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.

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Guest favorite

Home in Encino

4.93 out of 5 average rating, 169 reviews

Welcoming Guesthouse with Pool in Encino

Relax poolside or in the hot tub surrounded by lush greenery outside this spacious, renovated guesthouse nestled in a beautiful, private setting. Interior highlights include LED TV and surround sound system, kitchenette, and ample storage. (Pool availability is May 1st - Sep 30th (No exceptions) BUT Hot Tub IS available year round.) We also provide a Keurig coffee maker with K-cups as well as complimentary wine and bottled water. There is a wall-mounted, widescreen LED TV with a surround system with YouTubeTV and Netflix There is a washer and dryer outside the house on the patio for your convenience and an iron and ironing board can be found in the Cupboard Under the Stairs. Pool & Hot Tub: Pool is only available/heated from May 1st - September 30th. No exceptions. Hot Tub is available upon request. The guest house is free-standing, private and separated from the main house by a poll, gazebo and sizable backyard. You have free access to the property and pool. We are happy to make your stay as comfortable as possible. One of us works out of the home and can be accessible if you should need any assistance. Explore Los Angeles—head out on a short walk to endless dining and shopping options on Ventura Boulevard. It's a short drive to colleges, theme parks, tourist attractions, and, of course, Hollywood. You can walk to almost anything you need to hop on a bus just a block away. *No parties, events, or large gatherings allowed. *Guests must all be 21+ years of age, except in the case of families traveling with children. *Pool is only available/heated from May 1st - September 30th. No exceptions. Hot Tub available upon request. *Un-gated pool and stairs. Children must be supervised at all times. Guest accepts all liability and holds owner harmless.

Superhost

Home in Woodland Hills

4.87 out of 5 average rating, 110 reviews

The perfect fun loving home with pool and spa

The Perfect loving home with pool and spa Also provide monthly stay and daily as well . 4 bedrooms 2.5 baths . large living room open space , French doors leading to the back yard pool area. Great entertaining property .The house is gated and safe in a great location near entertainment center and shopping center. 20 min drive to LA city. Perfect for families play area. Pets friendly. Patio with sofas and BBQ. House has travertine floor and a large kitchen . Fully furnished + 2 smart TV'S.

Guest favorite

Guesthouse in Northridge

4.94 out of 5 average rating, 108 reviews

Poolhouse 1 Acre Gated Estate 24/7• Spa•Laundr

Sherwood Forest, CSUN, Van Nuys Airport, Universal Studios, RELAX & REGENERATE. Short or discounted Long stays ! You will love our place because of superior comfortable BEDS, POOL & SPA !!!! Great for professionals, couples and families. • 1 Acre Gated Private Estate • 28% Discount 31 days long term stays • Laundry & Free Parking EV • Sleep Number Bed • POOL SPA BBQ • Sleep Study • 24 /7 Keypad Private Entry • 30 Min. UNIVERSAL, HOLLYWOOD VENICE, SANTA MONICA BEACHES

Superhost

Guesthouse in Topanga

4.74 out of 5 average rating, 141 reviews

Beautiful Guesthouse with pool/jacuzzi in Mountain

Enjoy the charm of our remodeled Topanga guesthouse, complete with a new kitchen, updated bath, vaulted ceilings, and French doors opening to a waterfall pool, year-round Jacuzzi, and lush rose garden. This serene mountain retreat offers a cozy loft with a queen bed and a living room with a pull-out sofa. Nestled in the Santa Monica Mountains National Recreation Area, it’s perfect for scenic hikes or a beach day, just 15 minutes from Malibu/ Santa Monica. Quiet neighborhood; no parties, please.

Guest favorite

Home in Woodland Hills

4.9 out of 5 average rating, 319 reviews

Warm and Welcoming LA Home Private Yard & Pool

Thoughtfully furnished 3-bedroom home with stunning pool and lush landscape. Quiet neighborhood home complete with a fireplace and views of the yard. Newly remodeled kitchen and bath. Fully fenced backyard (pets welcome!), BBQ, & pool are perfect for relaxing. Close to Beach Universal, Malibu, Hollywood, LAX, Dodger Stadium, & more. We DO NOT allow parties, or loud music as our neighbors are elderly. This is a duplex but there is no shared space. Pool, house, & yard are private and all yours!

