Holiday Homes in San Simeon

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Featured Holiday Homes in San Simeon

Amazing Views! SOUTH COAST Big Sur; located SOUTH of HWY 1 Closure

10.0 out of 10, Exceptional, (237)
"Peaceful and relaxing. "
Amazing Views! SOUTH COAST Big Sur; located SOUTH of HWY 1 Closure

Peacock on Park! 3 Bedroom Downtown Paso Robles

10.0 out of 10, Exceptional, (21)
"We had a great stay! Thank you! "
The price is AU$477
includes taxes & fees
19 Aug - 20 Aug
Peacock on Park! 3 Bedroom Downtown Paso Robles

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

10.0 out of 10, Exceptional, (379)
"We've stayed at this property several times and love the location and views. I would recommend to anyone looking for a nice little house in the Paso area."
46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly

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

10.0 out of 10, Exceptional, (221)
"Property is as described and great. "
Treetop Lodge - Lose yourself in the views on the westside, close to downtown.

Home Squared 2 Bed/2 Bath Walk to Square

9.8 out of 10, Exceptional, (55)
"We had a fantastic stay and it was so awesome to be that close to town. Easy to get everywhere and fully stocked. We would stay again when we are in the area."
The price is AU$665
includes taxes & fees
18 Aug - 19 Aug
Home Squared 2 Bed/2 Bath Walk to Square

Moonglow Cottage - Luxe Ranch close to Moonstone Beach

10.0 out of 10, Exceptional, (43)
"The property was very nice, clean, and comfortable! "
Moonglow Cottage - Luxe Ranch close to Moonstone Beach

Downtown home w/private hot tub, pool table, gas grill, W/D, AC

9.2 out of 10, Wonderful, (32)
"Perfect spot to enjoy all the beauties of Paso. House was clean, fun and easy to use. Thanks for a wonderful stay."
Downtown home w/private hot tub, pool table, gas grill, W/D, AC

MARVELOUS MIDCENTURY-Hot Tub & 5 Blocks to Town Center

10.0 out of 10, Exceptional, (103)
"Such a cute little home away from home! Leila & Tracey are wonderful hostesses and the casita is perfect!"
The price is AU$612
includes taxes & fees
7 Aug - 8 Aug
MARVELOUS MIDCENTURY-Hot Tub & 5 Blocks to Town Center

Classic getaway by the sea within walking distance to everything w/ocean views

9.0 out of 10, Wonderful, (88)
"Loved our stay at this quaint beach house! Walking distance to the beach and various shops. It has a fully stocked kitchen which was a huge plus for our group. It did feel a little dusty and many people in my group had horrible allergies during my stay though."
Classic getaway by the sea within walking distance to everything w/ocean views

Red Cloud Rendezvous - Brings You and Your Friends Together in Paso Robles!

10.0 out of 10, Exceptional, (150)
"Perfect for our family and friends vacation to wine country! Even a hit for the toddler as it was very kid friendly! Would happily stay again!"
Red Cloud Rendezvous - Brings You and Your Friends Together in Paso Robles!

Upstairs retreat with ocean views!

9.6 out of 10, Exceptional, (18)
"We loved staying here and had great communication with our host. It’s a lovely property for a weekend getaway"
Upstairs retreat with ocean views!

FULL OCEAN VIEW!!! 3 minute walk to beach, WiFi, Dogs welcomed upon approval

10.0 out of 10, Exceptional, (268)
"We have stayed at Cindy’s place for the past five years and absolutely love it every year! It’s super clean, wonderful location, and Cindy is always so accommodating. We are excited to come back next year for year six - it is truly our happy place for our family. "
FULL OCEAN VIEW!!! 3 minute walk to beach, WiFi, Dogs welcomed upon approval

Panoramic Ocean and Sunset Views with EV Charging available

9.6 out of 10, Exceptional, (69)
"We have vacationed in Cambria for at least 25 years and this house is the best! I have never stayed in a home where the kitchen was so well stocked. Nothing was missing. Lots of room for the nine of us and a joy cooking Easter dinner for twelve. Only complaint was the mole repellent. As much as we all wanted to open the bedroom windows at night we had to close them because of the beeping throughout the property every fifteen seconds. Beeping or not, we will be back!"
Panoramic Ocean and Sunset Views with EV Charging available

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

10.0 out of 10, Exceptional, (131)
"beautiful house and great location!"
Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country

Cute Cottage Close to Downtown! w/Firepit

9.8 out of 10, Exceptional, (14)
"Had a very nice stay here. The home was exactly as described in the listing and photos. You really can’t beat the location—it’s right in the heart of the town and you can easily walk to a grocery store, cafe, brewery, and many other spots. Very cute and peaceful backyard too!"
Cute Cottage Close to Downtown! w/Firepit

Beautiful Custom home, great ocean views! Pets Allowed!

10.0 out of 10, Exceptional, (214)
"We stayed in Cayucos for the first time because the house we usually stay at I Morro Bay was unavailable but that turned out to be a good thing. We LOVED our stay and our hostess, Pamela, was quick to solve a small glitch that occurred in the home. I can hardly wait to stay there again, it was a wonderful experience."
Beautiful Custom home, great ocean views! Pets Allowed!

Beach cottages, majestic Morro Bay

9.8 out of 10, Exceptional, (203)
"Nice place, perfect for a small family or a couple to stay at to get away for the weekend. Close to a lot of thing. Would stay here again."
Beach cottages, majestic Morro Bay

'Moe's Cabin' in the heart of Adelaida wine country

10.0 out of 10, Exceptional, (25)
"We had a great time. Beautiful property very clean and comfortable "
The price is AU$780
includes taxes & fees
5 Aug - 6 Aug
'Moe's Cabin' in the heart of Adelaida wine country

Coastal VIEWS with easy SURF ACCESS. Home with yard and spa...pets considered!

10.0 out of 10, Exceptional, (130)
"We cane to visit our son at Cal Poly SLO, which was 20 minutes from the property. Great property across highway from beach - our dog was in heaven. The property was clean and owner was available for any questions or concerns. Would definitely stay again !"
Coastal VIEWS with easy SURF ACCESS. Home with yard and spa...pets considered!

FUN HOUSE with Resort Feel... ABOVE IT ALL!

9.6 out of 10, Exceptional, (22)
"We recently enjoyed a lovely long weekend in Paso with extended family, and this house was the perfect spot for it. We throughly enjoyed the outdoor space and amenities, location and all the cozy gathering spaces within."
FUN HOUSE with Resort Feel... ABOVE IT ALL!
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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