Compare Historic Hotels in Islamorada

Name: Islander Resort
Price range: $408 total

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Featured Islamorada Historic Hotels

La Siesta Resort & Villas

80241 Overseas Highway Islamorada FL

$308 nightly

$347 total

Dec 14 - Dec 15

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

With a stay at La Siesta Resort & Villas in Islamorada (Matecumbe), you'll be within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive Center.

On private beach

Pool

Islander Resort

82100 Overseas Highway Islamorada FL

$362 nightly

$408 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 9 minutes by foot from Islamorada Brewery & Distillery.

On private beach

Pool

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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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Islamorada hotels essential information

Accommodation	2,230 hotels
Lowest Price	$347
Highest Price	$408
Popular hotels	La Siesta Resort & Villas, Islander Resort

Most Recent Islamorada Hotel Reviews

Islander Resort

5 out of 5

Posted 2 days ago

CheapTickets Verified Review

"The stay was excellent overall. Only issues we had was our room was full of long white flies and they didn't clean up the prior guests gross cigars on the back patio. "

A verified traveler stayed at Islander Resort