
Holiday rentals with a pool in Simi Valley
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Simi Valley
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Fireplace/ Pickleball/ Hot tub/ No Chores
Experience Olive Hill Ranch! This 5 plus acre estate is an escape from daily life. Have a dreamy sleep in the double queen beds. Cook in the kitchenette, on the Traeger or dine at nearby delicious cuisine. Enjoy our resort-like amenities, including pool (heated summer months) hot tub, tennis, pickle ball, and putting green. We are local to multiple golf courses and a fantastic driving range. Underwood family farm and equestrian centers are within walking distance. Just 30 miles from Hollywood

Hotel California: Gated & secluded resort w/views
The Last Resort; poolside guest suite situated on 1.3+ hilly acres. The comforts and privacy of home with private bath, private sitting areas, pool, Jacuzzi & spectacular views Take a relaxing stroll through the grassy knoll or to the top of the property for a view of beautiful rolling hills as far as the eye can see. Right off the beaten path yet miles away. Solar and salt systems keeps this pool at the perfect temperature naturally and without chemicals! Peace and quiet or fun in the sun

New Modern guesthouse with pool in Simi Valley
Welcome to this little gem. Our beautiful centrally located 1 bedroom guesthouse has vaulted ceilings, full size kitchen, spacious living room (optional additional queen bed) and a gorgeous bathroom. This modern 500 sq. ft. place is ALL yours to enjoy! Relax, have a cup of pour-over coffee, tea, or any of the Keurig varieties. Enjoy the many Roku selections like Disney+/Apple TV/Hulu/Amazon/Netflix/HBO Max and more. Short walk to the community pools/basketball/tennis/volleyball, and BBQ areas.

Luxury Resort Style Condo Valencia!
This listing is for a one bed, one bath private condo. If you are interested in a two bed, two bath private condo, please look at our other listing! Just delete the space between the "." and the "com". airbnb. com/h/two-bed-two-bath-in-valencia Luxury top floor condominium in the heart of Valencia with Access to Vacation Resort like amenities! Located less than a mile from Six Flags & convenient walking distance to Westfield mall, regal movie theatre, shopping, restaurants, and bars.

Luxury Resort Condo by Six Flags Magic Mountain
NEWLY RENOVATED in Valencia only five minutes away from Six Flags Magic Mountain and Hurricane Harbor water park. Across the street lies Westfields Shopping Center with a cinema and a great selection of restaurants and bars. This 1192 sqft condo overlooking the pool is easy to find, with short distance from two designated parking spots on the same floor as the condo. Other amenities include high speed internet, a business center, recreation room, and movie theater. Netflix, Hulu, Disney+

Charming Private Guest House with Kitchen and Pool
Welcome to our house on a gated property, with full access to backyard & salt-water swimming pool. Remodeled, spacious studio with high ceilings, kitchen, walk-in closet, bathroom, & outdoor BBQ. Space is open and bright with comfy minimalist scandi-modern vibe with its own private entry. Less than a mile from farmer's market, cafés, restaurants, nail salons &grocery. 20 min drive via scenic canyon roads to the beach. Relaxed setting, convenient location. HSR24-003114

Amazing private guest suite w /pool in Chatsworth
HOME SHARING #HSR20-000438 Hi everyone! We're close to restaurants, parks, great views, 15 minutes from Magic Mountain, 20 minutes from Hollywood, Close to Porter Ranch plaza, 10 Minutes from Northridge Mall & great hiking trails at Santa Susana Historic Park. We have it all Location, quiet neighborhood, the outdoors space, a pool and tennis court! Amenities! Pets and kids welcome! The guest suite is GREAT! Private entrance, Lots of light and great energy!

Address: 22428 Napa St, West Hills, CA
ATTENTION TO ALL GUESTS : This unit is located in 22428 Napa St, West Hills, CA Please make sure to read this and check on the maps if that's good make your reservation. Welcome to our stunning newly constructed 2 bed, 2 bath home with an open floor plan that will take your breath away! The contemporary design boasts luxurious finishes and high-end appliances. Enjoy the beautifully landscaped yard and private patio area for an intimate evening under the stars.

Peaceful Gated 2bd Near FSAC/CLU/Proactive Sports
Skip noisy hotels & cramped spaces—find peace, privacy & room to recharge in this 2BD/2BA gated retreat just 1.8 mi to FSAC, 5 mi to CLU, 5.1 mi to Amgen & 4.3 mi to Proactive Sports. Enjoy 2 plush king beds, ultra-fast 1 Gig WiFi, full kitchen & spacious living area in a serene community setting. Perfect for healthcare stays, corporate travelers, Amgen employees, relocating families & athletes seeking privacy & comfort, convenience & a true home-away-from-home.

