
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.

Valentines, Most Romantic Setting, Hot Tub!
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.

Modern Family Farmhouse pool&spa, treehouse, bocce
Bright, beautiful home full of activities including; kids tree house, bocce ball court, golf putting green and fruit trees in season. Featuring, pool, jacuzzi, two king bed master bedroom suites, kids room, patio furniture, fire pit, BBQ, and farm table for outdoor dining. Close to great hiking trails and Malibu Beach is only 25 minutes away. Come enjoy fruit and the fun at The Orchard House. Have fun with the whole family at this stylish home. Note: Heated pool accommodation is $100-$75 a day.

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.

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

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.

Modern Garden Retreat
A spotless bedroom and designer bathroom in the garden wing of a private home close to the many restaurants and small shops on Ventura Boulevard. Universal City, the studios, Beverly Hills, Hollywood, Pasadena, the Getty Museum and other attractions are easily accessed. The fully equipped suite has a private entrance and is separated from the main house by a locked door. A tranquil oasis in the middle of the city! Welcome!
Popular amenities for Simi Valley rentals with a pool
House rentals with a pool

Heated Pool+Spa +Kids Fun Paradise-Near LA Beaches

New Toluca Lake Private Pool House

Midcentury Modern home with tons of Natural light!

King Suite | HTD Pool | BBQ | Newly Renovated

Peace of Paradise

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

Honeymoon House in Hollywood Hills

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

Stylish Modern industrial condo with Rooftop pool

Skyline view Condo, Free Parking, Jacuzzi

Glam DTLA Condo, Pool & Parking

DTLA 2BR Condo w/ Pool & Free Parking

Magnificent 2 BR apartment in Glendale, pool&gym

Luxury Condo in the heart of DTLA

Hot Tub | Gym | Monitor | Very Walkable

Luxury Top Floor DTLA Condo w/Pool *Free Parking*
Home rentals with a private pool

2 BR Mediterranean Oasis Sleeps 6!

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

Contemporary Cottage - An Oasis with a Private Heated Pool.

Serene Cozy Guesthouse Garden Oasis

Keep Cool in the Poolside Shade at a Charming Encino House
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 | $248 AUD | $228 AUD | $255 AUD | $235 AUD | $272 AUD | $295 AUD | $339 AUD | $307 AUD | $295 AUD | $250 AUD | $271 AUD | $379 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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- Rentals with pools Ventura County
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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
- Los Angeles State Historic Park
- Beverly Center
- Santa Monica Pier
- Long Beach Convention & Entertainment Center
- Silver Strand State Beach
- Carpinteria City Beach
- Beach House
- The Grove
- Hollywood Walk of Fame
- Dodger Stadium
- Topanga Beach
- Oxnard State Beach Park
- Rincon Beach




