Title: Fleming Key Condo Rentals | 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://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Condos Rentals in Fleming Key ![](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Fleming Key Condo Rentals ![Beach nearby](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/1809a710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/5cbc0ea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/38d0f336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/1739e347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion! Old Town Key West 9.6/10 Exceptional (137) "Great property. Lots of thoughtful amenities. Management friendly and responsive. " CA $122 CA $325 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-CORTEZ-Adults-Only.h57737081.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/22000000/21710000/21704700/21704660/7e0aa71f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21710000/21704700/21704660/61ceb6fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21710000/21704700/21704660/2988b7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21710000/21704700/21704660/a3ed40aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Condo with Pool, Private Balcony, & Beach Access Beachside 8.6/10 Excellent (135) "Nice area, location, and wonderful apartment!" CA $231 CA $811 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Comfortable-Condo-With-Pool.h21704660.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/b3743fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/70b7a407.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) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/9d55a4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town! Old Town Key West 9.8/10 Exceptional (103) "Great stay at the property." CA $188 CA $432 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Key-West-Hotels-SUGAR-PALM-STUDIO-Tranquil-Studio-W-Community-Pool-Close-To-Town.h76481154.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/b1290b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/dcd75cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/4d2d6f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/c2bf392e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JULIE ~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn! Old Town Key West 10/10 Exceptional (73) "Had a GREAT experience!! The property is beautiful, clean, amazing pool, and the perfect location for walking everywhere! " CA $179 CA $457 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Key-West-Hotels-JULIE-Adult-Only.h83530022.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/ac5e99f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/4852a6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/491430af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/1865b1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool! Old Town Key West 9.8/10 Exceptional (94) "I loved this place! It was perfect in many ways! I had stayed in KW several times and this is probably my favorite one!" CA $155 CA $415 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-GOLDEN-NUGGET-Adult-Only.h83530024.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834303/23d4fe75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, ice maker](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834303/50651952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834303/e02a3806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834303/29233582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool Old Town Key West 9.8/10 Exceptional (24) "We enjoyed our stay. We love the area and were able to walk to all areas of old town." CA $118 CA $319 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-THE-FLAGLER-ROOM-1st-Floor-King-Suite-Inn-On-Fleming-W-Shared-Pool.h110834303.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/22000000/21710000/21701900/21701863/caca8733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21710000/21701900/21701863/fb79651c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21710000/21701900/21701863/62bd25b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21710000/21701900/21701863/20368b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-Friendly Sunrise Suites Condo with Pool, Hot Tub & Free Parking Key West 9.2/10 Wonderful (156) "Nice place to stay with washer/dryer and parking." CA $217 CA $537 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Dog-Friendly-Sunrise-Suites-Condo-With-Pool.h21701863.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329189/108048a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329189/774c650e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329189/fc3aa57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329189/e74793d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Town "Eleuthera" • 2BR Waterfront Corner Condo Meadows 10/10 Exceptional (25) "Kim was a huge help and a great host. Great location. " CA $810 CA $1,365 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Key-West-Hotels-22-Fully-Updated-Old-Town-Waterfront-Corner-Condo.h88329189.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) ![TV](https://images.trvl-media.com/lodging/22000000/21700000/21696300/21696258/0eac4de1.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) ![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 (138) "The view is amazing. Love watching the planes take off and coming back" CA $224 CA $547 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Sunrise-Suites-Condo-With-Views.h21696258.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/edf92042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/88b5790a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/1d2a33bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/d34be38d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town! Old Town Key West 9.6/10 Exceptional (91) "We really enjoyed the property. " CA $181 CA $423 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Key-West-Hotels-ROYAL-PALM-STUDIO-Lovable-Studio-W-Community-Pool-Close-To-Town.h76481150.