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Compare 525 Vacation Homes in San Simeon with updated reviews, rates, and availability.

Treetop Lodge - Lose yourself in the views on the westside, close to downtown.

10.0 out of 10, Exceptional, (203)
"What a wonderful and comfortable stay we had! The home is well furnished and loved. And the balcony was stupendous! Sitting out there was the perfect way to start and end every day. It’s a bit of a longer walk to town (15-20 min) but still easily achieved. "
Treetop Lodge - Lose yourself in the views on the westside, close to downtown.

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

10.0 out of 10, Exceptional, (173)
"Being in this house made our Christmas extra special! It was clean, well-stocked, and wonderfully decorated to add lots of holiday charm. They truly thought of everything in terms of what is provided, and the decorative touches in each room. The owner provided quick responses to my questions prior to our stay. The location is fantastic- right down the street from a gorgeous trail head, and right across from an open lot where we saw deer taking a rest! This was definitely one of the best...
The price is SAR 844
SAR 1,808 total
includes taxes & fees
3 Feb - 4 Feb
Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!

Lp4 The wine lover home with hot tub in Paso downtown

9.2 out of 10, Wonderful, (24)
"Would book again "
The price is SAR 2,202
SAR 4,356 total
includes taxes & fees
3 Feb - 4 Feb
Lp4 The wine lover home with hot tub in Paso downtown

Stairway to Heaven

9.6 out of 10, Exceptional, (48)
"Beautiful house. I chose it because of all the windows and. decks.The kitchen was fully and very thoughtfully equipped."
Stairway to Heaven

Beachfront home directly across from beach & park! Close to everything!

9.6 out of 10, Exceptional, (80)
"The description was accurate and the location was amazing. Had a fantastic time here over the holidays with my family."
Beachfront home directly across from beach & park! Close to everything!

Beach cottages, majestic Morro Bay

9.8 out of 10, Exceptional, (177)
"This home was wonderful. Clean, nice kitchen, rooms were pretty and the beds were comfy. Look forward to returning with my family."
Beach cottages, majestic Morro Bay

Paso Robles Bungalow -Deck/Fire Pit

10.0 out of 10, Exceptional, (18)
"This property is mostly as advertised and pretty clean but there were issues with electronics, no house guide (with instructions on how to use climate controls, etc.), the bed is not very comfortable. Flooring is new but in need of maintenance. Kitchen/bathroom are set up well."
Paso Robles Bungalow -Deck/Fire Pit

46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly

10.0 out of 10, Exceptional, (361)
"Very peaceful and relaxing stay. Loved all the farm animals, watching sunrise and us set. Comfortable and cozy cottage for a family getaway. Close to beautiful wineries and restaurants. "
46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly

Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country

10.0 out of 10, Exceptional, (110)
"This place is a hidden gem! The property is absolutely adorable and comfy for all ages. Its location is an easy walk to downtown where we enjoyed the Christmas tree lighting, shopping, restaurants and the best pop up Christmas bars! Such a beautiful town. we will definitely be back!"
Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country

Wellsona | Vineyard Retreat + Pool, Hot Tub, Views | Main Home + Guest Home

10.0 out of 10, Exceptional, (1)
"this place is absolutely amazing and what we needed to disconnect from the crazy city life. I will most definitely be booking again and maybe for a little longer."
Wellsona | Vineyard Retreat + Pool, Hot Tub, Views | Main Home + Guest Home

Downtown Paso: Sip N Sleepz 3 Bed/2.5 Bath

10.0 out of 10, Exceptional, (23)
"This property is in a perfect location. The house is adorable and full of lots of amenities! The owners were amazing. Everything about this property was fantastic! We plan to go back soon."
The price is SAR 941
SAR 2,212 total
includes taxes & fees
4 Feb - 5 Feb
Downtown Paso: Sip N Sleepz 3 Bed/2.5 Bath

ViNO On ViNEYARD-Westside Wine Trail

The price is SAR 1,106
SAR 3,133 total
includes taxes & fees
3 Feb - 4 Feb
ViNO On ViNEYARD-Westside Wine Trail

