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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 537 Vacation Homes in San Simeon with updated reviews, rates, and availability.

Pet Friendly Comfy Morro Bay Home
Terrace/patio

Pet Friendly Comfy Morro Bay Home

9.8 out of 10, Exceptional, (49)
"Spacious, excellent view, comfortable accommodations. Comfy beds, basic necessities. Could use some updating as far as technology, but not a deal breaker. "
The price is AED 926
AED 1,923 total
includes taxes & fees
13 Mar - 14 Mar
Pet Friendly Comfy Morro Bay Home
Beach cottages, majestic Morro Bay
Beach nearby, sun loungers, beach towels

Beach cottages, majestic Morro Bay

9.8 out of 10, Exceptional, (185)
"Thank you Janell & Paul Spencer! Your beautiful cottage had us feeling like we were home. It was very comfortable staying there. We needed a 2bedroom/2bathroom home with a garage, due to my husband & our friend riding their motorcycle from OC & hoping to house them in a garage while here in MB. We come to MB annually, and enjoy camping at the state campground. This trip we thought to rent for the weekend and your beautiful cottage exceeded our expectations. "
Beach cottages, majestic Morro Bay
Find 'Bliss' at Downtown Paso Robles Vacation Home!
Fridge, microwave, stovetop, dishwasher

Find 'Bliss' at Downtown Paso Robles Vacation Home!

9.8 out of 10, Exceptional, (171)
"We stayed at this historic house for 3 nights. It was well-equipped, and the location was awesome—within walking distance to great restaurants in downtown. Driving to wineries, the coast, and attractions was also a breeze. We will definitely book again"
Find 'Bliss' at Downtown Paso Robles Vacation Home!
Stairway to Heaven
TV

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!
Beach nearby

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

9.4 out of 10, Exceptional, (81)
"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!
Chestnut Cottage - Walkable to Downtown/EV Charger/Dog Friendly
Smart TV

Chestnut Cottage - Walkable to Downtown/EV Charger/Dog Friendly

9.0 out of 10, Wonderful, (50)
"Quaint, cozy, very clean, and convenient mini-house with a small but very well-appointed kitchen and a nice bathroom. The bed was also very comfortable. "
Chestnut Cottage - Walkable to Downtown/EV Charger/Dog Friendly
Lp4 The wine lover home with hot tub in Paso downtown
Terrace/patio

Lp4 The wine lover home with hot tub in Paso downtown

9.2 out of 10, Wonderful, (25)
"Great place to rest between rounds of wine tasting!"
The price is AED 1,986
AED 4,040 total
includes taxes & fees
3 Apr - 4 Apr
Lp4 The wine lover home with hot tub in Paso downtown
Peachy Canyon Place - Minutes from downtown with GORGEOUS Views!
Smart TV

Peachy Canyon Place - Minutes from downtown with GORGEOUS Views!

9.6 out of 10, Exceptional, (131)
"We spent 4 nights at the Peachy Canyon hillside home for. 60th birthday girls trip and loved it! Great location close to downtown and centrally located to all the wineries we visited. House was well equipped with everything we could have possibly needed. The views from the deck of the house were amazing!! We’d definitely return! Thanks for a great stay! ❤️🍷"
Peachy Canyon Place - Minutes from downtown with GORGEOUS Views!
MARVELOUS MIDCENTURY-Hot Tub & 5 Blocks to Town Center
Fridge, microwave, oven, stovetop

MARVELOUS MIDCENTURY-Hot Tub & 5 Blocks to Town Center

10.0 out of 10, Exceptional, (85)
"Enjoyed the amenities and hot tub, comfortable beds, close walk to the park and town "
The price is AED 551
AED 1,442 total
includes taxes & fees
17 Mar - 18 Mar
MARVELOUS MIDCENTURY-Hot Tub & 5 Blocks to Town Center
A Step Away-Winter Special Book 3 nights 10% Off Rent
TV, fireplace, DVD player

A Step Away-Winter Special Book 3 nights 10% Off Rent

9.8 out of 10, Exceptional, (126)
"Enjoyed the home VERY much. Description doesn't do it justice. And the bottle of wine was a wonderful surprise! We'll be back!"
A Step Away-Winter Special Book 3 nights 10% Off Rent
Treetop Lodge - Lose yourself in the views on the westside, close to downtown.
Terrace/patio

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

10.0 out of 10, Exceptional, (206)
"We always enjoy TreetopLodge. One of our very favorite VRBOs anywhere! Great views, well appointed kitchen, beautiful property. "
Treetop Lodge - Lose yourself in the views on the westside, close to downtown.
Hilltop Haven with panoramic views of Morro Bay Rock & Pacific Ocean with deck
Fridge, microwave, oven, stovetop

