Photo by Anthony Hilario

San Luis Obispo Wine Country holiday rentals

We found 1,074 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – San Luis Obispo Wine Country

Showing deals for:25 Dec - 1 Jan

Main House Pool Terrace with Waterfall surrounded by Mature Palm Trees
Main House and Suite tucked into the Santa Lucia Mountains of San Luis Obispo
Expansive Windows throughout Main House with Lovely Views of Santa Lucia Hills
Open Floor Plan with Dining Table and Living Room featuring Surround Sound
Exceptional
(29 reviews)

Luxury Ranch with Pool + Hot Tub on 80 Acres in San Luis Obispo, Sleeps 28

San Luis Obispo

9% off
S$38,243
for 7 nights, 1 home
S$5,463 per night
includes taxes & fees
Luxury Ranch with Pool + Hot Tub on 80 Acres in San Luis Obispo, Sleeps 28
Terrace/patio
Dining
Living area
Room
Exceptional
(81 reviews)

Happy Clam Casa Oceanfront Beach House w/Private GuestHouse

Oceano

8% off
S$13,702
for 7 nights, 1 home
S$1,957 per night
includes taxes & fees
Happy Clam Casa Oceanfront Beach House w/Private GuestHouse
Living area
Lower Patio
Dining
Property grounds
Exceptional
(56 reviews)

Vineyard House at Biddle Ranch. In the Edna Valley/San Luis Obispo Wine Country!

San Luis Obispo

17% off
S$11,786
for 7 nights, 1 home
S$1,684 per night
includes taxes & fees
Vineyard House at Biddle Ranch. In the Edna Valley/San Luis Obispo Wine Country!
Bar seating for four.
Wake up to breakfast with an ocean view.
Gas fireplace and rotating TV.
Primary bedroom
Exceptional
(38 reviews)

HAPPY CLAM OCEANFRONT 5BD/3.5BA

Oceano

8% off
S$13,859
for 7 nights, 1 home
S$1,980 per night
includes taxes & fees
HAPPY CLAM OCEANFRONT 5BD/3.5BA
Chef-ready kitchen designed for group cooking or private chef experiences
Open kitchen and dining designed for shared meals
Spacious gathering room with seamless indoor–outdoor flow
Living area
Exceptional
(23 reviews)

Private Avila Valley Estate · Heated Pool Jacuzzi & Sauna · Ideal for Gatherings

San Luis Obispo

8% off
S$36,354
for 7 nights, 1 home
S$5,193 per night
includes taxes & fees
Private Avila Valley Estate · Heated Pool Jacuzzi & Sauna · Ideal for Gatherings
Kitchen
Court Yard
Kitchen/Family Room
Back Yard Relaxation Area
Exceptional
(68 reviews)

3 Bedroom/ 4 Bathroom Golf Course Home Near Pismo Beach.

Arroyo Grande

6% off
S$5,699
for 7 nights, 1 home
S$814 per night
includes taxes & fees
3 Bedroom/ 4 Bathroom Golf Course Home Near Pismo Beach.
Outdoor poolside dining table
Hot-tub heated year-round. Pool seasonally heated April-October.
Entryway
Enjoy a family-sized, open format living room with smart TV and dining area
Exceptional
(133 reviews)

Spacious Central Coast Retreat. Pool, Spa, Backyard & Pet Friendly. Sleeps 8.

Arroyo Grande

8% off
S$6,799
for 7 nights, 1 home
S$971 per night
includes taxes & fees
Spacious Central Coast Retreat. Pool, Spa, Backyard & Pet Friendly. Sleeps 8.
The park with facilities for a large gathering.
The rockers wait for you.
Lots of counter space!
A very nice park and zoo for your enjoyment
Exceptional
(127 reviews)

The Colony Cottage - Rural setting close to town.

Atascadero

8% off
S$1,647
for 7 nights, 1 cottage
S$235 per night
includes taxes & fees
The Colony Cottage - Rural setting close to town.
Open kitchen with view into living room
Pizza oven on back patio
Double room with a peek of an ocean view (can you see it?!)
View from garden view bedroom with double bed
Exceptional
(25 reviews)

Creative & Colorful home with pizza oven. 2 miles to beach! SLO nearby too.

Arroyo Grande

8% off
S$4,099
for 7 nights, 1 home
S$586 per night
includes taxes & fees
Creative & Colorful home with pizza oven. 2 miles to beach! SLO nearby too.
Living area
Pool
Absolutely Stunning!!
Terrace/patio
Exceptional
(123 reviews)

Beautiful Pool Side Tuscany Setting!!

San Luis Obispo

9% off
S$5,377
for 7 nights, 1 villa
S$768 per night
includes taxes & fees
Beautiful Pool Side Tuscany Setting!!
Pismo Beach is only a few miles away
Winery Garden
Working Winery Next Door
Front Porch
Exceptional
(159 reviews)

Winery Guest Cottage in San Luis Obispo/Edna Valley Wine Country

San Luis Obispo

8% off
S$2,848
for 7 nights, 1 cottage
S$407 per night
includes taxes & fees
Winery Guest Cottage in San Luis Obispo/Edna Valley Wine Country
Lobby
Exterior
Living area
Private kitchen
Exceptional
(49 reviews)

Beautiful custom home near beach

Oceano

8% off
S$5,963
for 7 nights, 1 home
S$852 per night
includes taxes & fees
Beautiful custom home near beach
Outdoor dining
Private kitchen
Property grounds
Room
Exceptional
(16 reviews)

Retreat Studio with Private Patio and Full Kitchen located on the central coast.

Los Osos

8% off
S$1,443
for 7 nights, 1 apartment
S$206 per night
includes taxes & fees
Retreat Studio with Private Patio and Full Kitchen located on the central coast.
Private kitchen
Outdoor spa tub
Exterior detail
Living area
Exceptional
(32 reviews)

windermere village

Arroyo Grande

9% off
S$4,364
for 7 nights, 1 home
S$623 per night
includes taxes & fees
windermere village
Massive, airy and bright space
Prepare and enjoy your meals on the massive open kitchen!
Enjoy a heartwarming BBQ meal on the wooden patio.
Colorful, bright and relaxing common space
Exceptional
(15 reviews)

Family Retreat in The Village - Yard & Patio

Arroyo Grande

6% off
S$7,922
for 7 nights, 1 home
S$1,132 per night
includes taxes & fees
Family Retreat in The Village - Yard & Patio
Private kitchen
Dining
Interior
Exterior detail
Exceptional
(207 reviews)

Beautiful ocean retreat

Morro Bay

8% off
S$4,059
for 7 nights, 1 home
S$580 per night
includes taxes & fees
Beautiful ocean retreat
Room
View from upper/main deck. Cuesta Ridge Mountains facing San Luis Obispo.
Interior detail
Living area
Exceptional
(26 reviews)

Central Coast Getaway

Atascadero

13% off
S$3,609
for 7 nights, 1 home
S$516 per night
includes taxes & fees
Central Coast Getaway
Exterior
Room
Property grounds
Cozy table to enjoy a meal Or a place to set up for working
Exceptional
(9 reviews)

Cozy Private Casita in Grover Beach close to beach

Grover Beach

16% off
S$1,278
for 7 nights, 1 home
S$183 per night
includes taxes & fees
Cozy Private Casita in Grover Beach close to beach
Bathroom
Living area
Private kitchen
Living area
Exceptional
(76 reviews)

Cozy Home Away from Home

Morro Bay

26% off
S$3,105
for 7 nights, 1 home
S$444 per night
includes taxes & fees
Cozy Home Away from Home
Living area
From bedroom
Room
Property grounds
Exceptional
(83 reviews)

Pelican Place in Morro Bay

Morro Bay

8% off
S$1,564
for 7 nights, 1 home
S$223 per night
includes taxes & fees
Pelican Place in Morro Bay
Living area
Interior
Room
Private kitchen
Very good
(15 reviews)

1 Block From The Ocean! MONTHLY RENTAL AVAILABLE. (Noise sensitive complex)

Avila Beach

8% off
S$3,378
for 7 nights, 1 apartment
S$483 per night
includes taxes & fees
1 Block From The Ocean! MONTHLY RENTAL AVAILABLE. (Noise sensitive complex)
Exterior
Living area
Terrace/patio
Private kitchen
Exceptional
(161 reviews)

Paradise in Pismo! Beachside Bliss - 1 block from beach access!

Pismo Beach

9% off
S$8,692
for 7 nights, 1 home
S$1,242 per night
includes taxes & fees
Paradise in Pismo! Beachside Bliss - 1 block from beach access!
Master Bedroom Kingsize Bed
Friends from all over the USA gathered for a fun week
Exterior
Stairs
Exceptional
(33 reviews)

Beach House with the Comforts of Home Grover Beach STR#0058

Grover Beach

8% off
S$3,930
for 7 nights, 1 home
S$561 per night
includes taxes & fees
Beach House with the Comforts of Home Grover Beach STR#0058
Spacious area with full supply of towels, washcloths, linens and supplies.
Private steps up to Hummingbird Cottage
Large screen TV includes ROKU - we provide Hulu, Netflix and Peacock.
This is your private entrance and staircase to the unit
Exceptional
(75 reviews)

Quiet Ocean Getaway at Hummingbird Cottage! Pet-Friendly!

Arroyo Grande

8% off
S$2,170
for 7 nights, 1 cottage
S$310 per night
includes taxes & fees
Quiet Ocean Getaway at Hummingbird Cottage! Pet-Friendly!

