Monthly Rentals in Simi

Discover long-term rentals that feel like home for stays of a month or longer.

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Nearby monthly rentals

Guest favorite

Apartment in Windsor

5 out of 5 average rating, 5 reviews

2 Beds, 30+Day w/ Parking & Accessibility

RobertRating, 5 stars1 month ago
We had a perfect time staying in the unit. We could walk to old downtown Windsor for dinner, breakfast, drinks, coffee, or a wine tasting. Nice neighborhood. Great location to use as a home base for going to the wine areas of Dry Creek, Russian River, and Alexander Valley. Also about a 45-minute drive to Napa, St.Helena, Sonoma, or Calistoga. The day bed was great for an additional family member to come up and stay as well. The unit has a large main bedroom with an ensuite bath and a nice-sized closet in the bedroom to use. The kitchen had full-sized appliances and a combo washer/dryer. Nice to have an eating area in the kitchen. The second bathroom with a shower was great. We would definitely recommend Sergia's unit for 2 people or up to 4 people if 2 want to stay on the pull-out day bed. We will stay here again when we visit.
Guest favorite

Home in Healdsburg

5 out of 5 average rating, 13 reviews

Riverhouse by the plaza

SarahRating, 5 stars1 month ago
Fantastic house and great location close to town - we felt very safe walking back at night. Gorgeous modern cozy chic decor. VERY comfy beds, and I am very picky!
Guest favorite

Home in Healdsburg

5 out of 5 average rating, 7 reviews

Tranquil vineyard home

MelanieRating, 5 stars5 months ago
My family had such a wonderful month staying at Julia's property. We loved waking up every morning to the vineyard views and my kids had so much fun exploring the beautiful property. The location is great and is so nice and quiet despite being still close to town. Julia was very responsive when any issues came up and was a fabulous host!
Guest favorite

Home in Healdsburg

5 out of 5 average rating, 11 reviews

Resort setting in town! Pool, hot tub, fire pit

GaryRating, 5 stars2 months ago
The resort setting this property offered with the conversational patio with relaxing fountain and pool is where we spent the bulk of our time. Inside, the house has excellent flow and we liked having the bedrooms in a separate wing of the house. It was also great to be able to have privacy with a separate office area and the ability to close off the game room when the kids got a bit too loud. We would not hesitate to recommend,…and return in the future. Nicole and the local contact are great hosts.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.

Stay near Simi's top sights

Healdsburg Ridge Open Space Preserve9 locals recommend
Montage Healdsburg5 locals recommend
Simi Winery3 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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