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 2,190 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

    80 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.

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Top guest favourite
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
4.98 out of 5 average rating, 240 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

FamilyLocationHospitality

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.
Guest house 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

ValueLocationComfort

Superhost
Flat in Hidden Hills
4.93 out of 5 average rating, 174 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. *pricing has been updated due to Airbnb’s 15.5% host fee*

LocationFamilyWalkability

Superhost
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, 275 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.

LocationFamilyLaundry

Top guest favourite
A warm, inviting house features a large front porch with wooden railings, surrounded by vibrant gardens. Lush greenery and various plants are present, with a backdrop of rolling hills under a clear blue sky.
Home in Topanga
4.99 out of 5 average rating, 114 reviews

Magical sanctuary - hot tub/pool

This magical private retreat has something for the entire family. From relaxing in the beautiful gardens to enjoying the pool and hot tub in the wet area, this is a truly special one of a kind vacation home. It features three large bedrooms as well as a private separate guest cottage, a beautiful open living room dining room and kitchen area and two stunning newly renovated full bathrooms. Stunning views and private grounds. There are even roaming peacocks! $25 per day propane fee for hot tub

ValueLocationCheck-in

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.
Apartment in Valencia
4.91 out of 5 average rating, 219 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+

ValueFamilyHot tub

Top guest favourite
Home in Moorpark
4.95 out of 5 average rating, 152 reviews

Beat the heat, Perfect Private Resort Pool

Experience Olive Hill Ranch, an escape from daily life. Nestled in rural Thousand Oaks, enjoy 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 and pickle ball. 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

ValueFamilyHiking

Guest favourite
A serene outdoor area features a saltwater pool surrounded by tropical plants. Comfortable lounge chairs are positioned next to the pool, complemented by a large umbrella for shade. A decorative hanging chair and small tables are included for relaxation.
Home in Woodland Hills
4.91 out of 5 average rating, 114 reviews

Cali Luxury Dream Pool Hideaway + Guest Suite

HSR23-001194 Welcome to "Cali Luxury Dream Hideaway," where California allure meets Bali enchantment. This secluded retreat boasts a gated property with lush greenery and a stunning saltwater pool and spa. Our home features elegant living areas, stylish furniture, and a chefs kitchen with quartz counters. Upstairs, find three bedrooms, including a master bedroom with ensuite bath. Fourth bedroom is located in the guest suite and includes a private entrance, full kitchen, and bath.

FamilyValueNearby

Top guest favourite
Guest house in Los Angeles County
4.95 out of 5 average rating, 130 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.

ValueFamilyCleanliness

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.
Flat in Thousand Oaks
4.88 out of 5 average rating, 123 reviews

Centrally located, 2bd Near, 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.

FamilyLocationEV charging

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
4.98 out of 5 average rating, 220 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.

LocationValueDecor

Top guest favourite
A modern kitchen features sleek countertops and dark cabinetry, complemented by a stylish tile backsplash. High-end stainless steel appliances are integrated, with a spacious open layout that allows for easy movement. Natural light streams in through the window, illuminating the inviting cooking space.
Home in Thousand Oaks
4.98 out of 5 average rating, 185 reviews

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!

LocationValueCheckout

Popular amenities for Simi Valley rentals with a pool

When is the best time to visit Simi Valley?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price₹23,723₹23,156₹18,525₹24,952₹19,659₹19,565₹22,495₹20,321₹19,565₹16,540₹17,958₹25,141
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