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Compare 357 Vacation Homes in Summerland Key with updated reviews, rates, and availability.

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
8.8 out of 10, Excellent, (146)
The price is AED 1,286
AED 2,530 total
includes taxes & fees
29 Jun - 30 Jun

Fandango - private pool
Fandango - private pool
9.8 out of 10, Exceptional, (78)

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very Good, (111)
The price is AED 826
AED 1,980 total
includes taxes & fees
17 Jun - 18 Jun

Oasis - Ocean view with pool and hot tub
Oasis - Ocean view with pool and hot tub
9.0 out of 10, Wonderful, (26)

Relax by Florida Keys Beaches, just a 7-min drive away
Relax by Florida Keys Beaches, just a 7-min drive away
9.8 out of 10, Exceptional, (192)

Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key
9.0 out of 10, Wonderful, (2)
The price is AED 1,224
AED 2,571 total
includes taxes & fees
15 Jun - 16 Jun

Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!
Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!
9.6 out of 10, Exceptional, (66)

Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community
9.8 out of 10, Exceptional, (6)
The price is AED 1,552
AED 2,980 total
includes taxes & fees
3 Jun - 4 Jun
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.
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Recent reviews of Summerland Key hotels
Recent reviews of Summerland Key hotels

Sugarloaf Key Hotel at KOA Resort
5/5 Excellent
"Such beautiful accomdations away from the craziness of Key West, yet closer enough to visit and enjoy all of the attractions, in Key West, Marathon, and throughout the lower Keys! The room was beautiful and clean, the pool and ajacent bar absolutely picture perfect, and the bar evening activities very fun. The private beach was gorgeous, and the marina full of fun outdoor items to rent and enjoy and explore! (The marina staff was SO friendly and helpful, too.) Staying here absolutely made our family visit to the Keys exceptional. Highly, highly recommend!! Will definitely stay again if we visit the Keys again!"
A verified traveler stayed at Sugarloaf Key Hotel at KOA Resort
Posted 10 hours ago