Florida Gulf Coast · Manatee County · Anna Maria Island

Anna Maria Island mortgage and vacation-rental financing.

Anna Maria, Holmes Beach, and Bradenton Beach, one barrier island, three cities, and three different sets of short-term rental rules. This is one of the strongest vacation-rental markets on Florida's Gulf coast. I structure the DSCR, the jumbo, and the insurance math before you're under contract, so the deal you write is the deal that closes.

$832,750
Manatee County Limit
~$2.1M
Single-Family Median
3 Cities
Each With Own STR Rules
20-25%
Typical DSCR Down

The Market

On this island, the city decides the deal.

Anna Maria Island is seven miles of Gulf-front barrier island split into three cities, and each one writes its own short-term rental rules. Where you buy changes what you can rent, what it earns, and how I structure the loan.

  • STR legality is city-specific: Anna Maria and Bradenton Beach allow nightly rentals with a state DBPR license. Holmes Beach is tighter, with 30-day or one-week minimums by zone.
  • High rental demand: AMI carries one of the highest vacation-rental demand indices on the Gulf coast. DSCR income supports strong purchase prices.
  • Jumbo territory: $832,750 Manatee County limit against a $2.1M single-family median means most Gulf-front deals are jumbo or portfolio.
  • Insurance resets after 2024: Helene and Milton reset carrier pricing on the island. Real insurance numbers up front, not late-deal surprises.

The Three Cities

Anna Maria
North end · nightly rentals allowed
$1.5M to $6M+
Typical Range
Holmes Beach
Center · certificate + zone minimums
$1M to $4M
Typical Range
Bradenton Beach
South · nightly rentals allowed
$700K to $3M
Typical Range

Ranges are illustrative and move with the market. Buying at the south end? See the Bradenton Beach page.

Anna Maria Island deal types and how I structure them.

Most island buyers are running the numbers as an investment, not just booking a vacation. Here is how the common deals get built.

🏖️

DSCR Short-Term Rental

Airbnb and VRBO income qualifies the deal, not your tax returns. AMI's rental demand supports strong DSCR pricing. Vacation rental financing →

💎

Jumbo Gulf-Front

With a $2.1M median, most Gulf-front island homes cross the $832,750 limit. Portfolio jumbo covers primary, second home, and investor purchases. Jumbo programs →

🏢

Non-Warrantable Condo

Some island condo and resort buildings carry investor-ratio or reserve issues that fail agency warrantability. Portfolio financing closes the gap. Non-QM →

✈️

Out-of-State Second Home

Much of the island's demand is second-home buyers from out of state. Second-home conventional up to the limit, jumbo second-home above it. Book a call →

🌀

Post-Storm Insurance Structuring

After Helene and Milton, barrier-island insurance pricing moved. I pre-quote wind and flood before you offer, so your qualifying math is real. Flood lending →

Anna Maria Island mortgage FAQ.

Get Started

Buying on Anna Maria? Let's structure it right.

Tell me the city, the price, and how you'll run it. I confirm the short-term rental rules for that address, count the income the right way, and build the insurance into the numbers before you offer.

  • STR rules confirmed for your exact address
  • DSCR income counted the right way
  • Insurance pre-quoted before you offer
  • Pre-approval if the deal is ready
(305) 424-9005 eli@themortgagedock.com

Tell me about your AMI deal

Anna Maria, Holmes Beach, or Bradenton Beach, let's map it.

By submitting you consent to be contacted. NMLS #1983384 / #376205. Not a commitment to lend.

Explore More

Bradenton Beach → Siesta Key → Vacation Rental Financing → DSCR Loans → Jumbo →