Photo by Anthony Hilario

San Luis Obispo Wine Country holiday rentals

We found 1,069 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – San Luis Obispo Wine Country

Showing deals for:25 Dec - 1 Jan

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

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

San Luis Obispo

8% off
S$38,705
for 7 nights, 1 home
S$5,529 per night
includes taxes & fees
Luxury Ranch with Pool + Hot Tub on 80 Acres in San Luis Obispo, Sleeps 28
Dining
Lower Patio
Living area
Property grounds
Exceptional
(56 reviews)

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

San Luis Obispo

16% off
S$12,201
for 7 nights, 1 home
S$1,743 per night
includes taxes & fees
Vineyard House at Biddle Ranch. In the Edna Valley/San Luis Obispo Wine Country!
Exterior detail
Dining
Terrace/patio
Living area
Exceptional
(80 reviews)

Happy Clam Casa Oceanfront Beach House w/Private GuestHouse

Oceano

8% off
S$14,170
for 7 nights, 1 home
S$2,024 per night
includes taxes & fees
Happy Clam Casa Oceanfront Beach House w/Private GuestHouse
Spacious gathering room with seamless indoor–outdoor flow
Open kitchen and dining designed for shared meals
Living area
Sneak away to our hidden Barrel Sauna under our 300 year old Live Oak
Exceptional
(23 reviews)

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

San Luis Obispo

8% off
S$45,171
for 7 nights, 1 home
S$6,453 per night
includes taxes & fees
Private Avila Valley Estate · Heated Pool Jacuzzi & Sauna · Ideal for Gatherings
Gas fireplace and rotating TV.
Wake up to breakfast with an ocean view.
Open floor plan joining kitchen, family room, living room, and dining room.
Bar seating for four.
Exceptional
(38 reviews)

HAPPY CLAM OCEANFRONT 5BD/3.5BA

Oceano

8% off
S$14,520
for 7 nights, 1 home
S$2,074 per night
includes taxes & fees
HAPPY CLAM OCEANFRONT 5BD/3.5BA
Outdoor poolside dining table
Hot-tub heated year-round. Pool seasonally heated April-October.
Enjoy a family-sized, open format living room with smart TV and dining area
Modern, easy to use kitchen stocked with everything to prepare and serve food
Exceptional
(133 reviews)

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

Arroyo Grande

8% off
S$7,039
for 7 nights, 1 home
S$1,006 per night
includes taxes & fees
Spacious Central Coast Retreat. Pool, Spa, Backyard & Pet Friendly. Sleeps 8.
A very nice park and zoo for your enjoyment
The rockers wait for you.
The living room as you walk in. TV with Direct TV and DVD player.
The park with facilities for a large gathering.
Exceptional
(127 reviews)

The Colony Cottage - Rural setting close to town.

Atascadero

8% off
S$1,686
for 7 nights, 1 cottage
S$241 per night
includes taxes & fees
The Colony Cottage - Rural setting close to town.
Back Yard Relaxation Area
Court Yard
Kitchen
Entryway/office
Exceptional
(68 reviews)

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

Arroyo Grande

5% off
S$5,925
for 7 nights, 1 home
S$846 per night
includes taxes & fees
3 Bedroom/ 4 Bathroom Golf Course Home Near Pismo Beach.
View from garden view bedroom with double bed
Pizza oven on back patio
Double room with a peek of an ocean view (can you see it?!)
Open kitchen with view into living room
Exceptional
(25 reviews)

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

Arroyo Grande

8% off
S$4,239
for 7 nights, 1 home
S$606 per night
includes taxes & fees
Creative & Colorful home with pizza oven. 2 miles to beach! SLO nearby too.
Room
Pool
Living area
Terrace/patio
Exceptional
(123 reviews)

Beautiful Pool Side Tuscany Setting!!

