Title: Fleming Key Vacation Rentals from CA $396: 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 19 - Nov 20](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-11-19&endDate=2025-11-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-11-20&endDate=2025-11-21&adults=2&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&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&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) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.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 $150 CA $403 total includes taxes & fees Nov 20 - Nov 21 [](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) ![20-inch TV with satellite channels, DVD player](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/45293052.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) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/376faaf1.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) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/0fa3fcec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27690000/27682400/27682303/7b599af0.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) ### 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 $200 CA $412 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) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7c351b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/b9423d9d.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 $476 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) ![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) ![Dock](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/fdc5083f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/9652c070.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) ![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) ![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) ### 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 $207 CA $560 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) ![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/5018ef84.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) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/a9dabced.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 $382 CA $549 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) ![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) ![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) ### 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 $144 CA $396 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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110620000/110612500/110612497/cebafaf3.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 $287 CA $678 total includes taxes & fees Nov 21 - Nov 22 [](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) ![TV](https://images.trvl-media.com/lodging/111000000/110230000/110229000/110228958/6f7112ab.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) ![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 $992 CA $2,041 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) ![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) ![Interior](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/ab55eadb.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) ### 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) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/34000000/33100000/33090600/33090582/ab6812bb.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 (192) "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) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974831/c01f066a.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) ![Interior](https://images.trvl-media.com/lodging/74000000/73980000/73974900/73974831/c72bd838.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 $2,198 CA $4,912 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) ![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) ![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) ### 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 $283 CA $717 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) ![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) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/247b149a.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 $148 CA $483 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) ![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) ![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) ### 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 $1,202 CA $2,493 total includes taxes & fees Nov 23 - Nov 24 [](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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21696300/21696258/38585ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21700000/21696300/21696258/0eac4de1.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 $197 CA $524 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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/204d5103.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) ### 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) ![Beach](https://images.trvl-media.com/lodging/71000000/70970000/70961600/70961523/c79807b0.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) ![Interior](https://images.trvl-media.com/lodging/71000000/70970000/70961600/70961523/42488b8e.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) ![Shower, towels](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/dc5dfbe8.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 $186 CA $531 total includes taxes & fees Nov 25 - Nov 26 [](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=2025-12-03&endDate=2025-12-04®ionId=180162&adults=2&sort=RECOMMENDED&openPlayBack=true) ## 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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=APART_HOTEL) 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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=CONDO) 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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=APARTMENT) 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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=HOUSE_BOAT) 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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=VACATION_HOME) 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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=COTTAGE) 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=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=VILLA) ![](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 **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](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Fleming Key vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Fleming Key vacation rentals we have selected for you start as low as CA $396 per night. Entering your travel dates in the search wizard 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.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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[Enterprise Destinations In Canada](https://expedia.ca/Enterprise-Destinations-In-Canada.d31-c15.Car-Rental-Destination-Suppliers) Activities - [Things to do in Boca Chica Key](https://expedia.ca/Things-To-Do-In-Boca-Chica-Key.d553248635083916609.Travel-Guide-Activities) Packages - [Madeira Island Vacations](https://expedia.ca/Madeira-Island.d11326.Destination-Travel-Guides) - [Smathers Beach](https://expedia.ca/Smathers-Beach-Beachside.d6069255.Vacation-Attraction) - [all inclusive vacations](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations) General - [Visit Honeymoon Island State Park](https://expedia.ca/Honeymoon-Island-State-Park.dx6160046) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points 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 ![QR code to download the app](data:image/png;base64,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)