Title: Fleming Key Vacation Rentals from CA $397: Short-Term Rentals for 2025 | Expedia.ca [Fleming Key Travel Guide](https://expedia.ca/Fleming-Key.dx180162)[Hotels in Fleming Key](https://expedia.ca/Fleming-Key-Hotels.d180162.Travel-Guide-Hotels)[Flights to Fleming Key](https://expedia.ca/Cheap-Flights-To-Fleming-Key.d180162.Travel-Guide-Flights)[Fleming Key Car Rentals](https://expedia.ca/Car-Rentals-In-Fleming-Key.d180162.Car-Rental-Guide)[Fleming Key Vacation Packages](https://expedia.ca/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) # Fleming Key Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-11-20&endDate=2025-11-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-11-21&endDate=2025-11-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Fleming Key ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035.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) ![Deluxe Bungalow | Private kitchen](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/920119e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Cabin | Living area](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 Stock Island 8.8/10 Excellent (168) "Location , staff , and aqua lodge were perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $155 CA $410 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/eca90904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/376faaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Bedroom Villa | Private kitchen](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/639869f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/489ad80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Vacation Club at Sunset Harbor, Key West Old Town Key West 8.4/10 Very good (317) "Place was great bed was comfy and the water was HOT!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $321 CA $409 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Sunset-Harbor.h857964.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/79d0a981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/3a198a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/5ae34cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/0fa3fcec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Steps from Duval, Pool on Site & Bikes Included! Old Town Key West 9.6/10 Exceptional (409) "I had a great time at this property and while in Key West. It was a perfect retreat and exactly what I needed. The place was clean and having access to the bikes was a plus! Also, Ken was an excellent host and very responsive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle J. CA $201 CA $413 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Key-West-Hotels-Steps-From-Duval.h27682303.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/c8d490fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/c8088cd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7c351b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7a14c4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street! Old Town Key West 10/10 Exceptional (23) "Will stay here again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt O. CA $147 CA $478 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/fde9bad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/fdc5083f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/e2a89efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/b80557b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coconut Mallory Resort And Marina By Kees Vacations Key West 8.2/10 Very good (820) "Great place really nice rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric [](https://www.expedia.ca/Key-West-Hotels-Coconut-Mallory-Resort-And-Marina-By-Kees-Vacations.h120544.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/77611362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/0b2ab9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/97f1383f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/3b340556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval! Old Town Key West 10/10 Exceptional (24) "We had a wonderful stay here with our kids. Can’t beat the location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia P. CA $205 CA $558 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/db32ae29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/a9dabced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/w2994h2000x6y0-c109b53e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/6b9536d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island View 1BR Residence With Balcony Key West 10/10 Exceptional (1) "The room was excellent, no complaints at all." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tonya CA $383 CA $551 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Key-West-Hotels-Island-View-1BR-Residence-With-Balcony.h109003146.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270651/2167d440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270651/f02f370b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270651/e58d4e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110280000/110270700/110270651/b1b917f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wahoo Way | Charming Hideaway On Duval Street! Old Town Key West 9.0/10 Wonderful (18) "Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Easy walks to everything!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Don N. CA $145 CA $397 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Key-West-Hotels-Wahoo-Way-Charming-Hideaway-On-Duval-Street.h110270651.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/111000000/110620000/110612500/110612497/a67945a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110620000/110612500/110612497/4b3d16dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110620000/110612500/110612497/f1485aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110620000/110612500/110612497/78cb5ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Salt Cay | Updated! Stunning Sunset View, Pool! Key West 10/10 Exceptional (31) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve D. CA $381 CA $813 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Key-West-Hotels-The-Salt-Cay-Updated-Stunning-Sunset-View.h110612497.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228958/22ac81ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228958/4c1172d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228958/bb31e4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228958/16fbec14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southernmost Retreat | On Duval! With Hot Tub, Patio, & Private Parking Old Town Key West 9.8/10 Exceptional (11) "Great property in a fantastic location. Check in and check out were painless" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean M. CA $986 CA $2,036 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Key-West-Hotels-Southernmost-Retreat-On-World-Famous-Duval-Street-Hot-Tub.h110228958.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/db6f8e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/4bc41e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathtub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/caaa3ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/738506c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heart of Downtown Key West Cottage With Off-Street Parking Key West Historic District 10/10 Exceptional (142) "Perfect location! Cute cottage had the best time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jamie r. [](https://www.expedia.ca/Key-West-Hotels-Heart-Of-Downtown-Key-West-Cottage-With-Off-Street-Parking.h63723258.