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/2bf59eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/235bc4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/7559e100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/0a2de63a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family Key West 8.8/10 Excellent (201) "Perfect for our 3 nights in Key West" CA $112 CA $385 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-Watch-Sunsets-From-Your-Deck.h21694353.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361179/eaeba9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361179/1a4cbe04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361179/89903844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361179/037b6630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis Beachside 9.0/10 Wonderful (102) "Very clean and beds are so comfortable. " CA $321 CA $930 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-Colorful-Beachfront-Condo-W-Ocean-View-Balcony-Shared-Hot-Tubpooltennis.h36361179.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21690900/21690856/840fa11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/22000000/21700000/21690900/21690856/94a6cbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21690900/21690856/f90890c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21700000/21690900/21690856/69e18ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Dog-Friendly Condo w/ Shared Pool, Hot Tub, Private Deck & Parking Key West 8.8/10 Excellent (119) "Condo needs to be updated, but it’s comfortable and perfect size for 4 adults. It’s also very close to the pool." CA $157 CA $441 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-Cozy-Dog-Friendly-Condo-W-Shared-Pool.h21690856.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68650000/68642500/68642409/3e385174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68650000/68642500/68642409/dd13471c.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/69000000/68650000/68642500/68642409/68c37a69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/69000000/68650000/68642500/68642409/870f8c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool, Free Parking & Pet Friendly - The Barbados Key West 9.2/10 Wonderful (31) "4 nights, was perfect" CA $259 CA $710 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-Margarita-Suite-305-S.h68642409.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/27000000/26940000/26931700/26931658/2c18a643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/27000000/26940000/26931700/26931658/e25d8615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/27000000/26940000/26931700/26931658/ee90f2d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26940000/26931700/26931658/53f992a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-friendly condo with pool & hot tub - walk or bike to beach Key West 8.6/10 Excellent (88) "Great location, great price, good choice" CA $314 CA $665 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Key-West-Hotels-Dog-Friendly-Condo-With-Pool-Hot-Tub-Walk-Or-Bike-To-Beach.h26931658.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/38000000/37120000/37117200/37117134/06ee6302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37120000/37117200/37117134/a32a2c98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37120000/37117200/37117134/8b66742f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/38000000/37120000/37117200/37117134/w1200h797x0y2-16cbbe3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Parking & Waterfront - Grand Marina Suite Stock Island 8.8/10 Excellent (10) "We selected this condo for its location, cost and amenities; all met or exceeded our expectations. Super nice, clean and quiet. We'll be back!" CA $420 CA $648 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-Stock-Island-Yacht-Club.h37117134.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/22000000/21720000/21711300/21711267/e7102895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/22000000/21720000/21711300/21711267/efd2638c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21720000/21711300/21711267/04efe993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21720000/21711300/21711267/0e1cc792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-friendly resort condo with pool & hot tub, private parking Key West 8.4/10 Very good (120) "Resting well and enjoying " CA $165 CA $452 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-Dog-Friendly-Resort-Condo-With-Pool-Hot-Tub.h21711267.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/89000000/88340000/88333800/88333749/50bdf409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/89000000/88340000/88333800/88333749/2d77d65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/89000000/88340000/88333800/88333749/58a7acff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/89000000/88340000/88333800/88333749/de3126b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florida | Waterfront 2BR/2BA w/ Pool + Dock Access Meadows 9.8/10 Exceptional (36) "Loved the location and condo! Great communication with owner!" CA $162 CA $564 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Spacious-Updated-Waterfront-Condo.h88333749.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/652c2129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/f0686b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/5d290eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/d28c28e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK Key West 8.8/10 Excellent (117) "We had fun, the room was just what we needed." CA $143 CA $442 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Key-West-Hotels-Newly-Furnished-Suite-With-Pool.h21695290.