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, 161 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.

Guest favourite
The view features a lush garden filled with vibrant flowers and greenery, framed by wooden beams. A stone pathway winds through the plants, leading towards a hillside. A lantern hangs above, adding to the serene atmosphere of the outdoor space.
Tiny home in Topanga
4.92 out of 5 average rating, 833 reviews

'Matilda' style cottage

Honeysuckle, Jasmine, adorned 1907 COTTAGE in the Mountains by the ocean. One bedroom 'Ms, Honey' re "Matilda" type cottage sporting seasonal creek, flowers, herbs, vines, trees & fabulous views & opportunities for people seeking a mostly organic place of retreat & healthy clean air. An Ideal environment for Artists, parents, human rights advos, & permaculture eco system seekers... We are child, and teen friendly, however, we cannot entertain 4 or 3 legged pets. There is Lots of nat wildlife.

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, 1,007 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, 161 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, 133 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, 265 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.

Top guest favourite
An inviting interior space features a light-filled living area with large windows and a comfortable sofa. A round coffee table is centered on a textured rug, while a compact dining table is visible. Stairs leading to the loft are lined with natural wood.
Tiny home in Somis
4.97 out of 5 average rating, 289 reviews

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.

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, 615 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.

Guest favourite
A spacious bedroom includes a large bed with a light coverlet, complemented by natural light from two windows dressed with soft curtains. A small wooden table and a woven basket provide additional decor, while greenery adds a fresh touch to the inviting space.
Guest house in Simi Valley
4.96 out of 5 average rating, 112 reviews

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.

Superhost
A spacious living area is shown with polished granite flooring. A comfortable sofa is positioned in front of a wooden coffee table. The kitchen features wooden cabinetry and a dining area, with sliding glass doors providing access to the private patio space.
Home in Simi Valley
4.9 out of 5 average rating, 212 reviews

Lovely, full function guest house with privacy.

Lovely guest house shows light and bright with crown moldings throughout. Granite flooring in family room, kitchen & bathrooms. All bed rooms have new beautiful laminated wood like flooring. It is a stand alone building, very quiet & provide privacy. For your convenience there is a courtesy EV charger available. A reservation in advance required. Bring your own cable. WiFi ready for working from home guests!

Popular amenities for Simi Valley holiday rentals

When is the best time to visit Simi Valley?

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Avg. price$183 SGD$194 SGD$191 SGD$200 SGD$208 SGD$222 SGD$212 SGD$214 SGD$210 SGD$191 SGD$195 SGD$187 SGD
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Frequently Asked Questions

  • 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 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 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 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.

  • 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.

  • 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.

  • 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.

  • 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