Title: Top Independent in Windley Key, FL from $267 - Expedia.com [Windley Key Travel Guide](https://expedia.com/Windley-Key.dx553248635976197663)[Hotels in Windley Key](https://expedia.com/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[Vacation Rentals in Windley Key](https://expedia.com/Windley-Key-Vacation-Rentals.d553248635976197663.Travel-Guide-VacationRentals)[Flights to Windley Key](https://expedia.com/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[Things to do in Windley Key](https://expedia.com/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities)[Car Rentals in Windley Key](https://expedia.com/Car-Rentals-In-Windley-Key.d553248635976197663.Car-Rental-Guide)[Windley Key Vacation Packages](https://expedia.com/Windley-Key.d553248635976197663.Destination-Travel-Guides) ![Windley Key Fossil Reef Geological State Park](https://images.trvl-media.com/place/6282211/331e71ab-ee65-4e64-bb08-32876871cf53.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6282211/331e71ab-ee65-4e64-bb08-32876871cf53.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 Tonight [Feb 28 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=553248635976197663&startDate=2026-02-28&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 1 - Mar 2](https://www.expedia.com/Hotel-Search?regionId=553248635976197663&startDate=2026-03-01&endDate=2026-03-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=553248635976197663&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=553248635976197663&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windley Key Independent ![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![43-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/77344fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/c2caabe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Ocean View Two Queen Suite | Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/1d1a1984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Beach Resort [](https://www.expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,659 reviews) "Awesome place!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel $359 nightly $404 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.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) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/387633fc.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) ![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) ### Cheeca Lodge & Spa [](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,298 reviews) "Great staff and beautiful property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie $566 nightly $637 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.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) ![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) ![Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/2d5dd8eb.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 (1,174 reviews) "Excellent location, beautiful property, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $299 nightly $336 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/d461c69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/f135208c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/371bf8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Creekside Inn [](https://www.expedia.com/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) Tavernier 7.8/10 Good (1,007 reviews) "Room was clean, spacious with a wonderful canal view. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Richard $269 nightly $303 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) ![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) ![One Bedroom Oceanfront Suite Two Queens Lanai | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/a737b04b.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 (1,254 reviews) "Beautiful place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith $385 nightly $434 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/ad31d180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier One Bedroom Waterfront Suite Bayview with Sofabed | In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/8552ad16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/97f26711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier One Bedroom Waterfront Suite Bayview with Sofabed | In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/5288c949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Inn Key Largo [](https://www.expedia.com/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) Key Largo 8.6/10 Excellent (1,679 reviews) "Spotless rooms, staff is so friendly and helpful! Amazing place to stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jeannie $259 nightly $288 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Premier Cottage, Bay View | Terrace/patio](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/0c81ecd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/4deb6af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/ec70fa51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rock Reef Resort [](https://www.expedia.com/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) Rock Harbor 9.2/10 Wonderful (1,097 reviews) "Nice place to spend some time in the Keys conveniently located,clean rooms and helpful staff with excellent views of Bay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harry $237 nightly $267 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![On the beach, sun loungers, snorkeling, kayaking](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/70c7ac71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/1508fc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Kayaking](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/a8fec8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, Kitchenette, Oceanfront (Accessible) | Living area | LCD TV](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/0c97ad39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drift Hotel [](https://www.expedia.com/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information) Key Largo 9.0/10 Wonderful (1,001 reviews) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason $289 nightly $325 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/a7d5c0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/2984df2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Paradise 2 Double Beds Waterfront Suite | Beach/ocean view](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/ae06d5c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pelican Key Largo Cottages [](https://www.expedia.com/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) Key Largo 9.0/10 Wonderful (1,003 reviews) "Great place to stay " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Magnus $258 nightly $290 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) ![House, 3 Bedrooms, Ocean View, Oceanfront | Lanai](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/40f72f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Bungalow, Multiple Beds, Beachfront (Ground Level Sleeps 6) | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/63d135de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Bay View (Upstairs Sleeps 6) | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/736a4da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, fishing](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Jolla Resort [](https://www.expedia.com/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,001 reviews) "Loved the room Cleanliness was excellent Beach is very good Great location also" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Francis J $324 nightly $365 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-La-Jolla-Resort.h16574668.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=2026-03-14&endDate=2026-03-15®ionId=553248635976197663&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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%2FWindley-Key-Hotels-Independent.0-0-d553248635976197663--bIndependent.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindley-Key-Hotels-Independent.0-0-d553248635976197663--bIndependent.Travel-Guide-Filter-Hotels) ## Top Windley Key Hotel Reviews ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg) ### Waterside Suites & Marina 10/10 Excellent "The rooms were spacious. We only stayed one night but it would be perfect for a week or two. Little kitchen, living room and bathroom downstairs. Bedroom is upstairs with a bathroom. No elevator so if you have lots of luggage not so great. Overall I would stay there again. " [](https://expedia.com/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "This Resort is unbelievable from the rooms to the beach, walking & biking trails, golf course 27 acres of lush property. Lots of shops & restaurants nearby including Bass Pro Shop, small artists shops & brewery within walking/biking distance. " [](https://expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.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 "Staff are wonderful, rooms are clean and well kept, nice small resort and great atmosphere. The BYOB Tiki Bar is a real hit in my book." [](https://expedia.com/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) ![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg) ### Drop Anchor 10/10 Excellent "My stay at Drop Harbor was excellent. The room was spotless and the location couldn’t have been better. I opened my door and the water was right there — absolutely beautiful. The front desk staff was very friendly and welcoming. Overall, a fantastic experience!" [](https://expedia.com/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8_y.jpg) ### Lime Tree Bay Resort 10/10 Excellent "The room was clean, small but very usable with nice updating of tile and bath. It is right on the bay, with beautiful sunsets! The pool area is very nice with a great view of the bay!! " [](https://expedia.com/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg) ### Creekside Inn 10/10 Excellent "We were transferred to the Islander Resort and that hotel was absolutely amazing. Great staff, amenities, and overall vibe!!" [](https://expedia.com/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Nice clean spacious room.Beautiful location overlooking the water.Staff was eager to please" [](https://expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.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 "Beautiful property! Very clean, view was amazing!" [](https://expedia.com/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Reefhouse Resort & Marina](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823_y.jpg) ### Reefhouse Resort & Marina 10/10 Excellent "The room was very clean and the property was well kept overall. Great amenities - outdoor games, pool, water views." [](https://expedia.com/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Venetian Shores ](https://www.expedia.com/Venetian-Shores-Islamorada-Hotels.0-n553248635976470270-0.Travel-Guide-Filter-Hotels) - [Islamorada Hotels ](https://www.expedia.com/Islamorada-Hotels.d10768.Travel-Guide-Hotels) - [Hotels near Windley Key Fossil Reef Geological State Park ](https://www.expedia.com/Windley-Key-Fossil-Reef-Geological-State-Park-Hotels.0-l6282211-0.Travel-Guide-Filter-Hotels) - [Hotels near Islamorada County Park ](https://www.expedia.com/Islamorada-County-Park-Hotels.0-l553248621532652353-0.Travel-Guide-Filter-Hotels) - [Hotels near Founders Park ](https://www.expedia.com/Founders-Park-Hotels.0-l6277602-0.Travel-Guide-Filter-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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