Title: Fleming Key, FL Cottage Rentals from $703 | 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 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-07-31&endDate=2026-08-02&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 ![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) ![TV](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/1bf65662.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. $642 nightly $703 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/93000000/92010000/92005100/92005042/42e74e5a.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) ![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) ### 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 $920 nightly $1,035 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) ![Beach nearby](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/3db766fd.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) ![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/c13e8747.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. $646 nightly $717 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) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/12e38f96.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) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161400/106161399/w1600h1197x0y3-686d442a.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. $695 nightly $762 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) ![Exterior](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/w2499h1667x1y0-498f0aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/w2499h1666x1y1-41f4071b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/w2499h1666x1y1-309d168f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/w2499h1666x1y1-cebdca02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Find your zen at HIDDEN TREASURE [](https://www.expedia.com/Key-West-Hotels-Find-Your-Zen-At-HIDDEN-TREASURE.h106161404.Hotel-Information) Old Town Key West 9.0/10 Wonderful (16 reviews) "Great place to stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sarah R. $1,147 nightly $1,263 total May 3 - May 4 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Find-Your-Zen-At-HIDDEN-TREASURE.h106161404.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=2026-04-21&endDate=2026-04-22®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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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 ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "Room was very clean and had a great view. Staff was exceptional and so were the pool areas. I will definitely be back. " [](https://expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.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 8/10 Good "Great beach and facilities; room a bit small" [](https://expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/864ce9f9_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 10/10 Excellent "Clean, beautiful. Maintained. Smelled amazing. Excellent staff. I want to come back and stay longer. " [](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Resort was amazing." [](https://expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![The Laureate Key West](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/cba0d59f_y.jpg) ### The Laureate Key West 10/10 Excellent "Clean room and friendly staff" [](https://expedia.com/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "Rented a two bedroom suite for my family. It was clean and perfect for a family stay. The room was clean, and the kids loved the pool. The regular shuttles to and from town and the airport were super convenient, and the resort comped Uber rides when the shuttle was full." [](https://expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/cf132c1e_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Beautiful property!" [](https://expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e_y.jpg) ### Ibis Bay Beach Resort 10/10 Excellent "Clean quirky rooms. Comfy beds. Restaurant, bar, pool. Lots of activities. Just ok beach. We rented a golf cart & cruised around town. And a great time was had by all!" [](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.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 "A very nice place on the waterfront. Staff was genuinely friendly and helpful. I highly recommend it!" [](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 | 320 | | ----------------- | ----------- | | Accommodation | 87 Cottages | | Lowest Price | $703 | | Highest Price | $1,263 | ## 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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