Photo by Anthony Hilario

San Luis Obispo Wine Country holiday lettings

We found 1,092 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – San Luis Obispo Wine Country

Showing deals for:22 Jan - 29 Jan

Exterior
Welcome to Edna Rail House! (Front Door)
Living Room
Interior
Exceptional
(27 reviews)

1895 Edna Railhouse - The Heart of Central Coast Wine Country

San Luis Obispo

8% off
£6,283
for 7 nights, 1 home
£898 per night
includes taxes & fees
1895 Edna Railhouse - The Heart of Central Coast Wine Country
Open Floor Plan with Dining Table and Living Room featuring Surround Sound
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
Main House with Wrap Around Deck, Patio Doors, and Lovely Brick Entrance
Exceptional
(29 reviews)

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

San Luis Obispo

8% off
£20,589
for 7 nights, 1 home
£2,941 per night
includes taxes & fees
Luxury Ranch with Pool + Hot Tub on 80 Acres in San Luis Obispo, Sleeps 28
Entryway
Hot-tub heated year-round. 
Pool seasonally heated April-October.
Enjoy a family-sized, open format living room with smart TV and dining area
Outdoor poolside dining table
Exceptional
(133 reviews)

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

Arroyo Grande

8% off
£4,007
for 7 nights, 1 home
£572 per night
includes taxes & fees
Spacious Central Coast Retreat. Pool, Spa, Backyard & Pet Friendly. Sleeps 8.
We have a fire pit for roasting smores and a fireplace to keep you warm.
Beautiful mountain views in this secluded private master bath.
Water feature and spectacular mountain views create a tranquil space.
The sunken in living room is spacious and features an open-floor plan design.
Exceptional
(21 reviews)

Comfy Central Coast Retreat w/Views

Arroyo Grande

11% off
£4,272
for 7 nights, 1 home
£610 per night
includes taxes & fees
Comfy Central Coast Retreat w/Views
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
£3,705
for 7 nights, 1 home
£529 per night
includes taxes & fees
3 Bedroom/ 4 Bathroom Golf Course Home Near Pismo Beach.
The horsetails are maturing nicely. Open the doors and enjoy the fire pit.
Kitchen with island bench seating for four.
Living area
Dining
Exceptional
(208 reviews)

Escape to a Coastal Retreat: Modern 5-Star Beachfront Home w/ 360 Ocean Views!

Oceano

7% off
£4,321
for 7 nights, 1 home
£617 per night
includes taxes & fees
Escape to a Coastal Retreat: Modern 5-Star Beachfront Home w/ 360 Ocean Views!
Living area
Dining
Exterior detail
Terrace/patio
Exceptional
(82 reviews)

Happy Clam Casa Oceanfront Beach House w/Private GuestHouse

Oceano

7% off
£4,143
for 7 nights, 1 home
£592 per night
includes taxes & fees
Happy Clam Casa Oceanfront Beach House w/Private GuestHouse
Private kitchen
Living area
Room
Interior
Exceptional
(86 reviews)

Avila Valley Luxury Estate with Pickleball Court

San Luis Obispo

8% off
£9,296
for 7 nights, 1 home
£1,328 per night
includes taxes & fees
Avila Valley Luxury Estate with Pickleball Court
Absolutely Stunning!!
Pool
Living area
Room
Exceptional
(123 reviews)

Beautiful Pool Side Tuscany Setting!!

San Luis Obispo

9% off
£3,325
for 7 nights, 1 villa
£475 per night
includes taxes & fees
Beautiful Pool Side Tuscany Setting!!
Living Room with Sofa Sleeper, fireplace, 75" Smart TV, kitchen
Living Room with Sofa Sleeper, kitchen
Main King bedroom, attached bathroom
Kitchen, 6-burner Range, oven, 2 coffee pots, refrigerator/freezer, microwave
Exceptional
(35 reviews)

Central Coast Ranch Villa

San Luis Obispo

8% off
£6,227
for 7 nights, 1 home
£890 per night
includes taxes & fees
Central Coast Ranch Villa
Dining Room Table
Private kitchen
Hot tub and side patio view.
Interior
Exceptional
(27 reviews)

Modern Luxe Barn Loft with Hot Tub in Wine Country

San Luis Obispo

8% off
£3,840
for 7 nights, 1 home
£549 per night
includes taxes & fees
Modern Luxe Barn Loft with Hot Tub in Wine Country
Colorful, bright and relaxing common space
The exit to the patio, perfect outdoor space with view to relax
Massive, airy and bright space
Prepare and enjoy your meals on the massive open kitchen!
Exceptional
(15 reviews)

