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Sarasota County, FL Short Term Rental Properties for Sale

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Updated Short-Term Rental Portfolio
Updated Short-Term Rental Portfolio

10-170 Roosevelt Dr, Sarasota, FL 34236

$1,300,000
294 sqft

Four studio condominiums offer managed vacation-rental operations, private patios, and access to a shared pool near the beach.

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Duplex with Private Pools
Duplex with Private Pools

2125 Montclair Drive, Sarasota, FL 34231

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5,682 sqft

Two masonry, two-story 3BR/2.5BA units, each with screened patio, private yard, and separately metered utilities.

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Four-Unit Multifamily Property
Four-Unit Multifamily Property

2119-2131 MONTCLAIR DRIVE, Sarasota, FL 34231

$1,895,000
5,857 sqft

Four residences across two masonry buildings with garages, pools, screened outdoor areas, and separately parceled components.

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Custom Duplex with Three-Car Garage
Custom Duplex with Three-Car Garage

1755 7TH ST, Sarasota, FL 34236

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4,400 sqft

Two independent residences support flexible living arrangements and short-term rental use near downtown Sarasota.

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Beachside Short-Term Rental Property
Beachside Short-Term Rental Property

149 McKinley Dr, Sarasota, FL 34236

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4,100 sqft

Custom-built vacation rental with modern furnishings, expansive guest accommodations, and private outdoor entertaining areas.

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Two-Cottage Beachside Duplex
Two-Cottage Beachside Duplex

417 SHORE ROAD A & B, Nokomis, FL 34275

$579,000
872 sqft

Separate entrances, individual wall-mounted AC units, and recent plumbing and water-heater upgrades support flexible occupancy.

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Remodeled Duplex with Furnishings
Remodeled Duplex with Furnishings

974 TENNESSEE LANE, Sarasota, FL 34234

$549,000
1,200 sqft

Two furnished one-bedroom units offer patios, updated systems, and flexible short-term or annual rental use.

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21-Unit Hotel with Swimming Pool
21-Unit Hotel with Swimming Pool

340 S Tamiami Trail, Venice, FL 34285

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5,915 sqft

Three single-story buildings offer a varied room mix, guest laundry, and updated roofing.

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Renovated Four-Unit Quadplex
Renovated Four-Unit Quadplex

3504 ESTRADA STREET, Sarasota, FL 34239

$999,000
2,201 sqft

Fully furnished, permitted property with separate cottages, updated interiors, guest seating areas, and on-site parking.

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Lido Key Income-Producing Portfolio
Lido Key Income-Producing Portfolio

170 ROOSEVELT Dr 10, Sarasota, FL 34236

$1,300,000

Turnkey short-term rental portfolio on South Lido Key.

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Beachfront Condominium Unit with Furnishings
Beachfront Condominium Unit with Furnishings

5830 MIDNIGHT PASS Rd 48, Sarasota, FL 34242

$558,000

Turnkey one-bedroom, one-bath condo in Jamaica Royale with access to private beachfront and multiple heated pools.

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3-Unit Short-Term Rental Property
3-Unit Short-Term Rental Property

2537 ASHTON ROAD, Sarasota, FL 34231

$1,075,000
2,108 sqft 0.50 AC lot

Renovated cottage-style units offer separate metering, private outdoor areas, and shared laundry facilities.

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Waterfront Condominium Complex on Siesta Key
Waterfront Condominium Complex on Siesta Key

9022 MIDNIGHT PASS RD, Sarasota, FL 34242

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0.50 AC lot

Income-producing, nine-unit waterfront condominium complex near Turtle Beach.

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Beachfront Condo with Gulf Views
Beachfront Condo with Gulf Views

5830 MIDNIGHT PASS ROAD 705, Sarasota, FL 34242

$1,299,900
1,285 sqft 0.99 AC lot

Furnished condo with Gulf views, strong rental history.

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Canalfront Short-Term Rental Townhouse
Canalfront Short-Term Rental Townhouse

447 CANAL ROAD 447, Sarasota, FL 34242

$2,375,000
2,635 sqft

Furnished weekly-rental townhouse with private boating amenities, a heated pool, and walkable access to Siesta Beach and Siesta Village.

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Updated Duplex Near Warm Springs
Updated Duplex Near Warm Springs

12125 Margarita Ave, North Port, FL 34287

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Updated duplex with strong rental potential near Warm Mineral Springs.

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Three-Unit Triplex Property
Three-Unit Triplex Property

1837 Robinhood St, Sarasota, FL 34231

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Front duplex and standalone rear cottage create a flexible residential income configuration.

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Three-Bungalow Multifamily Property
Three-Bungalow Multifamily Property

1817 6th St, Sarasota, FL 34236

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Three detached bungalows occupy a large lot with DTN zoning and additional development capacity.

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7-Unit Short-Term Rental Property
7-Unit Short-Term Rental Property

5322 CALLE DE LA SIESTA, Sarasota, FL 34242

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Nightly rental operation includes a pool, rooftop deck, laundry facilities, and walkable access to the Village and beach.

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Updated Quadplex with Covered Parking
Updated Quadplex with Covered Parking

701 W Venice Ave, Venice, FL 34285

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Four separate rental units feature individual utilities, in-unit laundry, balconies, and furnished accommodations in select units.

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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 44 Active Listings in Sarasota County, FL
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