Monthly Rentals in Winter Park
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Guest favorite
Apartment in Winter Park
4.96 out of 5 average rating, 196 reviewsApt C -Modern Elegance in the Heart of Winter Park
Sep 25 – Oct 23
G$659,547 GYD per month
Guest favorite
Home in Maitland
4.97 out of 5 average rating, 115 reviewsThe Butterfly Bungalow near Park Ave
Nov 14 – Dec 12
G$539,280 GYD per month
Guest favorite
Townhouse in Winter Park
4.98 out of 5 average rating, 197 reviewsBeautiful Downtown Winter Park
Sep 26 – Oct 24
G$670,375 GYD per month
Guest favorite
Apartment in Orlando
4.88 out of 5 average rating, 146 reviewsAdorable Orlando Studio Apartment!
Sep 14 – Oct 12
G$332,080 GYD per month
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 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.
Popular amenities for monthly rentals
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- Monthly Rentals Orange County
*Some exclusions may apply in certain geographies and for some properties.