Family Retreat in The Village - Yard & Patio

Arroyo Grande

5% off
£2,331
for 7 nights, 1 home
£333 per night
includes taxes & fees
Family Retreat in The Village - Yard & Patio
Interior detail
View from upper/main deck. Cuesta Ridge Mountains facing San Luis Obispo.
Upstairs kitchen
Room
Exceptional
(26 reviews)

Central Coast Getaway

Atascadero

12% off
£2,202
for 7 nights, 1 home
£315 per night
includes taxes & fees
Central Coast Getaway
Front of the Home - Beach is at the end of the street!
Stairs up to bedrooms.
Super close proximity to the beach!
Upstairs master bedroom w/ King Bed, Smart TV, sitting area & en suite bathroom
Excellent
(6 reviews)

Coastal Haven w/ Large Rooftop Deck & Beach Access 🏖️

Oceano

7% off
£4,310
for 7 nights, 1 home
£616 per night
includes taxes & fees
Coastal Haven w/ Large Rooftop Deck & Beach Access 🏖️
Main Living Room
roof deck
Master Bedroom
Kitchen island and table
Exceptional
(81 reviews)

Family friendly Grover Beach house located blocks from the ocean.

Grover Beach

8% off
£2,372
for 7 nights, 1 home
£339 per night
includes taxes & fees
Family friendly Grover Beach house located blocks from the ocean.
Dining
Outdoor spa tub
Private kitchen
Living area
Exceptional
(32 reviews)

windermere village

Arroyo Grande

8% off
£2,771
for 7 nights, 1 home
£396 per night
includes taxes & fees
windermere village
Property grounds
Upstairs View from top of Stairs
Upstairs Kitchen
Downstairs front entry
Exceptional
(92 reviews)

HOME AWAY FROM HOME BEACH HOUSE!!!

Oceano

7% off
£4,543
for 7 nights, 1 home
£649 per night
includes taxes & fees
HOME AWAY FROM HOME BEACH HOUSE!!!
Pismo Beach is only a few miles away
Winery Garden
Front Porch
Working Winery Next Door
Exceptional
(160 reviews)

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

San Luis Obispo

7% off
£1,808
for 7 nights, 1 cottage
£258 per night
includes taxes & fees
Winery Guest Cottage in San Luis Obispo/Edna Valley Wine Country
Property grounds
Room
Exterior
Cozy table to enjoy a meal
Or a place to set up for working
Exceptional
(10 reviews)

Cozy Private Casita in Grover Beach close to beach

Grover Beach

16% off
£802
for 7 nights, 1 home
£115 per night
includes taxes & fees
Cozy Private Casita in Grover Beach close to beach
Private kitchen
Private kitchen
Room
Property grounds
Exceptional
(17 reviews)

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

Los Osos

8% off
£936
for 7 nights, 1 apartment
£134 per night
includes taxes & fees
Retreat Studio with Private Patio and Full Kitchen located on the central coast.
Bedroom with a queen and twin bed
Outdoor entertaining area with patio lights
Open living room couches seat 10
Patio at night
Exceptional
(31 reviews)

Serene Ranch Retreat amongst the oaks set on an 165 acres property.

Santa Margarita

21% off
£1,498
for 7 nights, 1 home
£214 per night
includes taxes & fees
Serene Ranch Retreat amongst the oaks set on an 165 acres property.
Beach reads
Terrace/patio
Exterior
Living area
Exceptional
(28 reviews)

Ocean view and sounds of waves

Grover Beach

8% off
£1,441
for 7 nights, 1 home
£206 per night
includes taxes & fees
Ocean view and sounds of waves
Property grounds
Dining
Exterior detail
Private kitchen
Exceptional
(208 reviews)

Beautiful ocean retreat

Morro Bay

8% off
£2,006
for 7 nights, 1 home
£287 per night
includes taxes & fees
Beautiful ocean retreat
Living area
Dining
Outdoor dining
Private kitchen
Exceptional
(29 reviews)

Steps Away From Pismo Beach with Poker/Foosball Table/EV Charger/BBQ grill

Oceano

7% off
£3,358
for 7 nights, 1 home
£480 per night
includes taxes & fees
Steps Away From Pismo Beach with Poker/Foosball Table/EV Charger/BBQ grill
  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, 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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