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591673/87d7911f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591673/34f25d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591673/bfd7498b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591673/d06fd149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Leo’s Lodge | Newly Updated! Old Town Key West 8.8/10 Excellent (19) "Very nice facility and pool; bathroom was small for large person." CA $126 CA $363 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-West-Hotels-Leos-Lodge-Recently-Refreshed-And-Updated.h109591673.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=2025-10-26&endDate=2025-10-27®ionId=180162&adults=2&lodging=CONDO&sort=RECOMMENDED&openPlayBack=true) ![](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-Condos.d180162-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFleming-Key-Condos.d180162-aaCondos.Travel-Guide-Accommodation) ## Top Fleming Key Hotel Reviews ![The Reach Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg) ### The Reach Key West, Curio Collection by Hilton 10/10 Excellent "Beach view was spectacular and restaurants were great! The rooms could use more "hooks" on the back of doors to hang things and a few more lighted mirrors. The staff was wonderful!" [](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![The Perry Hotel & Marina Key West](//images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "Nice stay. " [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "We loved this resort and will be back!" [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](//images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Exceeded our expectations. Restaurant was amazing, everything was clean and up to date. They kept open communication via text messages daily. I am a night shift health care provider, I cannot tell you how much I needed this mini-vacay. " [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Margaritaville Beach House Key West](//images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "Wonderful stay! The hotel was spotless, the staff was friendly, and the atmosphere was relaxing. Would definitely stay again!” Enjoyed the shuttle to and from the hotel. It also provides transportation to and from Duval St. Overall great experience" [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![La Concha Key West, Autograph Collection](//images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "Awesome property , would 100% stay again. Staff was awesome. Only downside was one of the elevators wasn’t working and the room was a bit small…….. but no problem at all. Enjoyed our stay very much !!! Thanks " [](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](//images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "One of the most enjoyable stays. Staff extremely knowledgeable and friendly. Received texts regarding activities daily-this was a nice touch! Property well staffed and maintained. Nice beach area which is a plus in Key West. " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](//images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "Great views from our room excellent staff service. Would definitely stay again" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](//images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "Super clean. The pool was amazing..friendly staff.." [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ## Find out more about Fleming Key ## Fleming Key Condo Rentals information | Number of reviews | | | --- | --- | | Accommodation | Condo Rentals | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### Why book your condo in Fleming Key with Expedia? > Expedia will help you find your ideal condo in Fleming Key. On the lookout for an upmarket stay? Make use of our filters to search for properties that have a 5-star rating. If you have a fixed budget, select how much you want to spend and then check out our incredible deals. We'll help you find a suitable stay whatever your plans or bank balance. ### How can I find cheap condos in Fleming Key? > A wonderful way to uncover cheap condos in Fleming Key is with Expedia's filter tool. 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[Waterpark Hotels in Meadows](https://www.expedia.ca/Meadows-Key-West-Hotels-Waterpark-Hotels.0-n553248635976471421-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Farmstay in Monroe County](https://www.expedia.ca/Monroe-County-Agritourism.d553248635976430869-aaAgritourism.Travel-Guide-Accommodation) - [Hotels near Papa's Pilar Rum Distillery Hemingway Rum Company](https://www.expedia.ca/Papas-Pilar-Rum-Distillery-Hemingway-Rum-Company-Hotels.0-l870999656931368960-0.Travel-Guide-Filter-Hotels) - [Hotels near Schooner Western Union](https://www.expedia.ca/Schooner-Western-Union-Hotels.0-l6069261-0.Travel-Guide-Filter-Hotels) - [Hotels near Studios of Key West](https://www.expedia.ca/Studios-Of-Key-West-Hotels.0-l553248621532652634-0.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in The Meadows](https://www.expedia.ca/The-Meadows-Key-West-Hotels-Pet-Friendly-Hotel.0-n553248635976482006-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [The Meadows Hotels](https://www.expedia.ca/The-Meadows-Key-West-Hotels.0-n553248635976482006-0.Travel-Guide-Filter-Hotels) - [Flights to Key West](https://www.expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights) - [Key West Historic District Vacations](https://www.expedia.ca/Key-West-Historic-District.d6281809.Destination-Travel-Guides) - [Visit Historic Seaport](https://www.expedia.ca/Key-West-Historic-Seaport.dx553248635976383502) - [Visit Key West Historic District](https://www.expedia.ca/Key-West-Key-West-Historic-District.dx6281809) - [Key West Vacations](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides) - [Mallory Square](https://www.expedia.ca/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction) - [All inclusive Vacation Packages Key West](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/1187/Key-West) - [Things to do in Key West](https://www.expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities) - [Book Condo Rentals in Fleming Key on Expedia.com](https://www.expedia.com/Fleming-Key-Condos.d180162-aaCondos.Travel-Guide-Accommodation)