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Santa Rosa Holiday Apartments

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192 rentals in Santa Rosa.
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AMAZING cottage! Perfectly located in Santa Rosa , holiday rental in Santa Rosa
AMAZING cottage! Perfectly located in Santa Rosa , holiday rental in Santa Rosa
AMAZING cottage! Perfectly located in Santa Rosa , holiday rental in Santa Rosa

AMAZING cottage! Perfectly located in Santa Rosa

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Sunny View Cottage in the Beautiful Wine Country, holiday rental in Santa Rosa
Sunny View Cottage in the Beautiful Wine Country, holiday rental in Santa Rosa
Sunny View Cottage in the Beautiful Wine Country, holiday rental in Santa Rosa

Sunny View Cottage in the Beautiful Wine Country

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Wine Country Escape: Luxury Estate, Pool, Sauna, Steam, Spa, Views, 5+ Bedrooms, holiday rental in Santa Rosa
Wine Country Escape: Luxury Estate, Pool, Sauna, Steam, Spa, Views, 5+ Bedrooms, holiday rental in Santa Rosa
Wine Country Escape: Luxury Estate, Pool, Sauna, Steam, Spa, Views, 5+ Bedrooms, holiday rental in Santa Rosa

Wine Country Escape: Luxury Estate, Pool, Sauna, Steam, Spa, Views, 5+ Bedrooms

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
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Newly refurbished for 2021 season! In an Upscale Neighborhood, Stunning views!, holiday rental in Santa Rosa
Newly refurbished for 2021 season! In an Upscale Neighborhood, Stunning views!, holiday rental in Santa Rosa
Newly refurbished for 2021 season! In an Upscale Neighborhood, Stunning views!, holiday rental in Santa Rosa

Newly refurbished for 2021 season! In an Upscale Neighborhood, Stunning views!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
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Vineyard house on a 26 acre creekside property Wonderful for all ages, holiday rental in Santa Rosa
Vineyard house on a 26 acre creekside property Wonderful for all ages, holiday rental in Santa Rosa
Vineyard house on a 26 acre creekside property Wonderful for all ages, holiday rental in Santa Rosa

Vineyard house on a 26 acre creekside property Wonderful for all ages

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Sonoma County Hillside Estate, holiday rental in Santa Rosa
Sonoma County Hillside Estate, holiday rental in Santa Rosa
Sonoma County Hillside Estate, holiday rental in Santa Rosa

Sonoma County Hillside Estate

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
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Casa de Gamay:  Your Home Away From Home, holiday rental in Santa Rosa
Casa de Gamay:  Your Home Away From Home, holiday rental in Santa Rosa
Casa de Gamay:  Your Home Away From Home, holiday rental in Santa Rosa

Casa de Gamay: Your Home Away From Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Upgraded Vintage Studio, near downtown SR, holiday rental in Santa Rosa
Upgraded Vintage Studio, near downtown SR, holiday rental in Santa Rosa
Upgraded Vintage Studio, near downtown SR, holiday rental in Santa Rosa

Upgraded Vintage Studio, near downtown SR

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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WiLD Vines Winery and Farm Cottage, holiday rental in Santa Rosa
WiLD Vines Winery and Farm Cottage, holiday rental in Santa Rosa
WiLD Vines Winery and Farm Cottage, holiday rental in Santa Rosa

WiLD Vines Winery and Farm Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Modernist Compound With Expansive Views Overlooking Bellflower Vineyards, holiday rental in Santa Rosa
Modernist Compound With Expansive Views Overlooking Bellflower Vineyards, holiday rental in Santa Rosa
Modernist Compound With Expansive Views Overlooking Bellflower Vineyards, holiday rental in Santa Rosa

Modernist Compound With Expansive Views Overlooking Bellflower Vineyards

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
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Secluded Dream Vacation: Wine Country!  Massage Therapy / Private Chef, holiday rental in Santa Rosa
Secluded Dream Vacation: Wine Country!  Massage Therapy / Private Chef, holiday rental in Santa Rosa
Secluded Dream Vacation: Wine Country!  Massage Therapy / Private Chef, holiday rental in Santa Rosa

Secluded Dream Vacation: Wine Country! Massage Therapy / Private Chef

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa, holiday rental in Santa Rosa
~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa, holiday rental in Santa Rosa
~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa, holiday rental in Santa Rosa

~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Sonoma County Wine Country Estate, holiday rental in Santa Rosa
Sonoma County Wine Country Estate, holiday rental in Santa Rosa
Sonoma County Wine Country Estate, holiday rental in Santa Rosa

