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Simi Valley Holiday Apartments

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50 rentals in Simi Valley.
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Resort-like setting, endless breathtaking views; an oasis to escape the fray

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful Guest House with spectacular views of Hillside  Avocado Orchards, holiday rental in Simi Valley
Beautiful Guest House with spectacular views of Hillside  Avocado Orchards, holiday rental in Simi Valley
Beautiful Guest House with spectacular views of Hillside  Avocado Orchards, holiday rental in Simi Valley

Beautiful Guest House with spectacular views of Hillside Avocado Orchards

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Hiking Trail Gem Near Attractions, holiday rental in Simi Valley
Hiking Trail Gem Near Attractions, holiday rental in Simi Valley
Hiking Trail Gem Near Attractions, holiday rental in Simi Valley

Hiking Trail Gem Near Attractions

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Hiking Trail Gem Near Attractions, holiday rental in Simi Valley
Hiking Trail Gem Near Attractions, holiday rental in Simi Valley
Hiking Trail Gem Near Attractions, holiday rental in Simi Valley

Hiking Trail Gem Near Attractions

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Mountain View Oasis - Luxury Heated Pool Paradise, holiday rental in Simi Valley
Mountain View Oasis - Luxury Heated Pool Paradise, holiday rental in Simi Valley
Mountain View Oasis - Luxury Heated Pool Paradise, holiday rental in Simi Valley

Mountain View Oasis - Luxury Heated Pool Paradise

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Escape LA to nearby nature Live/Work Tuscan Villa Estate with Indoor Pool/Spa, holiday rental in Simi Valley
Escape LA to nearby nature Live/Work Tuscan Villa Estate with Indoor Pool/Spa, holiday rental in Simi Valley
Escape LA to nearby nature Live/Work Tuscan Villa Estate with Indoor Pool/Spa, holiday rental in Simi Valley

Escape LA to nearby nature Live/Work Tuscan Villa Estate with Indoor Pool/Spa

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Private Mountain Retreat with Breathtaking Views, holiday rental in Simi Valley
Private Mountain Retreat with Breathtaking Views, holiday rental in Simi Valley
Private Mountain Retreat with Breathtaking Views, holiday rental in Simi Valley

Private Mountain Retreat with Breathtaking Views

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Simi Valley 1 Bedroom Guest Apartment w/pool, holiday rental in Simi Valley
Simi Valley 1 Bedroom Guest Apartment w/pool, holiday rental in Simi Valley
Simi Valley 1 Bedroom Guest Apartment w/pool, holiday rental in Simi Valley

Simi Valley 1 Bedroom Guest Apartment w/pool

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Wonderful Retreat Home On 1/2 Acre In Agoura Hills , Close To Malibu Beaches &, holiday rental in Simi Valley
Wonderful Retreat Home On 1/2 Acre In Agoura Hills , Close To Malibu Beaches &, holiday rental in Simi Valley
Wonderful Retreat Home On 1/2 Acre In Agoura Hills , Close To Malibu Beaches &, holiday rental in Simi Valley

Wonderful Retreat Home On 1/2 Acre In Agoura Hills , Close To Malibu Beaches &

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
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, holiday rental in Simi Valley
Modern 5bd 3ba Family-Friendly Home w/ Heated Pool, holiday rental in Simi Valley

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

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Guest House At Northridge, holiday rental in Simi Valley
The Guest House At Northridge, holiday rental in Simi Valley
The Guest House At Northridge, holiday rental in Simi Valley

The Guest House At Northridge

Holiday Rental House in Northridge
1 bedroom
1 bathroom
Sleeps 4
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, holiday rental in Simi Valley
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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
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, holiday rental in Simi Valley
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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Sprawling Ranch House With Pool, holiday rental in Simi Valley
Sprawling Ranch House With Pool, holiday rental in Simi Valley
Sprawling Ranch House With Pool, holiday rental in Simi Valley

Sprawling Ranch House With Pool

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Fully furnished 3 Bed rooms 2 bath - Hanna place, holiday rental in Simi Valley
Fully furnished 3 Bed rooms 2 bath - Hanna place, holiday rental in Simi Valley
Fully furnished 3 Bed rooms 2 bath - Hanna place, holiday rental in Simi Valley

Fully furnished 3 Bed rooms 2 bath - Hanna place

Holiday Rental House in Chatsworth
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, holiday rental in Simi Valley
Hilltop Scandinavian style home with a view, holiday rental in Simi Valley

Hilltop Scandinavian style home with a view

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated, Spacious Studio Guesthouse, holiday rental in Simi Valley
Newly Renovated, Spacious Studio Guesthouse, holiday rental in Simi Valley
Newly Renovated, Spacious Studio Guesthouse, holiday rental in Simi Valley

Newly Renovated, Spacious Studio Guesthouse

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Classy, Peaceful West Hills Pool Home with Chefs Kitchen and Park Like Backyard!, holiday rental in Simi Valley
Classy, Peaceful West Hills Pool Home with Chefs Kitchen and Park Like Backyard!, holiday rental in Simi Valley
Classy, Peaceful West Hills Pool Home with Chefs Kitchen and Park Like Backyard!, holiday rental in Simi Valley

Classy, Peaceful West Hills Pool Home with Chefs Kitchen and Park Like Backyard!

