Title: Most Booked Cow Key Vacation Book from $317 | Expedia.com [Cow Key Travel Guide](https://expedia.com/Cow-Key.dx180163)[Hotels in Cow Key](https://expedia.com/Cow-Key-Hotels.d180163.Travel-Guide-Hotels)[Vacation Rentals in Cow Key](https://expedia.com/Cow-Key-Vacation-Rentals.d180163.Travel-Guide-VacationRentals)[Flights to Cow Key](https://expedia.com/Cheap-Flights-To-Cow-Key.d180163.Travel-Guide-Flights)[Car Rentals in Cow Key](https://expedia.com/Car-Rentals-In-Cow-Key.d180163.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Cow Key Vacations from $317 ## Book a Hotel + Flight or Car together to unlock savings ## Your Cow Key Vacation When you book a vacation package to Cow Key, you can relax and enjoy your escape knowing that all your travel arrangements have been worked out ahead of time. Uncover the wonders of this lively city from your base in a neighborhood like Sunset Key, which is good for coastal beaches. If your trip to Cow Key includes some sightseeing, check out famous attractions like [Ernest Hemingway Home and Museum](https://www.expedia.com/Ernest-Hemingway-Home-And-Museum-Key-West.d501376.Vacation-Attraction), [Audubon House and Tropical Gardens](https://www.expedia.com/Audubon-House-And-Tropical-Gardens-Key-West.d6068599.Vacation-Attraction) and [Mallory Square](https://www.expedia.com/Mallory-Square-Key-West.d501385.Vacation-Attraction). Your ideal Cow Key vacation is only clicks away. Explore hotels, flights and more on Expedia for an adventure that's tailored to suit your travel style. ## The Latest Cow Key vacation packages Price found within the past 48 hours. Click for updated prices. ![6080 Design Hotel by Eskape Collection](https://images.trvl-media.com/lodging/26000000/25060000/25053200/25053134/80814d5a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 6080 Design Hotel by Eskape Collection Mid Beach Save 100% on your flight $317 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.4/10 Very Good! (1,002 reviews) Very clean and taken care of Reviewed on Jan 26, 2026 ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Creekside Inn $640 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1,004 reviews) Room was clean, spacious with a wonderful canal view. Reviewed on Jan 27, 2026 ![President Hotel Villa](https://images.trvl-media.com/lodging/11000000/10620000/10612900/10612810/06988314_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### President Hotel Villa South Beach $445 per person Apr 25 - Apr 30 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.2/10 Very Good! (997 reviews) Room was clean. Staff was helpful. Location was perfect. Reviewed on Feb 5, 2026 ![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/628e521a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casablanca Miami Beach North Beach $516 per person Apr 12 - Apr 18 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 5.8/10 (311 reviews) I stood in the multiple bed 1 bedroom everything was good beach right there pool and security where very friendly Reviewed on Nov 12, 2025 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $5,918 per person Mar 24 - Mar 27 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) Don't see what you're looking for? See all available trips from Columbus to Cow Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-09/2026-03-16/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Cow Key Hotel Deals ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Southernmost Beach Resort and Guesthouses 1319 Duval Street Key West FL $549 nightly $617 total Feb 10 - Feb 11 Total with taxes and fees 8.6/10 Excellent! (3,063 reviews) The location was great. The room could have been cleaner. There were fruit flies in the bathroom. Reviewed on Feb 6, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F10%2F2026&endDate=2%2F11%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true®ionId=180163) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ibis Bay Beach Resort 3101 N. Roosevelt Blvd Key West FL Fully refundableReserve now, pay when you stay $323 nightly $363 total Feb 10 - Feb 11 Total with taxes and fees 8/10 Very Good! (2,071 reviews) Great ppl that work there! Reviewed on Feb 5, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F10%2F2026&endDate=2%2F11%2F2026&selected=4218809&PinnedHotelID=4218809&HadPinnedHotel=true®ionId=180163) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oceans Edge Key West Resort, Hotel & Marina 5950 Peninsular Avenue Key West FL Fully refundableReserve now, pay when you stay $403 nightly $453 total Mar 12 - Mar 13 Total with taxes and fees 8.8/10 Excellent! (1,795 reviews) The room was spotless. The resort was quiet and well maintained. The