Upstay

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.

Celebrating the people behind every great stay. ⭐️⭐️⭐️⭐️⭐️ •Our housekeeping team is fully in-house, giving us the consi...
09/14/2026

Celebrating the people behind every great stay. ⭐️⭐️⭐️⭐️⭐️
•Our housekeeping team is fully in-house, giving us the consistency, care, and attention to detail every Upstay home deserves.

09/09/2026

You don’t need to lower your price. You need the right strategy.
📌At Upstay, we help turn better pricing, positioning, marketing, and operations into stronger performance.
DM “ANALYSIS” and get your free property analysis today.

Orlando was one of the most popular U.S. destinations this Labor Day weekend and for us, that makes this recap even more...
09/08/2026

Orlando was one of the most popular U.S. destinations this Labor Day weekend and for us, that makes this recap even more meaningful.

One city, two sides of the stay: the experience guests come for, and the strategy owners rely on.

Ready to stay with Upstay or grow your rental with us? DM us.

Let’s Building stronger partnerships, one conversation at a time.📌New month. New connections. New opportunities.
09/02/2026

Let’s Building stronger partnerships, one conversation at a time.
📌New month. New connections. New opportunities.

09/01/2026

Hello, September 👋 New month, new conversations. Welcome to Upstay Unfiltered, where we go beyond the stay and talk strategy, partnerships, hospitality, and everything in between.

08/25/2026

📌DM for a FREE revenue analysis

08/24/2026

The right theme doesn’t just decorate a home, it creates an experience guests remember and a property built to perform. 🚀✨Ready to turn your vacation rental into a destination? Let’s make it happen.

08/19/2026

Game rooms guests love and investments that perform. 🎮✨
At Upstay, unforgettable experiences and strong returns go hand in hand. Ready to stay or invest? DM us! 🏡🚀

08/17/2026

Already own a vacation home and want better performance or ready to start investing in short-term rentals? Let’s talk. DM us “INVEST” to learn more.

The people behind the performance.📌Strategy, systems, and experience all working together to help owners scale smarter
08/11/2026

The people behind the performance.📌Strategy, systems, and experience all working together to help owners scale smarter

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7648 Pointe Venezia Drive
Orlando, FL
32836

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