Short Term Rental

Sarasota, FL Short Term Rental Properties for Lease

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Osprey, FL Longboat Key, FL Nokomis, FL Bradenton, FL Lakewood Ranch, FL Venice, FL Palmetto, FL North Port, FL
Boutique Guest House with Private Entry
Updated: Jul 25
Boutique Guest House with Private Entry

451 WOODLAND DRIVE, Sarasota, FL 34234

$2,400-$4,500/Mo
488 sqft
Boutique guest house built in 1925 in Sarasota’s Indian Beach–Sapphire Shores neighborhood
Private entry with lush landscaping and two seating areas
Seasonal availability: 1/2/27–6/30/27
Rental rates: $4,500/mo (Jan–Apr) and $2,400/mo (May–Jun)
All utilities included
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1BR/1BA Bungalow with Courtyard
Updated: Jul 4
1BR/1BA Bungalow with Courtyard

1912 MORRILL #1916, Sarasota, FL 34236

$1,750/Mo
500 sqft
Modern 1BR/1BA bungalow in Towles Court Artist Colony in Laurel Park; built in 1961
Open‑concept living/dining/kitchen with luxury vinyl plank flooring and modern kitchen with stainless appliances
Private courtyard with grill, string lights, and outdoor dining space for eight
Offered furnished or unfurnished; annual (12+ months) unfurnished or short/mid‑term furnished
One dedicated parking space plus ample guest and street parking
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2 active listings match your search: Short Term Rental for lease in Sarasota, FL. Based on your search, we've also compiled 33 Potential Opportunities for your consideration: 4 spaces in nearby cities and 29 properties for sale.

Short term rental properties for Lease in Nearby Cities

Here are 4 Similar Spaces we found in Nearby Locations for your consideration.

Furnished Resort Condo
Furnished Resort Condo

3151 SUNSET WALK Dr 112, Kissimmee, FL 34747

$2,700/Mo
Built 2023

First-floor, fully furnished two-bedroom residence with a private balcony, contemporary finishes, and in-unit laundry.

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Furnished Vacation Villa Apartment
Furnished Vacation Villa Apartment

3100 PARKWAY Blvd 315, Kissimmee, FL 34747

$500/Mo
Built 1990
Highway access  Road access

Move-in ready one-bedroom villa with fully equipped kitchen and utilities included, plus parking and resort amenities access.

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Furnished Condo Near Theme Parks
Furnished Condo Near Theme Parks

4862 CAYVIEW Ave 102, Orlando, FL 32819

$3,000/Mo
Built 2008

Furnished condo near Universal's Epic Theme Park and Disney World.

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Furnished Condo Near Universal Studios
Furnished Condo Near Universal Studios

7601 CANADA Ave 418, Orlando, FL 32819

Florida Center
$1,450/Mo
Built 1999  0.01 acres

Furnished 1 bed, 1 bath condo available for short-term rent.

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Similar Spaces for Sale in Sarasota, FL

Consider Similar Space for Sale. We found 29 Spaces matching your search parameters.

Furnished Duplex with Gulf Views
Furnished Duplex with Gulf Views

126 AVENIDA VENECCIA, Sarasota, FL 34242

$2,495,000
3,260 sqft 0.13 AC lot

Two rental apartments offer distinct layouts, with private outdoor areas and access to nearby Siesta Key Village and the beach.

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Private Triplex with Pool
Private Triplex with Pool

3476 WINTON Avenue, Sarasota, FL 34234

$1,300,000
3,228 sqft 0.63 AC lot

Three detached residences share a landscaped outdoor setting with pool and cabana spaces.

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Four-Home Quadplex Property
Four-Home Quadplex Property

1555 7TH Street, Sarasota, FL 34236

$2,529,000
3,705 sqft 0.14 AC lot

Four contiguous rental residences offer annual occupancy and future flexibility within Sarasota’s Rosemary District.

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Furnished Short-Term Rental Property
Furnished Short-Term Rental Property

4711 HOLLINGSWORTH AVENUE, Sarasota, FL 34233

$655,000
1,696 sqft

Three separately accessed furnished accommodations are complemented by on-site parking and a landscaped shared rear area.

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Duplex with Private Swimming Pool
Duplex with Private Swimming Pool

1213 Benedict Ct, Sarasota, FL 34237

$640,000
2,610 sqft

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

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Five-Unit Short-Term Rental Building
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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Furnished Duplex with Two Residences
Furnished Duplex with Two Residences

2245 BAHIA VISTA Street, Sarasota, FL 34239

$450,000
1,652 sqft 0.13 AC lot

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

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Five-Bedroom Short-Term Rental With Pool
Five-Bedroom Short-Term Rental With Pool

B-6910 Midnight Pass Rd, Sarasota, FL 34242

$2,750,000
2,801 sqft

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

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Lido Key Income-Producing Portfolio
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.

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4-Unit Short-Term Rental Portfolio
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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Custom Duplex with Three-Car Garage
Custom Duplex with Three-Car Garage

1755 7TH ST, Sarasota, FL 34236

$1,895,000
4,400 sqft

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

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Income-Generating Duplex With Updated Interiors
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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Short-Term Rental Duplex Property
Short-Term Rental Duplex Property

662 CALLE DEL OTONO, Sarasota, FL 34242

$6,400,500
5,313 sqft

Two duplexes offer a flexible configuration for short-term stays, longer-term rentals, or private residential use.

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Three-Story Mixed-Use Building
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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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

Contact for pricing
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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Furnished Condo-Hotel Rental Room
Furnished Condo-Hotel Rental Room

7150 N TAMIAMI TRL #C233, Sarasota, FL 34243

$155,000
348 sqft

Daily and short-term rental use is allowed without a minimum lease period.

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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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Furnished Two-Bedroom Vacation Rental Condo
Furnished Two-Bedroom Vacation Rental Condo

5673 MIDNIGHT PASS RD #202, Sarasota, FL 34242

$479,999

The residence includes a primary suite, guest bedroom, covered parking and access to a heated community pool and boat dock.

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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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Hotel Guest Room with Bunk Beds
Hotel Guest Room with Bunk Beds

7150 N TAMIAMI TRL #S-612, Sarasota, FL 34243

$89,000
348 sqft

The room accommodates up to five guests and includes a queen bed and bunk bed.

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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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Sarasota, FL Short term rental properties Lease Rates & Market Statistics

Explore 2 Short term rental properties for lease in Sarasota, FL on Realmo, a commercial real estate exchange covering the Sarasota area. The current inventory totals 988 square feet of properties.

Asking lease rates for Short term rental properties in Sarasota start at $1,750/Mo, average $2,883/Mo, and reach $4,500/Mo at the top of the market. That's a 3x spread between entry-level and premium space, making side-by-side comparison of asking rents and lease terms essential.

Sarasota accounts for 67% of the 3 short term rental properties currently available across Sarasota County, where a nearby market includes Venice. Short term rental properties are one of the more limited space types in Sarasota, with just 2 listings currently available — a scarcity worth factoring into lease negotiations. Also worth a look for tenants weighing alternatives: Apartment buildings (4 listings) elsewhere in the Sarasota market.

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