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Holiday Homes in Simi Valley

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50 rentals in Simi Valley.
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Hiking Trail Gem Near Attractions, holiday rental in Simi Valley

Hiking Trail Gem Near Attractions

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Resort-like setting, endless breathtaking views; an oasis to escape the fray, holiday rental in Simi Valley

Resort-like setting, endless breathtaking views; an oasis to escape the fray

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Woodland Hills Cottage, holiday rental in Simi Valley

Woodland Hills Cottage

Woodland Hills
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Relaxing Island Style Oasis, holiday rental in Simi Valley

Relaxing Island Style Oasis

3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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Frank Sinatra/Roger Miller/Clint Walkers Mansion-LA CITY Reg # HSR19-001036, holiday rental in Simi Valley

Frank Sinatra/Roger Miller/Clint Walkers Mansion-LA CITY Reg # HSR19-001036

Woodland Hills
4 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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A Writer's Hideaway and Private Escape for the Hollywood Elite., holiday rental in Simi Valley

A Writer's Hideaway and Private Escape for the Hollywood Elite.

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Sparkling Clean Private Poolside Guest House - Santa Clarita, holiday rental in Simi Valley

Sparkling Clean Private Poolside Guest House - Santa Clarita

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Modern 5bd 3ba Family-Friendly Home w/ Heated Pool, holiday rental in Simi Valley

Modern 5bd 3ba Family-Friendly Home w/ Heated Pool

5 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Entire, New,  Private & Spacious 2 BR + 1.5 BA Guest Suite, holiday rental in Simi Valley

Entire, New, Private & Spacious 2 BR + 1.5 BA Guest Suite

2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Zen cottage and sanctuary nestled in serene mountain canyon., holiday rental in Simi Valley

Zen cottage and sanctuary nestled in serene mountain canyon.

4 bedrooms
3 bathrooms
Sleeps 2
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Topanga Retreat with a Huge Private Backyard, holiday rental in Simi Valley

Topanga Retreat with a Huge Private Backyard

Woodland Hills
3 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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3bd 2bath Luxury remodel home, private parking!, holiday rental in Simi Valley

3bd 2bath Luxury remodel home, private parking!

West Hills
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hilltop Scandinavian style home with a view, holiday rental in Simi Valley

Hilltop Scandinavian style home with a view

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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*BUNGALOW celebrity estate guest house. Gated/tropical resort/pet/pool/spa/BBQ, holiday rental in Simi Valley

*BUNGALOW celebrity estate guest house. Gated/tropical resort/pet/pool/spa/BBQ

Woodland Hills
1 bedroom
1 bathroom
Sleeps 5
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Recreational Paradise, holiday rental in Simi Valley

Recreational Paradise

4 bedrooms
4 bathrooms
Sleeps 8
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AMAZING remodeled private house with POOL& 3 bedrooms, holiday rental in Simi Valley

AMAZING remodeled private house with POOL& 3 bedrooms

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful luxury remodel home, 3bd, 2bath  private parking!, holiday rental in Simi Valley

Beautiful luxury remodel home, 3bd, 2bath private parking!

West Hills
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Agoura Hills House w/Landscaped Patio On Edge of Lake  Lindero, holiday rental in Simi Valley

Agoura Hills House w/Landscaped Patio On Edge of Lake Lindero

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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LUXURY APARTMENT WITH KING BED AND FULL AMENITY ACCESS, holiday rental in Simi Valley

LUXURY APARTMENT WITH KING BED AND FULL AMENITY ACCESS

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2 BD/1 BA  PRIVATE POOLHOUSE OASIS on 1 ACRE ESTATE  • BBQ •HSR1900372 SPA 24/7, holiday rental in Simi Valley

2 BD/1 BA PRIVATE POOLHOUSE OASIS on 1 ACRE ESTATE • BBQ •HSR1900372 SPA 24/7

Northridge, North San Fernando Valley
2 bedrooms
1 bathroom
Sleeps 6
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hollywood north 3 bedroom totally refurbished, holiday rental in Simi Valley

hollywood north 3 bedroom totally refurbished

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Conoga Park Comfortable Home, holiday rental in Simi Valley

Conoga Park Comfortable Home

South San Fernando Valley, Canoga Park
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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FANTASTIC CHALET  NORTH LOS ANGELES, holiday rental in Simi Valley

FANTASTIC CHALET NORTH LOS ANGELES

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Frank Sinatra, Clint Walker and Roger Miller Mansion LA CITY Reg # HSR19-001036, holiday rental in Simi Valley

Frank Sinatra, Clint Walker and Roger Miller Mansion LA CITY Reg # HSR19-001036

Woodland Hills
4 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Huge California Dream Home with Pool Near Malibu Universal/Hollywood/Disneyland, holiday rental in Simi Valley

Huge California Dream Home with Pool Near Malibu Universal/Hollywood/Disneyland

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Guest House on a Fruit Orchard with Private Entry, Very Quite and Secluded., holiday rental in Simi Valley

Guest House on a Fruit Orchard with Private Entry, Very Quite and Secluded.

