
Vacation 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.

Oceanview Guesthome-Pool jacuzzi access, pets&kids
Enjoy the tranquil sounds of ocean waves as you relax in your luxurious ocean view pet friendly 1 bed guest house. Walk to beautiful Zuma Beach! Close to shopping, groceries, and of course the incomparable Pacific Ocean. Enjoy sun, swimming, surfing, SUP, and more. Swimming Pool & Jacuzzi on site. Property includes private gated outdoor space & parking, washer/dryer and full kitchen. Queen bedroom & add'l Murphy bed, huge sofa that fits XL twin sized bedding comfortably sleep 6 guests.

Tulip picking/ Privacy/ 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

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

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.

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.

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.

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.

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.

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!

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.

Spacious, private guest suite in great area
Well appointed, spacious, newly remodeled and furnished downstairs private guest suite in an exceptional area. Easy, unrestricted, nearby, safe parking on street. Private entrance. New king bed. Cedar wood hot rock sauna, large television, kitchen, and its own washer/dryer. Access to a shared private pool and jacuzzi. Private patio with chairs and table. Barbecue outside. No children or pets please. No smoking at any time inside. All basic amenities provided.

Topanga Canyon Oasis by Colby&Conrad
Experience the magic of Topanga Canyon from this thoughtfully curated retreat nestled beside an enchanting oak forest. Swim in the infinity pool, unwind in the spillover spa, and take in sweeping canyon views. Enjoy morning coffee under the trees, listen to birdsong, and explore crystal forest and cactus garden paths. Optional on-site wellness experiences elevate your stay, perfect for romantic escapes, creative retreats, or peaceful resets near Los Angeles.
Popular amenities for Simi Valley rentals with a pool
House rentals with a pool

Lake Balboa Ranch Home with Pool & indoor Jacuzzi

Spacious Home With Pool and Spa in Thousand Oaks

Heated Pool+Spa +Kids Fun Paradise-Near LA Beaches

New Toluca Lake Private Pool House

Hollywood paradise studio in house,own entrance

Paradise Retreat | Private 3 Bedroom w/ Pool & Spa

King Suite | HTD Pool | BBQ | Newly Renovated

Full kitchen - Jacuzzi - Laundry - Private - Piano
Condo rentals with a pool

Stylish Modern industrial condo with Rooftop pool

Skyline view Condo, Free Parking, Jacuzzi

Luxury Modern Penthouse 5 min from Magic Mountain

Charming Loft-Rooftop Pool, Spa & FREE parking

Magnificent 2 BR apartment in Glendale, pool&gym

Lux apart walking to Americana/EV charger

Hot Tub | Gym | King Bed | WD I Balcony I Monitor

Luxury Top Floor DTLA Condo w/Pool *Free Parking*
Home rentals with a private pool

2 BR Mediterranean Oasis Sleeps 6!

Plant Lover's Paradise: Jacuzzi/Pool, 420 Welcome

Mid-Century Hollywood Hills Home | Pool & Views

Contemporary Cottage - An Oasis with a Private Heated Pool.

Keep Cool in the Poolside Shade at a Charming Encino House

Serene Cozy Guesthouse Garden Oasis
101 Luxurious Home near Universal Studios Pool/Spa

Pool Oasis in Vintage Craftsman House
When is the best time to visit Simi Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $238 CAD | $219 CAD | $245 CAD | $226 CAD | $262 CAD | $284 CAD | $326 CAD | $295 CAD | $284 CAD | $240 CAD | $260 CAD | $365 CAD |
| Avg. temp | 13 °C | 13 °C | 14 °C | 14 °C | 15 °C | 17 °C | 19 °C | 19 °C | 18 °C | 18 °C | 15 °C | 13 °C |
Quick stats about vacation rentals with a pool in Simi Valley

Total vacation rentals
Explore 70 vacation rentals in Simi Valley

Verified guest reviews
Over 1,980 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
70 of Simi Valley vacation 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
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- Venice Beach
- Los Angeles Convention Center
- Santa Monica Beach
- Crypto.com Arena
- SoFi Stadium
- University of California - Los Angeles
- University of Southern California
- Universal Studios Hollywood
- Six Flags Magic Mountain
- Rose Bowl Stadium
- Santa Monica State Beach
- Santa Monica Pier
- Beach House
- Long Beach Convention & Entertainment Center
- The Grove
- Silver Strand State Beach
- Carpinteria City Beach
- Hollywood Walk of Fame
- Dodger Stadium
- Topanga Beach
- Oxnard State Beach Park
- La Brea Tar Pits and Museum
- Rincon Beach
- California Institute of Technology