Sonoma County Wine Country Estate

Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 12
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Palm vista Estate - Corporate Retreats in the WineCountry, holiday rental in Santa Rosa
Palm vista Estate - Corporate Retreats in the WineCountry, holiday rental in Santa Rosa
Palm vista Estate - Corporate Retreats in the WineCountry, holiday rental in Santa Rosa

Palm vista Estate - Corporate Retreats in the WineCountry

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Wine Country Estate - Infinity Pool, Hot Tub, Views, Close To Town, holiday rental in Santa Rosa
Wine Country Estate - Infinity Pool, Hot Tub, Views, Close To Town, holiday rental in Santa Rosa
Wine Country Estate - Infinity Pool, Hot Tub, Views, Close To Town, holiday rental in Santa Rosa

Wine Country Estate - Infinity Pool, Hot Tub, Views, Close To Town

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Little Old Cottage in Downtown Santa Rosa, holiday rental in Santa Rosa
Little Old Cottage in Downtown Santa Rosa, holiday rental in Santa Rosa
Little Old Cottage in Downtown Santa Rosa, holiday rental in Santa Rosa

Little Old Cottage in Downtown Santa Rosa

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Enjoy your own private casita overlooking the vineyard. It's wonderful!, holiday rental in Santa Rosa
Enjoy your own private casita overlooking the vineyard. It's wonderful!, holiday rental in Santa Rosa
Enjoy your own private casita overlooking the vineyard. It's wonderful!, holiday rental in Santa Rosa

Enjoy your own private casita overlooking the vineyard. It's wonderful!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Studio cottage retreat in a vineyard setting, holiday rental in Santa Rosa
Studio cottage retreat in a vineyard setting, holiday rental in Santa Rosa
Studio cottage retreat in a vineyard setting, holiday rental in Santa Rosa

Studio cottage retreat in a vineyard setting

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Stunning Villa in the Heart of Sonoma County, holiday rental in Santa Rosa
Stunning Villa in the Heart of Sonoma County, holiday rental in Santa Rosa
Stunning Villa in the Heart of Sonoma County, holiday rental in Santa Rosa

Stunning Villa in the Heart of Sonoma County

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful And Private Ridgetop Retreat W/ Panoramic Views, Giant Pool, Sunsets

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Carla's Casita in the Vineyard, holiday rental in Santa Rosa
Carla's Casita in the Vineyard, holiday rental in Santa Rosa
Carla's Casita in the Vineyard, holiday rental in Santa Rosa

Carla's Casita in the Vineyard

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stylish vintage gem on one of Santa Rosa's prettiest streets!, holiday rental in Santa Rosa
Stylish vintage gem on one of Santa Rosa's prettiest streets!, holiday rental in Santa Rosa
Stylish vintage gem on one of Santa Rosa's prettiest streets!, holiday rental in Santa Rosa

Stylish vintage gem on one of Santa Rosa's prettiest streets!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historic 50 Acre Ranch in the Heart of Sonoma, holiday rental in Santa Rosa
Historic 50 Acre Ranch in the Heart of Sonoma, holiday rental in Santa Rosa
Historic 50 Acre Ranch in the Heart of Sonoma, holiday rental in Santa Rosa

Historic 50 Acre Ranch in the Heart of Sonoma

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Vintage Retro 1 BR near Downtown Santa Rosa, holiday rental in Santa Rosa
Vintage Retro 1 BR near Downtown Santa Rosa, holiday rental in Santa Rosa
Vintage Retro 1 BR near Downtown Santa Rosa, holiday rental in Santa Rosa

Vintage Retro 1 BR near Downtown Santa Rosa

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Storybook Cottage in the Heart of Wine Country, holiday rental in Santa Rosa
Storybook Cottage in the Heart of Wine Country, holiday rental in Santa Rosa
Storybook Cottage in the Heart of Wine Country, holiday rental in Santa Rosa

Storybook Cottage in the Heart of Wine Country

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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House on top of Hill, holiday rental in Santa Rosa
House on top of Hill, holiday rental in Santa Rosa
House on top of Hill, holiday rental in Santa Rosa

House on top of Hill

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury Historic Mansion: 9 Bedrooms, Year-Round Heated Pool, holiday rental in Santa Rosa
Luxury Historic Mansion: 9 Bedrooms, Year-Round Heated Pool, holiday rental in Santa Rosa
Luxury Historic Mansion: 9 Bedrooms, Year-Round Heated Pool, holiday rental in Santa Rosa

