Upstay Since 2019, we’ve managed hundreds of vacation properties, and you can expect best-in-class hospitality from us. Welcome to Upstay.

Before you arrive we’ll email you all you need to know, and our team is here for you day or night, with 24/7 support.

05/28/2026

Scaling a short-term rental takes more than bookings.
It takes the right team behind it.
📌Book your free consultation with Upstay.

05/15/2026

Upstay also manages hotels.

From guest experience to daily operations, we help properties run smoothly and perform better. Have a hotel or property you want to grow?
📌Send us a DM, let’s talk!

04/28/2026

Results are just the beginning.

At Upstay, we help owners turn performance into growth, with the systems, team, and strategy to scale smarter.
📌Ready to see what your property could do?
💡DM us to connect.

04/27/2026

At Upstay, hospitality and revenue work hand in hand.
📌Our Head of Hospitality focuses on creating smooth, memorable guest experiences, while our Head of Revenue works behind the scenes to optimize performance and maximize results.

Together, they help turn every stay into a stronger opportunity for guests, owners, and investors.

Results like this don’t happen on their own. Behind every result, from stronger reviews to Superhost performance… 💡There...
04/23/2026

Results like this don’t happen on their own. Behind every result, from stronger reviews to Superhost performance… 💡There’s a team executing every detail, every day.
📌 Proud of the people behind the progress.

04/22/2026

Own a home in Orlando or thinking about buying one? Turn it into a high-performing short-term rental with Upstay. DM us to explore your property’s income potential.

04/21/2026

Thinking about investing? Message us to schedule a meeting and start projecting your investment with us. 📌One of the biggest secrets in short-term rentals? A great Superhost. The right host can help increase a property’s revenue by 20–30% through better guest experience, stronger reviews, and consistent care.

04/20/2026

Monday of meet the team!! The people behind the strategy and ex*****on. From building the brand to keeping every stay running smoothly, Nathan and Jose help bring the Upstay experience to life.

04/17/2026

A day as a Superhost 💡they drive performance.
Higher occupancy, better reviews, and more visibility on STR

Address

7648 Pointe Venezia Drive
Orlando, FL
32836

Website

https://linktr.ee/bookupstay

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