Holiday rentals in Simi Valley

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Top-rated holiday rentals in Simi Valley

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A scenic view captures the mountains enveloped in delicate marine layer clouds at sunrise. Soft hues of pink, orange, and purple blend seamlessly in the sky, while the foreground features lush greenery, adding depth to the tranquil atmosphere.
Tiny home in Topanga
4.98 out of 5 average rating, 163 reviews

The Tiny Surfer's Ocean-Inspired Mountain Cabana

A healing retreat, in mountainous cloud forest setting, just above the Pacific Ocean. Hugged by marine layer clouds and mountains, our tiny cabana and sauna offers the healing serenity of nature. A quiet resting place for all; tiny house living removes distractions. With little more than what you truly need, you can reconnect to your heart and find balance. A respite for surfers, spiritual seekers, nature lovers, and city folks, our aim is for you to connect with that which matters most to you.

Top guest favourite
A spacious living area features high-vaulted ceilings and natural wood beams. A comfortable sofa and coffee table are positioned around a 65-inch Smart 4K TV. A work station and coffee bar are visible alongside a granite island, with light flooding in through large windows.
Cottage in West Hills
4.99 out of 5 average rating, 243 reviews

Hidden Gem by Nature Preserve + Private Parking

A gem in the area of boulders, trails and nature preserve on a private street with plenty of parking! The guesthouse offers a cozy setup with spacious living area; high-vaulted ceilings in all rooms; a 65 inch Smart 4K TV with FREE streaming apps (Netflix in 4K and more) plus local news. Located in a rural neighborhood, yet 5-10 minutes to the nearest dining, groceries, theaters, shopping and a 30-minute scenic drive away to the beach and major Los Angeles & Simi-Valley tourist attractions.

Guest favourite
A spacious private deck overlooks scenic hills and rock formations. Lush greenery and trees surround the area, enhancing the natural beauty. The deck features a metal railing and a seating area, inviting relaxation outdoors. A grill is also visible, perfect for outdoor meals.
Guest suite in Simi Valley
4.92 out of 5 average rating, 1,010 reviews

Mountain Views in Simi Valley....No Cleaning Fee!

Lovely one bedroom studio apartment. Amazing views, lemon trees and dozens of wild peacocks roam the yard. Very relaxing and peaceful, perfect for couples. Attached in-law suite with a private entrance. You have the entire space to yourself! 450 sq ft, full bath with washer/dryer. Kitchenette w/ full size fridge. HDTV with Amazon FireTV stick and free WiFi. Heating and A/C. There is a huge private deck w/ seating and a BBQ. One queen bed w/ down comforter and down mattress topper...very comfy!

Top guest favourite
A cozy living room features a dark blue sofa adorned with a yellow throw blanket. A round coffee table sits in the center, accompanied by colorful poufs and a decorative plant. Natural light enters through a nearby door, highlighting the warm wooden flooring.
Guest house in Simi Valley
4.99 out of 5 average rating, 104 reviews

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.

Top guest favourite
Tiny home in Thousand Oaks
4.89 out of 5 average rating, 165 reviews

Fun stay! in teeny tiny home, lit yard, parking

Interested in a unique, affordable and sustainable stay to explore So Cal from a safe, quiet home base? Then this bright, high-end resort coach upcycled to a teeny tiny home is for you. She's not a standard house or stale hotel, she's special, private and has a twinkling yard space & parking for you. Full size fridge, stove top, microwave, cookware, coffee maker, cream/sugar, fast wifi, washer/dryer, large TV with Firestick, desk area, queen size bed, deluxe sofa and tree shaded picnic table.

Top guest favourite
The kitchen features sleek white cabinetry complemented by a granite countertop. A stainless steel gas stove and microwave are positioned above. Kitchen utensils are neatly arranged beside the stove, with additional appliances visible, including a coffee maker. A waste basket is located to the left.
Guest house in Simi Valley
4.95 out of 5 average rating, 134 reviews

Adorable Studio With Private Entrance

Enjoy your stay in this cozy, Brand New Attached ADU with its own private entrance. Located in a Beautiful quiet neighborhood in Simi Valley with tons of Hiking Trails, Beautiful Parks, Shopping at the Simi Valley Town Center, and lots of Restaurants. This cozy unit is perfect for a weekend getaway or even a home away from home. The unit is to the left of the main house comes with its own Full Bathroom, Queen memory foam mattress, sitting area , 40" smart tv, dinning area, and a Full kitchen.

Top guest favourite
A private patio area showcases a colorful hammock positioned near a casita with double French doors. Surrounding greenery includes vibrant flowers and shrubs, while the sun casts gentle shadows on the flooring. The entryway hints at a welcoming atmosphere.
Guest suite in Castaic
4.96 out of 5 average rating, 266 reviews

Family Home Guesthouse - Near Magic Mountain!

Casita Barcelona, a quaint guest-room adjacent our main home in the Castaic Canyon. Offering a private entry, botanic garden, & all the comforts of home. You can experience an abundance of active and peaceful pleasures right outside your door or a short distance away. *Important: An Airbnb account w/ verified ID and a clear photo w/ legal name is required for each guest (You +1) on the booking. No Smoking of any kind. The pool & spa are not available for guest use. Message host w/questions.

