Upstay

4.2(407 reviews on Google)

Airbnb Property Management listing in Winter Garden, FL

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.

What reviewers mention: quick responses (19), hot tub (15), plenty of towels (11), spacious home (10), comfortable beds (8), warm pool (7), clean rooms (7), game room (4), fully equipped kitchen (3), private pool (3)

Services and details

  • Short-term rental management

    Yes
  • Full-service management

    Yes
  • 24/7 guest support

    Yes
  • Cleaning and turnover

    Yes
  • Maintenance and repairs

    Yes
  • Listing setup and photography

    Yes
  • Listed on multiple platforms

    Yes
  • Design 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.

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Listing compiled from public sources on 2026-10-14. Report a correction or request removal. Back to Airbnb property management companies in Winter Garden.