Short Term Rental

Madeira Beach, FL Short Term Rental Properties for Sale

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13 properties
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Two-Unit Duplex with New Roof
Updated: Aug 20
Two-Unit Duplex with New Roof

13202 GULF Boulevard, Madeira Beach, FL 33708

$1,195,000
1,827 sqft 0.08 AC lot
Two‑unit duplex with 1,827 SF of total property size
0.08‑acre lot in Madeira Beach
Original 550 SF structure built in 1957
Approximately 1300 SF addition constructed in the 1980s
New shingle roof installed in 2025
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Restored Four-Unit Quadplex
Updated: Aug 17
Restored Four-Unit Quadplex

37 144TH Avenue, Madeira Beach, FL 33708

$1,350,000
3,380 sqft 0.11 AC lot
3,380‑square‑foot quadplex with four residences
Unit mix includes 3BR/2BA, 2BR/1BA, 1BR/1BA, and Studio/1BA
C‑3 zoning identifies multifamily, vacation rental, and temporary lodging uses
Nightly and short‑term rental potential is supported by the stated zoning and permitted uses
Across Gulf Boulevard from public beach access; approximately 1.5 miles from John's Pass Village & Boardwalk
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Renovated Duplex Near Madeira Beach
Renovated Duplex Near Madeira Beach

255 146TH Avenue E, Madeira Beach, FL 33708

$459,000
875 sqft 0.07 AC lot

Two-unit property with updated kitchens, tile floors, and a private outdoor area.

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Two-Unit Beach Duplex
Two-Unit Beach Duplex

13202 Gulf Blvd, Madeira Beach, FL 33708

$1,195,000
1,827 sqft

Standalone duplex with short-term rental zoning, two residential units, and a 2025 roof.

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Furnished First-Floor Studio
Furnished First-Floor Studio

13343 GULF BOULEVARD #B5, Madeira Beach, FL 33708

$229,000
240 sqft

Furnished coastal studio beside a renovated community pool with beach access across the street.

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Renovated Short-Term Rental Cottage
Renovated Short-Term Rental Cottage

14141 GULF BOULEVARD #5, Madeira Beach, FL 33708

$309,000
392 sqft

Zoned for daily rentals, the cottage offers beach access across the street.

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Furnished Beachside Short-Term Rental
Furnished Beachside Short-Term Rental

13343 GULF BOULEVARD #C-12, Madeira Beach, FL 33708

$284,900
445 sqft

Second-floor furnished property with Gulf and pool views, a front porch, and an established weekly and monthly rental history.

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Luxury Condo-Hotel Suites on Madeira Beach
Luxury Condo-Hotel Suites on Madeira Beach

15000 MADEIRA WAY #643, Madeira Beach, FL 33708

$1,898,594
26,000 sqft

New luxury resort with premium amenities and water views.

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Furnished Condo-Hotel Near Beach
Furnished Condo-Hotel Near Beach

13999 GULF Blvd 406, Madeira Beach, FL 33708

$525,000
0.57 AC lot

Furnished condo-hotel near beach, great investment, no rental minimums.

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Renovated Madeira Beach Condo-Hotel Unit
Renovated Madeira Beach Condo-Hotel Unit

14251 GULF Blvd 5, Madeira Beach, FL 33708

$299,000
0.38 AC lot

Turnkey, fully furnished 1-bedroom condo near Gulf beaches.

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Updated Studio Near Gulf Beaches
Updated Studio Near Gulf Beaches

13343 GULF Blvd A1, Madeira Beach, FL 33708

$195,793
0.24 AC lot

Completely updated studio in desirable short-term rental location.

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Renovated Duplex with Outdoor Shower
Renovated Duplex with Outdoor Shower

255 146TH AVE E, Madeira Beach, FL 33708

$459,000

Two updated kitchens and a shared backyard support residential use near Madeira Beach and John's Pass.

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Renovated Triplex Near Madeira Beach
Renovated Triplex Near Madeira Beach

13388 1ST ST E, Madeira Beach, FL 33708

$699,999

Turnkey triplex one block from Madeira Beach with income potential.

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Based on your search, we've compiled 17 Potential Opportunities for your consideration. Besides 13 Active listings in Madeira Beach, 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.

Gulf-Front Short-Term Rental Compound
Gulf-Front Short-Term Rental Compound

12609 SUNSHINE Lane, Treasure Island, FL 33706

$3,190,000
2,028 sqft 0.28 AC lot

Renovated Gulf-front short-term rental compound with two homes and public utilities.

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Four-Unit Hotel/Motel-Zoned Quadplex
Four-Unit Hotel/Motel-Zoned Quadplex

12620 GULF Boulevard, Treasure Island, FL 33706

$1,900,000
2,416 sqft 0.10 AC lot

Hotel/motel zoning permits nightly rentals, with a shared courtyard and dedicated parking serving each unit.

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Lakefront Mixed-Use Property
Lakefront Mixed-Use Property

10830 NAVAJO, St Petersburg, FL 33708

$1,950,000
1,896 sqft 1.13 AC lot

Zoned for office, residential, and short-term rental uses with a connected residence and office/flex wing.

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Lakefront Mixed-Use Property
Lakefront Mixed-Use Property

10830 NAVAJO Drive, St Petersburg, FL 33708

$1,950,000
7,040 sqft 1.13 AC lot

GO-zoned property combines a remodeled residence with an attached office and flex wing for integrated personal and professional use.

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Madeira Beach, FL Short Term Rental Properties Market Trends and Statistics

Explore 13 short term rental properties for sale in Madeira Beach, FL, showcased through 13 active listings on our real estate platform. These investment opportunities span a total of 34,986 square feet of properties for sale, with an estimated market value of $9,099,286.

Sale prices for short term rental properties in Madeira Beach, FL start at $195,793, averaging $699,945, and reaching up to $1,898,594 — 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 15
Duplexes 11
Triplexes 6
Apartment buildings 5
Quadplexes 2

Demographics Overview

Population 15K
Population Growth (5Y) -4.9%
Median Household Income $83,773
College Educated 30.9%

High-Yield Neighborhoods for Investment

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

Neighborhood Average Price
Saint Petersburg - 33708 $723.4K

Listings Trend

New vs delisted commercial listings in Pinellas County

New Delisted

Total CRE Inventory on Market (SF)

Property Size Breakdown

The majority of commercial real estate listings in Madeira Beach fall within the 10,000 to 25,000 square foot range.

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