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Holiday Rentals in San Luis Obispo

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141 rentals in San Luis Obispo.
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LUXURY | VISTA HOUSE above the Clouds!, holiday rental in San Luis Obispo
LUXURY | VISTA HOUSE above the Clouds!, holiday rental in San Luis Obispo
LUXURY | VISTA HOUSE above the Clouds!, holiday rental in San Luis Obispo

LUXURY | VISTA HOUSE above the Clouds!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Mountain Top | Best View In SLO!, holiday rental in San Luis Obispo
Mountain Top | Best View In SLO!, holiday rental in San Luis Obispo
Mountain Top | Best View In SLO!, holiday rental in San Luis Obispo

Mountain Top | Best View In SLO!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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The Down Town House - Charming 1920's Bungalow In San Luis Obispo, holiday rental in San Luis Obispo
The Down Town House - Charming 1920's Bungalow In San Luis Obispo, holiday rental in San Luis Obispo
The Down Town House - Charming 1920's Bungalow In San Luis Obispo, holiday rental in San Luis Obispo

The Down Town House - Charming 1920's Bungalow In San Luis Obispo

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Turtle House: Spacious California Ranch with Enchanted Garden/WiFi/Parking, holiday rental in San Luis Obispo
The Turtle House: Spacious California Ranch with Enchanted Garden/WiFi/Parking, holiday rental in San Luis Obispo
The Turtle House: Spacious California Ranch with Enchanted Garden/WiFi/Parking, holiday rental in San Luis Obispo

The Turtle House: Spacious California Ranch with Enchanted Garden/WiFi/Parking

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Villa Eduardo, Clean and Spacious home built for Indoor and Outdoor Entertaining, holiday rental in San Luis Obispo
Villa Eduardo, Clean and Spacious home built for Indoor and Outdoor Entertaining, holiday rental in San Luis Obispo
Villa Eduardo, Clean and Spacious home built for Indoor and Outdoor Entertaining, holiday rental in San Luis Obispo

Villa Eduardo, Clean and Spacious home built for Indoor and Outdoor Entertaining

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Mountaintop Ranch with Coastal Views, holiday rental in San Luis Obispo
Mountaintop Ranch with Coastal Views, holiday rental in San Luis Obispo
Mountaintop Ranch with Coastal Views, holiday rental in San Luis Obispo

Mountaintop Ranch with Coastal Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Relax In This Newly Renovated Downtown Cottage, holiday rental in San Luis Obispo
Relax In This Newly Renovated Downtown Cottage, holiday rental in San Luis Obispo
Relax In This Newly Renovated Downtown Cottage, holiday rental in San Luis Obispo

Relax In This Newly Renovated Downtown Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic Cozy Downtown Property, holiday rental in San Luis Obispo
Historic Cozy Downtown Property, holiday rental in San Luis Obispo
Historic Cozy Downtown Property, holiday rental in San Luis Obispo

Historic Cozy Downtown Property

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Uptown Cozy Victorian, holiday rental in San Luis Obispo
Uptown Cozy Victorian, holiday rental in San Luis Obispo
Uptown Cozy Victorian, holiday rental in San Luis Obispo

Uptown Cozy Victorian

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Exquisite Cottage, Private Gardens, Walk To Bay, holiday rental in San Luis Obispo
Exquisite Cottage, Private Gardens, Walk To Bay, holiday rental in San Luis Obispo
Exquisite Cottage, Private Gardens, Walk To Bay, holiday rental in San Luis Obispo

Exquisite Cottage, Private Gardens, Walk To Bay

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Luxury Home on 400 Acre Ranch, holiday rental in San Luis Obispo
Luxury Home on 400 Acre Ranch, holiday rental in San Luis Obispo
Luxury Home on 400 Acre Ranch, holiday rental in San Luis Obispo

Luxury Home on 400 Acre Ranch

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Downtown Charming Craftsman with Courtyard, holiday rental in San Luis Obispo
Downtown Charming Craftsman with Courtyard, holiday rental in San Luis Obispo
Downtown Charming Craftsman with Courtyard, holiday rental in San Luis Obispo

Downtown Charming Craftsman with Courtyard

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Pool Side Tuscany Setting!!, holiday rental in San Luis Obispo
Beautiful Pool Side Tuscany Setting!!, holiday rental in San Luis Obispo
Beautiful Pool Side Tuscany Setting!!, holiday rental in San Luis Obispo

Beautiful Pool Side Tuscany Setting!!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Avila Valley Farmhouse, holiday rental in San Luis Obispo
Avila Valley Farmhouse, holiday rental in San Luis Obispo
Avila Valley Farmhouse, holiday rental in San Luis Obispo