staff was very helpful. Check in and check out went very smoothly. My only complaints were that I was unable to order in-room breakfast as the phone was never answered. Also, the edges of the mattress were pretty soft. Reviewed on Feb 4, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=16202992&PinnedHotelID=16202992&HadPinnedHotel=true®ionId=180163) [See all 3,198 properties in Cow Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F10%2F2026&endDate=2%2F11%2F2026®ionId=180163) 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. ## Find the Best Cow Key Vacation Packages ## Cow Key Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Key West Intl. Airport (EYW) | | Max Temp Winter | 75ºF | | Max Temp Summer | 85ºF | | Top Sights | [Smathers Beach](https://www.expedia.com/Smathers-Beach-Key-West.d6069255.Vacation-Attraction), [Fort Zachary Taylor Historic State Park](https://www.expedia.com/Fort-Zachary-Taylor-Historic-State-Park-Key-West.d6069245.Vacation-Attraction) and [South Beach](https://www.expedia.com/South-Beach-Key-West.d6246827.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations 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Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Cow Key vacation package cost? ### What are the cheapest months to go to Cow Key? ### How many days is enough for Cow Key? ### How to find the best Cow Key package deals? ### Is it cheaper to book a Cow Key vacation as a package? ### When to book a vacation package to Cow Key? ### Does Expedia offer Book Now, Pay Later Cow Key vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Key West Hotels ](https://www.expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels) - [All-inclusive Resorts in Key West ](https://www.expedia.com/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllinclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels near Robbie's ](https://www.expedia.com/Robbies-Hotels.0-l6068603-0.Travel-Guide-Filter-Hotels) - [Stock Island Hotels ](https://www.expedia.com/Stock-Island-Hotels.d180166.Travel-Guide-Hotels) - [Hotels near Key West Intl. ](https://www.expedia.com/Key-West-Intl-Airport-Hotels.0-aEYW-0.Travel-Guide-Filter-Hotels) - [Houseboats in Stock Island ](https://www.expedia.com/Stock-Island-Houseboats.d180166-aaHouseboats.Travel-Guide-Accommodation) - [Flights to Key West 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](https://www.expedia.com/lp/flights/dab/eyw/daytona-beach-to-key-west) - [Flights from Seattle (SEA) to Key West (EYW) ](https://www.expedia.com/lp/flights/sea/eyw/seattle-to-key-west) - [Flights from Gainesville (GNV) to Key West (EYW) ](https://www.expedia.com/lp/flights/gnv/eyw/gainesville-to-key-west) - [Flights from Oklahoma City (OKC) to Key West (EYW) ](https://www.expedia.com/lp/flights/okc/eyw/oklahoma-city-to-key-west) - [Flights from Panama City (ECP) to Key West (EYW) ](https://www.expedia.com/lp/flights/ecp/eyw/panama-city-to-key-west) - [Flights from Chattanooga (CHA) to Key West (EYW) ](https://www.expedia.com/lp/flights/cha/eyw/chattanooga-to-key-west) - [Flights from San Francisco (SFO) to Key West (EYW) ](https://www.expedia.com/lp/flights/sfo/eyw/san-francisco-to-key-west) - [Flights from Las Vegas (LAS) to Key West (EYW) ](https://www.expedia.com/lp/flights/las/eyw/las-vegas-to-key-west) - [Flights from San Antonio (SAT) to Key West (EYW) ](https://www.expedia.com/lp/flights/sat/eyw/san-antonio-to-key-west) - [Flights from Portland (PDX) to Key West (EYW) ](https://www.expedia.com/lp/flights/pdx/eyw/portland-to-key-west) - [Flights from South Bend (SBN) to Key West (EYW) ](https://www.expedia.com/lp/flights/sbn/eyw/south-bend-to-key-west) - [Flights from Sioux Falls (FSD) to Key West (EYW) ](https://www.expedia.com/lp/flights/fsd/eyw/sioux-falls-to-key-west) - [Flights from Manchester (MHT) to Key West (EYW) ](https://www.expedia.com/lp/flights/mht/eyw/manchester-to-key-west) - [Flights from Asheville (AVL) to Key West (EYW) ](https://www.expedia.com/lp/flights/avl/eyw/asheville-to-key-west) - [Flights from Huntsville (HSV) to Key West (EYW) ](https://www.expedia.com/lp/flights/hsv/eyw/huntsville-to-key-west) - [Flights from Madison (MSN) to Key West (EYW) ](https://www.expedia.com/lp/flights/msn/eyw/madison-to-key-west) - [Flights from Portland (PWM) to Key West (EYW) 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near Stock Island ](https://www.expedia.com/Car-Rentals-In-Stock-Island.d180166.Car-Rental-Guide) - [Stock Island Vacation Rentals ](https://www.expedia.com/Stock-Island-Vacation-Rentals.d180166.Travel-Guide-VacationRentals) - [Things to do in Stock Island ](https://www.expedia.com/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.