About Upstay
Upstay is a hospitality company that manages short-term rentals for homeowners in Orlando and in Austin, South Padre Island, Costa Rica and Canada. Its technology platform coordinates the whole process from interior design and distribution to cleaning and repairs, tracking each property as an investment. Homes are distributed across more than 65 online booking channels using professional photography and tailored descriptions, and guests can also book direct without extra booking fees. An in-house design team paints and furnishes properties, offering turnkey interior packages by budget, and guests have 24/7 support. Rated 4.2 from 407 Google reviews, 318 of them five stars and 67 one star. Guests also see pet friendly options, and nearly half of the properties allow pets.
Services and details
Short-term rental management
YesFull-service management
Yes24/7 guest support
YesCleaning and turnover
YesMaintenance and repairs
YesListing setup and photography
YesListed on multiple platforms
YesDesign and furnishing
Yes
No information yet on co-hosting, dynamic pricing, licensing and tax compliance, owner portal and reporting, fee stated on website, also manages long-term rentals. The website did not say; call and ask.
Contact
- (888) 814-2420
- 14200 Avalon Rd, Winter Garden, FL 34787
- Website
- View on Google Maps
Listing compiled from public sources on 2026-10-14. Report a correction or request removal. Back to Airbnb property management companies in Winter Garden.
