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Oct 3 - Oct 5
In two months
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Jan 9 - Jan 11

Featured Cottages in Islamorada

Our top choices for Islamorada cottages

Canal-front Florida Keys Home w/ Dock!
Interior

Canal-front Florida Keys Home w/ Dock!

3.0 star property
Canal-front Florida Keys Home w/ Dock!
Luxury Key Largo Home w/ Guest House & Pool!
Interior

Luxury Key Largo Home w/ Guest House & Pool!

3.0 star property
Luxury Key Largo Home w/ Guest House & Pool!
Waterfront Gem w/ Decks, Views & More in Key Largo
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Waterfront Gem w/ Decks, Views & More in Key Largo

3.0 star property
Waterfront Gem w/ Decks, Views & More in Key Largo
Walk to Beach: Home 8 Mi to Key Largo!
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Walk to Beach: Home 8 Mi to Key Largo!

3.0 star property
Walk to Beach: Home 8 Mi to Key Largo!
Close to Beach: Canal-front Home in Islamorada
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Close to Beach: Canal-front Home in Islamorada

3.0 star property
Close to Beach: Canal-front Home in Islamorada
Half-mi to Boat Ramp: Canal-front Florida Keys Gem
Front of property

Half-mi to Boat Ramp: Canal-front Florida Keys Gem

3.0 star property
Half-mi to Boat Ramp: Canal-front Florida Keys Gem
1 Mi to Dtwn: Oceanfront Gem w/ Resort Amenities!
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1 Mi to Dtwn: Oceanfront Gem w/ Resort Amenities!

3.0 star property
1 Mi to Dtwn: Oceanfront Gem w/ Resort Amenities!
Waterfront Home w/ Private Hot Tub in Tavernier!
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Waterfront Home w/ Private Hot Tub in Tavernier!

3.0 star property
Waterfront Home w/ Private Hot Tub in Tavernier!
Lanai, Pool & Patios: Waterfront Home in Tavernier
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Lanai, Pool & Patios: Waterfront Home in Tavernier

3.0 star property
Lanai, Pool & Patios: Waterfront Home in Tavernier
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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Top Islamorada Hotel Reviews

Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"HANDS DOWN A HIDDEN GEM AT THIS PRICE POINT. IT IS AN OLDER PORPERTY BUT WELL MAINTAINED AND UPDATED. THE STAFF WAS VERY FRIENDLY THE VIEW IS SPECTACULAR. "
Paul 4-night trip
Posted 1 day ago
Breezy Palms Resort

Find out more about Islamorada

Find out more about Islamorada

Islamorada Cottages information

Number of reviews
Accommodation
9 Cottages
Lowest Price
Highest Price

Frequently asked questions

Why book your cottage in Islamorada with Expedia?
We think that traveling should be a walk in the park, so if you're on the lookout for cottages in Islamorada at the perfect price, Expedia has got you covered. Stick to the budget and select a low-cost option far from the rush of the city, or book a luxury cottage to spoil your loved ones.
How can I find cheap cottages in Islamorada?
Expedia is here to help you locate cheap cottages in Islamorada. To discover your special stay in a matter of clicks, try out our convenient filter tool to refine your search results by star rating, amenities and budget.
What is there to do in Islamorada near my cottage?
Whatever you're interested in, Islamorada has a whole lot to capture your imagination. Florida Keys Brewing Co., History of Diving Museum and Bud n' Mary's Dive Center are on most travelers' itineraries. You shouldn't miss Windley Key Fossil Reef Geological State Park, Theater of the Sea and Anne's Beach either. With Expedia's Islamorada hotel deals, you can discover more wonderful attractions like these with the money you save.

Explore a world of travel with Expedia

Explore a world of travel with Expedia