Monthly Rentals in Winter Park
Discover long-term rentals that feel like home, for stays of a month or longer.
Nearby monthly rentals
Superhost
Condo in Winter Park
4.81 out of 5 average rating, 16 reviewsMountain Escape and Adventure at Winter Park
Top Guest favourite
Condo in Fraser
4.93 out of 5 average rating, 29 reviewsHot tubs & pool! Amazing views & free shuttle!
Superhost
Condo in Winter Park
4.78 out of 5 average rating, 318 reviewsBeautiful Cozy Studio at the Base-Heated Parking
Top Guest favourite
Townhouse in Winter Park
4.98 out of 5 average rating, 193 reviewsSlopeside Trademark Mountain Retreat #44
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 Wi-Fi 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
Stay near Winter Park's top sights
Destinations to explore
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- Condo rentals Winter Park
- Rentals with a hot tub Winter Park
- Pet-friendly rentals Winter Park
- Apartment rentals Winter Park
- Rentals with a washing machine and dryer Winter Park
- Cabin rentals Winter Park
- Family-friendly rentals Winter Park
- Rentals with a fireplace Winter Park
- Waterfront rentals Winter Park
- Rentals with a patio Winter Park
- Rentals with an accessible height toilet Winter Park
- House rentals Winter Park
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- Townhouse rentals Winter Park
- Rentals with outdoor seating Winter Park
- Rentals with pools Winter Park
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- Fitness-friendly rentals Winter Park
- Rentals with a fire pit Winter Park
- Rentals with lake access Winter Park
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*Some exclusions may apply in certain geographies and for some properties.