Luxury Historic Mansion: 9 Bedrooms, Year-Round Heated Pool

Holiday Rental House
9 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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Just minutes from Calistoga, Kenwood, Sonoma and Napa, holiday rental in Santa Rosa
Just minutes from Calistoga, Kenwood, Sonoma and Napa, holiday rental in Santa Rosa
Just minutes from Calistoga, Kenwood, Sonoma and Napa, holiday rental in Santa Rosa

Just minutes from Calistoga, Kenwood, Sonoma and Napa

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Self check-in close to wineries casino breweries gateway to Napa, holiday rental in Santa Rosa
Self check-in close to wineries casino breweries gateway to Napa, holiday rental in Santa Rosa
Self check-in close to wineries casino breweries gateway to Napa, holiday rental in Santa Rosa

Self check-in close to wineries casino breweries gateway to Napa

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Breathtaking views of the entire City In the heart of wine country, holiday rental in Santa Rosa
Breathtaking views of the entire City In the heart of wine country, holiday rental in Santa Rosa
Breathtaking views of the entire City In the heart of wine country, holiday rental in Santa Rosa

Breathtaking views of the entire City In the heart of wine country

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Spacious Family Friendly Retreat Near Wine Country, holiday rental in Santa Rosa
Spacious Family Friendly Retreat Near Wine Country, holiday rental in Santa Rosa
Spacious Family Friendly Retreat Near Wine Country, holiday rental in Santa Rosa

Spacious Family Friendly Retreat Near Wine Country

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Tranquil Acres, Relaxing Wine Country Retreat, holiday rental in Santa Rosa
Tranquil Acres, Relaxing Wine Country Retreat, holiday rental in Santa Rosa
Tranquil Acres, Relaxing Wine Country Retreat, holiday rental in Santa Rosa

Tranquil Acres, Relaxing Wine Country Retreat

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Wine Country Redwood Estate in the Heart of Wine Country, holiday rental in Santa Rosa
Wine Country Redwood Estate in the Heart of Wine Country, holiday rental in Santa Rosa
Wine Country Redwood Estate in the Heart of Wine Country, holiday rental in Santa Rosa

Wine Country Redwood Estate in the Heart of Wine Country

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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5 Bedroom Home Adjacent to Healdsburg/Kenwood With Pool, HotTub, Outdoor Kitchen, holiday rental in Santa Rosa
5 Bedroom Home Adjacent to Healdsburg/Kenwood With Pool, HotTub, Outdoor Kitchen, holiday rental in Santa Rosa
5 Bedroom Home Adjacent to Healdsburg/Kenwood With Pool, HotTub, Outdoor Kitchen, holiday rental in Santa Rosa

5 Bedroom Home Adjacent to Healdsburg/Kenwood With Pool, HotTub, Outdoor Kitchen

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Wine Country Home 3 BD/3BA -Stay at Brew Maker/ Winemaker's Home, holiday rental in Santa Rosa
Wine Country Home 3 BD/3BA -Stay at Brew Maker/ Winemaker's Home, holiday rental in Santa Rosa
Wine Country Home 3 BD/3BA -Stay at Brew Maker/ Winemaker's Home, holiday rental in Santa Rosa

Wine Country Home 3 BD/3BA -Stay at Brew Maker/ Winemaker's Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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�Wine Country Getaway/Pet Friendly, holiday rental in Santa Rosa
�Wine Country Getaway/Pet Friendly, holiday rental in Santa Rosa
�Wine Country Getaway/Pet Friendly, holiday rental in Santa Rosa

�Wine Country Getaway/Pet Friendly

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Wine country getaway with Hot tub, mini golf, fireplace for family and friends, holiday rental in Santa Rosa
Wine country getaway with Hot tub, mini golf, fireplace for family and friends, holiday rental in Santa Rosa
Wine country getaway with Hot tub, mini golf, fireplace for family and friends, holiday rental in Santa Rosa

Wine country getaway with Hot tub, mini golf, fireplace for family and friends

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Modern ' Vineyard's Found' Wine Country Living, holiday rental in Santa Rosa
Modern ' Vineyard's Found' Wine Country Living, holiday rental in Santa Rosa
Modern ' Vineyard's Found' Wine Country Living, holiday rental in Santa Rosa

