Pinellas County, FL Short Term Rental Properties for Sale

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144 properties

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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: Jul 4

Waterfront Short-Term Rental Estate

4124 HARBOR Circle S, Largo, FL 33770

$2,300,000

3,130 sqft 0.31 AC lot

3,130‑square‑foot short‑term rental property on a 0.31‑acre point lot
6 bedrooms and 3 bathrooms with sleeping capacity for up to 22 guests
510 feet of wide saltwater river frontage
Two private composite docks and an on‑site luxury vessel included
Heated pool and spa with designer furnishings

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Furnished Four-Unit Quadplex

644 72ND Avenue, St Pete Beach, FL 33706

$1,699,000

2,885 sqft 0.12 AC lot

Updated coastal property with a varied unit mix, private kitchens, dedicated parking, and furnishings included.

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Remodeled Triplex with RV Pad

15501 61st St N, Clearwater, FL 33760

$699,990

2,512 sqft 0.37 AC lot

Two concrete-block buildings contain three self-contained units with central A/C and separately metered water and electric.

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Gulf-Front Duplex with Guest House

2308 BEACH Trail, Indian Rocks Beach, FL 33785

$4,200,000

2,806 sqft 0.20 AC lot

Beachfront income property with a separate guest residence, pool and spa, outdoor kitchen, and direct access to Gulf shoreline.

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Renovated Six-Unit Apartment Building

206 22ND Avenue, Indian Rocks Beach, FL 33785

$2,300,000

4,556 sqft 0.21 AC lot

Two-story multifamily property near public beach access, with remodeled units and designated parking.

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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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Coastal Duplex with Nightly Rental Zoning

2003 BEACH TRAIL #A, Indian Rocks Beach, FL 33785

$2,350,000

2,550 sqft

Pre-construction Side A combines a four-bedroom layout with private elevator access and a stacked garage.

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Gulf-Front Quadplex

19306 GULF BOULEVARD, Indian Rocks Beach, FL 33785

$3,250,000

4,695 sqft

Water-damaged multifamily property with condo/hotel zoning and a documented history of seasonal vacation rentals.

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Renovated Six-Unit Apartment Building

206 22ND Avenue, Indian Rocks Beach, FL 33785

$2,300,000

4,556 sqft 0.21 AC lot

Two-story property with remodeled residences, designated parking, and public beach access nearby.

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Preconstruction Coastal Duplex

2005 BEACH TRAIL #B, Indian Rocks Beach, FL 33785

$2,350,000

2,550 sqft

Planned residence with elevator access, stacked garage parking, and approved nightly rental zoning.

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Restored Four-Unit Quadplex

37 144TH Avenue, Madeira Beach, FL 33708

$1,350,000

3,380 sqft 0.11 AC lot

C-3 zoning supports multifamily, vacation rental, and temporary lodging uses near public Gulf beach access.

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7-Unit Downtown Apartment Building

335 5TH Avenue N, St Petersburg, FL 33701

$1,320,000

3,475 sqft 0.16 AC lot

Historic 1925 property with a mix of conventional and short-term accommodations near waterfront parks and downtown amenities.

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Waterfront Short-Term Rental Property

11500 GULF BOULEVARD #603, Treasure Island, FL 33706

$985,000

1,060 sqft

Furnished two-bedroom condo-hotel with Gulf views, a private balcony, and access to resort amenities.

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Renovated 5-Unit Apartment Building

3101 BEACH Boulevard S, Gulfport, FL 33707

$1,350,000

2,160 sqft 0.11 AC lot

Updated kitchens, bathrooms, fixtures, and open living areas support a coastal apartment property near Gulfport Beach.

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Renovated 5-Unit Apartment Building

3101 BEACH Boulevard S, Gulfport, FL 33707

$1,350,000

2,160 sqft 0.11 AC lot

Updated kitchens and bathrooms complement open living areas and assigned parking.

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Turnkey Four-Unit Quadplex

644 72ND AVENUE, St Pete Beach, FL 33706

$1,699,000

2,885 sqft

Fully furnished, updated quadplex permitted for nightly rentals with four parking spaces and a detached studio.

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Nightly Rental Triplex Near Gulf Beaches

109 14TH Avenue, St Pete Beach, FL 33706

$2,300,000

2,041 sqft 0.11 AC lot

Three accommodations include a cottage and two flats, with automated guest arrival and departure systems.

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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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Mixed-Use Property with Bar Space

531 ATHENS Street, Tarpon Springs, FL 34689

$1,250,000

2,772 sqft 0.10 AC lot

Two-level property combines an operating bar with a flexible residential area suited to short-term rental use.

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Beachfront Resort Condo Unit

12000 GULF BOULEVARD #304S, Treasure Island, FL 33706

$649,000

870 sqft

Beachfront 2-bedroom, 2-bath condo with in-unit laundry, covered balcony, and assigned parking within Sunset Vista resort amenities.

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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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Mixed-Use Property with Bar

531 Athens St, Tarpon Springs, FL 34689

$1,250,000

2,772 sqft

Two-level layout pairs an occupied bar with an upstairs residential suite suited to short-term rental use.

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Renovated Duplex with Detached Studio

6855 GULF WINDS Drive, St Pete Beach, FL 33706

$799,000

2,012 sqft 0.17 AC lot

Two separately metered residences feature updated finishes and a detached air-conditioned studio.

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Pinellas County, FL Short Term Rental Properties Market Trends and Statistics

Explore 144 short term rental properties for sale in Pinellas County, FL, showcased through 144 active listings on our real estate platform. These investment opportunities span a total of 229,996 square feet of properties for sale, with an estimated market value of $161,339,964.

Sale prices for short term rental properties in Pinellas County, FL start at $120,000, averaging $1,231,602, and reaching up to $5,500,000 — 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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