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, 125 reviews

Fireplace/ Pickleball/ Hot tub/ No Chores

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

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, 113 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

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, 105 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 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, 238 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 spacious living area features a comfortable gray sofa paired with a bright orange chair. A dining table with four tan chairs is positioned nearby. Natural light enters through large windows, illuminating the room's modern artwork and soft neutral tones.
Condo in Valencia
4.92 out of 5 average rating, 196 reviews

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+

Top Guest favourite
A light-colored guest house is visible, featuring a door framed by two black chairs and a small bench. A surfboard leans against the wall. The saltwater pool glimmers, with a patio area and BBQ grill nearby, surrounded by green grass and landscaping.
Home in Woodland Hills
4.95 out of 5 average rating, 197 reviews

Charming Private Guest House with Kitchen and Pool

Welcome to our house on a gated property, with full access to backyard & salt-water swimming pool. Remodeled, spacious studio with high ceilings, kitchen, walk-in closet, bathroom, & outdoor BBQ. Space is open and bright with comfy minimalist scandi-modern vibe with its own private entry. Less than a mile from farmer's market, cafés, restaurants, nail salons &grocery. 20 min drive via scenic canyon roads to the beach. Relaxed setting, convenient location. HSR24-003114

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, 302 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 Chatsworth
4.95 out of 5 average rating, 111 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
A living area features a spacious gray sectional sofa positioned across from a wall-mounted television. Large glass doors allow natural light, leading to an outdoor seating area. Decorative green accents and a small round coffee table enhance the inviting atmosphere.
Apartment in Thousand Oaks
4.88 out of 5 average rating, 108 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.

Top Guest favourite
The exterior of the mid-century modern home is showcased at dusk, highlighting a pool in the foreground. A dining set sits beside the pool, with large windows revealing the interior space. Architectural elements include a stone chimney and surrounding greenery.
Home in Thousand Oaks
4.99 out of 5 average rating, 203 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.

Top Guest favourite
A spacious living area is presented, featuring a modern sectional sofa and a coffee table. A small kitchenette with a microwave and refrigerator is visible to the left. Dark curtains frame the window, and the room is well-lit by overhead lighting, enhancing the clean, comfortable atmosphere.
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 620 reviews

Comfortable, Suite Close to Everything

Welcome! Our place is close to Malibu, Camarillo Outlets, Ronald Reagan Library, Amgen, Hiking, Ventura, Parks, 25mins from various Beaches, Halfway point between Los Angeles and Santa Barbara, 40mins or so to Los Angeles/Hollywood and 1hr drive to Santa Barbara. You’ll love it because of the quiet neighborhood, a private suite and space all to yourself. Our place is good for couples, solo adventurers, & business travelers. *Heater and A/C inside unit.

Guest favourite
A bright living room is presented, featuring a modern gray sofa and a glass-top coffee table. Natural light filters through sheer curtains, illuminating the space. A television is mounted on a sleek white unit, complemented by decorative books on a shelf, and a potted plant adds a touch of greenery.
Apartment in Calabasas
4.92 out of 5 average rating, 148 reviews

Luxury 2 King Master Bdrm Woodland Hills

Relax and feel at home in this luxury apartment with a cozy touch. The apartment is located in Woodland Hills/Canoga Park, 5 minutes away from the Topanga Mall. There is plentiful shopping, dining, movie theaters and family activities within a few miles. Nearby cities include Calabasas, Tarzana, Studio City, Sherman Oaks, and Encino. Easy freeway access. Apartment is complete with in unit laundry. Building includes resort style amenities.

Popular amenities for Simi Valley rentals with a pool

When is the best time to visit Simi Valley?

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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, Wi-Fi 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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