Hilltop Haven with panoramic views of Morro Bay Rock & Pacific Ocean with deck

9.4 out of 10, Exceptional, (85)
"Wonderful well appointed rental home. We loved the home , the view, and the setting."
Hilltop Haven with panoramic views of Morro Bay Rock & Pacific Ocean with deck
46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly
Property grounds

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

10.0 out of 10, Exceptional, (363)
"We had a wonderful time at Frontier Farms! It was refreshing to wake up each morning and see the goats, chickens, and sheep! And our little boy enjoyed his first experience around farm animals like this. We definitely want to come back! Thanks for the farm-fresh eggs too!"
46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly
Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (113)
"We absolutely love this home and can’t wait to be back!"
Fully Renovated, Charming Craftsman Home in Downtown Paso Robles Wine Country
Paso Robles Retreat - Newly Remodeled-
Fridge, microwave, oven, stovetop

Paso Robles Retreat - Newly Remodeled-

10.0 out of 10, Exceptional, (21)
"The property was nice. The owners were quick to respond to questions. overall, it was a really good experience. Would highly recommend it."
Paso Robles Retreat - Newly Remodeled-
Coach House Cottage in heart of wine region with vineyard views
Property grounds

Coach House Cottage in heart of wine region with vineyard views

9.8 out of 10, Exceptional, (184)
"Excellent location and peaceful. A bit of road noise but not bad. "
The price is AED 698
AED 1,156 total
includes taxes & fees
13 Mar - 14 Mar
Coach House Cottage in heart of wine region with vineyard views
Hilltop West-Overlook Downtown Paso in this Hilltop Hideaway!
Terrace/patio

Hilltop West-Overlook Downtown Paso in this Hilltop Hideaway!

9.8 out of 10, Exceptional, (138)
"Beautiful home, in a beautiful area. Extremely convenient location. My family loved everything about the home and PR. Great communication with the hosts"
Hilltop West-Overlook Downtown Paso in this Hilltop Hideaway!
Three Bedrooms Two Baths sleeps 6 - Walking distance to Downtown Paso Robles
Terrace/patio

Three Bedrooms Two Baths sleeps 6 - Walking distance to Downtown Paso Robles

9.8 out of 10, Exceptional, (40)
"This is a cute older home in a quiet neighborhood and an easy walk to downtown. Would book again as it worked for the 3 of us on our girlfriend getaway and the price was comparatively affordable given it’s location. That said, the house could use some minor, inexpensive fixes to enhance a guest’s experience, such as a room darkening shade in the master bedroom western window (it was about 90 in there mid-day), door knob maintenance (many were loose), and some useful kitchen additions (I ended up...
Three Bedrooms Two Baths sleeps 6 - Walking distance to Downtown Paso Robles
Welcome Home to Main Street Templeton with Porch Views
Microwave, stovetop, dishwasher, coffee/tea maker

Welcome Home to Main Street Templeton with Porch Views

9.6 out of 10, Exceptional, (41)
"Templeton is very convenient to restaurants and wineries. Home was nice for two adults. Would visit again."
Welcome Home to Main Street Templeton with Porch Views
Olive Alley--Downtown Home Away From Home with a Garage!
Microwave, dishwasher, coffee/tea maker, toaster

Olive Alley--Downtown Home Away From Home with a Garage!

9.8 out of 10, Exceptional, (78)
"What a great stay. The house is in a great location. Everything in the house seemed to be new. We had a Galentine's weekend which included wineries, the Air Museum and the Speakeasy downtown. we would absolutely stay there again. "
Olive Alley--Downtown Home Away From Home with a Garage!
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
Executive Loft, 2 Bedrooms | Living area | 55-inch LED TV with digital channels, TV, Netflix

The Lofts at The Market

4.0 star property
9.6 out of 10, Exceptional, (47)
"Excellent accommodations in Paso, very well cared for and clean. "
The price is AED 908
AED 1,040 total
includes taxes & fees
20 Mar - 21 Mar
The Lofts at The Market
Cabin in the Wine Country-Surrounded by vineyards
Terrace/patio

Cabin in the Wine Country-Surrounded by vineyards

9.8 out of 10, Exceptional, (88)
"Lovely, cozy cabin set in a relaxing countryside setting. Recommend! "
The price is AED 679
AED 1,112 total
includes taxes & fees
16 Mar - 17 Mar
Cabin in the Wine Country-Surrounded by vineyards
Fantastic Condo with Forever Views in Cayucos
Beach nearby

Fantastic Condo with Forever Views in Cayucos

9.8 out of 10, Exceptional, (136)
"We had a great time at your place, catching up with old friends. I think the best part about it is the location being right on the ocean and right in the middle of the cute little town Cayucos. We could walk to the beach and also to all the shops and restaurants .Only one complaint is the construction going on next-door would start at 7 AM in the morning and it was impossible to sleep in."
Fantastic Condo with Forever Views in Cayucos
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.