Guest favourite
A cozy sleeping area features a spacious bed adorned with various pillows and a textured blanket. On either side of the bed, minimalist nightstands with lamps provide lighting. Three abstract artworks are displayed above the headboard, enhancing the serene ambiance.
Guest house in Simi Valley
4.91 out of 5 average rating, 170 reviews

Central Studio | Modern Touches & Natural Light

Modern studio centrally located to everything the Simi Valley area has to offer. Just a few minutes from the freeway, shopping and restaurants. This recently renovated, private studio is fully equipped for your stay. A combination of modern and natural tones gives this studio a warm feeling of style and comfort. Just right for couples or solo travelers looking for a snug place to rest. Please note the studio is attached to the main home and a train passes nearby. Possible noise may be heard.

Top guest favourite
A spacious outdoor area is highlighted by a paved patio, framed by lush greenery and flowering plants. The exterior of the guest house features a tiled roof and multiple windows, allowing natural light to fill the interior. A few seating options are visible, enhancing the inviting atmosphere.
Home in Simi Valley
4.92 out of 5 average rating, 157 reviews

Beautiful Guesthouse. Spacious 1,100 sqft, 2+1.

Spacious 1,100 sqft guest house has crown moldings throughout. It provides comfort, and privacy of a home away from home. Bedrooms are well appointed and have sufficient closet spaces. Cute cozy kitchen has granite counter top, refrigerator, stove & oven, cabinets. it is fully equipped with pots, pans, dishes, glasses, cups and all kitchen necessities. One bedroom and living area has laminate flooring. One bedroom has tile floor. The bathroom has granite flooring & a comfy shower .

Top guest favourite
A spacious living area is presented, featuring a modern sectional sofa and a coffee table. A small kitchenette with a microwave and refrigerator is visible to the left. Dark curtains frame the window, and the room is well-lit by overhead lighting, enhancing the clean, comfortable atmosphere.
Guest house in Thousand Oaks
4.95 out of 5 average rating, 616 reviews

Comfortable, Suite Close to Everything

Welcome! Our place is close to Malibu, Camarillo Outlets, Ronald Reagan Library, Amgen, Hiking, Ventura, Parks, 25mins from various Beaches, Halfway point between Los Angeles and Santa Barbara, 40mins or so to Los Angeles/Hollywood and 1hr drive to Santa Barbara. You’ll love it because of the quiet neighborhood, a private suite and space all to yourself. Our place is good for couples, solo adventurers, & business travelers. *Heater and A/C inside unit.

Top guest favourite
A tranquil garden setting features vibrant flowers and greenery surrounding a flowing fountain. Umbrellas provide shade over seating areas, and scenic mountains rise in the background under a clear blue sky. The landscape is designed for relaxation and outdoor enjoyment.
Guest house in Simi Valley
4.96 out of 5 average rating, 130 reviews

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.

Top guest favourite
The exterior of a two-story home is captured, showcasing a landscaped front yard with lush greenery and a large tree providing shade. A low stone wall borders the flowerbeds, and a driveway leads up to a garage, all under a clear blue sky.
Guest suite in Newbury Park
4.89 out of 5 average rating, 308 reviews

The Garden Suite-Private 500 sq.ft

Our guest suite is on the ground floor of an upgraded, renovated, and well maintained 2 story home originally built in 1968. Amenities include: keyless private entrance , 10'x11' bedroom with queen size bed, private bathroom, private living room with large sectional sofa, YouTubeTV, Wi-Fi, shared laundry facilities (7 day stay and up), shared kitchen, Central Heating and Air Conditioning (Host control: 69-72 F), street parking, and a work desk.

Popular amenities for Simi Valley holiday rentals

When is the best time to visit Simi Valley?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Simi Valley?

    Four-legged friends are welcome in Simi Valley. Choose from more than 80 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Simi Valley?

    Yes! Work meets play with ease at over 150 vacation rentals in Simi Valley featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Simi Valley vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Simi Valley, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Simi Valley have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Simi Valley. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Simi Valley have a gym?

    Absolutely! We offer over 20 house rentals with a gym in Simi Valley. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly guesthouse rentals in Simi Valley?

    Simi Valley has more than 10 family-friendly guesthouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Simi Valley have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Simi Valley. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in private suite rentals in Simi Valley?

    Experience the best of Simi Valley with our private suite rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do guesthouse rentals in Simi Valley have air conditioning?

    Absolutely! We offer over 30 guesthouse rentals with air conditioning in Simi Valley. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Guesthouse Rentals in Simi Valley?

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Simi Valley

  • Total holiday rentals

    Explore 240 holiday rentals in Simi Valley

  • Verified guest reviews

    Over 9,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    230 of Simi Valley holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Simi Valley rentals

  • 4.8 Average rating

    Simi Valley stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Ventura County
  5. Simi Valley