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Monroe County, FL Hospitality Properties for Sale

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32 results
Key Largo Inn Investment Opportunity
$14,800,000

Key Largo Inn Investment Opportunity

99202 Overseas Highway, Key Largo, FL 33037

Turnkey inn with restaurant, bar, and development potential.

  • Turnkey, income‑producing inn in a prime Key Largo location.
  • Includes 50 transferable transient licenses (nightly rentals) offering exceptional short‑term rental income.
  • Features a 5COP full liquor license for the on‑site restaurant and bar.
  • 50 total guest rooms, including 12 spacious two‑room suites.
  • Highly visible location with 450 feet on US 1 and 9 parcels included.
Updated: Apr 11
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Profitable Marina & Resort Opportunity
$8,500,000

Profitable Marina & Resort Opportunity

200 Treasure Harbor Drive, Plantation Key, FL 33036

Profitable marina and resort with multiple income streams.

  • Very Profitable Marina & Unique Resort with reported 2025 NET Income over $800,000/yr.
  • Rare 1+ Acre Oceanside Lot with Deep Water Protected Harbor and 18 large boat slips (accommodating 50+ ft. yachts).
  • Successful Boat Rental Business (17 boats) and Lucrative Vacation Rental Business (10 Aqua Lodges & 1 houseboat) included.
  • Offered at over 9.5% Cap rate at Asking Price.
  • New Concrete In‑ground Pool, Deck, Fence, and Floating Docks.
Updated: Mar 17
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Florida Keys Income-Producing Assets
$12,250,000

Florida Keys Income-Producing Assets

Rare opportunity: hotel, restaurant, licenses, and dive shop.

27340 Overseas Highway, Ramrod Key, FL 33042
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Key Largo Vacant RV Lot
$300,000

Key Largo Vacant RV Lot

Vacant RV lot in Key Largo Kampground & Marina.

101551 Overseas Highway, Key Largo, FL 33037
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Waterfront Restaurant & Marina Investment
$6,800,000

Waterfront Restaurant & Marina Investment

Tavernier marina and restaurant with ocean access and dockage.

90311 Old Highway, Plantation Key, FL 33070
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Waterfront Commercial Parcels with Bay Bottom
$4,900,000
160,800.00 Acres

Waterfront Commercial Parcels with Bay Bottom

Rare opportunity: waterfront parcels with bay bottom rights.

13759 Overseas Highway, Marathon, FL 33050
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Waterfront Redevelopment Opportunity in Marathon
$3,549,000
1.72 Acres

Waterfront Redevelopment Opportunity in Marathon

Rare waterfront redevelopment with deep water dockage and highway frontage.

14 125th Street Gulf, Marathon, FL 33050
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Waterfront Land with Bay Bottom Rights
$4,900,000
160,800.00 Acres

Waterfront Land with Bay Bottom Rights

Rare opportunity: waterfront land with bay bottom rights in Marathon.

13759 Overseas Highway, Marathon, FL 33050
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Unique Marina & Resort Opportunity
$6,995,000

Unique Marina & Resort Opportunity

Marina and resort with deep water access in Islamorada, Florida.

200 Treasure Harbor Drive, Plantation Key, FL 33036
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Waterfront Redevelopment Opportunity in Marathon
$3,549,000

Waterfront Redevelopment Opportunity in Marathon

Rare waterfront property with redevelopment potential and deep water dockage.

14 125th Street Gulf, Marathon, FL 33050
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Key Largo Lot with RV
$319,000
0.03 Acres

Key Largo Lot with RV

Lot with RV in Key Largo, short-term rentals allowed.

325 Calusa St #5, Key Largo, FL 33037
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200 Treasure Harbor Dr, Islamorada, FL, 33036-3136
$6,995,000
1,219 SF

200 Treasure Harbor Dr, Islamorada, FL, 33036-3136

Unique Marina and Resort with Deep Water Harbor and Amenities.

200 Treasure Harbor Dr, Islamorada, FL 33036
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Key West Multifamily Development Opportunity
$9,888,000
2,071 SF

Key West Multifamily Development Opportunity

Undeveloped ocean-view property in Key West's Historic Commercial Tourist District.

1430 Vernon Avenue, Key West, FL 33040
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Waterfront Multi-Family Investment Opportunity
$4,750,000
3,788 SF

Waterfront Multi-Family Investment Opportunity

Historic Key West property with multi-family units and commercial zoning.

901 Eisenhower Drive, Key West, FL 33040
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Historic Key West Inn For Sale
$20,350,000

Historic Key West Inn For Sale

38-room boutique hotel with historic charm and modern amenities.

521 United Street, Key West, FL 33040
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Waterfront Commercial Land in Marathon
$3,100,000
80,400.00 Acres

Waterfront Commercial Land in Marathon

Rare waterfront property on Overseas Highway, ready for redevelopment.

13759 Overseas Highway, Marathon, FL 33050
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Islamorada Restaurant & Cabana Bar
$18,000,000

Islamorada Restaurant & Cabana Bar

Iconic restaurant and bar with bayfront and highway frontage.

96 Madeira Road, Upper Matecumbe Key, Islamorada, FL 33036
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Private Island with Development Potential
$5,750,000

Private Island with Development Potential

Rare Florida Keys island with entitlements and development flexibility.

62250 Overseas Highway, Conch Key, FL 33050
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Waterfront Redevelopment Opportunity in Marathon, FL
$3,549,000

Waterfront Redevelopment Opportunity in Marathon, FL

Rare waterfront property with deep water dockage and redevelopment potential.

14 125Th Street Gulf, Marathon, FL 33050
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Waterfront Redevelopment Opportunity with Dockage
$3,549,000

Waterfront Redevelopment Opportunity with Dockage

Rare waterfront redevelopment opportunity with deep water dockage and highway frontage.

14 125Th Street Gulf, Marathon, FL 33050
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Luxury Residences at Fisherman's Cove
$299,000
2,300 SF

Luxury Residences at Fisherman's Cove

Fractional ownership of designer-decorated residences with resort-style amenities.

104000 Overseas Highway, Key Largo, FL 33037
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Waterfront Property with Multifamily Units
$4,750,000

Waterfront Property with Multifamily Units

Historic Key West waterfront property with multifamily and commercial potential.

901 Eisenhower Drive, Key West, FL 33040
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Hotel/Motel,Marina,Mobile Home Park - Conch Key, FL
$5,750,000
826 SF

Hotel/Motel,Marina,Mobile Home Park - Conch Key, FL

Rare Florida Keys island with entitlements and development flexibility.

62250 Overseas Hwy Little Conch Is, Conch Key, FL 33050
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Key Largo Boutique Hotel For Sale
$13,775,000

Key Largo Boutique Hotel For Sale

21-room boutique hotel on nearly 3 acres in Key Largo.

000 Overseas Highway, Key Largo, FL 33037
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Monroe County, FL Hospitality Properties Investment Opportunities Market Analysis

Explore 32 hospitality properties for sale in Monroe County, FL, showcased through 32 active listings on our real estate platform. These investment opportunities span a total of 17,568,932,152 square feet of properties for sale, with an estimated market value of $553,027,000.

Sale prices for hospitality properties in Monroe County, FL start at $195,000, averaging $992,867, and reaching up to $18,000,000 — 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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