Title: Fleming Key Villas from CA $607 | 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)[Vacation Rentals in Fleming Key](https://expedia.ca/Fleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)[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) # Search Fleming Key Villa Rentals from CA $607 - ![](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 In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 10 - Apr 12](https://www.expedia.ca/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) ## Our top choices for Fleming Key villas ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/73b5ca68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/aa37cbf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/58994f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/5d830dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-Poolside-Queen-Room.h76587213.Hotel-Information) 10/10 Exceptional (1) "Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis P. CA $521 CA $654 total includes taxes & fees Jan 14 - Jan 15, 2026 [](https://www.expedia.ca/Key-West-Hotels-Poolside-Queen-Room.h76587213.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/f92fd571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/9c05cf1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/d8330ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/1206b90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom-Two-Bath-Balcony-Villa-Steps-From-Duval-St.h36936590.Hotel-Information) 10/10 Exceptional (43) "The hosts were the best we have ever encountered. Their attention to detail surpassed all expectations. We will stay here again without hesitation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barb B. CA $1,100 CA $1,382 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom-Two-Bath-Balcony-Villa-Steps-From-Duval-St.h36936590.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/72f139d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/2945a17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/065405ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/e7443421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-Poolside-King-Room.h76587216.Hotel-Information) 10/10 Exceptional (1) "If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael L R. CA $549 CA $696 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Key-West-Hotels-Poolside-King-Room.h76587216.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/c61d3beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/e23334e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/9b20b052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/3570147d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom-Two-Bathroom-Poolside-Villa.h45411273.Hotel-Information) 10/10 Exceptional (47) "Staff, accommodations and location were excellent. Would definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve D. CA $825 CA $1,046 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom-Two-Bathroom-Poolside-Villa.h45411273.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/54e294fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/225275d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/7f50a489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/29d8046b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-One-Bedroom-Loft-Villa.h76587199.Hotel-Information) 10/10 Exceptional (16) "Can’t say enough great things about this place. From the hosts to the property itself, top notch!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dave N. [](https://www.expedia.ca/Key-West-Hotels-One-Bedroom-Loft-Villa.h76587199.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/c25b9bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/e1254b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/62c6816f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/45501c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-One-Bedroom-Deck-Villa.h76587202.Hotel-Information) 10/10 Exceptional (7) "Beautiful property, clean and comfortable suite, friendly staff, fantastic hospitality, ideal central location! We'll be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim P. CA $481 CA $607 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Key-West-Hotels-One-Bedroom-Deck-Villa.h76587202.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/473ab081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/93477fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/2cdb5d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/d614ab6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-Poolside-Studio-Villa.h72047936.Hotel-Information) 10/10 Exceptional (21) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin K. CA $549 CA $692 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Key-West-Hotels-Poolside-Studio-Villa.h72047936.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=2025-12-31&endDate=2026-01-01®ionId=180162&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style 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=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=HOUSE_BOAT) 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=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=APART_HOTEL) 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=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=VILLA) 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=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&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=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=CONDO) 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=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=COTTAGE) 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=2026-03-17&d1=2026-03-17&endDate=2026-03-20&d2=2026-03-20&lodging=VACATION_HOME) ![](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-Villas.d180162-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFleming-Key-Villas.d180162-aaVillas.Travel-Guide-Accommodation) ## 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 10/10 Excellent "Yes and view was ok. Next time we will request the marina view" [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.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 "Very spacious, neat rooms. Great vibe" [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.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 "." [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "shuttle" [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.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 "Good budget hotel. Nice pool. Breakfast wasn’t that great. Friendly staff. We had an unexpected visitor while we were at the pool. Largest iguana I’ve ever see. " [](https://expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "Beach and pool - bar, music and great staff" [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "Clean room, great amenities, very nice staff and close by foot to restaurants and stores." [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel." [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "My husband and I enjoyed our stay at the hotel tremendously - everything was excellent! Location, cleanliness, pool, food, bedding, friendly staff, hotel decor, pleasant ambiance. Highly recommend this hotel to the guests who want to experience upscale services and hospitality of old Florida" [](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ## Find out more about Fleming Key ## Fleming Key Villas information | Number of reviews | 132 | | ----------------- | --------- | | Accommodation | 17 Villas | | Lowest Price | CA $607 | | Highest Price | CA $1,382 | ## Frequently asked questions ### Why book your villa in Fleming Key with Expedia? ### How can I find cheap villas in Fleming Key? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Other - More ways to book - [Hotels near Duval Street ](https://www.expedia.ca/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Flamingo ](https://www.expedia.ca/Flamingo-Apart-Hotels.d553248635074842070-aaApartHotels.Travel-Guide-Accommodation) - [Chalets in Flamingo ](https://www.expedia.ca/Flamingo-Chalets.d553248635074842070-aaChalets.Travel-Guide-Accommodation) - 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