Short Term Rental

Anna Maria, FL Short Term Rental Properties for Sale

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Anna Maria Island Four-Plex
Updated: Apr 11
Anna Maria Island Four-Plex

107 PINE Ave, Anna Maria, FL 34216

$5,595,000
0.17 AC lot
Steps to the beach: Just 50 feet from the beautiful shores of Anna Maria Island.
Four‑unit apartment building offering immediate income potential.
Prime location on Pine Avenue, walkable to shops and restaurants.
Turnkey furnished with renovated kitchens featuring granite countertops and updated bathrooms.
Future redevelopment potential on a nearly 7,400 sq ft lot.
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Anna Maria Island Duplex Opportunity
Updated: Nov 27, 2025
Anna Maria Island Duplex Opportunity

411 ALAMANDA Rd, Anna Maria, FL 34216

$1,900,000
0.26 AC lot
Large 11,500 sq ft lot in the heart of Anna Maria.
Four short‑term rental units (2 bed/1 bath each).
Located on the North end of Anna Maria Island, close to beaches and Pine Avenue attractions.
Potential to build two single‑family homes or one large single‑family home.
Three of the four units have washer/dryer hookups.
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Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Anna Maria, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Renovated Villas on Anna Maria Island
Renovated Villas on Anna Maria Island

213 83RD STREET, Holmes Beach, FL 34217

$2,499,000
2,608 sqft 0.18 AC lot

Two renovated villas with pools, near Anna Maria beaches.

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Waterline Villas & Marina Residence
Waterline Villas & Marina Residence

5325 MARINA Dr 123, Bradenton Beach, FL 34217

$675,000

Furnished 2-bedroom condo with marina access and resort amenities.

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Beachfront Condo-Hotel Unit
Beachfront Condo-Hotel Unit

101 66TH St 6, Holmes Beach, FL 34217

$775,000

Income-producing beachfront condo-hotel unit on Anna Maria Island.

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Beachfront Home on Anna Maria Island
Beachfront Home on Anna Maria Island

Bradenton Beach, FL 34217

$4,700,000

Beachfront property with two structures and potential for rental income.

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Anna Maria, FL Short Term Rental Properties Market Trends and Statistics

Explore 2 short term rental properties for sale in Anna Maria, FL on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $7,495,000.

Sale prices for short term rental properties in Anna Maria, FL start at $1,900,000, averaging $3,747,500, and reaching up to $5,595,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Short term rental properties 2
Duplexes 1
Quadplexes 1

Demographics Overview

Population 900
Median Household Income $99,188
College Educated 77.2%

High-Yield Neighborhoods for Investment

Identify Anna Maria submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
34216 $3.4M

Listings Trend

New vs delisted commercial listings in Manatee County

New Delisted

Total CRE Inventory on Market (SF)

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