Compare San Luis Obispo Wine Country Villas

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Villas in San Luis Obispo Wine Country

This is a Spacious Beauty and is a Villa on the Bluffs at the Rancho

At this villa, guests have access to features like laundry facilities.

Dryer

Pet friendly

Guests of this villa enjoy access to a water park, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.

Kitchen

Washer

Dresser Winery Estate Villa! Ask about our Nov/Dec special savings!

At this villa, guests have access to a sauna, a hot tub, and an arcade/game room. Additional amenities include laundry facilities, a garden, and barbecue grills.

Pool

Hot Tub

This villa features a hot tub, an arcade/game room, and laundry facilities. Additional amenities include barbecue grills and a garden.

Pool

Hot Tub

Vista El Pomar-Luxe Hill Top Home. Located on 10 acres in the El Pomar AVA.

Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills. Staff members can help with accommodation requests, and provide concierge services.

Kitchen

Washer

Guests staying at this villa enjoy a water park, a hot tub, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities, a garden, and barbecue grills.

Pool

Hot Tub

Diamond Resorts San Luis Bay Inn - 1 Bedroom

Guests staying at this villa enjoy a hot tub and an arcade/game room. Staff members can answer questions about accommodations, and also provide concierge services.

Pool

Hot Tub

Diamond Resorts San Luis Bay Inn - 2 Bedroom

At this villa, guests have access to a hot tub. Helpful staff is there to provide concierge services, as well as offer insight about the area.

Pool

Hot Tub

Diamond Resorts San Luis Bay Inn - 2 Bedroom Lockoff

Guests of this villa have access to a hot tub. Staff members can answer questions about accommodations, and also provide concierge services.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in San Luis Obispo Wine Country

View all properties

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.

Hotel Options in San Luis Obispo Wine Country

Spyglass Inn

2705 Spyglass Dr Pismo Beach CA

$116 nightly

$133 total

Feb 5 - Feb 6

Total with taxes and fees

8.8/10 Excellent! (1,404 reviews)

Madonna Inn

100 Madonna Road San Luis Obispo CA

$170 nightly

$194 total

Feb 8 - Feb 9

Total with taxes and fees

9.2/10 Wonderful! (1,374 reviews)

La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown

1845 Monterey St. San Luis Obispo CA

$130 nightly

$148 total

Mar 1 - Mar 2

Total with taxes and fees

8.8/10 Excellent! (1,854 reviews)

Luxury Villas

Book luxury villas in San Luis Obispo Wine Country
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in San Luis Obispo Wine Country. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in San Luis Obispo Wine Country, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in San Luis Obispo Wine Country
You won’t have a problem finding your own space in San Luis Obispo Wine Country. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore San Luis Obispo Wine Country on your own and use a one-bedroom villa as your home base.

A top-end villa experience in San Luis Obispo Wine Country rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

San Luis Obispo Wine Country Villas essential information

Accommodation	15 Villas
Lowest Price	$133
Highest Price	$194
Popular accommodation	This is a Spacious Beauty and is a Villa on the Bluffs at the Rancho, Retro English Mansion Sleeps 35 Gardens, Dresser Winery Estate Villa! Ask about our Nov/Dec special savings!, Villa Allegria Luxe-Pool/Spa, Casita, Sleeps 12, Vista El Pomar-Luxe Hill Top Home. Located on 10 acres in the El Pomar AVA., Villa Allegria-Pool/Spa Basketball, Sleeps 8!, Diamond Resorts San Luis Bay Inn - 1 Bedroom, Diamond Resorts San Luis Bay Inn - 2 Bedroom, Diamond Resorts San Luis Bay Inn - 2 Bedroom Lockoff