Summerland Key, FL Hotels for sale

Updated: Nov 21, 2025

25-Room Hotel with Restaurant

27340 Overseas Highway, Ramrod Key, FL 33042

$12,250,000

1.67 AC lot

25‑room hotel with 150‑seat restaurant
Newer tiki structure included with the restaurant
25 transient rental licenses currently in use
49‑passenger Coast Guard‑approved vessel with 2COP bar license
5COP quota liquor license available separately

View details

Updated: Nov 21, 2025

25-Room Hotel with Restaurant

Summerland Key, FL 33042

$12,250,000

25‑room hotel with 25 transient rental licenses currently in use
150‑seat restaurant with newer tiki structure
49‑passenger Coast Guard‑approved vessel included with dive operation
Dive shop includes retail and gear sales
5COP quota liquor license available separately

View details

See what stands out in Monroe County

We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

We check every listing here. A few are worth a second look.

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Based on your search, we've compiled 12 Potential Opportunities for your consideration. Besides 2 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 2 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.

Boutique Motel with Waterfront Access

243 61st Street, Marathon, FL 33050

$5,900,000

4,557 sqft 0.56 AC lot

Thirteen furnished guest rooms span eight cottages and a main building with on-site laundry and guest parking.

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38-Room Boutique Hotel

521 United Street, Key West, FL 33040

$20,350,000

4,788 sqft 0.50 AC lot

Renovated guest accommodations surround landscaped outdoor amenities, including pools, a spa, and a dining area.

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Oceanfront Land and Marina Opportunity

13900 Overseas Hwy, Marathon, FL 33050

$12,900,000

21.00 AC lot

Over 20 acres of land and marina in Marathon, Florida.

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Six-Room Bed & Breakfast

329 William St, Key West, FL 33040

Contact for pricing

0.11 AC lot

Historic hospitality property with private guest accommodations, en suite bathrooms, kitchen facilities, and resort-style outdoor amenities.

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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 Mixed-Use Property

14 125th Street Gulf, Marathon, FL 33050

$3,549,000

1.72 AC lot

Oceanfront mixed-use site with an existing raised CBS building, outdoor porches, public water, and public sewer service.

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Waterfront Land with Approved Dockage

14 125Th Street Gulf, Marathon, FL 33050

$3,549,000

1.72 AC lot

Mixed Use Commercial zoning, approved dockage, and an existing recertified building define this waterfront redevelopment site.

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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

View details

HOTEL/MOTEL

27340 Overseas Hwy, Summerland Key, FL 33042-5410

$6,390,000

Estimated value

7,543 sqft 1.67 AC lot

View details

HOTEL/MOTEL

17075 Overseas Hwy, Sugarloaf Key, FL 33042-3681

$1,430,000

Estimated value

12,712 sqft 10.69 AC lot

View details

HOTEL/MOTEL

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

$2,690,000

Estimated value

5,212 sqft 4.11 AC lot

View details

Summerland Key, FL Hotels Market Trends and Statistics

Explore 6 hotels for sale in Summerland Key, FL on our real estate platform.

Sale prices for resorts in Summerland Key, FL average $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.

Neighborhood	Average Price
33042	$12.3M

Neighborhood

Average Price

33042

$12.3M