
Vacation rentals with a pool in Simi Valley
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Simi Valley

Total vacation rentals
Explore 80 vacation rentals in Simi Valley

Verified guest reviews
Over 2,190 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
50 properties have a dedicated workspace

Wifi availability
80 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
Top-rated rentals with a pool in Simi Valley
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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

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.

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.

Pool | XL Hot Tub | King Bed | WD | Workspace
Designed for business travelers and extended stays, this fully furnished mid-century modern apartment features fast Wi-Fi, workspace, in-unit laundry, parking, and a fully equipped kitchen. Enjoy resort-style amenities including a pool, hot tub, gym, and BBQ area - all in a convenient location between Los Angeles and Santa Barbara. INCLUDED ✓ In-unit washer & dryer ✓ Fully equipped kitchen ✓ Free parking ✓ Fast Wi-Fi ✓ Workspace ✓ Smart TV ✓ Pool, hot tub & gym ✓ Complimentary coffee & tea

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.

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!

Paradise near CSUN, Universal & 6 Flags
Guests love this quiet place to sleep. Visit the city by day. Return to sit with nature in the backyard or gaze at the stars by the pool. Porter Ranch is close to the 118 & 405. Non-rush hour driving in minutes: 5 ~ CSUN 20 ~ Burbank Airport (30 LAX) 20 ~ Universal Studios 20 ~ Six Flags/Hurricane Harbor 20 ~ Getty Center 30 ~ Downtown LA/Dodger Stadium 45 ~ Disneyland 60 ~ Santa Barbara 3.5-4 hours Las Vegas
Popular amenities for Simi Valley rentals with a pool
House rentals with a pool

Iconic Mulholland Hills Retreat Best Views in LA

Spacious Home With Pool and Spa in Thousand Oaks

LA Home, Heat Pool+Spa +Kid Fun Zone, Near Malibu

Full kitchen - Jacuzzi - Laundry - Private - Piano

Cali Luxury Dream Pool Hideaway + Guest Suite

Luxurious villa King Beds Pool & Spa

Magical sanctuary - hot tub/pool

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

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

Modern, Spacious 1 Bd Loft in DTLA - FREE Parking

Skyline view Condo, Free Parking, Jacuzzi

Brand-New, Deluxe Hollywood Studio

Your Stylish Home Away From Home In Downtown LA!

DTLA 2BR Condo w/ Rooftop Pool & Free Parking

Magnificent 2 BR apartment in Glendale, pool&gym

Updated 2 Bed 2 Bath Condo Westlake Village
Home rentals with a private pool

2 BR Mediterranean Oasis Sleeps 6!

Contemporary Cottage - An Oasis with a Private Heated Pool.

Hollywood Hills Dream Pool Villa & Iconic Location
Beautiful Guest Cottage with Private Pool (Rancho)

Serene Cozy Guesthouse Garden Oasis

Pool Oasis in Vintage Craftsman House

101 Stunning Valley Retreat | Pool • Spa • Family

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 | $352 CAD | $343 CAD | $275 CAD | $370 CAD | $291 CAD | $290 CAD | $333 CAD | $301 CAD | $290 CAD | $245 CAD | $266 CAD | $373 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 |
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- Venice Beach
- Beach House
- Santa Monica Beach
- SoFi Stadium
- University of California - Los Angeles
- Crypto.com Arena
- Six Flags Magic Mountain
- Rose Bowl Stadium
- Long Beach Convention & Entertainment Center
- Hollywood Bowl
- The Queen Mary
- Carpinteria City Beach
- Santa Monica State Beach
- Topanga Beach
- La Brea Tar Pits and Museum
- Dockweiler State Beach
- Los Angeles State Historic Park
- Los Angeles Memorial Coliseum
- Rincon Beach
- Hollywood Beach
- The Getty
- Americana at Brand
- Leo Carrillo State Beach
- Hermosa Beach Pier





