Monthly Rentals in Winter Park
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Superhost
Flat in Winter Park
4.74 out of 5 average rating, 19 reviewsLuxury Mountain Retreat with Hot Tub
Top guest favourite
Apartment in Fraser
4.96 out of 5 average rating, 113 reviewsWalk to Restaurants! Book now for the holidays!
Top guest favourite
Apartment in Fraser
4.9 out of 5 average rating, 112 reviewsMountain Modern Cozyville
Guest favourite
Flat in Winter Park
4.94 out of 5 average rating, 31 reviewsSki condo on River in downtown Winter Park!
The comforts of home and great monthly rates
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 holiday 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
Travelling 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.
Popular amenities for monthly rentals
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- Ski-in/ski-out rentals Winter Park
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- Rentals with a kayak Winter Park
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- Rentals with beach access Winter Park
- Flat rentals Winter Park
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- Rentals with an accessible-height toilet Winter Park
- House rentals Winter Park
- Fitness-friendly rentals Winter Park
- Rentals with an EV charger Winter Park
- Rentals with a firepit Winter Park
- Rentals with a sauna Winter Park
- Rentals with a washing machine and dryer Winter Park
- Apartment rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Rentals with outdoor seating Winter Park
- Rentals with pools Winter Park
- Rentals with a patio Winter Park
- Cabin rentals Winter Park
- Family-friendly rentals Winter Park
- Rentals with a cinema Winter Park
- Waterfront rentals Winter Park
- Rentals with lake access Winter Park
- Cottage rentals Winter Park
*Some exclusions may apply in certain geographies and for some properties.