Summerland Key Vacations
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Where to stay in Summerland Key
Find the best Summerland Key areas and neighborhoods for the activities you enjoy most. Learn more about Summerland Key
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.
Find the Best Summerland Key Vacation Packages
Summerland Key Hotel Deals
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is AED 592 per night from May 12 to May 13
AED 592
AED 786 total
12 May - 13 May
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"The pool, the beach, the sun rise, the staff, all 5 out of 5. I have been all over the keys this property is in the middle of all the best islands. One day here one day there. Love it"
Reviewed on 2 May 2025
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is AED 584 per night from May 11 to May 12
AED 584
AED 657 total
11 May - 12 May
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Right next to Sugarlofe marina and South of Seven restaurant which was fantastic. Beds should be upgraded to Queen. And pool needs to be upgraded"
Reviewed on 6 May 2025
Looe Key Reef Resort
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
The price is AED 625 per night from May 11 to May 12
AED 625
AED 703 total
11 May - 12 May
includes taxes & fees
7.4/10 Good! (1,001 reviews)
"Great alternative choice to Key West. We took the afternoon seaplane to the Dry Tortugas, but didn't want to pay the prices of Key West. Being about 45 minutes north was great. Our trip down the keys was shorter and vice versa, and traveling 45 min after the seaplane ride (with a stop for dinner) ..."
Reviewed on 7 May 2025
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.
Discover the most popular places to visit in Summerland Key
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Key
4/5(21 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.