Holiday Rental House in West Hills
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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paradise luxury experience, holiday rental in Simi Valley
paradise luxury experience, holiday rental in Simi Valley
paradise luxury experience, holiday rental in Simi Valley

paradise luxury experience

Holiday Rental House in Woodland Hills
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Recreational Paradise, holiday rental in Simi Valley
Recreational Paradise, holiday rental in Simi Valley
Recreational Paradise, holiday rental in Simi Valley

Recreational Paradise

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Spectacular City View w/ heated pool and jacuzzi, holiday rental in Simi Valley
Spectacular City View w/ heated pool and jacuzzi, holiday rental in Simi Valley
Spectacular City View w/ heated pool and jacuzzi, holiday rental in Simi Valley

Spectacular City View w/ heated pool and jacuzzi

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
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, holiday rental in Simi Valley
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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Private Guest House in an Orchard, Private Entry., holiday rental in Simi Valley
Private Guest House in an Orchard, Private Entry., holiday rental in Simi Valley
Private Guest House in an Orchard, Private Entry., holiday rental in Simi Valley

Private Guest House in an Orchard, Private Entry.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Spanish Contemporary Home Westlake Village - Thousand Oaks, holiday rental in Simi Valley
Beautiful Spanish Contemporary Home Westlake Village - Thousand Oaks, holiday rental in Simi Valley
Beautiful Spanish Contemporary Home Westlake Village - Thousand Oaks, holiday rental in Simi Valley

Beautiful Spanish Contemporary Home Westlake Village - Thousand Oaks

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous Modern Living, holiday rental in Simi Valley
Gorgeous Modern Living, holiday rental in Simi Valley
Gorgeous Modern Living, holiday rental in Simi Valley

Gorgeous Modern Living

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Newly remodeled 3 bedroom 3 bath home. Only 15 minutes from Malibu beaches!, holiday rental in Simi Valley
Newly remodeled 3 bedroom 3 bath home. Only 15 minutes from Malibu beaches!, holiday rental in Simi Valley
Newly remodeled 3 bedroom 3 bath home. Only 15 minutes from Malibu beaches!, holiday rental in Simi Valley

Newly remodeled 3 bedroom 3 bath home. Only 15 minutes from Malibu beaches!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
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!, holiday rental in Simi Valley
Luxury Eco Friendly Box Canyon House with Hot Tub!, holiday rental in Simi Valley

Luxury Eco Friendly Box Canyon House with Hot Tub!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Paradise Pool Home Retreat, holiday rental in Simi Valley
Paradise Pool Home Retreat, holiday rental in Simi Valley
Paradise Pool Home Retreat, holiday rental in Simi Valley

Paradise Pool Home Retreat

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Dream home for the Holidays in Los Angeles, holiday rental in Simi Valley
Dream home for the Holidays in Los Angeles, holiday rental in Simi Valley
Dream home for the Holidays in Los Angeles, holiday rental in Simi Valley

Dream home for the Holidays in Los Angeles

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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charming house with relaxing vibe in Los angels with beautiful view of mountain, holiday rental in Simi Valley
charming house with relaxing vibe in Los angels with beautiful view of mountain, holiday rental in Simi Valley
charming house with relaxing vibe in Los angels with beautiful view of mountain, holiday rental in Simi Valley

charming house with relaxing vibe in Los angels with beautiful view of mountain

Holiday Rental House in West Hills
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning modern farmhouse, holiday rental in Simi Valley
Stunning modern farmhouse, holiday rental in Simi Valley
Stunning modern farmhouse, holiday rental in Simi Valley

Stunning modern farmhouse

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Woodland Hills home in a nice and quiet neighborhood, holiday rental in Simi Valley
Beautiful Woodland Hills home in a nice and quiet neighborhood, holiday rental in Simi Valley
Beautiful Woodland Hills home in a nice and quiet neighborhood, holiday rental in Simi Valley

Beautiful Woodland Hills home in a nice and quiet neighborhood

Holiday Rental House in Woodland Hills
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Mercedes-Benz Luxury Leisure Unity RV, holiday rental in Simi Valley
Mercedes-Benz Luxury Leisure Unity RV, holiday rental in Simi Valley
Mercedes-Benz Luxury Leisure Unity RV, holiday rental in Simi Valley

Mercedes-Benz Luxury Leisure Unity RV

Holiday Rental House
1 bedroom
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, holiday rental in Simi Valley
Mercedes-Benz Regency RV Ultra, holiday rental in Simi Valley

Mercedes-Benz Regency RV Ultra

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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1BR / sleeps 4 - Calabasas, holiday rental in Simi Valley
1BR / sleeps 4 - Calabasas, holiday rental in Simi Valley
1BR / sleeps 4 - Calabasas, holiday rental in Simi Valley

1BR / sleeps 4 - Calabasas

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2BR/sleeps4 - Calabasas, holiday rental in Simi Valley
2BR/sleeps4 - Calabasas, holiday rental in Simi Valley
2BR/sleeps4 - Calabasas, holiday rental in Simi Valley

2BR/sleeps4 - Calabasas

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2BR/sleeps6 -  Los Angeles, holiday rental in Simi Valley
2BR/sleeps6 -  Los Angeles, holiday rental in Simi Valley
2BR/sleeps6 -  Los Angeles, holiday rental in Simi Valley

2BR/sleeps6 - Los Angeles

Holiday Rental House in Chatsworth
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Modern Guest House In Los Angeles, holiday rental in Simi Valley
Private Modern Guest House In Los Angeles, holiday rental in Simi Valley
Private Modern Guest House In Los Angeles, holiday rental in Simi Valley

Private Modern Guest House In Los Angeles

Holiday Rental House in Woodland Hills
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Plum Guide - Old Agoura, holiday rental in Simi Valley
Plum Guide - Old Agoura, holiday rental in Simi Valley
Plum Guide - Old Agoura, holiday rental in Simi Valley

Plum Guide - Old Agoura

Condo/Apartment
7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Unique Luxury Apartment , holiday rental in Simi Valley
Unique Luxury Apartment , holiday rental in Simi Valley
Unique Luxury Apartment , holiday rental in Simi Valley

Unique Luxury Apartment

Condo/Apartment in Woodland Hills
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Private Room and Private Bath in a Gated Community, holiday rental in Simi Valley
Private Room and Private Bath in a Gated Community, holiday rental in Simi Valley
Private Room and Private Bath in a Gated Community, holiday rental in Simi Valley

Private Room and Private Bath in a Gated Community

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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COZY ROOM ON CUL-DE-SAC / HSR21-002190, holiday rental in Simi Valley
COZY ROOM ON CUL-DE-SAC / HSR21-002190, holiday rental in Simi Valley
COZY ROOM ON CUL-DE-SAC / HSR21-002190, holiday rental in Simi Valley

COZY ROOM ON CUL-DE-SAC / HSR21-002190

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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West Hills With A View, holiday rental in Simi Valley
West Hills With A View, holiday rental in Simi Valley
West Hills With A View, holiday rental in Simi Valley

West Hills With A View

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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West Hills Home w/ Guest House, holiday rental in Simi Valley
West Hills Home w/ Guest House, holiday rental in Simi Valley
West Hills Home w/ Guest House, holiday rental in Simi Valley

West Hills Home w/ Guest House

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Woodland Hills Gem w/ Guest House & Gated Pool, holiday rental in Simi Valley
Woodland Hills Gem w/ Guest House & Gated Pool, holiday rental in Simi Valley
Woodland Hills Gem w/ Guest House & Gated Pool, holiday rental in Simi Valley

Woodland Hills Gem w/ Guest House & Gated Pool

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cal King, Queen & Trundle Beds. 3 Spas & Pool WiFi Fast. Covered Parking, holiday rental in Simi Valley
Cal King, Queen & Trundle Beds. 3 Spas & Pool WiFi Fast. Covered Parking, holiday rental in Simi Valley
Cal King, Queen & Trundle Beds. 3 Spas & Pool WiFi Fast. Covered Parking, holiday rental in Simi Valley

Cal King, Queen & Trundle Beds. 3 Spas & Pool WiFi Fast. Covered Parking

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Villa Sausalito - Newly Designed 4BR HOUSE w/ POOL - Woodland Hills by Topanga, holiday rental in Simi Valley
Villa Sausalito - Newly Designed 4BR HOUSE w/ POOL - Woodland Hills by Topanga, holiday rental in Simi Valley
Villa Sausalito - Newly Designed 4BR HOUSE w/ POOL - Woodland Hills by Topanga, holiday rental in Simi Valley

Villa Sausalito - Newly Designed 4BR HOUSE w/ POOL - Woodland Hills by Topanga

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Le Bleu House - Newly Designed 3BR House w/ POOL near Topanga, holiday rental in Simi Valley
Le Bleu House - Newly Designed 3BR House w/ POOL near Topanga, holiday rental in Simi Valley
Le Bleu House - Newly Designed 3BR House w/ POOL near Topanga, holiday rental in Simi Valley

Le Bleu House - Newly Designed 3BR House w/ POOL near Topanga

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Charm West Valley, holiday rental in Simi Valley
Charm West Valley, holiday rental in Simi Valley
Charm West Valley, holiday rental in Simi Valley

Charm West Valley

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Home with Pool , Jacuzzy , Trampoline , Foosball and Ping Pong, holiday rental in Simi Valley
Home with Pool , Jacuzzy , Trampoline , Foosball and Ping Pong, holiday rental in Simi Valley
Home with Pool , Jacuzzy , Trampoline , Foosball and Ping Pong, holiday rental in Simi Valley

Home with Pool , Jacuzzy , Trampoline , Foosball and Ping Pong

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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