Holiday Rentals in San Luis Obispo Wine Country

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Our top choices for San Luis Obispo Wine Country holiday rentals

Flying Flags Avila Beach

Flying Flags Avila Beach
3.0 star property
Avila Beach
9.2 out of 10, Wonderful, (121 reviews)
"Very nice view of the harbor. Clean, tidy, well laid-out accommodation. Pet friendly without lots of restrictions."
United States
Patricia
The price is €233
includes taxes & fees
25 May - 26 May
Flying Flags Avila Beach

Pacific Coast Tiny House with three beds & a loft

Pacific Coast Tiny House with three beds & a loft
San Luis Obispo
9.6 out of 10, Exceptional, (19 reviews)
"Very nice for the location, everything was clean and pleasant "
United States
Justin L.
The price is €222
includes taxes & fees
12 May - 13 May
Pacific Coast Tiny House with three beds & a loft

Contemporary Boutique Bungalow with Backyard

Contemporary Boutique Bungalow with Backyard
San Luis Obispo
9.8 out of 10, Exceptional, (72 reviews)
"Modern, clean and inviting home. Perfect for a fun getaway with my best friend. Loved that it was pet friendly. Definitely booking again to bring my family!"
United States
Christie I.
The price is €338
includes taxes & fees
21 May - 22 May
Contemporary Boutique Bungalow with Backyard

2-Story Gem | Downtown Access | Private Backyard

2-Story Gem | Downtown Access | Private Backyard
Lower Higuera
9.4 out of 10, Exceptional, (51 reviews)
"The bed is huge, the place is spacious and the area is so walkable."
United States
Analise S.
2-Story Gem | Downtown Access | Private Backyard

Emberlight | Private Fire Pit & Beach Access

Emberlight | Private Fire Pit & Beach Access
Avila Beach
9.2 out of 10, Wonderful, (12 reviews)
"The property looked like the pictures, clean and conveniently located steps from the beach. Check in and communication was easy. I'll definitely stay here again. "
United States
Shamaka N.
Emberlight | Private Fire Pit & Beach Access

The Pine House | Pet Friendly with Balcony Views

The Pine House | Pet Friendly with Balcony Views
Avila Beach
9.0 out of 10, Wonderful, (7 reviews)
"Great stay! All of the necessities and such a great location. Host was responsive and helpful. "
United States
Danielle
The price is €229
includes taxes & fees
12 May - 13 May
The Pine House | Pet Friendly with Balcony Views

The Nest | Cozy Studio Steps to Sand

The Nest | Cozy Studio Steps to Sand
Avila Beach
9.4 out of 10, Exceptional, (14 reviews)
"Very clean and quiet, bed was super comfortable. "
United States
Jen F.
The price is €247
includes taxes & fees
12 May - 13 May
The Nest | Cozy Studio Steps to Sand

Casa Azul | King Bed Studio · Avila Beach

Casa Azul | King Bed Studio · Avila Beach
Avila Beach
10.0 out of 10, Exceptional, (5 reviews)
"Clean, quiet, convenient to walking around the town. "
United States
Ginny G.
The price is €272
includes taxes & fees
12 May - 13 May
Casa Azul | King Bed Studio · Avila Beach

Spacious SLO Retreat | Walk to DT/Parks

Spacious SLO Retreat | Walk to DT/Parks
San Luis Obispo
10.0 out of 10, Exceptional, (55 reviews)
"Beautiful and comfy "
United States
Belinda G.
Spacious SLO Retreat | Walk to DT/Parks

1884 Modernized Home: Fire Pit, Tesla Tech, Near Downtown

1884 Modernized Home: Fire Pit, Tesla Tech, Near Downtown
Old Town Historic District
10.0 out of 10, Exceptional, (55 reviews)
"Host was very helpful, home was great for our holiday with family, location was perfect, close to downtown."
United States
Janet S.
The price is €433
includes taxes & fees
19 May - 20 May
1884 Modernized Home: Fire Pit, Tesla Tech, Near Downtown

San Luis Obispo Wine Country Retreat

San Luis Obispo Wine Country Retreat
San Luis Obispo
9.8 out of 10, Exceptional, (36 reviews)
"Every part of this rental was perfect!!!"
United States
Karen G.
The price is €482
includes taxes & fees
12 May - 13 May
San Luis Obispo Wine Country Retreat

