Title: Cow Key Villas from CA $389 | Expedia.ca [Cow Key Travel Guide](https://expedia.ca/Cow-Key.dx180163)[Hotels in Cow Key](https://expedia.ca/Cow-Key-Hotels.d180163.Travel-Guide-Hotels)[Vacation Rentals in Cow Key](https://expedia.ca/Cow-Key-Vacation-Rentals.d180163.Travel-Guide-VacationRentals)[Cow Key Car Rentals](https://expedia.ca/Car-Rentals-In-Cow-Key.d180163.Car-Rental-Guide)[Cow Key Vacation Packages](https://expedia.ca/Cow-Key.d180163.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 Cow Key Villa Rentals from CA $389 - ![](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 Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=180163&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 two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=180163&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) ## Our top choices for Cow Key villas ![Deluxe Villa, Ocean View](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/17cd79bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, Ocean View | Private kitchenette](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/c0b097db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/f6f802a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, Ocean View | Living area](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/8e12e357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Summerland Key [](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) 10/10 Exceptional (1) "We were here for a night and it was great. A nice rustic feel on a big property, with good view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Preetam CA $697 CA $1,266 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/73b5ca68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587213/fbe6edc0.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) ### 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 $315 CA $389 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Key-West-Hotels-Poolside-Queen-Room.h76587213.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) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587216/5afe806a.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) ![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) ### 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 $384 CA $487 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-Poolside-King-Room.h76587216.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) ![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) ![Dining](https://images.trvl-media.com/lodging/77000000/76590000/76587200/76587199/11ceedc8.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. CA $481 CA $610 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-One-Bedroom-Loft-Villa.h76587199.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) ![Dining](https://images.trvl-media.com/lodging/46000000/45420000/45411300/45411273/c858027c.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) ### 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 $619 CA $784 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom-Two-Bathroom-Poolside-Villa.h45411273.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76587300/76587202/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 $610 total includes taxes & fees Dec 17 - Dec 18 [](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) ![Pool](https://images.trvl-media.com/lodging/73000000/72050000/72048000/72047936/d614ab6b.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) ### 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 $550 CA $693 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Key-West-Hotels-Poolside-Studio-Villa.h72047936.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) ![Pool](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/1206b90d.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) ![TV](https://images.trvl-media.com/lodging/37000000/36940000/36936600/36936590/9c05cf1a.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 $591 CA $749 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom-Two-Bath-Balcony-Villa-Steps-From-Duval-St.h36936590.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=2025-12-27&endDate=2025-12-28®ionId=180163&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=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=HOUSE_BOAT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=VILLA) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCow-Key-Villas.d180163-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCow-Key-Villas.d180163-aaVillas.Travel-Guide-Accommodation) ## Top Cow Key Hotel Reviews ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "The pool beach area was clean, water in pool and hot tub clean and warm Shuttle to Duvall street was very convent and helpful to get to shopping / dinning area " [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Hampton Inn Key West FL](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/4075e8ff_y.jpg) ### Hampton Inn Key West FL 10/10 Excellent "What i like best was how clean the room was. It had ample space " [](https://expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 10/10 Excellent "Beautiful place" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.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 "They went the extra mile! Was a lovely stay" [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "The facility was really well taken care of and the staff was very helpful. We had three meals at the restaurant and thought it was exceptional" [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Rooms were beautiful" [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "Great place. Relatively quiet, but with great shuttle service to old town for more lively entertainment and more island food!" [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg) ### The Reach Key West, Curio Collection by Hilton 10/10 Excellent "Great view, amazing room and friendly staff" [](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.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 "All the staff is amazing and helpful! Room was clean and roomy. " [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ## Find out more about Cow Key ## Cow Key Villas information | Number of reviews | 133 | | ----------------- | --------- | | Accommodation | 40 Villas | | Lowest Price | CA $389 | | Highest Price | CA $1,266 | ## Frequently asked questions ### How much do villas in Cow Key cost? ### What are the best villas in Cow Key? ### How many villas are there in Cow Key? ### Are there any family-friendly villas in Cow Key? ### Are there any 5-star villas in Cow Key? ### Why book your villa in Cow Key with Expedia? ### How can I find cheap villas in Cow Key? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in Stock Island ](https://www.expedia.ca/5Star-Stock-Island-Hotels.s50-0-d180166.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Boca Chica Key ](https://www.expedia.ca/Boca-Chica-Key-Cabins.d553248635083916609-aaCabins.Travel-Guide-Accommodation) - 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