Avila Valley Farmhouse

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Vineyard House at Biddle Ranch. In the Edna Valley/San Luis Obispo Wine Country!, holiday rental in San Luis Obispo
Vineyard House at Biddle Ranch. In the Edna Valley/San Luis Obispo Wine Country!, holiday rental in San Luis Obispo
Vineyard House at Biddle Ranch. In the Edna Valley/San Luis Obispo Wine Country!, holiday rental in San Luis Obispo

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Modern ranch getaway in Avila Valley, moments from the beach and downtown SLO, holiday rental in San Luis Obispo
Modern ranch getaway in Avila Valley, moments from the beach and downtown SLO, holiday rental in San Luis Obispo
Modern ranch getaway in Avila Valley, moments from the beach and downtown SLO, holiday rental in San Luis Obispo

Modern ranch getaway in Avila Valley, moments from the beach and downtown SLO

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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This is a traveler's haven!, holiday rental in San Luis Obispo
This is a traveler's haven!, holiday rental in San Luis Obispo
This is a traveler's haven!, holiday rental in San Luis Obispo

This is a traveler's haven!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Fabulous Bayfront Home with Morro Rock Views!, holiday rental in San Luis Obispo
Fabulous Bayfront Home with Morro Rock Views!, holiday rental in San Luis Obispo
Fabulous Bayfront Home with Morro Rock Views!, holiday rental in San Luis Obispo

Fabulous Bayfront Home with Morro Rock Views!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Incredible Edna Valley Views.  Few Minutes from Town and Shopping.  EV Charger., holiday rental in San Luis Obispo
Incredible Edna Valley Views.  Few Minutes from Town and Shopping.  EV Charger., holiday rental in San Luis Obispo
Incredible Edna Valley Views.  Few Minutes from Town and Shopping.  EV Charger., holiday rental in San Luis Obispo

Incredible Edna Valley Views. Few Minutes from Town and Shopping. EV Charger.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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HISTORIC FARMHOUSE ON 400 ACRE RANCH, holiday rental in San Luis Obispo
HISTORIC FARMHOUSE ON 400 ACRE RANCH, holiday rental in San Luis Obispo
HISTORIC FARMHOUSE ON 400 ACRE RANCH, holiday rental in San Luis Obispo

HISTORIC FARMHOUSE ON 400 ACRE RANCH

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Dog Friendly, Allergen-free 5 minute walk to the bay and eateries, holiday rental in San Luis Obispo
Dog Friendly, Allergen-free 5 minute walk to the bay and eateries, holiday rental in San Luis Obispo
Dog Friendly, Allergen-free 5 minute walk to the bay and eateries, holiday rental in San Luis Obispo

Dog Friendly, Allergen-free 5 minute walk to the bay and eateries

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Casita at Rancho Dos Hijas Estate, holiday rental in San Luis Obispo
The Casita at Rancho Dos Hijas Estate, holiday rental in San Luis Obispo
The Casita at Rancho Dos Hijas Estate, holiday rental in San Luis Obispo

The Casita at Rancho Dos Hijas Estate

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Historic Spanish Style Monthly Rental in the Heart of Downtown San Luis Obispo, holiday rental in San Luis Obispo
Historic Spanish Style Monthly Rental in the Heart of Downtown San Luis Obispo, holiday rental in San Luis Obispo
Historic Spanish Style Monthly Rental in the Heart of Downtown San Luis Obispo, holiday rental in San Luis Obispo

Historic Spanish Style Monthly Rental in the Heart of Downtown San Luis Obispo

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Inviting Casita * Twin Creeks Vineyard, Edna Valley, holiday rental in San Luis Obispo
Inviting Casita * Twin Creeks Vineyard, Edna Valley, holiday rental in San Luis Obispo
Inviting Casita * Twin Creeks Vineyard, Edna Valley, holiday rental in San Luis Obispo

Inviting Casita * Twin Creeks Vineyard, Edna Valley

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Historic Edna Farmhouse in the middle of Edna Valley Wine Country., holiday rental in San Luis Obispo
Historic Edna Farmhouse in the middle of Edna Valley Wine Country., holiday rental in San Luis Obispo
Historic Edna Farmhouse in the middle of Edna Valley Wine Country., holiday rental in San Luis Obispo

Historic Edna Farmhouse in the middle of Edna Valley Wine Country.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Contemporary Boutique Bungalow- 1 mile to downtown SLO & close to wineries!, holiday rental in San Luis Obispo
Contemporary Boutique Bungalow- 1 mile to downtown SLO & close to wineries!, holiday rental in San Luis Obispo
Contemporary Boutique Bungalow- 1 mile to downtown SLO & close to wineries!, holiday rental in San Luis Obispo