Paso Robles Nut House · Casa Delle Noci-Beautiful Rambling Ranch House

10.0 out of 10, Exceptional, (226)
"Great place for a family get away! Everything you need is there and the property is spotless! We’ll go there again!"
Paso Robles Nut House · Casa Delle Noci-Beautiful Rambling Ranch House

Casita Azul - historic duplex in the heart of downtown Paso Robles

2.0 star property
8.0 out of 10, Very Good, (1)
Casita Azul - historic duplex in the heart of downtown Paso Robles

VICTORIAN VILLA - Hot Tub, Pool Table &, Amazing Outdoors

10.0 out of 10, Exceptional, (2)
"The house was great. Very spacious and located very close to downtown Paso and wineries. Would definitely recommend this property."
The price is SAR 938
SAR 2,414 total
includes taxes & fees
3 Feb - 4 Feb
VICTORIAN VILLA - Hot Tub, Pool Table &, Amazing Outdoors

The Ranchette(3/7Hideaway units)

9.8 out of 10, Exceptional, (6)
"We were in town for the Eberle Holiday Dinner and were so glad we chose the Ranchette! Super spacious, and lovely! Our only regret is we didn’t have enough time to really enjoy the property. Would definitely stay here again!"
The Ranchette(3/7Hideaway units)

Spacious Ocean-View Home with Fireplace, Decks & WiFi - One Block to Beach

8.4 out of 10, Very Good, (56)
"Pros: 4 big bedrooms and a good location Cons: Just about everything else Other than finding someone's prescription medication under the bed, it was clean. We've stayed here in the past, and it just gets sadder and sadder. The managing company, who we once used to manage our own rental, puts zero effort into maintaining things beyond the necessary basics. Linens are old and pilled, toilet paper is cheap and scratchy. The kitchen is not well-equipped: for example, there are only 4 dinner forks...
Spacious Ocean-View Home with Fireplace, Decks & WiFi - One Block to Beach

Morro Bay Beach Cottage

9.2 out of 10, Wonderful, (36)
"We really enjoyed our stay in Morro Bay. The place was very clean and had a great view."
Morro Bay Beach Cottage

Poe House--Romantic Getaway or Perfect Family Gathering Place!

9.6 out of 10, Exceptional, (216)
"The house was just as advertised and it was very comfortable, quiet, and met our needs very nicely. The highlights for us were the fireplace, great kitchen, and the outdoor grill and patio. "
Poe House--Romantic Getaway or Perfect Family Gathering Place!

Enjoy Fabulous Views at This Rental on Happy Hill! Pet-Friendly Too!

9.0 out of 10, Wonderful, (198)
"Cambria is a wonderful time. The view from this property is amazing, there are places to hang out for all weather conditions- nice outdoor patio for when it’s sunny and warm, partially enclosed sun porch for when it’s sunny but cool, and fully enclosed sun porch for the windy or rainy weather. Easy walk to moonstone beach or town. "
Enjoy Fabulous Views at This Rental on Happy Hill! Pet-Friendly Too!
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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Other property types in San Simeon

The Lofts at The Market

4.0 star property
9.6 out of 10, Exceptional, (44)
"Jill and Emily were great. Very quick to respond to any of our questions. We got to meet Jill and sweetest person. Looking forward to coming back and staying there again. "
The price is SAR 979
SAR 1,121 total
includes taxes & fees
3 Feb - 4 Feb
The Lofts at The Market

Gray's Inn & Gallery

2.5 star property
10.0 out of 10, Exceptional, (29)
"Love the location of the place"
The price is SAR 717
SAR 820 total
includes taxes & fees
3 Feb - 4 Feb
Gray's Inn & Gallery

Cabin in the Wine Country-Surrounded by vineyards

9.8 out of 10, Exceptional, (87)
"Rustic exterior with a nicely designed interior diverse in features. Interesting waterfall toilet system! "
The price is SAR 694
SAR 1,143 total
includes taxes & fees
4 Feb - 5 Feb
Cabin in the Wine Country-Surrounded by vineyards
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.