Vacation rentals with a patio in Simi Valley

The Cozy Pearl on top

Staying in The pearl feels like sleeping in your imaginary treehouse under the canopy of pepper trees- Charming and peaceful . Completely private with your own personal views of Big Rock peeking through the trees above your outdoor gated and private balcony. Wanna wake up to the sound of frogs from the nearby creek or feel like tuning in to the birds chirping above you ? Dash to town for a hot cup of java and an artsy conversation ? Perhaps a morning swim at the beach , or simply rest at ease .

Pickleball/51 ft heated pool / Jacuzzi/ Fireplace

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

Private, Stylish, Charming 2BR/2.5BA House + Blcny

Welcome to our stylish 2-bedroom / 2.5-bathroom house with a balcony and backyard, perfect for your next getaway. Enjoy the open-plan living space with a 65-inch TV, a 10-foot ceiling plan, and a fully equipped kitchen. Both bedrooms have luxurious bedding for a restful night's sleep. Take in the stunning views from the balcony or relax in the backyard. Located in a peaceful neighborhood with nearby hiking trails, restaurants, and shopping, it is ideal for a romantic retreat or family vacation.

Lux Resort Gorgeous Views & Pool

Wake up to a breathtaking view of the sunrise at this newly renovated 5BDR luxurious home, located in the most peaceful area in West Hills. Comes with a pool, 6bd (1 king, 1 queen) ping pong table, theater/game room & balcony access for 4 rooms. Next to the 118 and 101 freeways makes it a less than 20 minutes drive to most entertainment places in Los Angeles like Hollywood, Malibu, Santa Monica, Universal Studios, a 5 min drive to essential markets & 1 of southern Cali’s biggest shopping malls!

Conejo Valleys Nature Escape for hikers and bikers alike!

Take it easy at this unique and tranquil getaway. Our studio guest house is tucked away in the hills above Newbury Park with quick access to town for shopping or restaurants and located a short walk from the Rosewood Trailhead with access to thousands of acres of dedicated hiking and biking open space. Enjoy a private patio with beautiful views and peaceful spaces to enjoy outdoor. We live on property in the main house so additional amenities can be provided to make your stay personalized.

Hideaway Heaven $120 per night + 25.00 cleaning

Where movie magic happens nestled in the heart of Santa Clarita is a charming studio guest house thoughtfully designed with all the comforts of your own home including a soak in tub to enjoy and relax after a long day. Location is key, and this beautiful guest home is minutes from the 14 freeway,hiking trails , dining, Six Flags Magic Mountain, and film locations. This attached suite is newly renovated with all new furnishings, a private and separate entrance with a designated parking spot.

The Canyon Cabin

Private, bright tiny home with a loft nestled into the canyon hillside of Old Topanga. Independent, fully furnished with everything one to two people could need to have a relaxing retreat and enjoy the peaceful canyon views, nearby hiking trails, and escape the business of LA. You will have full access to the entire cabin, including front wrap-around porch, back patio, and yard. Full indoor bath as well as an outdoor clawfoot bathtub allows you to enjoy a relaxing soak with a view.

Casa Rancho El Segundo - NO Cleaning Fees

No Cleaning Fees – Pets Welcome (Just Ask First!) Escape to our peaceful guest house in Thousand Oaks—your cozy ranch getaway with private entrance, parking, and a fenced side yard perfect for BBQs and evenings by the fire pit. Meet Larry the llama, Bob the alpaca, and their furry friends! Take the bikes for a neighborhood spin or bring along cut-up carrots and apples—they’ll love the treat. Book now and enjoy comfort, charm, and a sprinkle of countryside magic!

Orange Tree Casita — Tiny Home Getaway

Enjoy this roomy, custom built tiny home featuring a large loft with extra spacious clearance, a full kitchen, flushing toilet, shower, and closet. Whether you’re just passing through or visiting for awhile, this is a perfect place to rest your head. Our tiny home is nestled under a citrus tree in the back corner of our yard. Positioning of the tiny home provides for a semi-private patio includes a table for 2. Please expect to hear our kids playing in the yard.

Casita del Sol

Welcome to Casita del Sol, a charming two-bedroom, two-bathroom standalone guest house on the West-end of Simi Valley, a quaint and peaceful town. A short distance to local restaurants + shopping, and the Ronald Reagan Library and just 45 minutes from Los Angeles, Ventura or Malibu, Casita del Sol is a modern contemporary home perfect for a mini staycation or a long vacation. Relax, unwind and dine al fresco on your very own deck with garden views.

Rustic Ranch Retreat: Guesthouse with Nature Views

Escape to the tranquility of our picturesque working ranch, where you can experience the rustic charm of farm life like never before. Welcome to our one-of-a-kind Airbnb. Ranch Getaway: Unplug and unwind in our cozy guesthouse, nestled amidst the rolling hills of our working ranch. Here, you'll find a true escape from the hustle and bustle of city life, while only being one mile from the freeway. Parties are not allowed at The Ranch.

Cabin on the Rocks

As featured in Time Out’s ‘10 best Airbnbs near Los Angeles’, our award winning cabin provides an authentic Scandinavian aesthetic and ergonomic smart spatial design all located within a canyon setting. An A-frame glass window frames the scene: uninterrupted views across Topanga imbuing a sense of peace. This is a 'retreat like' experience you'll (hopefully) remember. A relaxing space to decompress, read and disconnect.