Title: Browse the Best Islamorada Resorts from CA $254 | 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 Resort Hotels in Islamorada from CA $254 - ![](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 [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Islamorada Resorts ![](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) ![](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-Resort-Hotels.d10768-aaResortHotels.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Resort-Hotels.d10768-aaResortHotels.Travel-Guide-Accommodation) ## Top Islamorada Hotel Reviews ![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92_y.jpg) ### La Jolla Resort 10/10 Excellent "all good!" [](https://expedia.ca/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "We stayed in the newest section of the Cheeca Lodge. It is so incredibly nice! We had other family staying in the lagoon area. We enjoyed all the activities on the property as well. My nephew especially loved the par3 golf course. I really loved the staff at Cheeca Lodge too. Shelia, Amber and David were our poolside attendants, and Jessica at the front desk was very helpful. " [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.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 "Everything was excellent " [](https://expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg) ### Fisher Inn Resort & Marina 10/10 Excellent "Clean quiet" [](https://expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Everything was delightful!" [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Pines & Palms Resort](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg) ### Pines & Palms Resort 10/10 Excellent "The care and attention to detail put into the renovations of this resort are so obvious!! The unit and grounds were pristine!! Friendly staff and super relaxing and beautiful resort!! We look forward to our next stay!" [](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Excellent hotel" [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Treasure Harbor](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3_y.jpg) ### Treasure Harbor 10/10 Excellent "I am obsessed with tiny houses and this one floats! It was so relaxing to sit on the deck and enjoy the view. The bed was very comfy and the gentle motion of the water put me right to sleep. The staff are friendly and helpful. Islamorada is beautiful and fun to explore." [](https://expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) ![The Islands of Islamorada](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/61575cce_y.jpg) ### The Islands of Islamorada 10/10 Excellent "Beautiful accommodations and location, very clean, many activities available at resort" [](https://expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) ## Find out more about Islamorada ## Islamorada Resorts information | Number of reviews | 6,770 | | --- | --- | | Accommodation | 15 Resorts | | Lowest Price | CA $254 | | Highest Price | CA $491 | ## Frequently asked questions ### What can I expect from a resort vacation in Islamorada? > Longing for a relaxing getaway? You deserve all the comforts of a resort, where you can find everything you want for your stay from tasty food and drink options to activities and entertainment. Check out the 31 resorts in Islamorada and discover the one that's best for you, whether you envision yourself kicking back in a luxury suite or heading to the spa for a deep-tissue massage. ### What's a favorite resort in Islamorada? > [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) - Luxury resort. Features 3 outdoor pools, 3 restaurants, and 2 poolside bars. [Amara Cay Resort](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) - Beach resort. Has a private beach, 3 bars, and a fitness center. Highly rated for its pool. [Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://www.expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) - Beach resort. Enjoy the 3 outdoor pools, 4 restaurants, and private beach. [La Siesta Resort & Villas](https://www.expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) - Beach resort. Amenities include a private beach, a marina, and a terrace. Spacious rooms feature pillowtop beds and premium bedding. [Matecumbe Resort](https://www.expedia.ca/Islamorada-Hotels-Matecumbe-Resort.h112176968.Hotel-Information) - Beach resort. Access to a private beach, a garden, and free self parking. ### How many resorts can I expect to find in Islamorada? > Choose among Expedia's 31 resort hotels in Islamorada where you'll find fun for all the family, spacious guest rooms, and more. ### What can I do in Islamorada? > Travelers come to Islamorada to try fishing and other popular water activities, and also speak highly of the entertainment choices. Get some time by the water at Anne's Beach, or discover the shopping possibilities at Rain Barrel Village. Additional attractions in the area include Everglades National Park and Florida Keys Brewing Co.. ### What's the seasonal weather like in Islamorada? > The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches. ### What's the best way to get to and around Islamorada? > Fly into Marathon, FL (MTH-Florida Keys Marathon), which is located 30 mi (48.2 km) away from the city center. 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[Windley Key Fossil Reef Geological State Park](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction) - [Drive-A-Matic Rental Cars in Windley Key](https://www.expedia.ca/Drive-A-Matic-Car-Rentals-In-Windley-Key.d553248635976197663-c1082.Car-Rental-Guide-Suppliers) - [Easirent.com Rental Cars in Upper Matecumbe Key](https://www.expedia.ca/Easirentcom-Car-Rentals-In-Upper-Matecumbe-Key.d553248635975749648-c1017.Car-Rental-Guide-Suppliers) - [Sicily By Car Rental Cars in Windley Key](https://www.expedia.ca/Sicily-By-Car-Car-Rentals-In-Windley-Key.d553248635976197663-c1048.Car-Rental-Guide-Suppliers) - [Things to do in Windley Key](https://www.expedia.ca/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities) - [Book Resorts in Islamorada on Expedia.com](https://www.expedia.com/Islamorada-Resorts.d10768-aaResorts.Travel-Guide-Accommodation)