Holiday Homes in San Simeon

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Featured Holiday Homes in San Simeon and around

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

10.0 out of 10, Exceptional, (240)
"Amazing views and the house was exacting as pictured. The house was spotless and all of the comforts were there. Good quality cookware, knives and dishes, everything provided was top notch. Beautiful landscaping and nothing but peace and quiet. The owners were quick to answer any questions I had and the caretakers, Daniel and Melissa were so nice and were more than happy to help with all of our needs. It was a perfect vacation."
Amazing Views! SOUTH COAST Big Sur; located SOUTH of HWY 1 Closure

Beautiful ocean retreat

9.8 out of 10, Exceptional, (186)
"We were there for the car show and the location was great. The property was well taken care of and we would like to stay here again."
Beautiful ocean retreat

Oceanfront Cayucos Cottage on the sand

9.8 out of 10, Exceptional, (37)
"Kids loved the beach!"
Oceanfront Cayucos Cottage on the sand

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

9.4 out of 10, Exceptional, (94)
"Perfect location and view! Could hear the ocean waves and park right across the street. "
Beachfront home directly across from beach & park! Close to everything!

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

9.8 out of 10, Exceptional, (226)
"Our family of five adults had a wonderful weekend in this lovely home. Very well equipped and accurate listing. We enjoyed the outdoor spaces after Sensorio and wine tasting and dinner downtown. A good neighborhood for a morning walk. Highly recommend!"
Poe House--Romantic Getaway or Perfect Family Gathering Place!

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

10.0 out of 10, Exceptional, (272)
"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

Beautiful Custom home, great ocean views! Pets Allowed!

10.0 out of 10, Exceptional, (216)
"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!

Vintage Adelaida Home on 16 acres

9.8 out of 10, Exceptional, (54)
"The house was very rustic and cute. It's like walking back in time with the decor, very inviting and warm."
Vintage Adelaida Home on 16 acres

MARVELOUS MIDCENTURY-Hot Tub & 5 Blocks to Town Center

10.0 out of 10, Exceptional, (108)
"Such a cute little home away from home! Leila & Tracey are wonderful hostesses and the casita is perfect!"
The price is €347
includes taxes & fees
1 Sept - 2 Sept
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

Ocean's Breeze, a welcoming space to gather in the 'Heights'. Pet friendly!

9.4 out of 10, Exceptional, (101)
"This big, roomy house was just right for our family reunion. It accommodated all of us easily and never felt crowded."
Ocean's Breeze, a welcoming space to gather in the 'Heights'. Pet friendly!

Peacock on Park! 3 Bedroom Downtown Paso Robles

10.0 out of 10, Exceptional, (23)
"We had a great stay! Thank you! "
The price is €268
includes taxes & fees
3 Sept - 4 Sept
Peacock on Park! 3 Bedroom Downtown Paso Robles

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

10.0 out of 10, Exceptional, (189)
"We had a fantastic time up in the hills. The views from this house are beautiful. I loved sitting in back watching the hummingbirds. It was just a short drive to do the things we wanted. The house had everything we needed and some. "
An aesthetic delight high above Cambria steeped in nature but close to town.

Find 'Bliss' at Downtown Paso Robles Vacation Home!

9.8 out of 10, Exceptional, (188)
"This was a dream property. The home was extremely clean, well stocked and appointed and the management process was seamless. Highly recommend. "
Find 'Bliss' at Downtown Paso Robles Vacation Home!

Downtown Paso: Sip N Sleepz 3 Bed/2.5 Bath

10.0 out of 10, Exceptional, (37)
"The place has a great location, walking distance from the downtown city park and the Event Center.Clean, nice and comfortable townhouse!"
The price is €469
includes taxes & fees
1 Sept - 2 Sept
Downtown Paso: Sip N Sleepz 3 Bed/2.5 Bath

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

10.0 out of 10, Exceptional, (133)
"We had a wonderful stay here as a family. The beds are insanely comfortable, kitchen is well-stocked and house is walkable to everything in downtown Paso, including a great playground our son loved. Would absolutely stay here again!"
Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country

Pelican Square in Morro Bay

9.6 out of 10, Exceptional, (56)
"We have stayed 3 times here with no problems at all."
The price is €162
includes taxes & fees
15 Sept - 16 Sept
Pelican Square in Morro Bay

Beach cottages, majestic Morro Bay

9.8 out of 10, Exceptional, (207)
"We have booked this place a few times now. Its a great home, very comfortable beds, easy check in and the host is very responsive. "
Beach cottages, majestic Morro Bay

ViNO On ViNEYARD-Westside Wine Trail

9.8 out of 10, Exceptional, (8)
"What a great weekend in Paso! This was honestly the best vrbo we’ve stayed in here and we’ve been coming for over ten years. Great views from inside; amazing patio with hot tub and forever views. We are definitely coming back!"
The price is €769
includes taxes & fees
1 Sept - 2 Sept
ViNO On ViNEYARD-Westside Wine Trail

Cozy Home on Vine Street

9.8 out of 10, Exceptional, (6)
"Would stay again, spacious accommodation with a lovely backyard. Great neighborhood and very walkable to nearby restaurants and cafes."
The price is €571
includes taxes & fees
1 Sept - 2 Sept
Cozy Home on Vine Street
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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San Simeon Holiday Homes information

Number of reviews
318
Accommodation
713 Holiday Homes
Lowest Price
€162
Highest Price
€769