cozy."
United States
Peter C.
The price is NZ$610
includes taxes & fees
2 Mar - 3 Mar
Paso Robles - Vineyard Getaway - Video Tour

Cozy Home on Vine Street

Cozy Home on Vine Street
Paso Robles
9.6 out of 10, Exceptional, (9 reviews)
"Exceptional stay. Loved it. Very cozy and clean! "
United States
Parshad P.
The price is NZ$1,171
includes taxes & fees
1 Mar - 2 Mar
Cozy Home on Vine Street

Charming cottage with Rock View Morro Bay

Charming cottage with Rock View Morro Bay
Downtown Morro Bay
10.0 out of 10, Exceptional, (1 review)
The price is NZ$638
includes taxes & fees
20 Feb - 21 Feb
Charming cottage with Rock View Morro Bay

Cozy Cambria Cottage/Firepit/EVCharger/Beach Vibe/King Bed

Cozy Cambria Cottage/Firepit/EVCharger/Beach Vibe/King Bed
Cambria
10.0 out of 10, Exceptional, (4 reviews)
"Overall very nice relaxing beautiful time at this great rental location!"
United States
Mario C.
The price is NZ$759
includes taxes & fees
18 Feb - 19 Feb
Cozy Cambria Cottage/Firepit/EVCharger/Beach Vibe/King Bed
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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Find out more about San Simeon

Everything you need to know about San Simeon holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Simeon holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Simeon holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Simeon holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Simeon. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Simeon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Simeon holiday rentals we have selected for you start as low as NZ$340 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Simeon rentals

At Expedia, we put the best San Simeon holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Simeon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Simeon holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Simeon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Beautiful Custom home, great ocean views! Pets Allowed!: This holiday home rental outside of San Simeon is located by the ocean, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 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 a selection of games.

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. Hearst Ranch Winery and Hearst Castle 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.