Contemporary Boutique Bungalow- 1 mile to downtown SLO & close to wineries!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Ranch Estate with EPIC VIEWS of SLO! 10min from Beaches, Wineries, & Cal Poly, holiday rental in San Luis Obispo
Ranch Estate with EPIC VIEWS of SLO! 10min from Beaches, Wineries, & Cal Poly, holiday rental in San Luis Obispo
Ranch Estate with EPIC VIEWS of SLO! 10min from Beaches, Wineries, & Cal Poly, holiday rental in San Luis Obispo

Ranch Estate with EPIC VIEWS of SLO! 10min from Beaches, Wineries, & Cal Poly

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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200-Acre Coastal Getaway in the Heart of SLO, holiday rental in San Luis Obispo
200-Acre Coastal Getaway in the Heart of SLO, holiday rental in San Luis Obispo
200-Acre Coastal Getaway in the Heart of SLO, holiday rental in San Luis Obispo

200-Acre Coastal Getaway in the Heart of SLO

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Spacious Edna Victorian, holiday rental in San Luis Obispo
Spacious Edna Victorian, holiday rental in San Luis Obispo
Spacious Edna Victorian, holiday rental in San Luis Obispo

Spacious Edna Victorian

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Downtown Craftsman-Style Home (Sleeps 4), holiday rental in San Luis Obispo
Downtown Craftsman-Style Home (Sleeps 4), holiday rental in San Luis Obispo
Downtown Craftsman-Style Home (Sleeps 4), holiday rental in San Luis Obispo

Downtown Craftsman-Style Home (Sleeps 4)

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Mountain Top Ocean View for Two (Avila Beach/Fern Canyon), holiday rental in San Luis Obispo
Mountain Top Ocean View for Two (Avila Beach/Fern Canyon), holiday rental in San Luis Obispo
Mountain Top Ocean View for Two (Avila Beach/Fern Canyon), holiday rental in San Luis Obispo

Mountain Top Ocean View for Two (Avila Beach/Fern Canyon)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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NEW LISTING ! NEWLY REMODELED HISTORIC HOME NEAR DOWNTOWN!, holiday rental in San Luis Obispo
NEW LISTING ! NEWLY REMODELED HISTORIC HOME NEAR DOWNTOWN!, holiday rental in San Luis Obispo
NEW LISTING ! NEWLY REMODELED HISTORIC HOME NEAR DOWNTOWN!, holiday rental in San Luis Obispo

NEW LISTING ! NEWLY REMODELED HISTORIC HOME NEAR DOWNTOWN!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Classic California Bungalow Duplex, holiday rental in San Luis Obispo
Classic California Bungalow Duplex, holiday rental in San Luis Obispo
Classic California Bungalow Duplex, holiday rental in San Luis Obispo

Classic California Bungalow Duplex

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sanctuary   located one block from the water in Baywood, holiday rental in San Luis Obispo
Sanctuary   located one block from the water in Baywood, holiday rental in San Luis Obispo
Sanctuary   located one block from the water in Baywood, holiday rental in San Luis Obispo

Sanctuary located one block from the water in Baywood

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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DeSolina Cottage in the middle of Edna Valley Wine Country., holiday rental in San Luis Obispo
DeSolina Cottage in the middle of Edna Valley Wine Country., holiday rental in San Luis Obispo
DeSolina Cottage in the middle of Edna Valley Wine Country., holiday rental in San Luis Obispo

DeSolina Cottage in the middle of Edna Valley Wine Country.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Vineyard Cottage at Greengate Ranch & Vineyard - Edna Valley/San Luis Obispo, holiday rental in San Luis Obispo
Vineyard Cottage at Greengate Ranch & Vineyard - Edna Valley/San Luis Obispo, holiday rental in San Luis Obispo
Vineyard Cottage at Greengate Ranch & Vineyard - Edna Valley/San Luis Obispo, holiday rental in San Luis Obispo

Vineyard Cottage at Greengate Ranch & Vineyard - Edna Valley/San Luis Obispo

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private Ranch on Five Hundred Acres, holiday rental in San Luis Obispo
Private Ranch on Five Hundred Acres, holiday rental in San Luis Obispo
Private Ranch on Five Hundred Acres, holiday rental in San Luis Obispo

Private Ranch on Five Hundred Acres

Holiday Rental House
3 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful Four Bedroom Edna Valley Estate in San Luis Obispo, holiday rental in San Luis Obispo
Beautiful Four Bedroom Edna Valley Estate in San Luis Obispo, holiday rental in San Luis Obispo
Beautiful Four Bedroom Edna Valley Estate in San Luis Obispo, holiday rental in San Luis Obispo

