Title: Pet-friendly Vacations in Florida Keys 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Florida Keys Pet-friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Pet-friendly hotel deals in Florida Keys Price found within the past 48 hours. Click for updated prices. ![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Gardens Hotel Old Town Key West CA $1,128 per person Dec 22 - Dec 25 found 14 hours ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 9.8/10 Exceptional! (1,006 reviews) Clean room and beautiful garden. Unfortunately the second morning when we were there, there's a heavy rain, we can't enjoy the garden. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-25/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20796&paandie=true&HotelClass=40&dealMarker=iwwTpUBDGhhjgZhHhjjVUHOUjpvBk6cyK90QBgCs3w_hoA_CUaqHscEC4lIKAXHU) ![Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/e43f23ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton CA $2,270 per person Dec 26 - Dec 30 found 12 hours ago Roundtrip non-stop flight included Toronto (YTO) to Miami (MIA) 8.8/10 Excellent! (1,270 reviews) Beautiful property, rooms were very clean and spacious. Pools were great. Towels could be hard to come by. Everything was great!! Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1169583&paandie=true&HotelClass=40&dealMarker=82vsAhi3TIB9XYjfRRtKP2dEmPE-3NE4neHrq1tWzKRFguVBcX5UrvtNUoLjjIJ8) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Islander Resort Matecumbe CA $1,174 per person Nov 20 - Nov 23 found 9 hours ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 9.2/10 Wonderful! (1,014 reviews) Had not been to the Islander for three years. It has under gone a great upgrade all around the resort. Super nice place for a weekend. Will definitely be back. Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-23/?FromAirport=YYZ&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=475438&paandie=true&HotelClass=40&dealMarker=NdFnuoRmI-uCae-shPb_qNkeFJcRtNDp5I9t-A1KpXjWc-g_VzU8foIgfb5Nucxk) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casa Marina Key West, Curio Collection by Hilton Old Town Key West CA $1,379 per person Dec 22 - Dec 25 found 14 hours ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 8.4/10 Very Good! (396 reviews) The views were great! Water access was perfect! Had a lot of issues with house keeping? We stayed 8 nights and had no housekeeping 3 of those days, even after I complained the first time? No towels, washclothes, bed not made. Normal housekeeping duties were not done? After the last time I had to go speak with the front desk and they did refund me $200.00. It was something but I expected a lot more for what we paid for our stay. Staff was very polite! Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-25/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12346&paandie=true&HotelClass=40&dealMarker=B651NWoOhbc-39bVnZnCkjYH9bHROQzv_3WcWB_y5az8ha6eVn1uET7NkAg8lYWh) ![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Siesta Resort & Villas Matecumbe CA $1,296 per person Dec 21 - Dec 26 found 12 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Miami (MIA) 8.6/10 Excellent! (1,005 reviews) too many small ants in my room an all over us Reviewed on Oct 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-26/?FromAirport=YYZ&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2477508&paandie=true&HotelClass=40&dealMarker=B651NWoOhbc-39bVnZnCkhY_StKdXRQzjrSHuFCZ9KOyjvQScHs5mVGRlqkhi5Yh) Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Pet-friendly holidays in Florida Keys Price found within the past 48 hours. Click for updated prices. ![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Gardens Hotel Old Town Key West CA $1,128 per person Dec 22 - Dec 25 found 14 hours ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 9.8/10 Exceptional! (1,006 reviews) Clean room and beautiful garden. Unfortunately the second morning when we were there, there's a heavy rain, we can't enjoy the garden. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-25/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20796&paandie=true&HotelClass=40&dealMarker=iwwTpUBDGhhjgZhHhjjVUHOUjpvBk6cyK90QBgCs3w_hoA_CUaqHscEC4lIKAXHU) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Islander Resort Matecumbe CA $1,174 per person Nov 20 - Nov 23 found 9 hours ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 9.2/10 Wonderful! (1,014 reviews) Had not been to the Islander for three years. It has under gone a great upgrade all around the resort. Super nice place for a weekend. Will definitely be back. Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-23/?FromAirport=YYZ&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=475438&paandie=true&HotelClass=40&dealMarker=NdFnuoRmI-uCae-shPb_qNkeFJcRtNDp5I9t-A1KpXjWc-g_VzU8foIgfb5Nucxk) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casa Marina Key West, Curio Collection by Hilton Old Town Key West CA $1,379 per person Dec 22 - Dec 25 found 14 hours ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 8.4/10 Very Good! (396 reviews) The views were great! Water access was perfect! Had a lot of issues with house keeping? We stayed 8 nights and had no housekeeping 3 of those days, even after I complained the first time? No towels, washclothes, bed not made. Normal housekeeping duties were not done? After the last time I had to go speak with the front desk and they did refund me $200.00. It was something but I expected a lot more for what we paid for our stay. Staff was very polite! Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-25/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12346&paandie=true&HotelClass=40&dealMarker=B651NWoOhbc-39bVnZnCkjYH9bHROQzv_3WcWB_y5az8ha6eVn1uET7NkAg8lYWh) Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Pet-friendly holidays in Florida Keys Price found within the past 48 hours. Click for updated prices. ![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Gardens Hotel Old Town Key West CA $1,634 per person Dec 22 - Dec 26 found 14 hours ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 9.8/10 Exceptional! (1,006 reviews) Clean room and beautiful garden. Unfortunately the second morning when we were there, there's a heavy rain, we can't enjoy the garden. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-26/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20796&paandie=true&dealMarker=iwwTpUBDGhhjgZhHhjjVUGgBJKMq3a8B7MAfhLXrmWJoVZAacXbE-CdkMSy8suRB) ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District CA $2,385 per person Dec 22 - Dec 26 found 14 hours ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 9.2/10 Wonderful! (498 reviews) Great location and friendly staff. They have remodeled a lot and are doing a super job. Nice decorations and LOVE the tiki bar and pool area. Key West Aloe products were a nice touch as well as the key lime cookies. The porch deck and handrail outside the Envy/Lust room needs a little attention. Overall, very comfortable and accommodating. I would definitely stay here again. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-26/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8657021&paandie=true&dealMarker=iwwTpUBDGhhjgZhHhjjVUIRAGtkaiCcVphd1kgwNtnUa2JfOjxxjmO8jqm--FU-v) ![Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/e43f23ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton CA $2,270 per person Dec 26 - Dec 30 found 12 hours ago Roundtrip non-stop flight included Toronto (YTO) to Miami (MIA) 8.8/10 Excellent! (1,270 reviews) Beautiful property, rooms were very clean and spacious. Pools were great. Towels could be hard to come by. Everything was great!! Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1169583&paandie=true&dealMarker=82vsAhi3TIB9XYjfRRtKP2dEmPE-3NE4neHrq1tWzKRFguVBcX5UrvtNUoLjjIJ8) Don't see what you're looking for? See all available trips from Columbus to Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Pet-friendly Hotels in Florida Keys ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oceans Edge Key West Resort, Hotel & Marina 5950 Peninsular Avenue, Key West, FL - 10 min drive from Duval Street Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ... 8.8/10 Excellent! (1,742 reviews) "The hotel was very clean, nice staff, the room was beautiful and comfortable" Reviewed on Oct 19, 2025 [](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?impolicy=resizecrop&rw=340&ch=150) ### Margaritaville Beach House Key West 2001 South Roosevelt Boulevard, Key West, FL - 4 min drive from Duval Street Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ... 8.6/10 Excellent! (1,782 reviews) "Very nice hotel, nice vibes, gorgeous pool area with food drinks and service, bar full stacked with specials and happy hour" Reviewed on Oct 18, 2025 [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Casa Marina Key West, Curio Collection by Hilton 1500 Reynolds Street, Key West, FL - 16 min walk from Duval Street Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ... 8.2/10 Very Good! (400 reviews) "This hotel is beautiful. Great view from the room. Staff is amazing" Reviewed on Oct 19, 2025 [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) [See all 8,294 properties in Florida Keys](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6023765) 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. ## 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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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.ca/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.ca/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 [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Florida Keys](https://expedia.ca/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[Florida Keys Hotels](https://expedia.ca/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[Florida Keys Vacation Rentals](https://expedia.ca/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[Florida Keys Car Rentals](https://expedia.ca/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[Florida Keys Vacations](https://expedia.ca/Florida-Keys.d6023765.Destination-Travel-Guides)[Things to do in Florida Keys](https://expedia.ca/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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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)