The mistakes that cost owners here money, and how to avoid them.
Buying in the wrong village
ChampionsGate is one gate and several neighborhoods. A home can sit inside the county's short-term rental area and still be in a section whose rules prohibit nightly rentals. The developer has said publicly that the country club section doesn't allow short-term rentals while The Retreat was built for them. Listing sites show both kinds of homes side by side under the same name. Get the specific village's HOA declaration before you make an offer, not after.
Sources: GrowthSpotter, quoting Lennar · Osceola County STR Listing
Buying a deed-restricted lot with the wrong plan
201 lots in The Retreat (North Parcel Phase 3 lots 1–127 and Phase 5 lots 1–74) can only be used as short-term rentals for at least 30 years. Nobody can live there full time, no stay can run past 30 consecutive days in a 12-month period, there's no homestead exemption, and the restriction can't be lifted without the school superintendent's consent. That rules out moving in later, renting to a snowbird for the season, or switching to a long-term tenant if the short-term market softens. It also narrows who can buy it from you. Check the lot and phase against the Fourth Amendment before you make an offer. ChampionsGate Condominiums 1 and 2 carry a similar limit: short-term rentals only, with stays capped at 30 days.
Sources: Fourth Amendment, Art. XXI (OR Book 5778, Page 2464, recorded 8/21/2020) · ChampionsGate Master Association Resident Information Guide (Oct 2026)
Same plat name, opposite rules
In the MLS, The Retreat and the Country Club section both show up as "Stoneybrook South" (North Parcel, Phase 1, Phase 5, and so on). Phase 5 alone holds lots 1–74, which can only ever be short-term rentals, and Country Club lots where short-term rentals are prohibited and leases run at least seven months. The subdivision name won't tell you which rules apply. The HOA name and the lot number will. Check both against the recorded declaration before you write an offer.
Sources: Fourth Amendment, Art. XXI · GrowthSpotter, quoting Lennar
Look-alike condos with three different rules
ChampionsGate's condos look alike and sell in a similar range, but the rules split three ways. ChampionsGate Condominiums 1 and 2 allow short-term rentals only (stays capped at 30 days), so you can't live there or take a long-term tenant. Condominiums 3 and 4 allow both. The Champions Club condos on Azalea Sands Ln, and the Vistas townhomes, require leases of eight months or longer. Confirm which association a unit belongs to before you write an offer.
Sources: ChampionsGate Master Association Resident Information Guide (Oct 2026) · Stellar MLS listing data (Oct 2026)
Planning on mail delivery
There are no individual mailboxes in The Retreat and no USPS delivery to the units. Owners need an offsite PO box or a manager who picks up and forwards mail. Guests ordering packages to the house is a common source of complaints; say so in the listing and the check-in message.
Sources: Fourth Amendment, Exhibit B §35
Assuming Airbnb pays the tourist tax
In Osceola County it doesn't. The county is not contracted with Airbnb, VRBO, or any booking platform for its 6% tourist development tax, so the owner or manager has to collect and remit it on every booking. Owners who assume the platform handles it build up an unpaid liability month after month.
Sources: Osceola County Tax Collector
Letting the county business license lapse
Osceola ties your rental's zoning approval to your short-term rental business tax receipt. The Tax Collector's own instructions say failing to maintain it may result in loss of zoning approval. The receipt costs about $30 a year and renews between July 1 and September 30, so it's an easy one to forget and an expensive one to miss.
Sources: Osceola County Tax Collector
Underwriting the HOA fee instead of the full stack
Every ChampionsGate home pays three monthly assessments to three different management companies, plus a CDD assessment that shows up on the property tax bill. For a 40-ft Retreat home in 2026 that's $343 + $119 + $158.29, about $620 a month, plus roughly $1,850 a year in CDD. The master association's own resident guide warns that buyers often overlook this and some new owners fall delinquent shortly after closing. Add up every layer before you run the numbers.
Sources: ChampionsGate Master Association Resident Information Guide (Oct 2026) · Stoneybrook South at ChampionsGate CDD FY2026 budget
Guests turned away at the club
The Oasis Club is the reason most guests book here, and the club checks access. Its rules list two documents: a booking confirmation showing the dates and the home's address, and a ChampionsGate parking pass showing the same. The gate app's QR code doesn't count. A guest who shows up without the right paperwork gets turned away at the one amenity they came for, and that turns into a bad review. Put the access instructions in your check-in message, tell guests to bring both, and don't bury it in the house manual.
Sources: Oasis Club rules
Competing on price with identical homes
The resort side is full of similar vacation homes with the same club access and the same amenity pitch. When the main selling point is the shared club, every home has it, and the easiest lever left is price. A home without a clear reason to be chosen over the one next door ends up discounting.
Rules can change after you buy
Florida law lets an HOA amend its rules to prohibit rentals shorter than six months, or to cap rentals at three per year, and that kind of amendment applies to every owner, including people who bought before the vote. Most other new rental restrictions only bind later buyers, but a short-term rental ban does not. Read the declaration's amendment section and ask the HOA whether any rental votes are pending.
Sources: Fla. Stat. 720.306(1)(h)
Trusting the listing's fee and CDD fields
Agents type these fields in, and in ChampionsGate they're often incomplete. We've seen Retreat listings show a single lumped HOA figure with the master and club fields blank, and "CDD: No" on lots the CDD's own budget assesses. Get the property tax bill and the HOA's estoppel letter before you run the numbers.
Sources: Stoneybrook South at ChampionsGate CDD FY2026 budget