Summerland Key, FL

Travel Guide

Sugarloaf Shores showing a house, a sunset and a bay or harbor
Sugarloaf Shores which includes a bay or harbor and a house
Sugarloaf Shores featuring a sunset and tropical scenes
Sugarloaf Shores showing a house, a sunset and a bay or harbor
Sugarloaf Shores which includes a bay or harbor and a house

Where to stay in Summerland Key

Sugarloaf Shores featuring a bay or harbor

Sugarloaf Shores

While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.

Sugarloaf Shores
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Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.

Cutthroat Harbor Estates
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Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.

Cudjoe Gardens
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Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market are some notable places to visit nearby.

Breezeswept Beach Estates
Parmer's Resort
Parmer's Resort
2.5 out of 5
565 Barry Avenue, Summerland Key, FL
The price is SAR 746 per night from Mar 6 to Mar 7
SAR 746
SAR 962 total
includes taxes & fees
6 Mar - 7 Mar
Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,008 reviews)
"A really nice place to stay. Lots of free activities. A very nice free breakfast."

Reviewed on 23 February 2025

Parmer's Resort
Looe Key Reef Resort
Looe Key Reef Resort
2.5 out of 5
27340 Overseas Highway, Summerland Key, FL
The price is SAR 669 per night from Mar 3 to Mar 4
SAR 669
SAR 752 total
includes taxes & fees
3 Mar - 4 Mar
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the bar and the helpful staff in our reviews. ...
7.4/10 Good! (1,000 reviews)
"Older property 50’s vibe , tiki bar rocks !"

Reviewed on 17 February 2025

Looe Key Reef Resort
Sugarloaf Key Hotel at KOA Resort
Sugarloaf Key Hotel at KOA Resort
3 out of 5
251 Co Rd 939, Summerland Key, FL
Stay at this 3-star hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our ...
9.6/10 Exceptional! (313 reviews)
"Clean, organize areas, etc."

Reviewed on 24 February 2025

Sugarloaf Key Hotel at KOA Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Charming cottages, dockage, pool, just minutes to Key West
Charming cottages, dockage, pool, just minutes to Key West
Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy cable/satellite TV service, an in-room coffeemaker, and air conditioning. Popular attractions Florida Keys Beaches ...
8.6/10 Excellent! (106 reviews)
Much needed RnR
"Drove From CLE to The Keys with my dog and enjoyed the quietness of the property. 30 an hour from Key West. Great rate. Would recommend."

Reviewed on 29 January 2025

Charming cottages, dockage, pool, just minutes to Key West
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Cudjoe Key
Stay at this vacation home in Summerland Key. Enjoy tennis courts, patios, and cable/satellite TV service. Popular attractions Florida Keys Beaches and Venture ...
8.8/10 Excellent! (164 reviews)
Terrific oceanfront property
"Lovely two bedroom waterfront property is reminiscent of a beachfront cottage in New England or the Outer Banks. If you're expecting a Marriott timeshare on an expensive island in the Caribbean as some of the previous reviews seemed to be then then perhaps look elsewhere. But if you want a comfortable ..."

Reviewed on 21 February 2025

Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Direct Oceanfront Cottage-Sunrise View- #2,
Direct Oceanfront Cottage-Sunrise View- #2,
Little Torch Key
Book a stay at this beach cottage in Summerland Key. Enjoy a beach locale, a garden, and patios. Popular attractions Big Pine Key Flea Market and Blue Hole are ...
8.6/10 Excellent! (167 reviews)
Great location
"The location and views are great. It was a comfortable stay. There were some deferred maintenance items which were shared with the property manager. Completion of these items will greatly enhance the experience at the property and make it a '10' rating."

Reviewed on 2 February 2025

Direct Oceanfront Cottage-Sunrise View- #2,
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit