
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.

Gorgeous grounds/pickleball/ 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

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.

Tuscan Villa Guest House
Lovely, private guest house in the middle of an avocado orchard with swimming pool & hot tub & spectacular views of the Channel Islands. Sunsets are unbelievable! Feels like you're in the Tuscan hills of Italy with an ocean view in the distance. Tranquil & secluded yet only 10 minutes from Camarillo Airport & the Camarillo Outlet stores, 20 minutes to beaches, 30 minutes to Malibu, 45 minutes to Santa Barbara, 1 hour North of Los Angeles. Cal State University Channel Islands is 15 minutes away.

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.

Gym | King Bed | WD I Balcony | Walkable | Desk
Enjoy your stay in a stylish and spacious mid-century modern apartment with premium amenities - hot tub, pool, gym, playground, BBQ area. Ideally situated between Los Angeles and Santa Barbara, it's perfect for a weekend escape and fully equipped for an extended stay. INCLUDED: *Access to heated pool, large hot tub, gym *55" Smart TV + Netflix & HBO *850 sq. ft. *Coffee, tea, cookies *Private balcony *Fully equipped kitchen *Parking *Washer, dryer, dishwasher *Workspace + monitor

Island Style Oasis Home- Island in the Sky
Welcome to Island Style Oasis– your very own private paradise! Our luxurious retreat is the perfect place to escape the hustle and bustle of everyday life and indulge in some much-needed relaxation. Nestled in a peaceful and serene valley our stunning property offers everything you need to rejuvenate your body and mind. Whether you want to take a dip in our sparkling pool, soak in one of our Jacuzzi tubs, or unwind in our steam showers and dry sauna, we've got you covered.

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.

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.

A Happy Home w/Sparkling Pool
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

MULHOLLAND HILLS RETREAT W/BEST VIEWS IN LA

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

Spacious Home With Pool and Spa in Thousand Oaks

Midcentury Modern home with tons of Natural light!

Heated Pool/Spa • World Cup FIFA SoFi • Games •BBQ

Cali Luxury Dream Pool Hideaway + Guest Suite

Stylish Home w Pool & Spa

Charming Private Guest House with Kitchen and Pool
Apartment rentals with a pool

Stylish Modern industrial condo with Rooftop pool

⁎ArtDeco ⁎ Condo⁎ pool⁎ Gym⁎Free Parking⁎Jacuzzi

Skyline view Condo, Free Parking, Jacuzzi

Brand-New, Deluxe Hollywood Studio

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

Beautiful 2-BR Loft in DTLA w/ Rooftop Pool

Magnificent 2 BR apartment in Glendale, pool&gym

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.
Beautiful Guest Cottage with Private Pool (Rancho)

Serene Cozy Guesthouse Garden Oasis

Keep Cool in the Poolside Shade at a Charming Encino House

Pool Oasis in Vintage Craftsman House
101 Stunning Valley Retreat | Pool • Spa • Family
When is the best time to visit Simi Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $321 SGD | $314 SGD | $251 SGD | $211 SGD | $244 SGD | $265 SGD | $305 SGD | $275 SGD | $265 SGD | $224 SGD | $243 SGD | $340 SGD |
| 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 80 holiday rentals in Simi Valley

Verified guest reviews
Over 2,120 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Simi Valley holiday 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
- Santa Monica Beach
- SoFi Stadium
- Crypto.com Arena
- Los Angeles Convention Center
- University of Southern California
- Universal Studios Hollywood
- Six Flags Magic Mountain
- Rose Bowl Stadium
- Santa Monica State Beach
- Long Beach Convention & Entertainment Center
- Beach House
- Dodger Stadium
- The Grove
- Carpinteria City Beach
- Santa Monica Pier
- Hollywood Walk of Fame
- Hollywood Bowl
- Topanga Beach
- Oxnard State Beach Park
- California Institute of Technology
- La Brea Tar Pits and Museum
- Rincon Beach
- The Getty





