Title: Fleming Key Vacation Rentals from $256: Search Short-Term Rentals | 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)[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/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?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 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=180162&startDate=2026-07-17&endDate=2026-07-19&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 vacation rentals ![Front of property](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/721053af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/bc5aedd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Cabin | Living area | 40-inch flat-screen TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua Lodges at Hurricane Hole Marina [](https://www.expedia.com/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) Stock Island 9.0/10 Wonderful (181 reviews) "Great stay better than we expected " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jordan $284 nightly $320 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/681d666f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/6d55c844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/682ba7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/fded6d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!! [](https://www.expedia.com/Marathon-Hotels-Viking-Yacht-Getaway-In-The-Keys.h92965988.Hotel-Information) Stock Island 7.6/10 Good (31 reviews) "This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie $462 nightly $513 total Apr 22 - Apr 23 Total with taxes and fees [](https://www.expedia.com/Marathon-Hotels-Viking-Yacht-Getaway-In-The-Keys.h92965988.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/125000000/124810000/124800800/124800787/25d45a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/125000000/124810000/124800800/124800787/743eb520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/125000000/124810000/124800800/124800787/1ea3ea14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/125000000/124810000/124800800/124800787/bf7119a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yacht in Key West - Hosted by Luxury Sea Charters @ The Perry Marina [](https://www.expedia.com/Key-West-Hotels-Yacht-In-Key-West-Hosted-By-Luxury-Sea-Charters-The-Perry-Marina.h124800787.Hotel-Information) Stock Island $779 nightly $864 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Yacht-In-Key-West-Hosted-By-Luxury-Sea-Charters-The-Perry-Marina.h124800787.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110620000/110612500/110612497/f870b2f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110620000/110612500/110612497/69a52b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110620000/110612500/110612497/89abf9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110620000/110612500/110612497/126b62b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Salt Cay | Updated! Stunning Sunset View, Pool [](https://www.expedia.com/Key-West-Hotels-The-Salt-Cay-Updated-Stunning-Sunset-View.h110612497.Hotel-Information) Key West 9.6/10 Exceptional (44 reviews) "Great place with great location , good for families " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennys P. $560 nightly $622 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Salt-Cay-Updated-Stunning-Sunset-View.h110612497.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/532693cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/017ce471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/3d90235f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, ice maker](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/9e3ecc72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Living the Dream Key West Style [](https://www.expedia.com/Key-West-Hotels-Living-The-Dream-Key-West-Style.h99882182.Hotel-Information) Stock Island 9.8/10 Exceptional (50 reviews) "everything was perfect" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy A $472 nightly $525 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Living-The-Dream-Key-West-Style.h99882182.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579943/ce92db24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579943/bdc68cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579943/23d8ac42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579943/3288df3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scott's Cottage - Truman @ Duval | Perfect Spot in Old Town Key West! [](https://www.expedia.com/Key-West-Hotels-Scotts-Cottage-Truman-Duval-Perfect-Spot-In-Old-Town-Key-West.h112579943.Hotel-Information) Old Town Key West 9.8/10 Exceptional (27 reviews) "Very clean, kind people, very helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna $373 nightly $414 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Scotts-Cottage-Truman-Duval-Perfect-Spot-In-Old-Town-Key-West.h112579943.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/9d55a4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/7337f89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/6497e910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/b3743fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SUGAR PALM STUDIO \~ Adult Only Studio w/ Community Pool & Close to Town! [](https://www.expedia.com/Key-West-Hotels-SUGAR-PALM-STUDIO-Tranquil-Studio-W-Community-Pool-Close-To-Town.h76481154.Hotel-Information) Old Town Key West 9.8/10 Exceptional (128 reviews) "Amazing place to stay, excellent experience!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad $404 nightly $448 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-SUGAR-PALM-STUDIO-Tranquil-Studio-W-Community-Pool-Close-To-Town.h76481154.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/80000000/79690000/79683300/79683240/c6ea30d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/80000000/79690000/79683300/79683240/6b75217d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/80000000/79690000/79683300/79683240/c4067d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/80000000/79690000/79683300/79683240/w905h683x60y0-701bb32b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise found [](https://www.expedia.com/Key-West-Hotels-Paradise-Found.h79683240.Hotel-Information) Stock Island 9.8/10 Exceptional (34 reviews) "Great house and location. We have found our rental for our yearly stay in Key West. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth F. $664 nightly $737 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Paradise-Found.h79683240.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/c2097fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/e3b842fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/edf99776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/6821fb23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval [](https://www.expedia.com/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information) Old Town Key West 9.6/10 Exceptional (39 reviews) "Great location. South Beach across the street. Everything walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason W. $420 nightly $467 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270653/f4fc67fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270653/7e42f4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270653/0309db93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270653/e11892ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yellowfin Ledge | Ideal Getaway On Duval! Balcony [](https://www.expedia.com/Key-West-Hotels-Yellowfin-Ledge-Ideal-Getaway-On-Duval-Balcony.h110270653.Hotel-Information) Old Town Key West 9.4/10 Exceptional (30 reviews) "The location was amazing and the cleanliness of the room was great! Definitely recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) N G. $425 nightly $472 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Yellowfin-Ledge-Ideal-Getaway-On-Duval-Balcony.h110270653.