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Los Olivos Holiday Rentals

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50 rentals in Los Olivos.
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In the Heart of Los Olivos- Luxury Wine Country- on our Vineyard!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Rustic Elegance in Los Olivos

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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RELAX in Private & Tranquil 2-Story Cottage....walk or bike into Los Olivos!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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2 Br / 2 Ba - Charming Cottage - Downtown Los Olivos

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cuatro Vientos Vineyard Hacienda in Los Olivos

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Boutique accomodations located in the heart of the Wine County (sleeps 6)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wine Barrel Cottage - Graceful Charm and Fun in Los Olivos

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Los Olivos Cottage - ON SPECIAL! Inspired Design in Wine Country

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Los Olivos Oasis with pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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The perfect Los Olivos Guest House

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2 Br/1.5 Ba - Craftsman Cottage - Downtown Los Olivos

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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In the Heart of Wine Country

Holiday Rental House
5 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Los Olivos Dream Farmhouse

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Little House In Santa Ynez

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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CA dreaming in Wine Country!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Rose Cottage In Wine Country

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Your Own Private Resort Single Level Hacienda Estate

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Romantic Getaway! Little Starfall Ranch

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Great Home To Enjoy With Your Family and Friends

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Hidden Views Guesthouse- Mission Style Guest House on 10 Acres

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Santa Ynez Wine Country Escape

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Santa Ynez Farmhouse

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Westbrooks Farm Private Studio- Los Olivos Area

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Mediterranean Masterpiece

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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**The Wine Country Cottage, Stunning 360 Views. **

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Unique Rustic Farmhouse Getaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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English Country Farmhouse

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Ballard Canyon Ranch - 20 Acre Ranch in Santa Ynez Valley

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Ranch Resort-Vineyard View & Infinity Pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Farmhouse is an extension of Roblar Winery's magnificent estate.

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Secluded Wine Country Cottage in the Rolling Hills of Santa Ynez, 5 min to town

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Greener Pastures farmhouse

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vineyard Home for the Art Lover

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Romantic Hacienda Los Olivos

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stunning Spanish Oasis Retreat

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Majestic Ranch Overlooking Acres of Vineyards

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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MYSTICAL HILLTOP RANCH

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Breath Taking Hilltop Views, Pool, Spa, 4 Bdrm, 4 Ba, Sleeps 10, 5 Min to Town!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Anavo Farm's Chic Sheep Retreat

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Modern private Santa Ynez getaway

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Vineyard Retreat - 10 Acres, Amazing Views w/ Tennis Court in Santa Ynez

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Delightful Dutch Farmhouse with Guest House

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Delightful Dutch Farmhouse Main

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Escape to Paradise Acres

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Rose Cottage at Gracewood Farm

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Country home in quiet tranquil setting on 6 acres

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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In the middle of town - great views!!!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Dreamy White Farmhouse in Charming Solvang with a resortlike pool & huge jacuzzi

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Calzada Guest House Retreat

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Quinta Refugio Getaway

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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