Title: Fleming Key Cottages from CA $432 | 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 Cottage Rentals from CA $432 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Next weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-09-26&endDate=2025-09-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=180162&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Fleming Key Cottages ![Exterior](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/59200c69.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) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/97f1383f.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) ### Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval! Old Town Key West 10/10 Exceptional (22) "We had a wonderful stay here with our kids. Can’t beat the location." CA $124 CA $441 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/581aac52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/6effd403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/44bca27f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992275/87550a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conch Republic Consul General's Cottage.-Historic District Old Town Key West 9.4/10 Exceptional (162) "Very nice cottage. Good location, clean and quiet. " [](https://www.expedia.ca/Key-West-Hotels-Conch-Republic-Consul-Generals-Cottage-Historic-District.h18992275.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) ![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) ![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 (136) "Great Location, Free Parking, comfortable beds" [](https://www.expedia.ca/Key-West-Hotels-Heart-Of-Downtown-Key-West-Cottage-With-Off-Street-Parking.h63723258.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/7ff914f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/c1f8574c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/228fc1fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/898be04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location Old Town Key West 10/10 Exceptional (5) CA $414 CA $778 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-Coming-Soon-July-1-The-Jolly-RoosterNew-2BR2BA-Walk-To-Duval.h114429434.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/90b1662b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/e4bfc7e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/4b2fce7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446229/6b55a589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dancing Rooster: 2 Blocks from Duval in Old Town. Old Town Key West 10/10 Exceptional (123) "Great time. Would stay again. " CA $345 CA $675 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Key-West-Hotels-Southernmost-Retreat-2-Blocks-From-Duval-In-Old-Town.h67446229.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/119469de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/24f9aeaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/39474b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/1bbc07a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval! Old Town Key West 9.6/10 Exceptional (24) "Amazing place and location to everything. Will definitely book this property again." CA $124 CA $441 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Key-West-Hotels-Egret-Suite-Bright-Retreat.h110161406.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) ![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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7c351b55.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 9.8/10 Exceptional (20) "Will stay here again " CA $124 CA $448 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100980000/100977000/100976967/w530h683x257y0-60617f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100980000/100977000/100976967/w507h683x259y0-fbd9d6d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/101000000/100980000/100977000/100976967/b889b20d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100980000/100977000/100976967/w507h683x258y0-7a4059a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One Bedroom Cottage House in Old Town Key West by the Hemingway House. Old Town Key West [](https://www.expedia.ca/Key-West-Hotels-Old-Town-Cottage-House-In-Old-Town-Key-West.h100976967.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) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/537af082.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) ### Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval! Old Town Key West 9.8/10 Exceptional (23) "Rating Details: The property manager was very helpful. The vacation rental was spotless. 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: Great location and very nice room" CA $124 CA $432 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.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) ![Shower, towels](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/dc5dfbe8.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 (19) "Place was a perfect location and was so cute." CA $124 CA $441 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Key-West-Hotels-Seagull-Suite-Inviting-Studio.h110161439.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/9f5b04c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/3b92efe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/6f555f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161419/dfe1cfb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval! Old Town Key West 9.6/10 Exceptional (19) "The location was perfect, close enough to walk to anything we needed to get to. The hosts went above and beyond to be helpful and even picked us up from the airport! The room was great and felt very private." CA $124 CA $431 total includes taxes & fees Sep 22 - Sep 23 [](https://www.expedia.ca/Key-West-Hotels-Ibis-Suite-Bright-Hideaway.h110161419.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34140000/34139300/34139210/b539b27e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/35000000/34140000/34139300/34139210/1ef4f1bd.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/35000000/34140000/34139300/34139210/59c9c612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34140000/34139300/34139210/ccbc3214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking! Old Town Key West 10/10 Exceptional (223) "Wonderful time nice rental. Really clean and well appointed " [](https://www.expedia.ca/Key-West-Hotels-Chick-A-Pea-Cottage-Breathtaking-Home-W-Pool-Parking.h34139210.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32770000/32769900/32769817/7be878d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/33000000/32770000/32769900/32769817/df2e5022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/33000000/32770000/32769900/32769817/0475eeae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32770000/32769900/32769817/c22e8ffc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*\*DARLING OF DUVAL @ OLD TOWN\*\* Estate Cottage + Spa + LAST KEY SERVICES… Key West Historic District 10/10 Exceptional (142) "great location wish we could use pool!!! lovely stay" [](https://www.expedia.ca/Key-West-Hotels-DARLING-OF-DUVAL-OLD-TOWN-Estate-Cottage-Spa-LAST-KEY-SERVICES.h32769817.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/93000000/92010000/92005100/92005042/ea752760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92010000/92005100/92005042/ba7b18f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92010000/92005100/92005042/23fb2088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92010000/92005100/92005042/8527b703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub! Old Town Key West 10/10 Exceptional (4) "Our second time staying here. Great location. Everything you would need for a couple. Clean,comfortable. Will rent again if available next year." [](https://www.expedia.ca/Key-West-Hotels-Casita-De-Catherine-By-Avantstay-1-Block-To-Duval-St-W-Hot-Tub.h92005042.