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591684/445b8132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591684/6cf786db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591684/2ed2a4a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591684/6e5669f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carey's Corner | Updated Studio with Heated Pool [](https://www.expedia.com/Key-West-Hotels-Careys-Corner-Updated-Studio-With-Heated-Pool.h109591684.Hotel-Information) Old Town Key West 8.6/10 Excellent (40 reviews) "Pet friendly but no grass to go, clean, very small, very little parking, 3 blocks from Duvalls south end." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rodney $326 nightly $362 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Careys-Corner-Updated-Studio-With-Heated-Pool.h109591684.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/112000000/111150000/111148700/111148649/f9727091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111150000/111148700/111148649/b81460a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111150000/111148700/111148649/993b6eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/112000000/111150000/111148700/111148649/70d2de90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VanGogh Studio | Updated, Old Town, Heated Pool [](https://www.expedia.com/Key-West-Hotels-VanGogh-Studio-Updated.h111148649.Hotel-Information) Old Town Key West 8.6/10 Excellent (41 reviews) "Room had everything we needed!Owners and staff were very responsive and offered free shuttle to/from the airport!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy P. $326 nightly $362 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-VanGogh-Studio-Updated.h111148649.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/111000000/110560000/110551200/110551154/8e54ae1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/111000000/110560000/110551200/110551154/1095f5a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/111000000/110560000/110551200/110551154/6490fa07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110560000/110551200/110551154/20aad053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Claude Monet Suite | Cozy Studio with Pool & Patio [](https://www.expedia.com/Key-West-Hotels-Claude-Monet-Suite-Cozy-Studio-With-Pool-Patio.h110551154.Hotel-Information) Old Town Key West 9.4/10 Exceptional (30 reviews) "Room was clean and within easy walk to most attractions. Check in and check out was easy. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon $359 nightly $399 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Claude-Monet-Suite-Cozy-Studio-With-Pool-Patio.h110551154.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579924/714eb79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579924/601ffc0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579924/d09e6fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579924/0c228146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome Matt's - Truman @ Duval | Perfect Hideaway! [](https://www.expedia.com/Key-West-Hotels-Welcome-Matts-Truman-Duval-Perfect-Hideaway.h112579924.Hotel-Information) Old Town Key West 9.8/10 Exceptional (26 reviews) "Great place to stay, near everything." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tony R. $518 nightly $575 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Welcome-Matts-Truman-Duval-Perfect-Hideaway.h112579924.Hotel-Information) ![Apartment | 2 bedrooms](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/87c78511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 2 bedrooms](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/05b75118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/c6062e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/99362c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Marina Suite by Brightwild Waterfront [](https://www.expedia.com/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information) Stock Island 10/10 Exceptional (3 reviews) "Nice place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pawel $771 nightly $868 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/2885e075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/33a62704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/3593d5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/8d434b6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Seagate Estate at Lunara Bay [](https://www.expedia.com/Key-West-Hotels-The-Seagate-Estate-At-Lunara-Bay.h74132624.Hotel-Information) Raccoon Key 10/10 Exceptional (22 reviews) "Great place and great hosts. However the pool never heated and couldn’t get anyone out to look at it. Overall an amazing stay and would definitely return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Austin S. $1,541 nightly $1,710 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Seagate-Estate-At-Lunara-Bay.h74132624.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111700000/111697300/111697235/3f96d5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/112000000/111700000/111697300/111697235/4bc41651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111700000/111697300/111697235/f785a4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111700000/111697300/111697235/024d68ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cat Island Suite | Charmingly Renovated w/ Pool [](https://www.expedia.com/Key-West-Hotels-The-Cat-Island-Suite-Charmingly-Renovated-W-Pool.h111697235.Hotel-Information) Key West 9.8/10 Exceptional (41 reviews) "Every as described, great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan W. $555 nightly $617 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Cat-Island-Suite-Charmingly-Renovated-W-Pool.h111697235.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/4d522535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/02900870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/ad59ca22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132652/80422f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capmar House at Lunara Bay [](https://www.expedia.com/Key-West-Hotels-Capmar-House-At-Lunara-Bay.h74132652.Hotel-Information) Raccoon Key 9.8/10 Exceptional (29 reviews) "The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveler $1,541 nightly $1,710 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Capmar-House-At-Lunara-Bay.h74132652.