A coastal road with a beach on one side and a marina with boats on the other.

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Check prices for these dates

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Sep 9 - Sep 10
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Sep 10 - Sep 11
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Sep 11 - Sep 13
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Sep 18 - Sep 20
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Top Summerland Key Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Amazing"
Julie 2-night trip
Posted 2 days ago
Sugar Loaf Lodge
Waterfront 2BR, Dock,Golf Cart, trailer parking,Open Water Views Venture Out 320

Waterfront 2BR, Dock,Golf Cart, trailer parking,Open Water Views Venture Out 320

10/10 Excellent
"Perfect setup for bringing a boat. Guaranteed trailer parking which is a bonus. Nice place, enjoyed the views. Host was very responsive and helpful."
Katherine M. 4-night trip
Posted 2 days ago
Waterfront 2BR, Dock,Golf Cart, trailer parking,Open Water Views Venture Out 320
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Very good"
Rafael 2-night trip
Posted 2 days ago
Sugarloaf Key Hotel at KOA Resort
Oceanside Paradise  Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

10/10 Excellent
"The house was clean with plenty of room for everyone."
Jonathan J. 4-night trip
Posted 2 days ago
Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball
Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"Nice"
Lakpathi 1-night trip
Posted 3 days ago
Looe Key Reef Resort
Springs Venture Out Dolphin House #386 with beautiful open water views

Springs Venture Out Dolphin House #386 with beautiful open water views

10/10 Excellent
"A/C was ice cold. Anytime we needed anything the hot was easy to get a hold of."
Julio T. 10-night trip
Posted 2 weeks ago
Springs Venture Out Dolphin House #386 with beautiful open water views
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West

8/10 Good
"It was a little dated but we made it work.. not enough TVs for my teenagers. Great though"
Tristin E. 6-night trip
Posted 3 weeks ago
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,

10/10 Excellent
"Delightful cottage. It can get a little warm without central AC but the window units do a pretty good job of cooling it down. The kitchen doesn’t have a unit and had I actually wanted to cook I imagine it might be too hot. But if you’re not planning to cook and just need a nice comfortable space for o relax after a full day on and in the water this is it! We will definitely be looking to come back next year."
Kristin S. 3-night trip
Posted 1 month ago
Direct Oceanfront Cottage-Sunrise View- #2,
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

10/10 Excellent
"This location is very convenient for me as my family lives 5 miles from this place. Very clean and the host works well with the customer."
Faith H. 2-night trip
Posted 1 month ago
Cottage with Pool and Dockage, just minutes to Key West

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