San Luis Obispo

9% off
S$5,706
for 7 nights, 1 villa
S$815 per night
includes taxes & fees
Beautiful Pool Side Tuscany Setting!!
Front Porch
Winery Garden
Living Room
Working Winery Next Door
Exceptional
(159 reviews)

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

San Luis Obispo

8% off
S$2,981
for 7 nights, 1 cottage
S$426 per night
includes taxes & fees
Winery Guest Cottage in San Luis Obispo/Edna Valley Wine Country
Private kitchen
Private kitchen
Outdoor dining
Property grounds
Exceptional
(16 reviews)

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

Los Osos

8% off
S$1,602
for 7 nights, 1 apartment
S$229 per night
includes taxes & fees
Retreat Studio with Private Patio and Full Kitchen located on the central coast.
Living area
Exterior
Lobby
Private kitchen
Exceptional
(49 reviews)

Beautiful custom home near beach

Oceano

8% off
S$6,196
for 7 nights, 1 home
S$885 per night
includes taxes & fees
Beautiful custom home near beach
Colorful, bright and relaxing common space
Prepare and enjoy your meals on the massive open kitchen!
Massive, airy and bright space
The main entrance of the house, welcomes you to an amazing stay
Exceptional
(15 reviews)

Family Retreat in The Village - Yard & Patio

Arroyo Grande

5% off
S$8,160
for 7 nights, 1 home
S$1,166 per night
includes taxes & fees
Family Retreat in The Village - Yard & Patio
Interior
Dining
Private kitchen
Exterior detail
Exceptional
(207 reviews)

Beautiful ocean retreat

Morro Bay

8% off
S$4,249
for 7 nights, 1 home
S$607 per night
includes taxes & fees
Beautiful ocean retreat
Interior detail
View from upper/main deck. Cuesta Ridge Mountains facing San Luis Obispo.
Living area
Upstairs kitchen
Exceptional
(26 reviews)

Central Coast Getaway

Atascadero

12% off
S$3,718
for 7 nights, 1 home
S$531 per night
includes taxes & fees
Central Coast Getaway
Private kitchen
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$1,379
for 7 nights, 1 home
S$197 per night
includes taxes & fees
Cozy Private Casita in Grover Beach close to beach
Room
Living area
Bathroom
Private kitchen
Exceptional
(76 reviews)

Cozy Home Away from Home

Morro Bay

26% off
S$3,242
for 7 nights, 1 home
S$463 per night
includes taxes & fees
Cozy Home Away from Home
Living area
Interior
Exterior
Bathroom
Exceptional
(24 reviews)

Central Coast Cottage

Arroyo Grande

9% off
S$1,611
for 7 nights, 1 home
S$230 per night
includes taxes & fees
Central Coast Cottage
Living area
From bedroom
Private kitchen
Property grounds
Exceptional
(83 reviews)

Pelican Place in Morro Bay

Morro Bay

8% off
S$1,639
for 7 nights, 1 home
S$234 per night
includes taxes & fees
Pelican Place in Morro Bay
Terrace/patio
Living area
Private kitchen
Dining
Exceptional
(161 reviews)

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

Pismo Beach

8% off
S$9,267
for 7 nights, 1 home
S$1,324 per night
includes taxes & fees
Paradise in Pismo! Beachside Bliss - 1 block from beach access!
Room
Interior
Private kitchen
Living area
Very good
(15 reviews)

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

Avila Beach

8% off
S$3,486
for 7 nights, 1 apartment
S$498 per night
includes taxes & fees
1 Block From The Ocean! MONTHLY RENTAL AVAILABLE. (Noise sensitive complex)
Master Bedroom Kingsize Bed
Friends from all over the USA gathered for a fun week
Upstairs balcony
Stairs
Exceptional
(33 reviews)

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

Grover Beach

8% off
S$4,059
for 7 nights, 1 home
S$580 per night
includes taxes & fees
Beach House with the Comforts of Home Grover Beach STR#0058
This is your private entrance and staircase to the unit
Private steps up to Hummingbird Cottage
Spacious area with full supply of towels, washcloths, linens and supplies.
Full stove and microwave if you would like to stay in and cook
Exceptional
(74 reviews)

Quiet Ocean Getaway at Hummingbird Cottage! Pet-Friendly!

Arroyo Grande

8% off
S$2,247
for 7 nights, 1 cottage
S$321 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.

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