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

Holiday Homes in San Simeon

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Our top choices for San Simeon holiday homes

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 AU$789
includes taxes & fees
17 Sept - 18 Sept
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, (212 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 AU$776
includes taxes & fees
13 Oct - 14 Oct
Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!

3. 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, (8 reviews)
"Great location! Close to Cambria and the Hearst Castle"
United States
Peggy B.
Cozy Cambria Cottage/Firepit/EVCharger/Beach Vibe/King Bed

4. 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 AU$513
includes taxes & fees
14 Sept - 15 Sept
Cabin in the Oaks, Paso Robles. Private hot tub! We sleep 4! AC Works!

5. '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, (42 reviews)
"Great location"
United States
Jaswinder S.
The price is AU$706
includes taxes & fees
17 Sept - 18 Sept
'Moe's Cabin' in the heart of Adelaida wine country and epic star gazing

6. 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 AU$357
includes taxes & fees
14 Sept - 15 Sept
Phoenix Rising Villa Sauret Ste

7. Pelican Place in Morro Bay

Pelican Place in Morro Bay
Morro Bay
9.8 out of 10, Exceptional, (83 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 AU$320
includes taxes & fees
22 Sept - 23 Sept
Pelican Place in Morro Bay

8. Experience coastal bliss, just steps away from Cayucos State Beach

Experience coastal bliss, just steps away from Cayucos State Beach
Cayucos
9.2 out of 10, Wonderful, (165 reviews)
"Ideal location for downtown shops and beach. Spacious house."
United States
Jeff F.
The price is AU$1,055
includes taxes & fees
17 Sept - 18 Sept
Experience coastal bliss, just steps away from Cayucos State Beach

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

Steps to Sand! Ocean View Beach House w/ Fire Pit
Cayucos
10.0 out of 10, Exceptional, (13 reviews)
"This pet friendly place was a great getaway!! Walkable to everything! And was very nice. We were able to relax and enjoy our stay."
United States
Scott H.
The price is AU$896
includes taxes & fees
29 Sept - 30 Sept
Steps to Sand! Ocean View Beach House w/ Fire Pit

10. Stealth Off 12th - Walk to Downtown

Stealth Off 12th - Walk to Downtown
Downtown Paso Robles
10.0 out of 10, Exceptional, (1 review)
"Very clean - had everything we could want - saw deer twice"
United States
Jo O.
The price is AU$437
includes taxes & fees
14 Sept - 15 Sept
Stealth Off 12th - Walk to Downtown

11. Hilltop Paso: Dog Friendly, Firepit, BBQ, Views

Hilltop Paso: Dog Friendly, Firepit, BBQ, Views
Paso Robles
9.8 out of 10, Exceptional, (28 reviews)
"Great, quiet location and loved outdoor area."
United States
Kathy H.
The price is AU$416
includes taxes & fees
14 Sept - 15 Sept
Hilltop Paso: Dog Friendly, Firepit, BBQ, Views

12. Beachy bungalow close to downtown, tin city & more

Beachy bungalow close to downtown, tin city & more
Willow Creek District
10.0 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay here. It was comfortable, convenient and quiet."
United States
Anne W.
The price is AU$491
includes taxes & fees
14 Sept - 15 Sept
Beachy bungalow close to downtown, tin city & more

13. UNDeR THE OaKS-Hot Tub & Walk Downtown

UNDeR THE OaKS-Hot Tub & Walk Downtown
Downtown Paso Robles
10.0 out of 10, Exceptional, (114 reviews)
"Fantastic gem! Quiet neighborhood, easy walk to lots of restaurants."
United States
Valerie F.
The price is AU$526
includes taxes & fees
14 Sept - 15 Sept
UNDeR THE OaKS-Hot Tub & Walk Downtown

14. Harbor House in Morro Bay

Harbor House in Morro Bay
Morro Bay
9.8 out of 10, Exceptional, (109 reviews)
"Wonderfully furnished and very clean!"
United States
Jay H.
The price is AU$436
includes taxes & fees
14 Sept - 15 Sept
Harbor House in Morro Bay

15. Vineyard Views + Gourmet Kitchen | Paso Robles CA | 46 West Walnut Hill

Vineyard Views + Gourmet Kitchen | Paso Robles CA | 46 West Walnut Hill
Templeton Gap District
10.0 out of 10, Exceptional, (101 reviews)
"Beautiful location!"
United States
Philip A.
Vineyard Views + Gourmet Kitchen | Paso Robles CA | 46 West Walnut Hill

16. MiDCENTURY MaNOR-Hot Tub & 5 Blocks to Town Center

MiDCENTURY MaNOR-Hot Tub & 5 Blocks to Town Center
Downtown Paso Robles
10.0 out of 10, Exceptional, (113 reviews)
"Lovely property"
United States
Gary D.
MiDCENTURY MaNOR-Hot Tub & 5 Blocks to Town Center

17. WeSTSiDE SPaNiSH BuNGaLOW -Hot Tub & Walk Downtown

WeSTSiDE SPaNiSH BuNGaLOW -Hot Tub & Walk Downtown
Downtown Paso Robles
10.0 out of 10, Exceptional, (131 reviews)
"Excellent place to stay"
United States
James B.
The price is AU$612
includes taxes & fees
14 Sept - 15 Sept
WeSTSiDE SPaNiSH BuNGaLOW -Hot Tub & Walk Downtown

18. Charming Downtown Home with Wine Nearby. Pet Friendly!!

Charming Downtown Home with Wine Nearby. Pet Friendly!!
Downtown Paso Robles
10.0 out of 10, Exceptional, (224 reviews)
"We enjoyed our stay very much. The property was charming and perfect! Large bed and bathrooms, spacious family room with a large couch comfortable for many, an oversized dining table and air conditioning units in the bedrooms and family room. The proximity to downtown was a huge plus too. The local deer roaming around was a site too!"
United States
steffenie e.
The price is AU$539
includes taxes & fees
14 Sept - 15 Sept
Charming Downtown Home with Wine Nearby. Pet Friendly!!

19. The Source Home @ Copia | vineyard, bbq, jacuzzi

The Source Home @ Copia | vineyard, bbq, jacuzzi
Willow Creek District
10.0 out of 10, Exceptional, (157 reviews)
"Great stay at a wonderful property!"
United States
David I.
The price is AU$845
includes taxes & fees
14 Sept - 15 Sept
The Source Home @ Copia | vineyard, bbq, jacuzzi

20. ViNO On ViNEYARD-Westside Wine Trail

ViNO On ViNEYARD-Westside Wine Trail
Willow Creek District
10.0 out of 10, Exceptional, (30 reviews)
"Perfect location, accommodations and view!"
United States
Catherine O.
The price is AU$1,322
includes taxes & fees
23 Sept - 24 Sept
ViNO On ViNEYARD-Westside Wine Trail
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

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San Simeon Holiday Homes information

Number of reviews
15,556
Accommodation
698 Holiday Homes
Lowest Price
AU$89
Highest Price
AU$320

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