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Monthly Rentals in Winter Park

Feel at home in places that are perfect 
for staying a month or longer

Nearby monthly rentals

Guest suite in Winter Park
Romantic Villa at Winter Park 1Bed 1Bath
G$324,993 GYD per month
SUPERHOST
Rental unit in Winter Park
Apt F -Modern Elegance in the Heart of Winter Park
G$458,814 GYD per month
SUPERHOST
Guesthouse in Winter Park
Cozy guest house close to Downtown Orlando
G$352,395 GYD per month
SUPERHOST
Guest suite in Winter Park
Modern and Gorgeous Apt Studio 1b1b at Winter Park
G$483,826 GYD per month
SUPERHOST

Monthly Rentals on Airbnb

Comforts of home
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 longer stays 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
Working made easy - find a long term stay with high-speed wifi and dedicated working spaces.
Looking for corporate housing?
Airbnb has move-in ready apartment homes ideal for staffing, displacement, and relocation needs.

Get the comforts of home and great rates for your monthly rental

  • Room for everyone
  • On-the-move workers
  • Peaceful escapes
  • Pet friendly
*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. Monthly Rentals
  3. United States
  4. Florida
  5. Orange County
  6. Winter Park