Title: Fleming Key, FL Cottage Rentals from $620 | Expedia.com [Fleming Key Travel Guide](https://expedia.com/Fleming-Key.dx180162)[Hotels in Fleming Key](https://expedia.com/Fleming-Key-Hotels.d180162.Travel-Guide-Hotels)[Vacation Rentals in Fleming Key](https://expedia.com/Fleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)[Flights to Fleming Key](https://expedia.com/Cheap-Flights-To-Fleming-Key.d180162.Travel-Guide-Flights)[Car Rentals in Fleming Key](https://expedia.com/Car-Rentals-In-Fleming-Key.d180162.Car-Rental-Guide)[Fleming Key Vacation Packages](https://expedia.com/Fleming-Key.d180162.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 In two weeks [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Fleming Key cottages ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/9c903f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/fe66822e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/591bb654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/73021fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Living Life Dockside [](https://www.expedia.com/Key-West-Hotels-Living-Life-Dockside.h101969867.Hotel-Information) Stock Island 10/10 Exceptional (2 reviews) "The host was very welcoming and friendly. Very quiet and relaxing. Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris S. $558 nightly $620 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Living-Life-Dockside.h101969867.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/8c527034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/55d21983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/6813018e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/7046c018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OSPREY STUDIO @ The Colony-Sleeps up to 4 [](https://www.expedia.com/Key-West-Hotels-OSPREY-STUDIO-The-Colony-Sleeps-Up-To-4.h106285346.Hotel-Information) Old Town Key West 9.4/10 Exceptional (57 reviews) "We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean H. $625 nightly $684 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-OSPREY-STUDIO-The-Colony-Sleeps-Up-To-4.h106285346.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/93000000/92010000/92005100/92005042/f1bdec7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/93000000/92010000/92005100/92005042/13b814c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/93000000/92010000/92005100/92005042/ce92c606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/93000000/92010000/92005100/92005042/10f57222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub! [](https://www.expedia.com/Key-West-Hotels-Casita-De-Catherine-By-Avantstay-1-Block-To-Duval-St-W-Hot-Tub.h92005042.Hotel-Information) Old Town Key West 10/10 Exceptional (6 reviews) "Property was clean and quiet nice amenities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bradley $930 nightly $1,046 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Casita-De-Catherine-By-Avantstay-1-Block-To-Duval-St-W-Hot-Tub.h92005042.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/90b1662b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/4f45fe51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/ab5b0a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/3db766fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dancing Rooster: 2 Blocks from Duval in Old Town. [](https://www.expedia.com/Key-West-Hotels-The-Dancing-Rooster-2-Blocks-From-Duval-In-Old-Town.h67446229.Hotel-Information) Old Town Key West 9.8/10 Exceptional (141 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JEFFREY Z. $651 nightly $722 total Apr 22 - Apr 23 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Dancing-Rooster-2-Blocks-From-Duval-In-Old-Town.h67446229.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/88ffbc64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/d2eb3e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/w1600h1197x0y3-686d442a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/6feb29f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HIDDEN OASIS 3 blocks from Duval [](https://www.expedia.com/Key-West-Hotels-HIDDEN-OASIS-3-Blocks-From-Duval.h106161399.Hotel-Information) Old Town Key West 9.6/10 Exceptional (100 reviews) "Parking was easy. This was we a great place for me and my pup!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany H. $701 nightly $769 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-HIDDEN-OASIS-3-Blocks-From-Duval.h106161399.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=2026-04-16&endDate=2026-04-17®ionId=180162&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Villas [](https://www.expedia.com/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=VILLA) Cottages [](https://www.expedia.com/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=CONDO) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=APART_HOTEL) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=HOUSE_BOAT) Apartments [](https://www.expedia.com/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-07-01&d1=2026-07-01&endDate=2026-07-04&d2=2026-07-04&lodging=APARTMENT) ![](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%2FFleming-Key-Cottages.d180162-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFleming-Key-Cottages.d180162-aaCottages.Travel-Guide-Accommodation) ## Top Fleming Key Hotel Reviews ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "They have everything on site you need!! " [](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg) ### Blue Flamingo Resort Key West 8/10 Good "It was a nice resort but a lot smaller than what I thought it would be. The pictures online are somewhat deceiving. The rooms, to me, weren’t “resort like”, they were just basic hotel/borderline motel rooms with average furnishings. I was hoping there would be a nice restaurant, but there wasn’t, just bars with sandwiches, burgers and what-not. The food and drinks were good though. I’m really not sure what the $50/day resort fee was for because nothing was outstanding and there was one day our room didn’t even get cleaned. The cleaner popped by around 7 that night and asked if we wanted service but at that time of day why bother? One of the elevators was broken so that left one for everyone to use and at times it was pretty slow. I did like the shuttle that took us downtown, that was a nice perk, and I liked that there was a Starbucks on property. Would I stay here again?……honestly, I would probably look for something else. " [](https://expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "Pool and food are excellent " [](https://expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg) ### Beachside Resort & Residences 8/10 Good "Clean room, friendly staff " [](https://expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e_y.jpg) ### Ibis Bay Beach Resort 8/10 Good "It was nice to have some sand and hammocks were great, but everyone smoked and it was hard to enjoy at times. The tortugas, sharks and birds were cool and tons to do right out of the resort. Away from the hustle of Duval. Breakfast was basic and the same every day, it was a great time!!" [](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "My husband and I had a spectacular time at this resort. Looking forward to coming back real soon! The food and location were perfect!" [](https://expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Amazing location, the room and property were spotless. Staff were very friendly. Would stay here again! " [](https://expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "Clean and very friendly staff. Beach view adequate for side of building. Great breakfast variety. Overall, enjoyable experience. " [](https://expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60_y.jpg) ### Opal Key Resort & Marina, Key West 10/10 Excellent "Amazing!!!" [](https://expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) ## Find out more about Fleming Key ## Fleming Key Cottages information | Number of reviews | 306 | | ----------------- | ----------- | | Accommodation | 87 Cottages | | Lowest Price | $620 | | Highest Price | $1,046 | ## Frequently asked questions ### Why book your cottage in Fleming Key with Expedia? ### How can I find cheap cottages in Fleming Key? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Key West Hotels ](https://www.expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels) - [All-Inclusive Resorts in Key West ](https://www.expedia.com/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllinclusiveHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Cheap-Hotels.0-0-d1187-tCheapHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Oceanfront-Hotels.0-0-d1187-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - 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