Sarasota County, FL Short Term Rental Properties for Sale

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Updated: Aug 21

Historic Three-Residence Rental Property

2830 BAY SHORE Circle, Sarasota, FL 34234

$1,500,000

4,512 sqft 0.39 AC lot

4,512‑square‑foot estate on 0.39 acres
Three potential residences: a 3‑bedroom, 3‑bath main house, studio, and 2‑bed/1‑bath apartment
Short‑term rentals allowed with a 7‑day minimum
City of Sarasota historic structure designation from 1987
Built in 1925 with original hardwood floors, tile, chandeliers, and masonry fireplace

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Updated: Aug 20

Duplex with Private Pool

1213 BENEDICT Court, Sarasota, FL 34237

$640,000

2,610 sqft 0.40 AC lot

2,610‑square‑foot duplex with two separate units and two addresses
Each unit includes 3 bedrooms and 3 full bathrooms
0.4‑acre parcel with fenced private swimming pool and patio area
RMF1 zoning; rental use remains subject to applicable City of Sarasota requirements
One unit includes an extensively renovated kitchen completed approximately in 2020 and furnishings

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Furnished Duplex with Two Residences

2245 BAHIA VISTA Street, Sarasota, FL 34239

$499,000

1,652 sqft 0.13 AC lot

Two separately configured homes include private kitchens, living areas, and dining spaces.

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Historic Short-Term Rental Estate

2830 BAY SHORE CIRCLE, Sarasota, FL 34234

$1,500,000

5,545 sqft

Gated Sarasota property with three residences, period architectural details, and a seven-day minimum rental period.

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Duplex with Separate Private Entrances

993 GARY Street, Sarasota, FL 34234

$450,000

1,679 sqft 0.22 AC lot

Two updated units offer private outdoor areas, separate utilities, screened lanais, and covered carports with locked storage.

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Updated Duplex with Carports

12125 MARGARITA Avenue, North Port, FL 34287

$380,000

1,585 sqft 0.22 AC lot

Two-unit property with remodeled interiors, separate laundry areas, and RMF3 zoning near Warm Mineral Springs.

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4-Unit Short-Term Rental Portfolio

170 ROOSEVELT Drive, Sarasota, FL 34236

$1,300,000

294 sqft 0.90 AC lot

Updated studio residences with private patios, community pool access, and established beach-oriented operations.

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7-Unit Hospitality-Style Apartment Building

5322 Calle De La Siesta, Sarasota, FL 34242

$4,900,000

4,437 sqft

Seven-unit property with nightly rental operation, pool amenities, rooftop deck, and on-site laundry.

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Three-Story Mixed-Use Building

1345 2ND Street, Sarasota, FL 34236

$3,750,000

8,165 sqft 0.12 AC lot

Downtown property combines a salon-ready first floor, treatment rooms, and a private residential penthouse with elevator access.

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Apartment Building with Pool

5322 CALLE DE LA SIESTA, Sarasota, FL 34242

$4,400,000

4,437 sqft 0.13 AC lot

Seven-unit income property near the beach and Village, with guest amenities and on-site operational space.

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Duplex with Vaulted Lofts

418 Narvaezi St, Venice, FL 34285

$736,900

2,199 sqft

Two individually configured units offer flexible occupancy, rental, or personal-use arrangements near Venice Island amenities.

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Updated Furnished Duplex

3710 IROQUOIS Avenue, Sarasota, FL 34234

$669,000

1,704 sqft 0.13 AC lot

Two independent residences feature separate utilities, in-unit laundry, and functional living and dining areas.

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Duplex with Private Swimming Pool

1213 BENEDICT COURT, Sarasota, FL 34237

$640,000

2,610 sqft

Two separate addresses support a flexible two-unit configuration near Downtown Sarasota.

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Turnkey Studio STR Quadplex

170 Roosevelt Dr Unit 10, Sarasota, FL 34236

$1,300,000

294 sqft

Four updated studio units are offered as a managed, actively listed short-term rental portfolio with a community pool and private patios.

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Four-Home Rental Portfolio

1555 7TH STREET, Sarasota, FL 34236

$2,529,000

3,705 sqft 0.53 AC lot

Four contiguous rental homes in the Rosemary District are currently leased on an annual basis.

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Beachfront Condo with Income History

6006 Midnight Pass Rd Unit 51, Sarasota, FL 34242

$575,000

600 sqft

Turnkey furnished 1-bed, 1-bath beachfront condo in Casa Mar with established short-term rental performance.

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Five-Unit Short-Term Rental Building

1236 13th St, Sarasota, FL 34236

$1,600,000

2,832 sqft

Five-unit multifamily property zoned for short-term rental, with four one-bedroom units and one two-bedroom unit with a den.

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Five-Bedroom Short-Term Rental With Pool

B-6910 Midnight Pass Rd, Sarasota, FL 34242

$2,895,000

2,801 sqft

Vacation rental residence with an elevator, resort-style pool and spa, and indoor-outdoor living areas.

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Updated Duplex Rental Property

12125 Margarita Ave, North Port, FL 34287

$380,000

1,585 sqft

Each unit features modern granite kitchens, remodeled baths, in-unit laundry, and dedicated covered parking.

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Furnished Duplex with Updated Systems

2245 Bahia Vista St, Sarasota, FL 34239

$499,000

1,652 sqft

Turnkey two-residence property with separate living areas, kitchens, furnishings, and laundry equipment.

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Income-Generating Duplex With Updated Interiors

993 Gary Street A & B, Sarasota, FL 34234

$450,000

1,679 sqft

Duplex in flood zone X with two 2-bedroom, 1-bath units, screened lanais, private laundry, and covered carports with storage.

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Turnkey Duplex Investment

6231 Coniston Terrace, North Port, FL 34287

$380,000

1,601 sqft

Well-maintained duplex with two 2-bedroom, 1-bath units and recent exterior and electrical updates.

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Renovated Six-Unit Apartment Building

171-104 Avenida Veneccia, Sarasota, FL 34242

$3,990,000

3,888 sqft

Furnished vacation rental property with private suites, shared courtyard amenities, onsite laundry, and designated parking near Siesta Key Beach.

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Short-Term Rental Apartment Building

1236 13th Street, Sarasota, FL 34236

$1,600,000

4,402 sqft

Five-unit apartment building zoned for short-term rentals, including four one-bedrooms and one two-bedroom with den.

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

Explore 44 short term rental properties for sale in Sarasota County, FL, showcased through 44 active listings on our real estate platform. These investment opportunities span a total of 103,017 square feet of properties for sale, with an estimated market value of $49,492,800.

Sale prices for short term rental properties in Sarasota County, FL start at $380,000, averaging $1,455,670, and reaching up to $4,900,000 — 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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