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Saint Augustine, FL Short Term Rental Properties for Sale

18 results
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Luxury Boutique Hotel Opportunity
$5,195,000
10,112 SF

Luxury Boutique Hotel Opportunity

16/18/20 Inlet Pl, St Augustine, FL 32080

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

  • Three newly built (2023) luxury homes sold collectively as an upscale boutique hotel.
  • Potential for significant revenue streams with nightly rentals estimated at up to $1,000 per home and no HOA restrictions.
  • Combined 16 bedrooms and 14 bathrooms, ideal for multifamily vacations, reunions, corporate retreats, and group events.
  • Two homes feature 1,500 sq ft rooftop decks with panoramic views accessible via stairs or private elevators.
  • Private heated pools for each residence, offering privacy and luxury.
Updated: Aug 22, 2025
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St. Augustine Beach Oceanfront Multifamily
$2,875,000
2,507 SF

St. Augustine Beach Oceanfront Multifamily

1-1/2 D Ln, St Augustine, FL 32080

Oceanfront multifamily with short-term rental license in St. Augustine Beach.

  • Direct Oceanfront Location with Beach Access
  • Includes a Vacation Rental License for Nightly/Weekly Rentals
  • Two Platted Lots Offering Future Development Potential
  • Configured as Two Separate Rental Units with Two Electric Meters
  • Income‑Producing Opportunity with Rental Flexibility
Updated: Oct 8, 2025
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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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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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St. Augustine Multifamily Income Property
$649,000
1,920 SF

St. Augustine Multifamily Income Property

Restored 1925 property with office and vacation rental income.

55 S Dixie Hwy, St Augustine, FL 32084
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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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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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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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Historic Cottage with Income Potential
Pending
$599,000
1,266 SF

Historic Cottage with Income Potential

Restored 1885 cottage with accessory dwelling in prime location.

21 Sanchez Ave, St Augustine, FL 32084
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Historic St. Augustine Income Property
Pending
$599,000
1,266 SF

Historic St. Augustine Income Property

Restored 1885 cottage with accessory dwelling, commercially zoned.

21 Sanchez Ave, St Augustine, FL 32084
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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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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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Anastasia Island Duplex Near Beach
$1,198,000

Anastasia Island Duplex Near Beach

Renovated duplex near the beach, ideal for vacation rentals.

106 11Th St, St Augustine Beach, FL 32080
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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 18 Active Listings in Saint Augustine, FL

Saint Augustine, FL Short Term Rental Properties Investment Opportunities Market Analysis

Explore 18 short term rental properties for sale in Saint Augustine, FL, showcased through 18 active listings on our real estate platform. These investment opportunities span a total of 43,996 square feet of properties for sale, with an estimated market value of $7,020,900.

Prices for short term rental properties in Saint Augustine, FL start at $599,000, averaging $1,170,150, 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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