
Vacation 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.

Pool House on the Ranch/ seasonal heated pool
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

LA, Top of the Hills, Views, Pool, Private Suite
We would like to offer people from all over the world visiting Los Angeles a place to relax after intense sightseeing tours or after a long work day. We created a little suite that has a separate bedroom, a separate living room, and a private bathroom with amazing views of the valley hills and the city right by the pool. Just have a glass of wine at the end of our back yard on top of the hill and watch the moon and stars, do a few laps in the pool, or just watch a movie in your own living room.

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.

Lux Resort Gorgeous Views & Pool
Wake up to a breathtaking view of the sunrise at this newly renovated 5BDR luxurious home, located in the most peaceful area in West Hills. Comes with a pool, 6bd (1 king, 1 queen) ping pong table, theater/game room & balcony access for 4 rooms. Next to the 118 and 101 freeways makes it a less than 20 minutes drive to most entertainment places in Los Angeles like Hollywood, Malibu, Santa Monica, Universal Studios, a 5 min drive to essential markets & 1 of southern Cali’s biggest shopping malls!

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

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.

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

Island Style Oasis Home- Island in the Sky

New Toluca Lake Private Pool House

Paradise Retreat | Private 3 Bedroom w/ Pool & Spa

Midcentury Modern home with tons of Natural light!

Mid-Century Modern Pool Villa

Peace of Paradise

3 bdrm / 4 Bed / 2 bath Kitchen/Jacuzzi/Laundry

Honeymoon House in Hollywood Hills
Condo rentals with a pool

☀Art Deco Condo ☀ pool ☀ Gym ☀Free Parking☀Jacuzzi

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

Skyline view Condo, Free Parking, Jacuzzi

Stylish Modern industrial condo with Rooftop pool

Luxury Top Floor DTLA Condo w/Pool *Free Parking*

Malibu beachfront condo w pool, 2 bedroom 1 bath

DTLA Elegance & Style (1 bdrm, Free Parking, Pool)

Gorgeous 3 Bedroom Condo!
Home rentals with a private pool

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

Contemporary Cottage - An Oasis with a Private Heated Pool.

Keep Cool in the Poolside Shade at a Charming Encino House

Serene Cozy Guesthouse Garden Oasis
101 Luxurious Home near Universal Studios Pool/Spa

Pool Oasis in Vintage Craftsman House

Designer’s Dream Oasis with Lap Pool & Hot Tub

Historical Swiss Chalet in Los Angeles (with pool)
When is the best time to visit Simi Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $244 CAD | $224 CAD | $251 CAD | $231 CAD | $267 CAD | $290 CAD | $375 CAD | $290 CAD | $290 CAD | $269 CAD | $260 CAD | $249 CAD |
| 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 vacation rentals with a pool in Simi Valley

Total vacation rentals
Explore 70 vacation rentals in Simi Valley

Verified guest reviews
Over 1,820 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
70 of Simi Valley vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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
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- Los Angeles Convention Center
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