Boho Bungalow+walkable+stocked kitchen+BBQ+private

Boho Bungalow+walkable+stocked kitchen+BBQ+private
San Luis Obispo
9.6 out of 10, Exceptional, (27 reviews)
"Cozy place, felt great to have a mini vacation there "
United States
Sabreena B.
The price is €225
includes taxes & fees
17 May - 18 May
Boho Bungalow+walkable+stocked kitchen+BBQ+private

The Deckhouse | Avila Beach · Steps to Sand

The Deckhouse | Avila Beach · Steps to Sand
Avila Beach
8.8 out of 10, Excellent, (3 reviews)
"Everything was excellent! "
United States
Jane D.
The Deckhouse | Avila Beach · Steps to Sand

Shoreline Suite | Spacious King 1BR · Steps to Sand

Shoreline Suite | Spacious King 1BR · Steps to Sand
Avila Beach
8.8 out of 10, Excellent, (3 reviews)
"Really nice stay, great location and great communication with owner...Thanks!"
United States
Chris K.
Shoreline Suite | Spacious King 1BR · Steps to Sand

San Luis Obispo Sunshine Tiny Home with 2 Queens

San Luis Obispo Sunshine Tiny Home with 2 Queens
San Luis Obispo
9.6 out of 10, Exceptional, (7 reviews)
"We really enjoyed the tiny home! The neighborhood was quiet and safe. The tiny home had everything that we needed. We would definitely stay here again!"
United States
Cami T.
San Luis Obispo Sunshine Tiny Home with 2 Queens

"The Treehouse"/studio in oaks. Ocean 6+min. walk

"The Treehouse"/studio in oaks. Ocean 6+min. walk
Avila Beach
10.0 out of 10, Exceptional, (3 reviews)
"Lovely, comfortable stay very near Avila Beach!Our host John was very friendly and knowledgeable; he had lots of suggestions of things to do/places to eat and even provided beach gear "
United States
Larissa C.
"The Treehouse"/studio in oaks. Ocean 6+min. walk

Lovely Tiny House Nestled in the Eucalyptus trees

Lovely Tiny House Nestled in the Eucalyptus trees
San Luis Obispo
9.4 out of 10, Exceptional, (13 reviews)
"Good location, great little house."
United States
Jason G.
The price is €219
includes taxes & fees
12 May - 13 May
Lovely Tiny House Nestled in the Eucalyptus trees

Monterey Heights Suite | Walk to Cal Poly SLO

Monterey Heights Suite | Walk to Cal Poly SLO
San Luis Obispo
9.8 out of 10, Exceptional, (6 reviews)
"I really loved this quiet little bungalow. Super clean and simple and had everything I needed. Was perfect for just me or would be good for a couple. Very close to Calpoly campus. Extremely quiet street and comfortable mattress."
United States
Andrea H.
The price is €225
includes taxes & fees
12 May - 13 May
Monterey Heights Suite | Walk to Cal Poly SLO

The Coral House | Luxury King 1BR & Ocean View

The Coral House | Luxury King 1BR & Ocean View
Avila Beach
10.0 out of 10, Exceptional, (3 reviews)
"Everything was perfect and clean"
United States
Lorrie
The Coral House | Luxury King 1BR & Ocean View

Hang Ten at the Studio! Vibe in This Groovy Avila Beach Studio Condo!

Hang Ten at the Studio! Vibe in This Groovy Avila Beach Studio Condo!
Avila Beach
10.0 out of 10, Exceptional, (11 reviews)
"A wonderful stay!! The perfect place for a beach vacation."
United States
Alex R.
Hang Ten at the Studio! Vibe in This Groovy Avila Beach Studio Condo!
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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Top San Luis Obispo Wine Country Hotel Reviews

Find out more about San Luis Obispo Wine Country

Everything you need to know about San Luis Obispo Wine Country holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Luis Obispo Wine Country holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Luis Obispo Wine Country holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Luis Obispo Wine Country holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Luis Obispo Wine Country. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Luis Obispo Wine Country holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Luis Obispo Wine Country holiday rentals we have selected for you start as low as €225 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Luis Obispo Wine Country rentals

At Expedia, we put the best San Luis Obispo Wine Country holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Luis Obispo Wine Country rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Luis Obispo Wine Country holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Luis Obispo Wine Country. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.