Buying an Airbnb in Orlando, Florida14 Okt 2025

Market Target Update with Mike

On this week’s episode of the series, Luke Carl sits down with Mike from The Short Term Shop to break down the Disney/Orlando STR scene—why many families look off-property, what Windsor Hills offers, and how to weigh value versus perks. They touch on stabilized pricing and inventory, why clean and well-kept beats expensive over-the-top theming, and how realistic offers are getting accepted (including a recent six-bedroom townhome that closed well under ask).

how to connect with Mike: mike@theshorttermshop.com

Connect with us:

The Short Term Shop - https://theshorttermshop.com/
https://stsplus.com/
Follow Avery Carl on Instagram
Follow Avery Carl on TikTok
Join the Short Term Shop Facebook group
Check out the Short Term Shop on YouTube

For more information on how to get into short term rentals, read Avery’s books:

Smarter Short Term Rentals - Buy it on Amazon
Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties – Buy it on Amazon

Chapters

(00:00:00) - Disney Podcast
(00:00:39) - Disney Resort Guest: Rent a House Instead of Staying On Property
(00:03:53) - Disney's Windsor Hills Resort and Rent
(00:06:30) - Condo vs Townhouse: Should You Buy a Disney Villa?
(00:10:03) - Disney Vacation Rentals: Too High
(00:15:36) - How to Rent a Disney House
(00:16:58) - Wind Windsor Hills Townhouse Sales are Up
(00:21:14) - Short Term Rentals for Disney's
(00:22:14) - I Think Disney's Theming Has Gone Too Far
(00:29:12) - Marathon Man on Spending Money
(00:31:56) - Should You Make an Offer on a Home?
(00:34:45) - When to Offer a Disney Property?

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