Summerland Key, FL Hotels for sale

Updated: Nov 21, 2025

Hospitality Portfolio with Hotel and Restaurant

27340 Overseas Highway, Ramrod Key, FL 33042

$12,250,000

1.67 AC lot

Includes 25 transient rental licenses currently in use and potentially transferable to another qualifying Florida Keys development (subject to approvals).
150‑seat restaurant with a newer tiki structure.
25‑room hotel lodging operation supported by the transient rental licenses.
Liquor licensing package: 5COP quota liquor license available separately for on‑premises beer, wine, and spirits sales; also allows packaged liquor sales.
Dive shop operation with a 49‑passenger Coast Guard‑approved vessel and its own 2COP bar license for wine and beer; includes retail/gear component.

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Based on your search, we've compiled 13 Potential Opportunities for your consideration. Besides 1 Active listings in Summerland Key, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 4 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

Opportunities in Nearby Cities

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

Historic Inn in Key West

521 United Street, Key West, FL 33040

$20,350,000

4,788 sqft 0.50 AC lot

Award-winning 38-room inn with historic charm and modern amenities.

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Key West Hospitality Property

823 Fleming Street, Key West, FL 33040

$19,550,000

4,166 sqft 0.63 AC lot

Hospitality property designed for group travelers near Key West Port.

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Islamorada Development Opportunity For Sale

80939 Overseas Hwy, Islamorada, FL 33036

$3,900,000

0.75 AC lot

Development opportunity in downtown Islamorada with restaurant and transient units.

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Oceanfront Petite Hotel

80051 Overseas, Islamorada, FL 33036

Contact for pricing

Nine-unit oceanfront hotel includes kitchenette suites, a separate 2-bedroom house, and amenities like a pool and hot tubs.

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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Waterfront Development Site with Dockage

14 125th Street Gulf, Marathon, FL 33050

$3,549,000

1.72 AC lot

Waterfront property with approved deep-water dockage and conditional use approval for 10 units plus 4 staff group home units.

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Waterfront Development Site with Dockage

14 125Th Street Gulf, Marathon, FL 33050

$3,549,000

1.72 AC lot

Waterfront site with deep-water dockage approval and an existing recertified two-story CBS building.

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Prime Miami Redevelopment Opportunity

3100 NW 62nd St, Miami, FL 33147

$5,700,000

1.05 AC lot

1.05+ acre commercial land in high-growth Miami location.

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Prime Miami Redevelopment Opportunity

3130 NW 62nd St, Miami, FL 33147

$5,700,000

1.05 AC lot

1.05+ acre commercial land in high-growth Miami urban market.

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Off-Market Properties in Summerland Key, FL

Consider similar Off-Market properties in Summerland Key, 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.

HOTEL/MOTEL

28500 Overseas Hwy, Summerland Key, FL 33042-5544

Value Estimation by Request

8,298 sqft 4.20 AC lot

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HOTEL/MOTEL

27340 Overseas Hwy, Summerland Key, FL 33042-5410

$6,350,000

Estimated value

7,543 sqft 1.67 AC lot

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HOTEL/MOTEL

17075 Overseas Hwy, Sugarloaf Key, FL 33042-3681

$1,430,000

Estimated value

12,712 sqft 10.69 AC lot

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HOTEL/MOTEL

565 Barry Ave, Little Torch Key, FL 33042-5605

$2,690,000

Estimated value

5,212 sqft 4.11 AC lot

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Summerland Key, FL Hotels Market Trends and Statistics

Explore 5 hotels for sale in Summerland Key, FL on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $12,250,000.

Sale prices for resorts in Summerland Key, FL start at $12,250,000, averaging $12,250,000, and reaching up to $12,250,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Summerland Key, FL Hotels for Sale

27340 Overseas Highway, Ramrod Key, FL 33042