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St Augustine, FL Short Term Rental Properties for Sale

15 results
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St. Augustine Multifamily Income Property
$649,000
1,920 SF

St. Augustine Multifamily Income Property

55 S Dixie Hwy, St Augustine, FL 32084

Restored 1925 property with office and vacation rental income.

  • Fully restored and upgraded in 2024, bringing a 1925 historic property up to modern standards.
  • Income‑producing property: first floor leased as office space through October 2026.
  • Vacation rental apartment upstairs with a strong booking history (nearly 250 booked nights per year).
  • Prime location: easy access to St. Augustine's historic district, dining, and attractions.
  • Furnished two‑bedroom apartment ready for immediate vacation rental use.
Updated: Jan 17
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St. Augustine Multifamily Investment Property
$1,149,000
2,891 SF

St. Augustine Multifamily Investment Property

16 Rohde Ave, St Augustine, FL 32084

Income-producing property near downtown St. Augustine with short-term rental potential.

  • Income‑producing property with strong rental history and future bookings into 2026, providing immediate cash flow.
  • Configured as four separate units (three short‑term rentals, one annual lease) with separate meters, offering flexibility and income potential.
  • Prime location in downtown St. Augustine, minutes from attractions, dining, shopping, and events.
  • Turnkey operation with detailed income records available and seller committed to a smooth transition.
  • Opportunity to live on‑site and have tenants cover the mortgage with substantial excess income.
Updated: Jan 15
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St Augustine Beach Duplex
$1,265,000

St Augustine Beach Duplex

St Augustine Beach property with multifamily zoning and commercial uses.

120 Anastasia Lodge Dr, St Augustine, FL 32080
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St Augustine Beach Duplex
$1,265,000

St Augustine Beach Duplex

Multifamily property near St Augustine Beach with commercial potential.

120 Anastasia Lodge Dr, St Augustine, FL 32080
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Anastasia Island Family Estate
$1,650,000

Anastasia Island Family Estate

Two houses on multiple lots near historic district and state park.

312 Minorca Ave, St Augustine, FL 32080
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New St. Augustine Duplex
$799,000

New St. Augustine Duplex

New duplex near I-95 and Crescent Beach.

971 Irma Way, St Augustine, FL 32086
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Luxury Boutique Hotel Opportunity
$5,195,000
10,112 SF

Luxury Boutique Hotel Opportunity

Three newly built luxury homes in St. Augustine, Florida.

16/18/20 Inlet Pl, St Augustine, FL 32080
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St. Augustine Condo with Income
$450,000
1,758 SF

St. Augustine Condo with Income

Ground-floor condo with income potential near World Golf Village.

965 Registry Blvd, St Augustine, FL 32092
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St. Augustine Income Property
$699,900
2,168 SF

St. Augustine Income Property

Income-producing 6-bedroom property near downtown St. Augustine.

211 Arricola Ave, St Augustine, FL 32080
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Luxurious St. Augustine Duplex Investment
$1,599,000
4,514 SF

Luxurious St. Augustine Duplex Investment

Turnkey duplex near downtown St. Augustine, ideal for short-term rentals.

307 Arricola Ave Unit A, St Augustine, FL 32080
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St. Augustine Boutique Hotel Opportunity
$5,195,000

St. Augustine Boutique Hotel Opportunity

Three luxury homes, ideal for multifamily vacations and group events.

16/18/20 Inlet Pl, St Augustine, FL 32080
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Historic St. Augustine Duplex Portfolio
$1,225,000

Historic St. Augustine Duplex Portfolio

Two restored historic homes in St. Augustine's Abbott Tract.

16 Locust St, St Augustine, FL 32084
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St. Augustine Duplex with Income Potential
$449,000

St. Augustine Duplex with Income Potential

Versatile duplex near West King Street corridor, ideal for rental income.

8 Davis St, St Augustine, FL 32084
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St. Augustine Luxury Boutique Hotel
$5,195,000

St. Augustine Luxury Boutique Hotel

Three newly built luxury homes, perfect for multifamily vacations.

16/18/20 Inlet Pl, St Augustine, FL 32080
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Crescent Beach Triplex Investment Opportunity
$950,000

Crescent Beach Triplex Investment Opportunity

High-performing triplex near beach and river with strong rental income.

7018 Middleton Ave, St Augustine, FL 32080
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Based on your search, we've compiled 19 Potential Opportunities for your consideration. Besides 15 Active listings in St Augustine, 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.

Renovated Duplex Near Jacksonville Beach
$1,100,000

Renovated Duplex Near Jacksonville Beach

Fully renovated duplex near the beach, ideal for rental income.

1721 S 2Nd St S, Jacksonville, FL 32250
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Jacksonville Beach Multi-Unit Home
$1,499,000
2,392 SF

Jacksonville Beach Multi-Unit Home

Furnished multi-unit near the beach, ideal for investment.

724 1St Ave S, Jacksonville Beach, FL 32250
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Jacksonville Beach Duplex Opportunity
$699,000
1,800 SF

Jacksonville Beach Duplex Opportunity

Duplex near the beach with income-producing potential.

555 7Th Ave S, Jacksonville Beach, FL 32250
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Jacksonville Beach Mixed-Use Opportunity
$1,300,000
2,100 SF

Jacksonville Beach Mixed-Use Opportunity

Versatile mixed-use property in Jacksonville Beach with high visibility.

803 N 3Rd St N, Jacksonville, FL 32250
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St Augustine, FL Short Term Rental Properties Investment Opportunities Market Analysis

Explore 15 short term rental properties for sale in St Augustine, FL, showcased through 15 active listings on our real estate platform. These investment opportunities span a total of 50,094 square feet of properties for sale, with an estimated market value of $8,169,900.

Prices for short term rental properties in St Augustine, FL start at $599,000, averaging $1,167,128, and reaching up to $2,875,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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