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Sarasota, FL Short Term Rental Properties for Sale

13 results
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Remodeled Duplex Near Siesta Key
$780,000
1,628 SF

Remodeled Duplex Near Siesta Key

2233 Michele Dr, Sarasota, FL 34231

Sarasota duplex with income potential near Siesta Key Beach.

  • Fully remodeled duplex in desirable Phillippi Gardens with exceptional income potential and no HOA/CDD fees.
  • Prime location: Minutes from Siesta Key Beach, Siesta Key Village, University Town Center, downtown Sarasota, and US‑41.
  • Turn‑key investment property featuring two spacious 2‑bedroom, 1.5‑bath units, each with a 1‑car garage, private patio, screened lanai, and fenced backyard.
  • Upgraded with new luxury flooring, renovated kitchens, updated bathrooms, new stainless steel appliances (including washers and dryers), and hurricane‑impact windows/garage doors.
  • Updated plumbing and electrical systems, ensuring peace of mind.
Updated: Mar 2
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Laurel Park Triplex Investment Opportunity
Pending
$1,000,000
1,826 SF

Laurel Park Triplex Investment Opportunity

407 Ohio Pl, Sarasota, FL 34236

Income-producing triplex in Sarasota's historic Laurel Park neighborhood.

  • High income‑producing triplex in the desirable Laurel Park Historic District, currently operating as a successful Airbnb with verifiable income and Superhost status.
  • Proven financial performance with consistent income: $111,599 in 2023, $106,893 in 2024, and a projected $103,000 in 2025, with potential to exceed $120,000 annually with maximized occupancy.
  • Rare flag lot with dual frontage offering privacy, accessibility, and redevelopment potential for a custom residence in Sarasota's downtown core.
  • Turnkey property with three fully furnished units, private driveways, off‑street parking, patios, and in‑unit or shared laundry, ready for immediate passive income.
  • Flexible investment opportunity: continue as a high‑yield short‑term rental, transition to long‑term tenants, or occupy one unit and rent the others.
Updated: Mar 3
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Sarasota Quadruplex Near Downtown
$1,149,999
3,058 SF

Sarasota Quadruplex Near Downtown

Four-unit property near downtown Sarasota with income potential.

2016 5Th St, Sarasota, FL 34237
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Siesta Key Condo with Income
$1,749,000
2,780 SF

Siesta Key Condo with Income

Luxury condo near Siesta Key Beach with short-term rental potential.

1021 Crescent St, Sarasota, FL 34242
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Siesta Key Income-Generating Duplex
$3,395,000
1,803 SF

Siesta Key Income-Generating Duplex

Renovated duplex on Beach Road, Siesta Key. Turnkey investment.

527 Beach Rd, Sarasota, FL 34242
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Renovated Multifamily Near Downtown Sarasota
$1,249,000
3,432 SF

Renovated Multifamily Near Downtown Sarasota

Professionally designed, renovated 2-unit multifamily property near downtown Sarasota.

2655 Bay St, Sarasota, FL 34237
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Siesta Key Income Property
$1,975,000
1,691 SF

Siesta Key Income Property

Renovated duplex near Siesta Key with strong rental income.

6550 Sabal Dr, Sarasota, FL 34242
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Sarasota Multi-Family Investment Property
$4,900,000
4,437 SF

Sarasota Multi-Family Investment Property

Seven-unit property near the beach with nightly rental potential.

5322 Calle De La Siesta, Sarasota, FL 34242
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Renovated Duplex in Siesta Key
$3,075,000
1,998 SF

Renovated Duplex in Siesta Key

Income-generating duplex with nightly rental exemption and development potential.

5228 Calle Menorca, Sarasota, FL 34242
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Siesta Key Boutique Hospitality Investment
Pending
$2,795,000
3,467 SF

Siesta Key Boutique Hospitality Investment

Exceptional income-producing opportunity across from Siesta Beach.

6905 Point Of Rocks Rd, Sarasota, FL 34242
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Lido Key Income-Producing Portfolio
$1,600,000
294 SF

Lido Key Income-Producing Portfolio

Turnkey short-term rental portfolio on South Lido Key.

170 Roosevelt Dr, Sarasota, FL 34236
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Downtown Sarasota Mixed-Use Building
$3,800,000
8,165 SF

Downtown Sarasota Mixed-Use Building

Three-story mixed-use building in the heart of Downtown Sarasota.

1345 2Nd St, Sarasota, FL 34236
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Siesta Key Quadruplex Opportunity
$1,399,000
2,961 SF

Siesta Key Quadruplex Opportunity

Quadruplex near Siesta Key Village with income potential.

618 Avenida De Mayo, Sarasota, FL 34242
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Based on your search, we've compiled 17 Potential Opportunities for your consideration. Besides 13 Active listings in Sarasota, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities

Explore Opportunities in Nearby Cities

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

Turnkey Furnished Short-Term Rental Complex
$8,650,000
15,476 SF

Turnkey Furnished Short-Term Rental Complex

Two-building complex with 16 furnished units operating as short-term rentals.

2704 49Th Ave W, Bradenton, FL 34207
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Turnkey Income Property with Pool
$8,650,000
15,476 SF

Turnkey Income Property with Pool

Two-building complex with 16 furnished units, resort-style pool, generating income.

2704 49Th Avenue Dr, Bradenton, FL 34207
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Nokomis Mixed-Use Corner Property
Contact for pricing
5,568 SF

Nokomis Mixed-Use Corner Property

Versatile property with commercial space and income-generating residential units.

901-903 S Tamiami Trl, Nokomis, FL 34275
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Nokomis Quadruplex Near Waterfront
$589,900
2,950 SF

Nokomis Quadruplex Near Waterfront

Quadruplex in Nokomis, Florida, near bays, restaurants, and tiki bars.

114 Nippino Trl W, Nokomis, FL 34275
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Sarasota, FL Short Term Rental Properties Investment Opportunities Market Analysis

Explore 13 short term rental properties for sale in Sarasota, FL, showcased through 13 active listings on our real estate platform. These investment opportunities span a total of 146,797 square feet of properties for sale, with an estimated market value of $25,066,999.

Sale prices for short term rental properties in Sarasota, FL start at $780,000, averaging $2,088,916, 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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