Agents need to be on top of the regulation here since it's unique and understand the mindset of a STR investor and the factors that truly matter in acquiring a property to turn into a STR.

Assuming yes, you’ll first want to figure out what you can afford and then figure out what markets work.I’d be looking for regulations or upcoming regulations that could derail your investment in every market you’re looking at.

Atlanta can definitely work for STR, but right now it’s hyper submarket specific.. especially with regulations evolving and certain pockets getting saturated.Vine City / English Ave does have appreciation upside long-term, but I’d personally run a mid-term rental comparison too (travel nurses, corporate stays near downtown + universities).

Regulation is limited.

My humble advice to anyone attempting to do creative finance is:Creative finance is for experienced investors who have access to capital if anything goes wrong.Learn the lawsDon't use a contract "off the internet", laws vary by state and are also regulated on a federal levelLearn the financing techniques correctlyDon’t skip parts of the processDon’t ever do a “kitchen table” closingUse the proper deedAn attorney can help you with the legal work, but the rest you are on your ownYour guru will not bail you out“Investing” in someone else’s deal by providing a small 2nd loan so the “investor” can pay for “cash to the seller” and for “closing costs” so he can do the deal is a very bad planKnow what problems can ariseLearn the responses and solutions to problems before they are neededKnow everything there is to know about Title and what that meansKnow who a "protected class" individual isLearn the "back doors"Learn human natureUnderstand timelinesUnderstand regulation enforcement (some of these "mistakes" have a 10 year statue of limitations ( they can charge you 10 years AFTER you do the transaction) and carry hefty fines and possible imprisonmentThe court doesn't accept "I didn't know" for an answer"Know that the source of the lead plays a serious role in some states and federallyKnow how much of a "profit" pushes the boundaries to invite an investigationYou can be sued by the seller if you don’t do things correctlyYou are automatically at fault if an investigator or attorney or regulator gets involved.

The 2025 wholesaling landscape requires:Lean operations that reduce overhead.Compliance-friendly marketing (no cutting corners on texting regulations).

New regulations are making it tougher to turn as much profit as you used to areas like Jersey City dont allow them unless you are renting out a part of your primary residence.I did Airbnb for a while and switched to MTR (later sold it, wish I didnt) less operational drag and MTR gets you past most of the Zoning Rules that exist in the state.

My humble advice to anyone attempting to do creative finance is:Creative finance is for experienced investors who have access to capital if anything goes wrong.Learn the lawsDon't use a contract "off the internet", laws vary by state and are also regulated on a federal levelLearn the financing techniques correctlyDon’t skip parts of the processDon’t ever do a “kitchen table” closingUse the proper deedAn attorney can help you with the legal work, but the rest you are on your ownYour guru will not bail you out“Investing” in someone else’s deal by providing a small 2nd loan so the “investor” can pay for “cash to the seller” and for “closing costs” so he can do the deal is a very bad planKnow what problems can ariseLearn the responses and solutions to problems before they are neededKnow everything there is to know about Title and what that meansKnow who a "protected class" individual isLearn the "back doors"Learn human natureUnderstand timelinesUnderstand regulation enforcement (some of these "mistakes" have a 10 year statue of limitations ( they can charge you 10 years AFTER you do the transaction) and carry hefty fines and possible imprisonmentThe court doesn't accept "I didn't know" for an answer"Know that the source of the lead plays a serious role in some states and federallyKnow how much of a "profit" pushes the boundaries to invite an investigationYou can be sued by the seller if you don’t do things correctlyYou are automatically at fault if an investigator or attorney or regulator gets involved.

You need to get specific, referable city and county information on any and all governing rules, regulations and ordinances. 

Petersburg, Clearwater, the beaches, Pinellas County, Hillsborough County, and down to Charlotte County.My experience includes:• Short-term rentals• Mid-term rentals (travel nurses, relocations, insurance placements)• Long-term rentals• Property management and day-to-day operationsThat operational background allows me to help investors think beyond purchase price and into performance — revenue potential, zoning considerations, seasonality, management systems, and long-term scalability.How I can help:• Boots-on-the-ground insight in the Tampa Bay & Gulf Coast markets• STR/MTR regulation guidance• Deal analysis support• Identifying value-add opportunities• Connecting you with trusted local vendors and resourcesIf you’re investing in Florida — or considering it — I’d love to connect.