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=2026-04-09&endDate=2026-04-10®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=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VILLA) 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=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APART_HOTEL) 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=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&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=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CONDO) 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=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APARTMENT) 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=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=COTTAGE) 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=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=HOUSE_BOAT) ![](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-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals) ## Top Fleming Key Hotel Reviews ![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 2/10 Terrible "No ocean, no confortable, so expensive " [](https://expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.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 "Great location! Pool area was awesome!" [](https://expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.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 "I had not been to Key West in about eight years and I used to frequent there often so I was skeptical about booking any place that I had not stayed at and did not want to be around a bunch of spring breakers. This place was phenomenal. The rooms were absolutely immaculate. The staff was incredibly helpful and great in every way. The pool was very clean. Well maintained looked brand new and everything was in walking distance.. everything about this place was absolutely great. Even down to the privacy partitions outside at the parking lot and the hammocks that was the first thing after I walked into my room and put down my baggage that I laid in with palm trees right above my head and a breeze blowing that was so warm. It’s easy to make friends with everyone that is staying there. I travel a lot and I have to say this is one of the best places I have ever stayed in all my travels. It is not right in the heart of Key West but it’s basically 2 miles from Key West maybe 2 1/2 miles it seemed and that was great for me because I did not want to be just in the party zone 24 hours a day. Trust me this is a place that you are gonna want to stay at. Also, I have to mention that the stoned crab restaurant is also there and has amazing fresh seafood. The only thing I did not have in my room that I would’ve really loved was a microwave. This really is a must stay. If you do stay here, please make sure that you do tip the housekeeping. They are exceptional people. " [](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.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 10/10 Excellent "The staff were great and helped me with all my questions about Key West. They helped organize shuttles to a from Downtown and recommended some amazing restaurants!!" [](https://expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.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 "A real oasis! The resort has a beautiful waterfront that was perfect to relax and watch the sunset. " [](https://expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![The Laureate Key West](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/cba0d59f_y.jpg) ### The Laureate Key West 8/10 Good "Beautiful beach view room. Extremely comfortable beds. Huge room with plenty of room for us to spread out. My older son loved being able to sleep on the fold out couch in a space away from us. Easy to get to, and pretty much close to everything. Staff were extremely kind. Not a fan of the barn door on the bathroom, everything else was amazing." [](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 "Aside from a couple front desk staff that were fairly snippy, almost like asking a question was a burden— everything else was great!" [](https://expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.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 "This is a beautiful " [](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cc507b47_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 6/10 Okay "Room was clean.stuff was very nice. Bath tub should be updated. There was a vary noisy family next door and we could basically hear everything through the walls. " [](https://expedia.com/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ## Find out more about Fleming Key **Everything you need to know about Fleming Key vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Fleming Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on. There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Fleming Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Fleming Key vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Fleming Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Fleming Key in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $256 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Fleming Key rentals** At Expedia, we put the best Fleming Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Fleming Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Fleming Key vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Fleming Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in Fleming Key ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - 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[Florida Keys Eco - Discovery Center](https://expedia.com/Florida-Keys-Eco-Discovery-Center-Old-Town-Key-West.d6069247.Vacation-Attraction) - [Saint Mary Star of the Sea](https://expedia.com/Saint-Mary-Star-Of-The-Sea-Old-Town-Key-West.d553248621532652618.Vacation-Attraction) - [Key West Lighthouse and Keeper's Quarters Museum](https://expedia.com/Key-West-Lighthouse-And-Keepers-Quarters-Museum-Old-Town-Key-West.d501383.Vacation-Attraction) - [Duval Street](https://expedia.com/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction) - [Clarence S. Higgs Memorial Beach Park](https://expedia.com/Clarence-S-Higgs-Memorial-Beach-Park-Old-Town-Key-West.d6246822.Vacation-Attraction) - [Mallory Square](https://expedia.com/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction) - [Smathers Beach](https://expedia.com/Smathers-Beach-Beachside.d6069255.Vacation-Attraction) - [Southernmost Point](https://expedia.com/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction) - [Key West Butterfly and Nature Conservatory](https://expedia.com/Key-West-Butterfly-And-Nature-Conservatory-Old-Town-Key-West.d6068597.Vacation-Attraction) - [Key West Cemetery](https://expedia.com/Key-West-Cemetery-Old-Town-Key-West.d6068615.Vacation-Attraction) - [Ernest Hemingway Home and Museum](https://expedia.com/Ernest-Hemingway-Home-And-Museum-Old-Town-Key-West.d501376.Vacation-Attraction) - [Key West Shipwreck Museum](https://expedia.com/Key-West-Shipwreck-Museum-Key-West-Historic-District.d6063545.Vacation-Attraction) - [Harry S. Truman Little White House](https://expedia.com/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction) - [South Beach](https://expedia.com/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction) Vacation Rentals - [Stock Island Vacation Rentals](https://expedia.com/Stock-Island-Vacation-Rentals.d180166.Travel-Guide-VacationRentals) General - [Visit Boca Chica Key](https://expedia.com/Boca-Chica-Key.dx553248635083916609) - [Visit Stock Island](https://expedia.com/Stock-Island.dx180166) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app