Sarasota, FL Short Term Rental Properties for Sale

List

Map

North Port, FL Osprey, FL Longboat Key, FL Nokomis, FL Lakewood Ranch, FL Bradenton, FL Laurel, FL Venice, FL

36 properties

Sort:

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

View details

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

View details

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.

View details

See what stands out in Sarasota County

We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

We check every listing here. A few are worth a second look.

Cap Rate available after sign in

NOI available after sign in

Local Demand available after sign in

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.

View details

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.

View details

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.

View details

Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center

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.

View details

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.

View details

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.

View details

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.

View details

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.

View details

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.

View details

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.

View details

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.

View details

Lido Key Income-Producing Portfolio

170 Roosevelt Dr Unit 10, Sarasota, FL 34236

$1,300,000

294 sqft

Turnkey short-term rental portfolio on South Lido Key.

View details

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.

View details

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.

View details

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.

View details

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.

View details

Duplex with Private Pools

2125 Montclair Drive, Sarasota, FL 34231

Contact for pricing

5,682 sqft

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

View details

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.

View details

Custom Duplex with Three-Car Garage

1755 7TH ST, Sarasota, FL 34236

Contact for pricing

4,400 sqft

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

View details

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.

View details

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.

View details

Sarasota, FL Short Term Rental Properties Market Trends and Statistics

Explore 36 short term rental properties for sale in Sarasota, FL, showcased through 36 active listings on our real estate platform. These investment opportunities span a total of 75,036 square feet of properties for sale, with an estimated market value of $38,514,000.

Sale prices for short term rental properties in Sarasota, FL start at $95,000, averaging $1,283,800, and reaching up to $4,400,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

List

Map

Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Demographics Overview

Population 264K

Population Growth (5Y) +6.9%

Median Household Income $83,135

College Educated 43.1%

High-Yield Neighborhoods for Investment

Identify Sarasota submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood	Average Price
34243	$120K
34237	$640K
34239	$665.7K
34234	$853K
34231	$1.5M

Taxes & Financing

Tax Rate (average for all types) 1.33%

Property Tax per SF $10.04 per SF

Tax Rate vs County Average 0.02 pp below county avg

Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Sarasota County

New Delisted

Total CRE Inventory on Market (SF)

Property Size Breakdown

The majority of commercial real estate listings in Sarasota fall within the 25,000 to 50,000 square foot range.

Need Help?

Reach out if you need assistance with Realmo tools or have questions about your listings