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Explore the oceanfront setting in San Luis Obispo Wine Country

The ocean views and other outdoor surroundings create an inviting atmosphere in San Luis Obispo Wine Country. Travellers to this welcoming city praise the cycling, hiking and bird watching. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around San Luis Obispo Wine Country

Are you looking for things to do in the city? Travellers enjoy San Luis Obispo Wine Country for its cycling, hiking and surfing. Venture out of your holiday home and check out everything that makes San Luis Obispo Wine Country a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Avila Hot Springs (4 mi / 6.5 km)
  • Avila Beach Golf Resort (4.8 mi / 7.8 km)
  • The Spa at Dolphin Bay (5 mi / 8.1 km)
  • Pacific Dunes Ranch Riding Stables (10.7 mi / 17.2 km)
  • Morro Bay Golf Course (11.8 mi / 19 km)
  • Blacklake Golf Resort (15.2 mi / 24.5 km)

Exploring the beaches and other natural features in San Luis Obispo Wine Country

Travellers enjoy San Luis Obispo Wine Country for its seaside and sunsets. Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, San Luis Obispo Wine Country is a great place to get out in nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Avila Hot Springs (4 mi / 6.5 km)
  • Avila Beach (4.9 mi / 7.8 km)
  • El Chorro Regional Park (6.9 mi / 11 km)
  • Pismo State Beach (7.8 mi / 12.5 km)
  • North Beach Campground (8 mi / 12.8 km)
  • Monarch Butterfly Grove (8 mi / 12.9 km)

Transport options to and around San Luis Obispo Wine Country

The nearest airport is in San Luis Obispo, CA (SBP-San Luis Obispo County Regional), located 2.6 mi (4.2 km) from the city centre.

If you'd prefer to travel by train, the main station is San Luis Obispo Station.

Frequently asked questions

What is the best area to stay in San Luis Obispo Wine Country when booking a holiday rental?
If you're heading to San Luis Obispo Wine Country, Avila Beach is regarded as one of the most desired areas to book a holiday rental. While here, keep busy by exploring leading sights like Avila Beach Golf Resort and Central Coast Aquarium.
What is the most popular type of holiday rental accommodation in San Luis Obispo Wine Country?
According to our data, houses are the most in-demand holiday rental type in San Luis Obispo Wine Country. But having said that, everyone's idea of an epic stay isn't going to be the same. Vrbo has holiday rentals of all shapes, sizes and budgets, and we'll help you to find your ideal match.
How much does it cost to rent a holiday rental in San Luis Obispo Wine Country?
Length of stay, property type and time of year are some factors that can affect the price of a holiday home. Simply enter your dates of travel to find your perfect match. From comfy cottages to expansive luxury villas, all Vrbo holiday rentals offer incredible value.
How much does it cost to rent a beach house in San Luis Obispo Wine Country?
When you travel and the style and size of the property will determine the cost of your beachside holiday rental. Type in your San Luis Obispo Wine Country travel dates to see all your options on Vrbo. Did someone just say "private pool"? Use the filters to choose the amenities and features you want in your holiday home.
What are popular rental amenities in San Luis Obispo Wine Country?
When it comes to rental amenities that people look for in San Luis Obispo Wine Country, off-street parking options, a fridge and a microwave oven are at the top of the list. With Vrbo holiday homes, you'll enjoy options to fit your style and taste, whether you're going away with family members, friends or even pets.
Are there large group holiday rentals in San Luis Obispo Wine Country?
Choose from 42 holiday homes in San Luis Obispo Wine Country that can accommodate a group of 10 or more guests. Whether you're planning time away with extended family or a special event like a birthday party, there's enough space to get your loved ones together under the same roof.
What are the top attractions for families in San Luis Obispo Wine Country?
Keeping the kids happy during your stay in San Luis Obispo Wine Country is easy with these cool family-friendly attractions:
  • Laguna Lake Park
  • Pirates Cove
  • Avila Beach
Can I find two-bedroom holiday rentals in San Luis Obispo Wine Country?
Gather your family and enjoy a relaxing escape in one of the 101 two-bedroom holiday properties San Luis Obispo Wine Country has to offer.
Are there holiday rentals with WiFi in San Luis Obispo Wine Country?
Whether you want to keep up with the news, look over emails or surf your social networks, there are 119 holiday homes with WiFi in San Luis Obispo Wine Country. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How old do you have to be to rent a holiday rental in San Luis Obispo Wine Country?
The minimum age can differ between properties on Vrbo, so be sure to check the rules of the holiday rental in San Luis Obispo Wine Country you're considering. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in San Luis Obispo Wine Country for?
It's really down to the San Luis Obispo Wine Country property. To look at a list of options offering extended stays, simply enter your dates and number of guests into the Vrbo search page. Look forward to having the property to yourself, as well as comforts such as air conditioning, a fully-equipped kitchen and outdoor spaces to run around in. Keep your eyes peeled for any long-term stays that offer weekly or monthly discounts.