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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MY HOUSE CAN BE YOURS, holiday rental in Simi Valley

MY HOUSE CAN BE YOURS

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet comfort relax modern house in shadow of oaks nature, holiday rental in Simi Valley

Quiet comfort relax modern house in shadow of oaks nature

3 bedrooms
3 bathrooms
Sleeps 6
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Reseda Ranch Retreat House, holiday rental in Simi Valley

Reseda Ranch Retreat House

South San Fernando Valley
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Westlake Village Studio, holiday rental in Simi Valley

Westlake Village Studio

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Great West Hills Home!, holiday rental in Simi Valley

Great West Hills Home!

West Hills
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Woodland Hills Corporate Stay or Vacay | Close to Highway | 31 days minimum, holiday rental in Simi Valley

Woodland Hills Corporate Stay or Vacay | Close to Highway | 31 days minimum

Woodland Hills
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Luxury Eco Friendly Box Canyon House with Hot Tub!, holiday rental in Simi Valley

Luxury Eco Friendly Box Canyon House with Hot Tub!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Paradise contemporary oasis villa, holiday rental in Simi Valley

Paradise contemporary oasis villa

Woodland Hills
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Mercedes-Benz Winnebago View 24J Luxurious Mobile Home, holiday rental in Simi Valley

Mercedes-Benz Winnebago View 24J Luxurious Mobile Home

Chatsworth, North San Fernando Valley
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Mercedes-Benz Luxury Leisure Unity RV, holiday rental in Simi Valley

Mercedes-Benz Luxury Leisure Unity RV

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Mercedes-Benz Leisure Van Serenity RV, holiday rental in Simi Valley

Mercedes-Benz Leisure Van Serenity RV

Chatsworth, North San Fernando Valley
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Mercedes-Benz Regency RV Ultra, holiday rental in Simi Valley

Mercedes-Benz Regency RV Ultra

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Topanga Views, 15 minutes to Beach, 7 minutes to Lux Shopping Mall, holiday rental in Simi Valley

Topanga Views, 15 minutes to Beach, 7 minutes to Lux Shopping Mall

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Contemporary 1bd in nature near Malibu, holiday rental in Simi Valley

Spacious Contemporary 1bd in nature near Malibu

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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EZ-STAY Modern 1BD/1BTH/ Unit/Queen BD/Queen Sofa Bed/Free Parking, holiday rental in Simi Valley

EZ-STAY Modern 1BD/1BTH/ Unit/Queen BD/Queen Sofa Bed/Free Parking

Northridge, North San Fernando Valley
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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EZ-STAY Cozy Unit 1BD/1BTH/Queen Sofa Bed, Free Parking, holiday rental in Simi Valley

EZ-STAY Cozy Unit 1BD/1BTH/Queen Sofa Bed, Free Parking

Northridge, North San Fernando Valley
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Opulent 10,000 Sq. Ft. All-Suite Villa w/ Chef’s Kitchen, Lagoon Pool & Spa, holiday rental in Simi Valley

Opulent 10,000 Sq. Ft. All-Suite Villa w/ Chef’s Kitchen, Lagoon Pool & Spa

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Tarzana Guest House Close to 101FWY, holiday rental in Simi Valley

Tarzana Guest House Close to 101FWY

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private Oasis by Topanga Canyon | Smart-Home⎜Hot Tub⎜Workspace⎜Fireplace⎜BBQ  |, holiday rental in Simi Valley

Private Oasis by Topanga Canyon | Smart-Home⎜Hot Tub⎜Workspace⎜Fireplace⎜BBQ |

Woodland Hills
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated, Spacious Guest House, holiday rental in Simi Valley

Newly Renovated, Spacious Guest House

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Modern Treehouse | Luxury Indoor/Outdoor Living, Home Office, 2 EV Chargers, holiday rental in Simi Valley

Modern Treehouse | Luxury Indoor/Outdoor Living, Home Office, 2 EV Chargers

Woodland Hills
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxe Resort-Style Living | Upscale Interior, Heated Pool & Fireplace, holiday rental in Simi Valley

Luxe Resort-Style Living | Upscale Interior, Heated Pool & Fireplace

Woodland Hills
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous remodeled contemporary Private house with 4 bedrooms and pool, holiday rental in Simi Valley

Gorgeous remodeled contemporary Private house with 4 bedrooms and pool

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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*HAWAIIAN HUT celebrity estate guest house. Gated/tropical resort/pet/pool/spa, holiday rental in Simi Valley

*HAWAIIAN HUT celebrity estate guest house. Gated/tropical resort/pet/pool/spa

Woodland Hills
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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