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Vacation Homes in San Simeon

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

10.0 out of 10, Exceptional, (235)
"This house is our happy place, we come up as often as we can. It’s exactly as the listing suggests, perfect in every way."
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 AED 558
AED 1,169 total
includes taxes & fees
13 Aug - 14 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, (376)
"The location is great for being close to the wineries on the 46W. The farm animals added a unique touch and it was very peaceful and quiet at night. We will be back!"
46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly

Moonglow Cottage - Luxe Ranch close to Moonstone Beach

10.0 out of 10, Exceptional, (41)
"The property was very nice, clean, and comfortable! "
Moonglow Cottage - Luxe Ranch close to Moonstone Beach

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

10.0 out of 10, Exceptional, (219)
"Great view, a peaceful yet convenient location, and a beautifully designed, well-equipped home. The beds were comfy, everything was spotless, and the hosts were great. Perfect for a relaxing getaway or exploring downtown."
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, (53)
"Loved how the front and backyard were fenced in - great for our dogs. The house super cute, fully stocked and clean. Walking distance to downtown "
The price is AED 496
AED 1,458 total
includes taxes & fees
14 Jul - 15 Jul
Home Squared 2 Bed/2 Bath Walk to Square

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, (102)
"Such a cute little home away from home! Leila & Tracey are wonderful hostesses and the casita is perfect!"
The price is AED 551
AED 1,435 total
includes taxes & fees
14 Jul - 15 Jul
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)
"We had a wonderful time"
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, (148)
"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!

9.4 out of 10, Exceptional, (16)
"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, (267)
"Great house, very comfortable, everything you could need stocked in house. Very quiet, owner lives above unit but you would never know. Views were awesome. Would definitely stay again. "
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)
"Loved our time at this beautiful home with a view!"
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, (129)
"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)
"The house was AMAZING! "
Cute Cottage Close to Downtown! w/Firepit

Charming Downtown Home with Wine Nearby. Pet Friendly!!

10.0 out of 10, Exceptional, (194)
"The property was great! House was cozy, well stocked, clean and we loved the yard with the visiting deer. Would for sure stay there again. "
The price is AED 643
AED 1,437 total
includes taxes & fees
14 Jul - 15 Jul
Charming Downtown Home with Wine Nearby. Pet Friendly!!

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

10.0 out of 10, Exceptional, (23)
"We had a great time. Beautiful property very clean and comfortable "
The price is AED 1,190
AED 1,842 total
includes taxes & fees
14 Jul - 15 Jul
'Moe's Cabin' in the heart of Adelaida wine country

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!

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

10.0 out of 10, Exceptional, (129)
"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!

Beach cottages, majestic Morro Bay

9.8 out of 10, Exceptional, (198)
"Janelle was always prompt with her responses. The property was exactly as described. Thank you Janelle. "
Beach cottages, majestic Morro Bay
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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