Title: Cudjoe Key Vacation Rentals from CA $419: Short-Term Rentals for 2025 | Expedia.ca [Cudjoe Key Travel Guide](https://expedia.ca/Cudjoe-Key.dx3000430966)[Hotels in Cudjoe Key](https://expedia.ca/Cudjoe-Key-Hotels.d3000430966.Travel-Guide-Hotels)[Flights to Cudjoe Key](https://expedia.ca/Cheap-Flights-To-Cudjoe-Key.d3000430966.Travel-Guide-Flights)[Things to do in Cudjoe Key](https://expedia.ca/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities)[Cudjoe Key Car Rentals](https://expedia.ca/Car-Rentals-In-Cudjoe-Key.d3000430966.Car-Rental-Guide)[Cudjoe Key Vacation Packages](https://expedia.ca/Cudjoe-Key.d3000430966.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/1d07342ba59eb2e04b3a99e373967cc5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cudjoe 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 In two weeks [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Cudjoe Key ![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/2c7b5ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/761d8c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/a14e8a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/9baadd6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with Pool and Boat Dockage just minutes to Key West! Cudjoe Key 8.6/10 Excellent (150) "An amazing place to come home to after a long day in the keys. Having a car is a must, but I would recommend time after time again and hope to come back again in the future" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis W. [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/49b733bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/5899b4e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/f3c522ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/00d423f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with swimming pool and dockage, just minutes to Key West! Cudjoe Key 9.0/10 Wonderful (158) "Wonderful stay with great property and pool. Very well maintained!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric E. [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/792acc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/4b744822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/94d6428a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/3bedcb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West Cudjoe Key 8.8/10 Excellent (73) "Place was everything we needed, would definitely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James h. [](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h75862770.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/4681bad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/8c79bc01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/16e13244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/da754abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal front, dockage, 2 bedroom, 2 bath Cudjoe Key 9.0/10 Wonderful (88) "Community is great, location in the Keys is great, house was perfect for our family of 3." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina H. CA $246 CA $550 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/6b4e7932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/5b42128c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/a1ffa2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57870000/57865200/57865163/79d142b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Secluded Ocean View & Pool Near Key West Summerland Key 8.2/10 Very good (97) "Enjoyed our stay. House was perfect for our family and guests. Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KELLIE T. [](https://www.expedia.ca/Summerland-Key-Hotels-Private-Secluded-Ocean-View-Pool-Near-Key-West.h57865163.Hotel-Information) ![2 Bedroom Aqua Lodge # 13 Barracuda | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/1bf38821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom Aqualodge # 6 Tarpon | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![New Deluxe Duplex Unit, 1 Queen Bed, Unit C | Private kitchen](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/3b24927e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Wooden Bridge Resort and Marina Punta Brisa 8.6/10 Excellent (267) "I love this place!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg [](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![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) ![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) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua Lodges at Hurricane Hole Marina Stock Island 8.8/10 Excellent (165) "The stay was beautiful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $163 CA $419 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/9652c070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/b80557b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/1000000/130000/120600/120544/fdc5083f.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) "Overall a good place to stay and value for money " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vijay Bhasker [](https://www.expedia.ca/Key-West-Hotels-Coconut-Mallory-Resort-And-Marina-By-Kees-Vacations.h120544.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/112000000/111020000/111019600/111019535/d6d1bef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111020000/111019600/111019535/54e33093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/112000000/111020000/111019600/111019535/42465d1e.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/112000000/111020000/111019600/111019535/8798d79f_edited_9c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West Stock Island 6.6/10 (12) "Kevin and Capt. Phil were great hosts. Would definitely stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) p j. CA $258 CA $520 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Key-West-Hotels-Charming-4-Bedroom-Yacht-With-AC.h111019535.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/a9dabced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/w2994h2000x6y0-c109b53e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 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 $364 CA $529 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Key-West-Hotels-Island-View-1BR-Residence-With-Balcony.h109003146.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21696300/21696258/96ab0f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21700000/21696300/21696258/1c82c154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21700000/21696300/21696258/0eac4de1.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) ### Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome Key West 8.6/10 Excellent (139) "Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!" ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Julia P. CA $198 CA $529 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Key-West-Hotels-Sunrise-Suites-Condo-With-Views.h21696258.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) ![Interior](https://images.trvl-media.com/lodging/71000000/70970000/70961600/70961523/42488b8e.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) ### 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) ![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) ![Interior](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/2d2bcb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/122000000/121180000/121176500/121176403/25d659ed.