Beautiful Four Bedroom Edna Valley Estate in San Luis Obispo

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Rustic Elegance for your Destination Weekend, holiday rental in San Luis Obispo
Rustic Elegance for your Destination Weekend, holiday rental in San Luis Obispo
Rustic Elegance for your Destination Weekend, holiday rental in San Luis Obispo

Rustic Elegance for your Destination Weekend

Holiday Rental House
9 bedrooms
7 bathrooms
Sleeps 26
Match: Sleeps
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Beautiful 3 bedroom Home with 3 full bathrooms in the City of San Luis Obispo, holiday rental in San Luis Obispo
Beautiful 3 bedroom Home with 3 full bathrooms in the City of San Luis Obispo, holiday rental in San Luis Obispo
Beautiful 3 bedroom Home with 3 full bathrooms in the City of San Luis Obispo, holiday rental in San Luis Obispo

Beautiful 3 bedroom Home with 3 full bathrooms in the City of San Luis Obispo

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Castle at Chateau Noland, holiday rental in San Luis Obispo
The Castle at Chateau Noland, holiday rental in San Luis Obispo
The Castle at Chateau Noland, holiday rental in San Luis Obispo

The Castle at Chateau Noland

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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1895 Edna Railhouse - The Heart of Central Coast Wine Country, holiday rental in San Luis Obispo
1895 Edna Railhouse - The Heart of Central Coast Wine Country, holiday rental in San Luis Obispo
1895 Edna Railhouse - The Heart of Central Coast Wine Country, holiday rental in San Luis Obispo

1895 Edna Railhouse - The Heart of Central Coast Wine Country

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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SLO Down!  Walking distance to downtown SLO!, holiday rental in San Luis Obispo
SLO Down!  Walking distance to downtown SLO!, holiday rental in San Luis Obispo
SLO Down!  Walking distance to downtown SLO!, holiday rental in San Luis Obispo

SLO Down! Walking distance to downtown SLO!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Century Old Farmhouse at the Flying Caballos Ranch, holiday rental in San Luis Obispo
Century Old Farmhouse at the Flying Caballos Ranch, holiday rental in San Luis Obispo
Century Old Farmhouse at the Flying Caballos Ranch, holiday rental in San Luis Obispo

Century Old Farmhouse at the Flying Caballos Ranch

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Quiet comfort in popular Railroad District & 4 blocks from downtown, holiday rental in San Luis Obispo
Quiet comfort in popular Railroad District & 4 blocks from downtown, holiday rental in San Luis Obispo
Quiet comfort in popular Railroad District & 4 blocks from downtown, holiday rental in San Luis Obispo

Quiet comfort in popular Railroad District & 4 blocks from downtown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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LIVE, LAUGH, LOVE the Hot Tub!  Walk to Downtown (~20 min), holiday rental in San Luis Obispo
LIVE, LAUGH, LOVE the Hot Tub!  Walk to Downtown (~20 min), holiday rental in San Luis Obispo
LIVE, LAUGH, LOVE the Hot Tub!  Walk to Downtown (~20 min), holiday rental in San Luis Obispo

LIVE, LAUGH, LOVE the Hot Tub! Walk to Downtown (~20 min)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ranch Retreat located minutes from Downtown and Cal Poly, holiday rental in San Luis Obispo
Ranch Retreat located minutes from Downtown and Cal Poly, holiday rental in San Luis Obispo
Ranch Retreat located minutes from Downtown and Cal Poly, holiday rental in San Luis Obispo

Ranch Retreat located minutes from Downtown and Cal Poly

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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New Exquisite Sea la Vie condo in Avila Beach, holiday rental in San Luis Obispo
New Exquisite Sea la Vie condo in Avila Beach, holiday rental in San Luis Obispo
New Exquisite Sea la Vie condo in Avila Beach, holiday rental in San Luis Obispo

New Exquisite Sea la Vie condo in Avila Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Start 2021 Off Right Near Downtown, holiday rental in San Luis Obispo
Start 2021 Off Right Near Downtown, holiday rental in San Luis Obispo
Start 2021 Off Right Near Downtown, holiday rental in San Luis Obispo

Start 2021 Off Right Near Downtown

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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SLO Brew Lofts - 3 Bedroom 'The Drifter Loft', holiday rental in San Luis Obispo
SLO Brew Lofts - 3 Bedroom 'The Drifter Loft', holiday rental in San Luis Obispo
SLO Brew Lofts - 3 Bedroom 'The Drifter Loft', holiday rental in San Luis Obispo

SLO Brew Lofts - 3 Bedroom 'The Drifter Loft'

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Frequently Asked Questions about San Luis Obispo