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.

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Top Guest favourite
Home in Moorpark
4.95 out of 5 average rating, 132 reviews

Amazing grounds/ Bunnies/ Peaceful/ 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

Top Guest favourite
An aerial view captures the expansive property featuring a spacious guest suite, inviting pool area, and various outdoor sitting spaces. Lush greenery and palm trees surround the layout, while colorful umbrellas and seating arrangements provide relaxation options in the sun. Scenic walking paths are visible throughout.
Guesthouse in Simi Valley
4.98 out of 5 average rating, 115 reviews

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

Guest favourite
A welcoming entryway is presented with double doors opened wide, revealing a glimpse of the interior space. The exterior features a textured light gray wall, complemented by the house number displayed prominently.
Home in Thousand Oaks
4.83 out of 5 average rating, 267 reviews

Spacious Home With Pool and Spa in Thousand Oaks

Beautiful home located in a cul de sac, safe neighborhood. Close to grocery stores, mall, restaurants, entertainment places, etc. It has a big open driveway that will fit 4 cars The backyard has a pool and spa with a bbq and fire pit. 10PM-7AM ARE QUIET HOURS! Kitchen has all amenities you need to feel at home. We also have a game room with a sofa to lounge on, Foosball table and board games for your fun. Smart TVs are available in the living room and master bedroom with cable along with WiFi.

Top Guest favourite
A spacious living area features a large beige sofa, complemented by a cozy armchair and a stylish coffee table. A stone fireplace is centered against a textured wall, with a mounted television above. Natural light floods in through tall windows, enhancing the inviting atmosphere.
Home in Thousand Oaks
4.97 out of 5 average rating, 152 reviews

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.

Top Guest favourite
A cozy living room features a dark blue sofa adorned with a yellow throw blanket. A round coffee table sits in the center, accompanied by colorful poufs and a decorative plant. Natural light enters through a nearby door, highlighting the warm wooden flooring.
Guesthouse in Simi Valley
4.99 out of 5 average rating, 108 reviews

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.

Top Guest favourite
A vibrant sunset is captured over the horizon, with shades of orange, pink, and purple merging into a soft blue sky. The distant silhouettes of islands are visible, framed by the expansive view of the ocean, creating a serene natural setting.
Guesthouse in Somis
4.97 out of 5 average rating, 200 reviews

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.

Top Guest favourite
A living room features a cozy seating arrangement with a dark sectional sofa and an armchair. A glass coffee table is positioned at the center. Natural light enters through plantation shutters, with a television mounted on the wall and a ceiling fan above.
Condo in Valencia
4.97 out of 5 average rating, 246 reviews

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.

Top Guest favourite
A serene pool area features a curved pool surrounded by lush greenery. A large pot with an agave plant accentuates the scene. The patio area is paved and includes comfortable seating, creating an inviting atmosphere for relaxation.
Guesthouse in Simi Valley
5 out of 5 average rating, 310 reviews

Resort Oasis

This private bedroom suite is part of the main house, but completely secluded from the rest of the home (you will not share any common spaces or have access to the home nor will we enter unit without prior notification). The space is bright & airy thanks to the vaulted ceilings, defused sky lights and large windows & sliding door. Kitchenette in unit and BBQ grill in the garden. There is also a large outdoor kitchen police. There are many unique garden areas for you to enjoy.

Guest favourite
An outdoor kitchen area is highlighted by a large rock formation, featuring two stainless steel grills and a mounted TV. Stylish seating with turquoise cushions surrounds a curved bar, complemented by landscaped greenery and palm trees in the background.
Home in Moorpark
4.91 out of 5 average rating, 175 reviews

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.

Top Guest favourite
A serene outdoor space features a private pool surrounded by natural stone and lush greenery. Large boulders are integrated into the landscape, and a pair of lounge chairs is positioned nearby, inviting relaxation in a tranquil setting.
Home in Chatsworth
4.93 out of 5 average rating, 306 reviews

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!

Guest favourite
A serene pool area is surrounded by a paved patio and greenery, showcasing a clear blue pool reflecting the colors of a vibrant sunset sky. A gentle slope leads to the back of the house, enhancing the outdoor space's appeal.
Guesthouse in Los Angeles County
4.95 out of 5 average rating, 115 reviews

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.

Guest favourite
Apartment in Thousand Oaks
4.87 out of 5 average rating, 113 reviews

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.

Popular amenities for Simi Valley rentals with a pool

When is the best time to visit Simi Valley?

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Avg. price$249 AUD$229 AUD$256 AUD$236 AUD$273 AUD$296 AUD$340 AUD$307 AUD$296 AUD$250 AUD$272 AUD$380 AUD
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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, 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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