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18993200/18993195/ee28be42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/19000000/18993200/18993195/66103947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/19000000/18993200/18993195/d22c53d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/19000000/19000000/18993200/18993195/bdf52bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking Old Town Key West 9.2/10 Wonderful (74) "Communication was awesome. Having a shared washer/dryer was a plus. The pool was lovely. " [](https://www.expedia.ca/Key-West-Hotels-Conch-Republic-Consul-Generals-Cottage-Pool-Historic-District-Assigned-Parking.h18993195.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053095/e43feb63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053095/w2880h1918x0y2-ced71ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053095/6880239a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053095/db77e27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool! Old Town Key West 8.0/10 Very good (2) "The living room furniture and mattresses are not the most comfortable. Worn. Mattresses in small bedroom need replacement. Air conditioner does not reach small bedroom. " [](https://www.expedia.ca/Key-West-Hotels-Duval-Sea-Turtle-By-Avantstay-Great-Location-Close-To-Shops-Shared-Pool.h84053095.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113520000/113516000/113515963/07c60ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113520000/113516000/113515963/349c7c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113520000/113516000/113515963/866e4af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113520000/113516000/113515963/62d41c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ~ROBINSON CRUSOE COTTAGE~ Delight in island vibes in this home with a pool. Old Town Key West 10/10 Exceptional (3) "The cottage was just as advertised, beautiful, private, easy to all attractions, food, biking!! Loved it!" [](https://www.expedia.ca/Key-West-Hotels-ROBINSON-CRUSOE-COTTAGE-Delight-In-Island-Vibes-In-This-Home-With-A-Pool.h113515963.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343775/1479512e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343775/ce87da2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343775/ec505341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch TV with digital channels](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343775/7f5cc52f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool Old Town Key West 9.0/10 Wonderful (4) "Perfect location, lovely place. I got COVID so had to leave two days after arrival. Bummer!" [](https://www.expedia.ca/Key-West-Hotels-Tranquility-By-Avantstay-Close-To-Duval-St-W-BBQ-Shared-Pool.h87343775.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/93a30278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/w1800h1197x0y3-6cabcfd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/f971249c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161404/c8aca957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Find your zen at HIDDEN TREASURE Old Town Key West 8.8/10 Excellent (10) "Great place to stay! " [](https://www.expedia.ca/Key-West-Hotels-Find-Your-Zen-At-HIDDEN-TREASURE.h106161404.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100720000/100718300/100718255/af41bb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100720000/100718300/100718255/24520b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/101000000/100720000/100718300/100718255/2022b7b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100720000/100718300/100718255/d7047706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21) Summerland Key 10/10 Exceptional (7) "Property was clean, and staff were nice and helpful. Good location too" [](https://www.expedia.ca/Sugarloaf-Key-Hotels-Pet-Friendly-Lakefront-Bunglaow-Sugarloaf-Key-Great-Amenities.h100718255.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=2025-10-04&endDate=2025-10-05®ionId=180162&adults=2&lodging=COTTAGE&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-Cottages.d180162-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FFleming-Key-Cottages.d180162-aaCottages.Travel-Guide-Accommodation) ## Top Fleming Key Hotel Reviews ![Pier House Resort & Spa](//images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg) ### Pier House Resort & Spa 10/10 Excellent " Beautiful hotel" [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Parrot Key Hotel & Villas](//images.trvl-media.com/lodging/1000000/30000/24700/24615/b83a5985_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "Clean, relaxing atmosphere and very friendly staff! Super quiet in September, which was perfect for us. " [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.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 "Perfect little getaway just woh property was a bit closed to Duval street other then that it’s perfect and they have a shuttle running hourly. Request a room overlooking the marina so worth the cost beautiful. ❤️" [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](//images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 10/10 Excellent "The trip was a birthday celebration for my daughter and granddaughter, both turning 18 this month. We all enjoyed the weekend. " [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Quiet, private beach, pool and bar" [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.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 "Excellent " [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Ibis Bay Beach Resort](//images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg) ### Ibis Bay Beach Resort 10/10 Excellent "Everything about our stay was wonderful! The resort was amazing and the staff was outstanding! We will definitely be back again! The fun desk staff and guides were outstanding and the bartender for most of our stay treated us wonderfully and always made sure were hydrated! Nothing about our visit was disappointing while there! Thank you !!! " [](https://expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![Havana Cabana at Key West ](//images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1b750a05_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "This was our first time staying at Havana Cabana. The hotel we typically stay at recently changed their name so we decided to try someplace new and I’m glad we did. The hotel is like stepping into another country from the moment you walk in. The pool is like sitting in an island oasis. The staff was attentive and super nice. The room was clean and the beds were comfortable. The shuttle driver was friendly and full of suggestions if needed. We will stay here again. Ps… the hotel is under construction, mainly its annoying if you sit next to it at the pool, but when the dj was playing we could hardly hear a thing" [](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.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 "Great employees " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ## Find out more about Fleming Key ## Fleming Key Cottages information | Number of reviews | 833 | | --- | --- | | Accommodation | 85 Cottages | | Lowest Price | CA $432 | | Highest Price | CA $778 | ## 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) - 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[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 Cottages in Fleming Key on Expedia.com](https://www.expedia.com/Fleming-Key-Cottages.d180162-aaCottages.Travel-Guide-Accommodation)