Longboat Key, FL Short term rental properties for sale

$900,000

1,792 SF

Longboat Key Duplex Opportunity

578 - 580 Companion Way, Longboat Key, FL 34228

Updated duplex near beaches, ideal for investors or families.

Steps from pristine Gulf beaches on Longboat Key.
Two separate units (2/2 and 2/1) ideal for rental income or multi‑generational living.
Offered fully furnished with high‑quality updates throughout.
New roof, AC systems, water heaters, and appliances (completed in 2025).
Vacation rentals permitted, offering income potential.

Updated: Feb 11

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$378,500

1,008 SF

Longboat Key Townhouse with Garage

549 SUTTON PLACE, Longboat Key, FL 34228

Affordable 2-bedroom townhouse with deeded garage and Gulf access.

Lowest‑priced 2‑bedroom townhouse on Longboat Key.
Deeded covered garage.
Gulf to Bay access with boat slip rentals available.
Enjoy private beach access with gated parking, pavilion, restrooms, and showers.
Turn‑key and move‑in ready with no storm damage.

Updated: Mar 23

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$649,000

1,392 SF

Gulf View Condo with Rental

Gulf-front condo with rental potential and hurricane windows.

1065 GULF OF MEXICO DRIVE 302, Longboat Key, FL 34228

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$1,198,000

750 SF

Gulf-Front Beach Oasis Suite

Corner suite with Gulf views, rental income potential.

240 SANDS POINT ROAD 4201, Longboat Key, FL 34228

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$1,074,000

1,028 SF

Beachfront Retreat on Longboat Key

Turnkey furnished two-bedroom beachfront residence with rental income potential.

5311 GULF OF MEXICO DRIVE 3, Longboat Key, FL 34228

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Based on your search, we've compiled 9 Potential Opportunities for your consideration. Besides 5 Active listings in Longboat Key, 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.

$699,000

2,816 SF

Turnkey Investment Duplex in Bradenton

Renovated duplex near State College of Florida and IMG Academy.

5723 26TH STREET W, Bradenton, FL 34207

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$629,000

1,605 SF

Sarasota Duplex: Investment Opportunity

Well-maintained Sarasota duplex, ideal for short-term rental or personal retreat.

4925 REMINGTON DRIVE, Sarasota, FL 34234

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$265,000

Pond View Two-Bedroom Apartment

Fully furnished two-bedroom, two-bath apartment with pond views in a resort-style community.

4425 45TH Ave W 101, Bradenton, FL 34210

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$120,000

Sarasota Studio Condo with Gulf Access

Updated studio condo with no rental restrictions and gulf access.

7150 N TAMIAMI Trl S521, Sarasota, FL 34243

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Longboat Key, FL Short Term Rental Properties Investment Opportunities Market Analysis

Explore 5 short term rental properties for sale in Longboat Key, FL, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 5,970 square feet of properties for sale, with an estimated market value of $4,199,500.

Sale prices for short term rental properties in Longboat Key, FL start at $378,500, averaging $839,900, and reaching up to $1,198,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Neighborhood	Average Price
34228	$839.9K

Neighborhood

Average Price

34228

$839.9K