Guest favorite

Guesthouse in Los Angeles

4.86 out of 5 average rating, 147 reviews

Casa Valentino 1bedroom Unit

You will love this private and newly renovated 1 bedroom house. Located In the beautiful North Hills area. Private entrance. Over 800 sqft of living space! Appliances! New flooring! Incredible Entertainment Setup with 65 inch TV! Can sleep up to 5 1 Queen bed , 1 Queen sofa couch and 1 queen air mattresses. Only 9 miles from Universal studios And 45 miles from Disneyland ! !!The hot tub is not a provided amenity for this unit !!!!! Pool use only Neighbor has roosters that at times crow

Guest favorite

Villa in Sherman Oaks

4.82 out of 5 average rating, 291 reviews

Villa with Private Pool, Spa, Gardens, BBQ, Views

Reserve a romantic getaway, a peaceful business stay or a relaxing pool/spa vacation at a private hillside duplex Villa featuring amazing views, terraced gardens, heated pool and spa and built-in BBQ. Experience Hollywood rustic charm as you dine under the stars on your own private deck or enjoy a swim, spa, croquet or cookout in a secret garden, . Our Villa is centrally located in a safe, upscale Sherman Oaks neighborhood, far from city noise yet convenient to all LA attractions.

Guest favorite

Guesthouse in Hollywood Hills West

4.98 out of 5 average rating, 130 reviews

Private pool-side casita with stunning views!

This secluded, gated, lux retreat with stunning views sits on over 1 acre in a country-like setting with easy access to LA activities. Resort features include steam shower, filtered water, fire pit, pool, hammock, Alexa, 50” TV w premium subscriptions, hi-speed wi-fi, printer, desk, Nespresso coffee maker, BBQ w burner/pots/pans, remote controlled black out blinds, private patio, with luxury amenities and designer details. For reservations more than 3 months away, please inquire.

Guest favorite

Guesthouse in Newhall

4.98 out of 5 average rating, 460 reviews

Cozy Guesthouse w pool, firepit & heated jacuzzi

GUESTHOUSE W PRIVATE USE OF BBQ, POOL, SLIDE, FIRE PIT & HEATED SPA CLEANED TO CDC RECOMMENDATIONS COMPLETELY SEPARATE FROM MAIN HOUSE WITH FENCE NO LOUD PARTIES, NO LIVE MUSIC. For your safety AIRBNB is not allowing parties or events to be hosted. NO MORE THAN 10 PEOPLE ALLOWED AT ANY TIME. Contact us if you need an exception. Guesthouse w kitchenette (no oven) living room, master bedroom, open loft (as 2nd bedroom) Dedicated parking, TV, WIFI, washer/dryer and private entrance.

Guest favorite

Home in Encino

4.87 out of 5 average rating, 117 reviews

**BRIGHT & BEAUTIFUL w/ POOL, BBQ, UPSCALE AREA**

*Renovated, sunlit home in prestigious LA neighborhood. *Centrally located Oasis w/ BBQ, & large grassy backyard! *Newly redone pool for sunbathing and relaxation! *Alfresco dining under café lights on shaded patio. *Great for kids / large yard and option to fence in pool *Short trip to top-notch restaurants on Ventura Blvd. *Luxurious evening strolls in high-end n'hood. *Fast WiFi + Sat TV + games to enjoy *Lounge chairs for the perfect sun-soaked afternoon with a good book.

Guest favorite

Guesthouse in Topanga

4.95 out of 5 average rating, 140 reviews

Swim under the palm trees, views, pool and comfort

This vacation rental offers the perfect escape, surrounded by nature this tranquil setting makes it the perfect set up after a busy day visiting vibrant LA. Fully stocked for a beach day with beach towels, chairs and a cooler. When in the mood for a morning walk hiking is around the corner no need to use your car. There are also many other hiking trails for beginners or more experienced hikers at a 10 min scenic drive were you can enjoy breath taking vistas.

Guest favorite

Guest suite in Burbank

5 out of 5 average rating, 166 reviews

Beautiful Guest Cottage with Private Pool (Rancho)

Please send me a message here if you are looking for a shorter term stay. In this small Rancho Guest Cottage (approx 500 sqft), you can hear the garden waterfall from the bedroom or lay out taking in the sun near your private pool/jacuzzi. The house features an open-concept design with a separate small bedroom, magnificent patio through the French doors of the living room, giving into the pool/jacuzzi.