Eichler -Private- Oasis: Pool & Spa Escape
Welcome to the Eichler House in Thousand Oaks! This mid-century modern home features a pool, jacuzzi, fireplace, and built-in BBQ—perfect for entertaining or relaxing. Fully remodeled with modern amenities, it boasts an atrium, open floor plan, and floor-to-ceiling windows for seamless indoor-outdoor living. Nestled on a private lot backing to open space, it offers tranquility while being minutes from hiking trails, shopping, and 30 minutes from the beach.

Comfortable, Suite Close to Everything
Welcome! Our place is close to Malibu, Camarillo Outlets, Ronald Reagan Library, Amgen, Hiking, Ventura, Parks, 25mins from various Beaches, Halfway point between Los Angeles and Santa Barbara, 40mins or so to Los Angeles/Hollywood and 1hr drive to Santa Barbara. You’ll love it because of the quiet neighborhood, a private suite and space all to yourself. Our place is good for couples, solo adventurers, & business travelers. *Heater and A/C inside unit.

Luxury 2 King Master Bdrm Woodland Hills
Relax and feel at home in this luxury apartment with a cozy touch. The apartment is located in Woodland Hills/Canoga Park, 5 minutes away from the Topanga Mall. There is plentiful shopping, dining, movie theaters and family activities within a few miles. Nearby cities include Calabasas, Tarzana, Studio City, Sherman Oaks, and Encino. Easy freeway access. Apartment is complete with in unit laundry. Building includes resort style amenities.
Popular amenities for Simi Valley rentals with a pool
House rentals with a pool

New Toluca Lake Private Pool House

Midcentury Modern home with tons of Natural light!

Peace of Paradise

Heated Pool & Spa, BBQ, Pool Table, Games, Private

Full kitchen - Jacuzzi - Laundry - Private - Piano

4 Bedroom house large pool & spa in prime location

Honeymoon House in Hollywood Hills

Resort style villa home/pool & jacuzzi, king bed
Condo rentals with a pool

10 minutes from Six Flags and 30 minutes from LA

Luxury Modern Penthouse 5 min from Magic Mountain

Luxury Modern Condo w/PS5, UltraFast Wi-fi Kingbed

Modern Super Clean Central Hollywood NEW 1 Bedroom

1BD Condo with Free Parking, Gym, Pool in LA

Hot Tub, Gym, King Bed, W/D *80 Walk Score*

Paradise Gateway| Heart Of Hollywood | parking

Lovely 1-bedroom condo Pool&Spa/9mins Six Flags
Home rentals with a private pool

Charming Home Universal Pool hot tub

Plant Lover's Paradise: Jacuzzi/Pool, 420 Welcome

Cozy Mid-Century Pad Fab Views & Fireplace

Contemporary Cottage - An Oasis with a Private Heated Pool.
Beautiful Guest Cottage with Private Pool (Rancho)

Keep Cool in the Poolside Shade at a Charming Encino House

Serene Cozy Guesthouse Garden Oasis
101 Luxurious Home near Universal Studios Pool/Spa
When is the best time to visit Simi Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $259 AUD | $239 AUD | $267 AUD | $246 AUD | $285 AUD | $309 AUD | $355 AUD | $321 AUD | $309 AUD | $309 AUD | $277 AUD | $265 AUD |
| Avg. temp | 13°C | 13°C | 14°C | 14°C | 15°C | 17°C | 19°C | 19°C | 18°C | 18°C | 15°C | 13°C |
Quick stats about holiday rentals with a pool in Simi Valley

Total holiday rentals
Explore 70 holiday rentals in Simi Valley

Verified guest reviews
Over 1,980 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
70 of Simi Valley holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Simi Valley rentals

4.7 Average rating
Simi Valley stays receive an average rating of 4.7 out of 5 from guests
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- Venice Beach
- Los Angeles Convention Center
- Santa Monica Beach
- Crypto.com Arena
- SoFi Stadium
- University of Southern California
- University of California - Los Angeles
- Universal Studios Hollywood
- Santa Monica State Beach
- Rose Bowl Stadium
- Six Flags Magic Mountain
- Beverly Center
- Angeles National Forest
- Silver Strand State Beach
- Carpinteria City Beach
- Long Beach Convention & Entertainment Center
- Hollywood Walk of Fame
- Angels Flight Railway
- Grand Central Market
- Topanga Beach
- Oxnard State Beach Park
- Rincon Beach
- 1st Street Station
- California Institute of Technology




