Title: Islamorada Cottages | Expedia.ca [Islamorada Travel Guide](https://expedia.ca/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Vacation Rentals in Islamorada](https://expedia.ca/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[Flights to Islamorada](https://expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Islamorada Car Rentals](https://expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.ca/Islamorada.d10768.Destination-Travel-Guides) ![Islamorada featuring a sunset and general coastal views](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Islamorada Cottage Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Islamorada Cottages ![Standard Cottage, Ensuite (Cottage 10) | Exterior](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/a42f681c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Quadruple Room, Ensuite | Lounge](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/8d42d393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Bungalow, Ensuite (Cottage 02)](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/30d0e0ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow, Ensuite (Cottage 01) | Lounge](https://images.trvl-media.com/lodging/29000000/28910000/28908200/28908130/154bf39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Marathon 8.6/10 Excellent (905) "Beautiful place, conveniently located " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clifton CA $134 CA $151 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Marathon-Hotels-Tropical-Cottages.h28908130.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08®ionId=10768&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_10768) ## Find vacation rentals that suit your style Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=HOUSE_BOAT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=VILLA) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=APART_HOTEL) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=COTTAGE) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-02-21&d1=2026-02-21&endDate=2026-02-24&d2=2026-02-24&lodging=CABIN) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Cottages.d10768-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Cottages.d10768-aaCottages.Travel-Guide-Accommodation) ## Top Islamorada Hotel Reviews ![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg) ### Fisher Inn Resort & Marina 10/10 Excellent "Great" [](https://expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 10/10 Excellent "Beautiful room, stunning views " [](https://expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Pines & Palms Resort](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg) ### Pines & Palms Resort 10/10 Excellent "All was great!!!" [](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) ![Coconut Cove Resort and Marina](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg) ### Coconut Cove Resort and Marina 10/10 Excellent "Quiet and relaxing. Great place" [](https://expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) ![Hadley Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd_y.jpg) ### Hadley Resort and Marina 10/10 Excellent "Azaya at the front desk was GREAT!! Boat launch on property free for guests. Perfect location comfy rooms! " [](https://expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Rooms were clean, landscape was beautiful, staff was friendly. Access to the (2) other resorts were a plus. Would stay again." [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Beautiful resort with lots of included activities & water sports. Friendly staff. Clean rooms. " [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Breezy Palms Resort](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48_y.jpg) ### Breezy Palms Resort 10/10 Excellent "Room was wonderful and the view was even better!" [](https://expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Beautiful facility and grounds, wonderful location for quiet get away. The room was very clean. We really enjoyed sitting by the pool and also lounging on our private patio. Would definitely stay here again if we were in the area. A broom on the patio would be helpful to sweep away any insects." [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ## Find out more about Islamorada ## Islamorada Cottages information | Number of reviews | | | --- | --- | | Accommodation | 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.](https://www.expedia.ca/Florida-Keys-Brewing-Co-Islamorada.d553248635997958830.Vacation-Attraction), [History of Diving Museum](https://www.expedia.ca/History-Of-Diving-Museum-Islamorada.d6069257.Vacation-Attraction) and [Bud n' Mary's Dive Center](https://www.expedia.ca/Bud-N-Marys-Dive-Center-Islamorada.d6069243.Vacation-Attraction) are on most travelers' itineraries. You shouldn't miss [Windley Key Fossil Reef Geological State Park](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction), [Theater of the Sea](https://www.expedia.ca/Theater-Of-The-Sea-Islamorada.d6069249.Vacation-Attraction) and [Anne's Beach](https://www.expedia.ca/Annes-Beach-Islamorada.d6282204.Vacation-Attraction) either. 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[Resorts in Upper Matecumbe Key](https://www.expedia.ca/Upper-Matecumbe-Key-Resort-Hotels.d553248635975749648-aaResortHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Windley Key](https://www.expedia.ca/Windley-Key-Cabins.d553248635976197663-aaCabins.Travel-Guide-Accommodation) - [Hotels near Windley Key Fossil Reef Geological State Park](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Hotels.0-l6282211-0.Travel-Guide-Filter-Hotels) - [Windley Key Hotels](https://www.expedia.ca/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels) - [Inns in Windley Key](https://www.expedia.ca/Windley-Key-Inns.d553248635976197663-aaInns.Travel-Guide-Accommodation) - [History of Diving Museum](https://www.expedia.ca/History-Of-Diving-Museum-Matecumbe.d6069257.Vacation-Attraction) - [Hurricane Monument](https://www.expedia.ca/Hurricane-Monument-Matecumbe.d6063543.Vacation-Attraction) - [Visit Matecumbe](https://www.expedia.ca/Islamorada-Matecumbe.dx855587555438403584) - [Visit Upper Matecumbe Key](https://www.expedia.ca/Upper-Matecumbe-Key.dx553248635975749648) - 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