
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.

Pickleball/ Fireplace/ Hot tub/ HDTV
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

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.

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.

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!

Newer Tiny House Comfy Cozy/ Six Flags/CalArts
Newer "Tiny House" in a very private and relaxing setting. Great for couples and kids. Beautiful amenities, private entrance with parking on property. Enjoy the mountain and canyon views of the Castaic and surrounding valleys below! Only minutes from Six Flags and Cal Arts. Luxurious Master suite, complete kitchen with large counter space, beautiful bathroom with skylight! All amenities provided for your enjoyment and stay. Coffee, Tea, WiFi, TV included. All the comforts of being at Home!

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.

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

Topanga Pool House
The Topanga Pool House is a resort like property located at the edge of the State Park, with canyon views & ocean breezes. The infrared sauna, cedar plunge pool, hot tub, outdoor bed and yoga deck provide an escape from the hustle of the city. Guests have said it's "as if you have a resort to yourselves" "spa like" "magical and healing" and that's the experience we strive to provide. We live in the upstairs unit but prioritize guest's privacy at all times.

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.

A Happy Home
Celebrate your time off in our happy, family-friendly home. This four-bedroom single-story house boasts an AMAZING kitchen, an expansive pet-friendly backyard, a refreshing swimming pool, and beautifully decorated living room and bedroom spaces. The water pressure in both of the home's walk-in showers will blow your mind and everyone will want to try out the remote-controlled bidet in the Master Bathroom. We look forward to hosting you and yours!
Popular amenities for Simi Valley rentals with a pool
House rentals with a pool

Spacious Home With Pool and Spa in Thousand Oaks

Island Style Oasis Home- Island in the Sky

2 story Modern Villa open concept house pool/spa.

Mid-Century Modern Pool Villa

King Suite | HTD Pool | BBQ | Newly Renovated

Peace of Paradise

Honeymoon House in Hollywood Hills

Spacious LA Villa w/ Pool, Hot Tub & Parking
Condo rentals with a pool

Stylish Modern industrial condo with Rooftop pool

Skyline view Condo, Free Parking, Jacuzzi

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

Live Like a Legend In DTLA + 360° Pool + Parking

Luxury Condo in the heart of DTLA

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

Luxury Top Floor Condo 5 min from Magic Mountain

Luxury Resort Condo by Six Flags Magic Mountain
Home rentals with a private pool

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

Midcentury Chic in H’wood Hills! Stunning views’

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
When is the best time to visit Simi Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 150 | € 138 | € 154 | € 142 | € 164 | € 178 | € 205 | € 185 | € 178 | € 178 | € 160 | € 153 |
| 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Simi Valley vacation rentals include wi-fi 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
- Los Angeles Convention Center
- Santa Monica Beach
- Crypto.com Arena
- SoFi Stadium
- Universal Studios Hollywood
- University of Southern California
- University of California, Los Angeles
- Santa Monica State Beach
- Rose Bowl Stadium
- Six Flags Magic Mountain
- Beverly Center
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- Long Beach Convention and Entertainment Center
- Hollywood Walk of Fame
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