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/1b598043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/f428f8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/fd170db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/f70b0572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!! Old Town Key West 9.6/10 Exceptional (193) "Perfect stay, awesome communication with the property manager at all times 5" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devotion808 g. [](https://www.expedia.ca/Key-West-Hotels-CAPTAINS-QUARTERS-A-Vintage-Key-West-Retreat-That-Is-Full-Of-Charm.h33090582.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974831/f1e0f578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974831/c72bd838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974831/d733795d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974831/2b9e925d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Heated Pool & Near Duval - The Curry House Old Town Key West 10/10 Exceptional (6) "Great property! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Austin C. CA $2,244 CA $4,980 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Key-West-Hotels-The-Curry-House-By-Brightwild-Historic-Guesthome.h73974831.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591659/48dd2a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591659/4179464b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591659/a653b225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591659/900ddbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval Delight | Recently Remodeled Condo on Duval! Old Town Key West 9.8/10 Exceptional (38) "This place has everything you need and is in an excellent location. We would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly D. CA $284 CA $720 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Key-West-Hotels-Duval-Delight-Recently-Remodeled-Condo-On-Duval.h109591659.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/30d1aa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/f0bada72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/19aeadf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/537af082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval! Old Town Key West 9.8/10 Exceptional (25) "Loved this little place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles N. CA $147 CA $484 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/3bbf9cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/8ca3f11b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/6940d922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35060000/35053400/35053355/b7fc350c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Location, Private Heated Pool, Pristine Luxury Home! Old Town Key West 10/10 Exceptional (192) "Outstanding place to stay, centrally located!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth Y. CA $1,201 CA $2,492 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Steps-From-Duval-St-Historical-Charm-Meets-Modern-Design-In-Old-Town-Key-West.h35053355.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21696300/21696258/96ab0f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21700000/21696300/21696258/1c82c154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21696300/21696258/38585ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21700000/21696300/21696258/597ea0f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome Key West 8.6/10 Excellent (139) "Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Julia P. CA $198 CA $527 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Key-West-Hotels-Sunrise-Suites-Condo-With-Views.h21696258.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/f935953f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/4ad9a979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/2d2bcb58.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/122000000/121180000/121176500/121176403/15f1c01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis Beachside [](https://www.expedia.ca/Key-West-Hotels-New-4BR4BA-Sleeps-12-Minutes-To-Beach-Duval-St-Private-Backyard-Pool-Oasis.h121176403.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/71000000/70970000/70961600/70961523/eceec5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/71000000/70970000/70961600/70961523/ba614c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/71000000/70970000/70961600/70961523/c79807b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70970000/70961600/70961523/a52f9818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views! Beachside 9.8/10 Exceptional (48) "Wonderful view, lot's of space, great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie [](https://www.expedia.ca/Key-West-Hotels-GOOD-VISIBILITY-4-Bedroom.h70961523.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/a88c6d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/a8c56ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/e2b37f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/15b91ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs! Old Town Key West 9.8/10 Exceptional (21) "Great little place, perfect for southernmost area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lee G. CA $147 CA $478 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Key-West-Hotels-Seagull-Suite-Inviting-Studio.h110161439.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.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06®ionId=180162&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=VR_BF_PROMO_180162) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=APART_HOTEL) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=VILLA) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Fleming+Key%2C+Florida%2C+United+States+of+America®ionId=180162&latLong=24.580237%2C-81.796422&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FFleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals) ## Top Fleming Key Hotel Reviews ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "enjoyed my stay. very nice room." [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "The staff was wonderful and the room was very nice. " [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "Amenities" [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "Beach is directly across the road. A very short walk. Pool was heated. Nice options for food. We enjoyed our stay." [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Staffs are really nice" [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Fairfield Inn and Suites by Marriott Key West](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c_y.jpg) ### Fairfield Inn and Suites by Marriott Key West 10/10 Excellent "Everything was awesome except breakfast. No meat or very many options. But very well maintained Thank you to juan, nathalia, and albert." [](https://expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information) ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "Room was nice & clean. Enjoyed the balcony overlooking the marina." [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.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 "Staff was wonderful, helpful, happy to help!" [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "Friendly staff, and great location. Plenty of parking. Our stay was wonderful! Close to everything, amazing breakfast! We would 100%stay here again! " [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ## Find out more about Fleming Key You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Fleming Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Fleming Key ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)