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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, (202)
"I say it all in the title. Congrats to the homes owners. "
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 AED 775
AED 1,706 total
includes taxes & fees
27 Jan - 28 Jan
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 AED 2,156
AED 4,274 total
includes taxes & fees
23 Jan - 24 Jan
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, (176)
"We’ve never been able to leave town for NYE because of work and animals, this year we had neither, so we rented this wonderful little beach house. I really loved the house, it was clean, comfortable, well supplied and close to everything. Loved our stay so much. The owner, Janell was very good with any communication I had. Will stay there again. "
Beach cottages, majestic Morro Bay

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

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

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

Downtown Paso: Sip N Sleepz 3 Bed/2.5 Bath

10.0 out of 10, Exceptional, (22)
"Had a wonderful stay in this gorgeous house in a fantastic location. Very clean, beautifully decorated with all amenities. Thank you so much for having us."
The price is AED 922
AED 2,152 total
includes taxes & fees
26 Jan - 27 Jan
Downtown Paso: Sip N Sleepz 3 Bed/2.5 Bath

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

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

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

10.0 out of 10, Exceptional, (1)
"This is a great facility. We like the it ver much!"
The price is AED 918
AED 2,345 total
includes taxes & fees
23 Jan - 24 Jan
VICTORIAN VILLA - Hot Tub, Pool Table &, Amazing Outdoors

ViNO On ViNEYARD-Westside Wine Trail

The price is AED 1,084
AED 3,057 total
includes taxes & fees
23 Jan - 24 Jan
ViNO On ViNEYARD-Westside Wine Trail

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

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

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

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)

Lovely home with fireplace, roomy deck, washer/dryer & EV charging - near ocean

8.2 out of 10, Very Good, (13)
"Wow, the view from this place was so amazing! It had everything we needed, was easy to get to, and soooo relaxing. We really didn't want to leave. The common room views were just fabulous and then there was the porch which was delightful. We prepared great meals and enjoyed them while watching the lake sparkle. Highly recommend this place!"
Lovely home with fireplace, roomy deck, washer/dryer & EV charging - near ocean

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

9.0 out of 10, Wonderful, (197)
"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!

An aesthetic delight high above Cambria steeped in nature but close to town.

10.0 out of 10, Exceptional, (181)
"the setting of this home is amazing surrounded by rolling hills and free grazing cattle a perfect spot to unwind and relax"
An aesthetic delight high above Cambria steeped in nature but close to town.
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

Fabulous, Oceanfront Condo in San Simeon! Beautiful Views, Great Location!

9.4 out of 10, Exceptional, (76)
"The view of the ocean from this home is beyond magnificent. "
Fabulous, Oceanfront Condo in San Simeon! Beautiful Views, Great Location!

One of a kind property- An Acre on the Ocean & Classic Beach Cottage

10.0 out of 10, Exceptional, (9)
"My daughter and I and our family stayed at this beautiful beach cottage for five days over New Year’s, and it was simply magnificent. The cottage is so quaint and precious, simple, clean and charming right out of a Dickens novel.We brought our doggies there’s a beautiful lawn in front of the cottage and then just steps away to your own in San Simeon, which was just simply divine and glorious. I walked every morning with my daughter and friends and family over the pebble Stone rocks and through...
One of a kind property- An Acre on the Ocean & Classic Beach Cottage

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 AED 1,009
AED 1,156 total
includes taxes & fees
29 Jan - 30 Jan
The Lofts at The Market
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.