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 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

    80 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

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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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

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

4.98 out of 5 average rating, 117 reviews
Superhost
Apartment in Hidden Hills

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*

4.92 out of 5 average rating, 177 reviews
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

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.

4.83 out of 5 average rating, 276 reviews
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

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.

4.97 out of 5 average rating, 222 reviews
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

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.

4.98 out of 5 average rating, 173 reviews
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

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

4.98 out of 5 average rating, 116 reviews
Top Guest favourite
A tranquil nighttime view of the backyard is seen, featuring a lit saltwater pool and spa surrounded by soft blue illumination. A patio area with seating is also visible under the gentle light of surrounding landscape, creating a serene outdoor space.
Guesthouse in Northridge

Guest House, 2 bdrm near CSUN - EV Outlet

Cozy guest house in a quiet residential neighborhood. Unit is detached from main house making it private. Full size kitchen and 2 separate bedrooms. Space for dining, working and relaxing. Private entry, free parking, 240V outlet for EV charging, 5G WIFI, 3 Smart TVs, salt water pool/hot tub, barbq, central air and heating and is located within a gated yard. **** Backyard including Pool/Hot tub is shared with the host family and are not heated October through April 15th.********

4.92 out of 5 average rating, 212 reviews
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

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.

4.92 out of 5 average rating, 187 reviews
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

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!

4.92 out of 5 average rating, 324 reviews
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

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.

4.88 out of 5 average rating, 123 reviews
Top Guest favourite
Double doors open to reveal serene outdoor views of lush greenery and rolling hills. A wooden deck surrounds a tranquil plunge pool, creating a seamless connection between indoor and outdoor spaces. Natural light floods the room, accentuating the inviting ambiance.
Bungalow in Topanga

Topanga Pool House

The Topanga Pool House is a resort like property located at the edge of the State Park, with canyon views & ocean breezes. The infrared sauna, cedar plunge pool, hot tub, outdoor bed and yoga deck provide an escape from the hustle of the city. Guests have said it's "as if you have a resort to yourselves" "spa like" "magical and healing" and that's the experience we strive to provide. We live in the upstairs unit but prioritize guest's privacy at all times.

4.97 out of 5 average rating, 330 reviews
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

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.

4.98 out of 5 average rating, 221 reviews

Popular amenities for Simi Valley rentals with a pool

When is the best time to visit Simi Valley?

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