Monroe County, FL Hospitality properties for sale

$11,500,000

Boutique Guesthouse in Old Town

412 Frances St, Key West, FL 33040

Historic Key West guesthouse with 15 deluxe rooms.

Turnkey, fully furnished guesthouse with proven rental history, ensuring immediate income.
Prime location in the heart of Old Town Key West, walking distance to Duval Street and the Historic Seaport.
Licensed for 14 transient rentals, offering a steady stream of visitors.
Historic property listed on the National Register of Historic Places, adding unique character.
Features a serene heated pool, lush tropical gardens, and expansive covered porches.

Updated: Sep 25, 2025

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$355,000

Vacant Land in Key Largo

325 Calusa St, Key Largo, FL 33037

Vacant land near pool with water access in Key Largo.

Prime water access for fishing and recreation
Ample space for storing boats, jet skis, kayaks, and RV parking
Vacation‑ready property suitable for personal use or rental income
Located in Calusa RV campground, offering a Florida Keys lifestyle
Steps from the pool

Updated: Aug 21, 2025

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$3,599,000

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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$4,750,000

Waterfront Property with Multifamily Units

Historic Key West waterfront property with multifamily and commercial potential.

901 Eisenhower Dr, Key West, FL 33040

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$15,000,000

Turnkey Inn & Hospitality Investment

Income-producing inn with development potential in Key Largo.

99202 Overseas Hwy, Key Largo, FL 33037

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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 Hwy, Marathon, FL 33050

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$335,000

0.03 Acres

Key Largo Lot with RV

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

325 Calusa St, Key Largo, FL 33037

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$13,775,000

Key Largo Boutique Hotel For Sale

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

000 Overseas Hwy, Key Largo, FL 33037

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$6,995,000

Unique Marina & Resort Opportunity

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

200 Treasure Hbr Dr, Plantation Key, FL 33036

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$11,000,000

Waterfront Residences: Luxury & Income

Three designer homes with income potential near Coco Plum Beach.

2394 Coco Plum Dr, Marathon, FL 33050

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$3,599,000

Waterfront Redevelopment Opportunity with Dockage

Rare waterfront property with redevelopment potential and deep water dockage.

14 125Th Street Gulf, Marathon, FL 33050

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$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 Hwy, Marathon, FL 33050

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$7,500,000

Waterfront Property with Development Potential

Unique waterfront property with development potential in Conch Key, Florida.

62250 Overseas Hwy, Conch Key, FL 33050

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$12,250,000

Florida Keys Income-Producing Assets

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

27340 Overseas Hwy, Ramrod Key, FL 33042

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$19,550,000

Key West Hotel/Motel Opportunity

Hotel/Motel located in Old Town Key West, Florida.

823 Fleming St, 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 Dr, Key West, FL 33040

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$20,350,000

Historic Key West Inn For Sale

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

521 United St, Key West, FL 33040

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$4,449,000

Waterfront Estate Bed and Breakfast

Historic Florida Keys waterfront estate with income potential.

1557 Long Beach Dr, Big Pine Key, FL 33043

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$13,000,000

Land and Marina Opportunity

Over 20 acres of land with marina.

13900 Overseas Hwy, Marathon, FL 33050

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$520,000

Tranquility Bay Beach House Resort

Two-bedroom beach house with rental potential in lush resort area.

2600 Overseas Hwy, Marathon, FL 33050

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Explore Off-Market Properties in Monroe County, FL

Consider similar Off-Market properties in Monroe County, FL. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

813 Simonton St

Hotels • 0.78 Acres

Value Estimation by Request

813 Simonton St, Key West, FL 33040

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525 United St

Hotels • 0.50 Acres

Value Estimation by Request

525 United St, Key West, FL 33040

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31251 Avenue A

Hospitality properties • 2,450 SF

Value Estimation by Request

31251 Avenue A, Big Pine Key, FL 33043

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413 Appelrouth Ln

Hotels • 0.46 Acres

Value Estimation by Request

413 Appelrouth Ln, Key West, FL 33040

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Monroe County, FL Hospitality Properties Investment Opportunities Market Analysis

Explore 908 hospitality properties for sale in Monroe County, FL, showcased through 20 active listings on our real estate platform. These investment opportunities span a total of 17,565,929,997 square feet of properties for sale, with an estimated market value of $479,009,000.

Prices for hospitality properties in Monroe County, FL start at $195,000, averaging $874,104, and reaching up to $14,270,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

Monroe County, FL Hospitality Properties for Sale

Boutique Guesthouse in Old Town

Historic Key West guesthouse with 15 deluxe rooms.

Vacant Land in Key Largo

Vacant land near pool with water access in Key Largo.

Waterfront Redevelopment Opportunity in Marathon

Waterfront Property with Multifamily Units

Turnkey Inn & Hospitality Investment

Waterfront Commercial Parcels with Bay Bottom

Key Largo Lot with RV

Key Largo Boutique Hotel For Sale

Unique Marina & Resort Opportunity

Waterfront Residences: Luxury & Income

Waterfront Redevelopment Opportunity with Dockage

Waterfront Land with Bay Bottom Rights

Waterfront Property with Development Potential

Florida Keys Income-Producing Assets

Key West Hotel/Motel Opportunity

Waterfront Multi-Family Investment Opportunity

Historic Key West Inn For Sale

Waterfront Estate Bed and Breakfast

Land and Marina Opportunity

Tranquility Bay Beach House Resort

Explore Off-Market Properties in Monroe County, FL

813 Simonton St

525 United St

31251 Avenue A

413 Appelrouth Ln

Monroe County, FL Hospitality Properties Investment Opportunities Market Analysis

Hospitality properties by market

Browse Hospitality properties for Sale Near Monroe, FL

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Monroe County, FL Hospitality Properties for Sale

Boutique Guesthouse in Old Town

Historic Key West guesthouse with 15 deluxe rooms.

Vacant Land in Key Largo

Vacant land near pool with water access in Key Largo.

Waterfront Redevelopment Opportunity in Marathon

Waterfront Property with Multifamily Units

Turnkey Inn & Hospitality Investment

Waterfront Commercial Parcels with Bay Bottom

Key Largo Lot with RV

Key Largo Boutique Hotel For Sale

Unique Marina & Resort Opportunity

Waterfront Residences: Luxury & Income

Waterfront Redevelopment Opportunity with Dockage

Waterfront Land with Bay Bottom Rights

Waterfront Property with Development Potential

Florida Keys Income-Producing Assets

Key West Hotel/Motel Opportunity

Waterfront Multi-Family Investment Opportunity

Historic Key West Inn For Sale

Waterfront Estate Bed and Breakfast

Land and Marina Opportunity

Tranquility Bay Beach House Resort

Explore Off-Market Properties in Monroe County, FL

813 Simonton St

525 United St

31251 Avenue A

413 Appelrouth Ln

Monroe County, FL Hospitality Properties Investment Opportunities Market Analysis

Hospitality properties by market

Browse Hospitality properties for Sale Near Monroe, FL

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