Title: The Best Islamorada, FL Resorts from $395 | Expedia.com [Islamorada Travel Guide](https://expedia.com/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.com/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Vacation Rentals in Islamorada](https://expedia.com/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[Flights to Islamorada](https://expedia.com/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.com/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Car Rentals in Islamorada](https://expedia.com/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.com/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) ![](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Islamorada resorts ![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/af6ef0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/2728b985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Alligator Reef Oceanfront Room King | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/43c465e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amara Cay Resort [](https://www.expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) Matecumbe 8.8/10 Excellent (1,265 reviews) "Beautiful place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith $358 nightly $403 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/55bf0b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Studio with King Bed & Kitchenette | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/9e920762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Bougainvillea Two-Bedroom Master Suite | Private kitchen | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4077334d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, open 7:30 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/ca18911f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lime Tree Bay Resort [](https://www.expedia.com/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) Long Key 9.2/10 Wonderful (1,181 reviews) "Excellent location, beautiful property, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $369 nightly $415 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/981feca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/b210c979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4cbd70d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheeca Lodge & Spa [](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,309 reviews) "Great staff and beautiful property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie $544 nightly $612 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with satellite channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/0df3bfb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/4de34d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton [](https://www.expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) Key Largo 8.6/10 Excellent (1,006 reviews) "Great hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David Zion $478 nightly $538 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8c74658c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/d9cc2f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/ba58782b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/bb9d7ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa Largo Resort & Spa, Autograph Collection [](https://www.expedia.com/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) Rock Harbor 8.8/10 Excellent (1,003 reviews) "We had a wonderful six night stay at Playa Largo Resort. Exceptional staff and resort amenities. Beautiful beach and Key Largo property. Definitely coming back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra $498 nightly $560 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) ![Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/7578de06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Ocean View | Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/b304e7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/c134a889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Siesta Resort & Villas [](https://www.expedia.com/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) Matecumbe 8.8/10 Excellent (1,004 reviews) "excellent location very nice simple breakfast close to liz’s of activities great poool " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kurt $351 nightly $395 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4671ebc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/e438dbb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/w4000h2663x0y0-d63f21e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Double Beds, Balcony, Oceanfront | Living area | 37-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/ab6da82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort [](https://www.expedia.com/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) Islamorada 9.0/10 Wonderful (157 reviews) "Spotless room, friendly staff, excellent food" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise $424 nightly $477 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.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.com/Hotel-Search?startDate=2026-03-09&endDate=2026-03-10®ionId=10768&adults=2&lodging=HOTEL_RESORT&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Resorts.d10768-aaResorts.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Resorts.d10768-aaResorts.Travel-Guide-Accommodation) ## Top Islamorada Hotel Reviews ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Room had a musty odor. Tiki bar staff non attentive. Grounds were beautiful" [](https://expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Sunset Inn](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792_y.jpg) ### Sunset Inn 10/10 Excellent "Clean room, nice pool and nice staff" [](https://expedia.com/Islamorada-Hotels-Sunset-Inn.h30568049.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 "Absolutely loved ALL the service and extra attention to detail! Alicia, Maria with cleaning the room, to Kady and Mona with food service and smiles!!! " [](https://expedia.com/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.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 "Nice room" [](https://expedia.com/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg) ### Drop Anchor 10/10 Excellent "We were so lucky to find this little hidden gem in Islamorada. We needed a room for 1 night on our way back to Miami, but didn’t need all the frills. Drop Anchor was the perfect place for us. " [](https://expedia.com/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Clean room..staff qaa qond" [](https://expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg) ### La Siesta Resort & Villas 10/10 Excellent "Great staff. Coffee machine in room was defective. Curtains dirty and faulty closing. Everything else clean and convenient." [](https://expedia.com/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92_y.jpg) ### La Jolla Resort 10/10 Excellent "The staff welcomed us and allowed us to check in early as the room was already cleaned and ready for occupancy. The room was clean, including the bathroom and kitchenette area. We wanted to go kayaking and there was no charge to use the kayaks, paddles, and life preservers. They also had paddle boards available. There was plenty of parking. The swimming pool was also clean and available to use. We enjoyed our stay! Thank you!!" [](https://expedia.com/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 "Room was very nice and plenty of room. First time visitor. Tub on the balcony was unexpected bonus" [](https://expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ## Find out more about Islamorada ## Islamorada Resorts information | Number of reviews | 6,925 | | ----------------- | ---------- | | Accommodation | 15 Resorts | | Lowest Price | $395 | | Highest Price | $612 | ## Frequently asked questions ### What can I expect from a resort vacation in Islamorada? ### What's a favorite resort in Islamorada? ### How many resorts can I expect to find in Islamorada? ### What can I do in Islamorada? ### What's the seasonal weather like in Islamorada? ### What's the best way to get to and around Islamorada? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Upper Matecumbe Key Hotels ](https://www.expedia.com/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels) - [Hotels near History of Diving Museum ](https://www.expedia.com/History-Of-Diving-Museum-Hotels.0-l6069257-0.Travel-Guide-Filter-Hotels) - 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