Monthly Rentals in Winter Garden

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

Nearby monthly rentals

Guest favorite
Home in Winter Garden
Cozy Winter Garden Home 20 MINUTES FROM DISNEY
Jul 11 – Aug 8
$3,190 per month
4.93 out of 5 average rating, 162 reviews
Superhost
Guest suite in Ocoee
Charming Studio with Garden (West of Orlando)
Jul 18 – Aug 15
$1,616 per month
4.81 out of 5 average rating, 134 reviews
Guest favorite
Apartment in Winter Garden
Stay A While
Jul 1 – 29
$2,722 per month
4.88 out of 5 average rating, 104 reviews
Superhost
Guest suite in Winter Garden
Private In-Law Suite Near Disney/Universal/DT
May 9 – Jun 6
$2,302 per month
4.83 out of 5 average rating, 275 reviews

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 Winter Garden's top sights

Winter Garden Downtown Pavilion and Farmers Market43 locals recommend
Miller's Ale House - Winter Garden3 locals recommend
The Whole Enchilada Fresh Mexican Grill & Bar9 locals recommend
Plant St. Market25 locals recommend
Crooked Can Brewing Company40 locals recommend
4 Rivers Smokehouse - Winter Garden BBQ7 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. United States
  3. Florida
  4. Orange County
  5. Winter Garden
  6. Monthly Rentals