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) ![Fridge, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/76ab7cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/eec5154b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/2c771588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, stovetop, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/121000000/120530000/120524700/120524691/5572ae24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super-Cozy boat in Key West! Key West 8.0/10 Very good (1) "Yes, Troy was very welcoming. Met me at the airport and gave me a ride to his boat. Very accomodating. 2 diff.options for sleeping and boat was very comfortable. Plenty of fresh towels.Picked up whatever I needed and brought it out to me. Thx!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rachael K. CA $350 CA $444 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Key-West-Hotels-Super-Cozy-Boat-In-Key-West.h120524691.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/017ce471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/317159c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/480812c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/3d90235f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Living the Dream Key West Style Stock Island 10/10 Exceptional (31) "Clean rooms pet friendly great view! Exactly as advertised " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd CA $378 CA $477 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Key-West-Hotels-Living-The-Dream-Key-West-Style.h99882182.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/28c949c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/8ce6b31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/42e84698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119480000/119473300/119473269/ddf31c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Party Like A Local in Key West, 2 bedroom 1 bath yacht at marina. Stock Island CA $386 CA $575 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Key-West-Hotels-Party-Like-A-Local-In-Key-West.h119473269.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003125/c18214d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003125/591ac221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003125/8396f53a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003125/a788d5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grenada Suite Pool View Private Balcony Key West 10/10 Exceptional (1) CA $390 CA $822 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Key-West-Hotels-The-Grenada-Suite-Pool-View-Private-Balcony.h109003125.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/26000000/25140000/25131500/25131427/1c1a7850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/26000000/25140000/25131500/25131427/c96fd06b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, table tennis](https://images.trvl-media.com/lodging/26000000/25140000/25131500/25131427/0430aec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25140000/25131500/25131427/2db23989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Waterfront Home with Private Pool and Dock! Meadows 9.8/10 Exceptional (82) "Was an accurate description, close to the popular spots in Key West and easy smooth check-in process." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cassandra C. [](https://www.expedia.ca/Key-West-Hotels-Spacious-Luxury-Waterfront-Home-With-Elevator.h25131427.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/681d666f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/a6298f91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/682ba7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/5017edad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!! Stock Island 7.8/10 Good (24) "The resort was amazing- we really enjoyed the house boat and Marina life- thank you for sharing and your great communication" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maureen M. CA $351 CA $708 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Key-West-Hotels-Viking-Yacht-Getaway-In-The-Keys-NEW-LOCATION-Tons-Of-Amenities.h92965988.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) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361179/9d3c4038.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) ### Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis Beachside 9.0/10 Wonderful (103) "Everything was even better than in the pictures" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john c. CA $301 CA $939 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Key-West-Hotels-Colorful-Beachfront-Condo-W-Ocean-View-Balcony-Shared-Hot-Tubpooltennis.h36361179.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=2025-11-24&endDate=2025-11-25®ionId=3000430966&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%2FCudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals) ## Top Cudjoe Key Hotel Reviews ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Clain for one of the nicest places in Key West" [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.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 "The star was outstanding and the experience was overall great. Only caveat is the resort fees and taxes not being very crystal clear with Expedia pricing and what they hold at the resort and charge. " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![The Laureate Key West](//images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/3158543b_y.jpg) ### The Laureate Key West 10/10 Excellent "Amazing " [](https://expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](//images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Clean rooms. Reasonable rates. Great location." [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.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 "Very very nice stay! " [](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 "This is one of the best old school Key West places to stay everything about. It was so cool! The surroundings are cool. The restaurant attached to it is so cool. Must stay here" [](https://expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.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 "Amazing property" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.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 "Property was great. Across the street from the beach. But the staff definitely made the place. The staff was absolutely phenomenal " [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.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 "All very good!" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ## Find out more about Cudjoe Key **Everything you need to know about** **Cudjoe 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 Cudjoe 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 Cudjoe Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Cudjoe Key vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Cudjoe 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 Cudjoe 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 Cudjoe Key vacation rentals we have selected for you start as low as CA $419 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Cudjoe Key rentals** At Expedia, we put the best Cudjoe 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 Cudjoe 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 Cudjoe 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 Cudjoe 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 Cudjoe Key ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)