Modern ' Vineyard's Found' Wine Country Living

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxury Mountaintop Retreat with Heated Infinity Pool, Hot Tub, Gigabit Internet, holiday rental in Santa Rosa
Luxury Mountaintop Retreat with Heated Infinity Pool, Hot Tub, Gigabit Internet, holiday rental in Santa Rosa
Luxury Mountaintop Retreat with Heated Infinity Pool, Hot Tub, Gigabit Internet, holiday rental in Santa Rosa

Luxury Mountaintop Retreat with Heated Infinity Pool, Hot Tub, Gigabit Internet

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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3br Wine Country Retreat, holiday rental in Santa Rosa
3br Wine Country Retreat, holiday rental in Santa Rosa
3br Wine Country Retreat, holiday rental in Santa Rosa

3br Wine Country Retreat

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Stay at a Wine maker’s home! 3 beds 2 baths, holiday rental in Santa Rosa
Stay at a Wine maker’s home! 3 beds 2 baths, holiday rental in Santa Rosa
Stay at a Wine maker’s home! 3 beds 2 baths, holiday rental in Santa Rosa

Stay at a Wine maker’s home! 3 beds 2 baths

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Home in the heart of Wine Country 
Humbolt, holiday rental in Santa Rosa
Home in the heart of Wine Country 
Humbolt, holiday rental in Santa Rosa
Home in the heart of Wine Country 
Humbolt, holiday rental in Santa Rosa

Home in the heart of Wine Country Humbolt

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Vino Blanco by AvantStay | Private Wine Country Home w/ Mtn Views & Deck, holiday rental in Santa Rosa
Vino Blanco by AvantStay | Private Wine Country Home w/ Mtn Views & Deck, holiday rental in Santa Rosa
Vino Blanco by AvantStay | Private Wine Country Home w/ Mtn Views & Deck, holiday rental in Santa Rosa

Vino Blanco by AvantStay | Private Wine Country Home w/ Mtn Views & Deck

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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�Escape To Spacious Wine Country Living/Pet Friendly�, holiday rental in Santa Rosa
�Escape To Spacious Wine Country Living/Pet Friendly�, holiday rental in Santa Rosa
�Escape To Spacious Wine Country Living/Pet Friendly�, holiday rental in Santa Rosa

�Escape To Spacious Wine Country Living/Pet Friendly�

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Charming home near downtown Santa Rosa
Maple 1, holiday rental in Santa Rosa
Charming home near downtown Santa Rosa
Maple 1, holiday rental in Santa Rosa
Charming home near downtown Santa Rosa
Maple 1, holiday rental in Santa Rosa

Charming home near downtown Santa Rosa Maple 1

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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HISTORIC COTTAGE - 5 MIN. WALK TO DOWNTOWN SANTA ROSA, holiday rental in Santa Rosa
HISTORIC COTTAGE - 5 MIN. WALK TO DOWNTOWN SANTA ROSA, holiday rental in Santa Rosa
HISTORIC COTTAGE - 5 MIN. WALK TO DOWNTOWN SANTA ROSA, holiday rental in Santa Rosa

HISTORIC COTTAGE - 5 MIN. WALK TO DOWNTOWN SANTA ROSA

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Oak Point Retreat - Spacious 5 bedrooms, 4 baths with newly added Spa, holiday rental in Santa Rosa
Oak Point Retreat - Spacious 5 bedrooms, 4 baths with newly added Spa, holiday rental in Santa Rosa
Oak Point Retreat - Spacious 5 bedrooms, 4 baths with newly added Spa, holiday rental in Santa Rosa

Oak Point Retreat - Spacious 5 bedrooms, 4 baths with newly added Spa

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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�Getaways To Wine Country For big Family/Group�, holiday rental in Santa Rosa
�Getaways To Wine Country For big Family/Group�, holiday rental in Santa Rosa
�Getaways To Wine Country For big Family/Group�, holiday rental in Santa Rosa

�Getaways To Wine Country For big Family/Group�

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Summer Time in Kid Friendly 5BR Wine Country Home!, holiday rental in Santa Rosa
Summer Time in Kid Friendly 5BR Wine Country Home!, holiday rental in Santa Rosa
Summer Time in Kid Friendly 5BR Wine Country Home!, holiday rental in Santa Rosa

Summer Time in Kid Friendly 5BR Wine Country Home!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Colorful home & beautiful garden, ten minute walk to downtown, holiday rental in Santa Rosa
Colorful home & beautiful garden, ten minute walk to downtown, holiday rental in Santa Rosa
Colorful home & beautiful garden, ten minute walk to downtown, holiday rental in Santa Rosa

Colorful home & beautiful garden, ten minute walk to downtown

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
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