Madeira Beach, FL Short term rental properties for sale

Updated: Aug 20

Two-Unit Duplex with New Roof

13202 GULF Boulevard, Madeira Beach, FL 33708

$1,395,000

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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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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Two-Unit Beach Duplex

13202 Gulf Blvd, Madeira Beach, FL 33708

$1,395,000

1,827 sqft

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

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Duplex Near Beach Access

13098 Gulf Blvd, Madeira Beach, FL 33708

$799,900

2,439 sqft 0.05 AC lot

Two residential units offer leasing flexibility, dedicated parking, elevated outdoor space, and a coastal setting within the John's Pass Activity Center.

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Furnished Beachside Short-Term Rental

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

$285,000

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

15000 MADEIRA Way 645, Madeira Beach, FL 33708

$775,000

26,000 sqft 0.25 AC lot

New luxury resort with premium amenities and water views.

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Turnkey Penthouse Condo-Hotel Suite

13235 GULF Blvd 603, Madeira Beach, FL 33708

$640,000

1,163 sqft

Fully furnished 6th-floor penthouse with two bedrooms, two baths, a den, and resort amenities at Madeira Bay Resort.

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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

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

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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Coastal Retreat Near Gulf Beaches

14251 GULF Blvd 12, Madeira Beach, FL 33708

$324,000

0.38 AC lot

1-bedroom, 1-bath retreat with partial beach view and no rental restrictions.

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Madeira Beach Duplex Near Sand

13434 1ST ST E, Madeira Beach, FL 33708

$449,900

0.09 AC lot

Duplex in prime location, steps from the beach.

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Renovated Triplex Near Madeira Beach

13388 1ST ST E, Madeira Beach, FL 33708

$724,999

Turnkey triplex one block from Madeira Beach with income potential.

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Marriott-Branded Hotel Unit

15000 MADEIRA WAY #643, Madeira Beach, FL 33708

$1,898,594

Pre-construction condo-hotel accommodation with Gulf, beach, island, Intracoastal, or canal views.

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9-Unit Short-Term Rental Property

15398 2nd St E, Madeira Beach, FL 33708

Contact for pricing

7,272 sqft 0.37 AC lot

Fully furnished accommodations include a two-bedroom home and multiple one-bedroom units across three buildings.

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Based on your search, we've compiled 19 Potential Opportunities for your consideration. Besides 15 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

12609 SUNSHINE Lane, Treasure Island, FL 33706

$3,250,000

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

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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Treasure Island Land Investment Opportunity

Saint Petersburg, FL 33706

$375,000

Land value opportunity near Gulf beaches, ideal for short-term rentals.

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8-Unit Deeded Condo Apartment Building

Saint Petersburg, FL 33708

Contact for pricing

Multifamily property near the public beach with individually deeded condominium units and flexible ownership options.

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

Explore 15 short term rental properties for sale in Madeira Beach, FL, showcased through 15 active listings on our real estate platform. These investment opportunities span a total of 44,353 square feet of properties for sale, with an estimated market value of $11,057,186.

Sale prices for short term rental properties in Madeira Beach, FL start at $195,793, averaging $789,799, 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.

Neighborhood	Average Price
Saint Petersburg - 33708	$753.8K

Neighborhood

Average Price

Saint Petersburg - 33708

$753.8K