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 2,120 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Simi Valley vacation 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

Top-rated rentals with a pool in Simi Valley

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
An aerial view captures a spacious property featuring a large pool surrounded by sun loungers and landscaped gardens. Palm trees provide shade against a clear blue sky, while the home showcases a red-tile roof and outdoor seating areas for relaxation.
Home in Westlake Village
4.97 out of 5 average rating, 235 reviews

Secluded Oasis Estate

A Writer's Hideaway and Private Escape for the Hollywood Elite. This 3,500 Sq. Ft. oasis features a huge pool and spa, complete with a BBQ and outdoor fire-pit. Enjoy the viewfrom the hillside deck. A long driveway with ample parking leads to this stunning 4.5 bedroom/3 bath home. Large Master Suite includes fireplace, deck, and huge master bath with huge shower and tub with a view. Kitchen fully equipped. Property backs up to the best mountain biking trails in SoCal. Parties/Events Not allowed

Top guest favorite
Home in Moorpark
4.95 out of 5 average rating, 142 reviews

Pickleball/ Hot Tub/Heated 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

Top guest favorite
Guest suite in West Hills
4.99 out of 5 average rating, 758 reviews

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.

Guest favorite
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, 116 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 favorite
An aerial view captures the property layout, featuring a saltwater pool surrounded by a security fence. The outdoor area includes sun loungers, a covered patio with seating, and a play structure for children. A detached garage is positioned near the back of the property.
Home in West Hills
4.97 out of 5 average rating, 118 reviews

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.

Top guest favorite
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, 112 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 favorite
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, 211 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 favorite
A large private pool is surrounded by lush tropical plants and a spacious deck area. A shaded cabana offers a comfortable retreat nearby, with light filtering through the draped curtains, creating a refreshing outdoor environment.
Guesthouse in Reseda
4.99 out of 5 average rating, 764 reviews

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.

Guest favorite
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
4.92 out of 5 average rating, 179 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 favorite
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, 316 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!

Top guest favorite
Home in Thousand Oaks
4.98 out of 5 average rating, 214 reviews

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.

Guest favorite
A serene outdoor area is highlighted by a swimming pool featuring a natural stone waterfall. Surrounding the pool are rock formations and lush greenery, with mountains visible in the background. Soft lighting accentuates the landscape, creating a tranquil environment.
Home in Thousand Oaks
4.93 out of 5 average rating, 131 reviews

Hillside Oasis: Hot Tub, Grotto, View

Welcome to our little slice of heaven in Thousand Oaks, CA. Serene retreat, situated on a hillside, with pool, grotto, and a hot tub. The house features astonishing views of the entire Conejo Valley. Great for family reunions, large groups, and pool days. Wake up to the birds singing and fall asleep to city lights. Your oasis awaits you!

Popular amenities for Simi Valley rentals with a pool

When is the best time to visit Simi Valley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 922ﺩ.ﺇ 900ﺩ.ﺇ 720ﺩ.ﺇ 606ﺩ.ﺇ 701ﺩ.ﺇ 760ﺩ.ﺇ 874ﺩ.ﺇ 790ﺩ.ﺇ 760ﺩ.ﺇ 643ﺩ.ﺇ 698ﺩ.ﺇ 977
Avg. temp13°C13°C14°C14°C15°C17°C19°C19°C18°C18°C15°C13°C

Destinations to explore