
Holiday rentals with a pool in Simi Valley
Find and book unique homes with a pool on Airbnb
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
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, Hot Tub, Pool, Tennis
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

Heated Pool+Spa +Kids Fun Paradise-Near LA Beaches
BUILT FOR FAMILIES, Los Angeles (EV Car Chargers FREE) Less than 25 min from Malibu, Downtown, Hollywood, Venice, Pasadena, Universal City, Beverly Hills, Santa Monica. This home has been Newly Furnished and Completely Remodeled. Heated Salt Water Pool, Fitness Equipment, Full Kitchen, BBQ, Big Screen TVs indoors and outdoors by the Pool. Study Work Desk. Jacuzzi, Cable, Wi-Fi, Office Work Space, Private Parking, Ping Pong tables, Corn Hole, Floating beds for the pool and Jungle Gym.

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.

Plant Lover's Paradise: Jacuzzi/Pool, 420 Welcome
A plant lover's paradise tucked into a private backyard studio guesthouse, your own escape w/ a cal king bed, large pool, hot tub, cabana, and massage chair, not shared, all yours to enjoy! Surrounded by tropical fruit trees, an organic garden, and an aquaponics system, a true botanical hidden oasis. Cannabis-friendly (outdoors only). Mention "420" for complimentary organically grown pre-rolls (subject to availability). Max 2 guests. Please confirm you've reviewed the house rules when booking.

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+

Updated 2 Bed 2 Bath Condo Westlake Village
Welcome to our 2 bed 2 bath 1200 sq ft condo in beautiful Westlake Village, CA! The space is located in a very quiet condo complex surrounded by beautiful greenery. We have easy freeway access & are close to shopping & dining options. The home includes 1 king & 1 queen bed, a huge sectional couch, wifi, fully equipped kitchen, & three large TVs. We offer contactless self check in with keyless keypad entry. No pets, no parties, & no smoking or drugs. Not suitable for children or infants.

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.
Popular amenities for Simi Valley rentals with a pool
House rentals with a pool

Lake Balboa Ranch Home with Pool & indoor Jacuzzi

Spacious Home With Pool and Spa in Thousand Oaks

Paradise Retreat | Private 3 Bedroom w/ Pool & Spa

Modern Family Farmhouse pool&spa, treehouse, bocce

Peace of Paradise

Full kitchen - Jacuzzi - Laundry - Private - Piano

Cali Luxury Dream Pool Hideaway + Guest Suite

Magical sanctuary - hot tub/pool
Apartment rentals with a pool

Skyline view Condo, Free Parking, Jacuzzi

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

Brand-New, Deluxe Hollywood Studio

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

Magnificent 2 BR apartment in Glendale, pool&gym

Lux apart walking to Americana/EV charger

Pool | Hottub | King Bed | WD | Walk to Shops

Luxury Top Floor Condo 5 min from Magic Mountain
Home rentals with a private pool

2 BR Mediterranean Oasis Sleeps 6!

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 Stunning Valley Retreat | Pool • Spa • Family

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $325 SGD | $317 SGD | $254 SGD | $213 SGD | $247 SGD | $268 SGD | $308 SGD | $278 SGD | $268 SGD | $226 SGD | $246 SGD | $344 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 |
Destinations to explore
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- Guest house rentals Simi Valley
- Rentals with pools Ventura County
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- Rentals with pools United States
- Venice Beach
- Universal Studios Hollywood
- Beach House
- Santa Monica Beach
- University of California - Los Angeles
- Los Angeles Convention Center
- SoFi Stadium
- University of Southern California
- Crypto.com Arena
- Dodger Stadium
- Six Flags Magic Mountain
- Rose Bowl Stadium
- Long Beach Convention & Entertainment Center
- Santa Monica Pier
- The Queen Mary
- Hollywood Bowl
- Hollywood Walk of Fame
- Carpinteria City Beach
- The Grove
- Santa Monica State Beach
- California Institute of Technology
- Topanga Beach
- La Brea Tar Pits and Museum
- Dockweiler State Beach





