Title: Pet-friendly Vacations in Key Haven 2025/2026 | Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Key Haven 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 Key Haven Price found within the past 48 hours. Click for updated prices. ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West CA $1,375 per person Dec 12 - Dec 17 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 8.6/10 Excellent! (2,787 reviews) A great place to stay! Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-17/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=863329&paandie=true&HotelClass=40&dealMarker=T5O_T8hQemw9aH9wDC3MZLtR3LGlEJ7j7ljIXJGR_cx3lahA1aqN_h6eIuJYKTiX) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $3,834 per person Dec 26 - Jan 2 found 22 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.2/10 Wonderful! (1,021 reviews) Great place to stay. One block off Duval. Quiet, clean multiple pools, multiple parking lots. Happy Hour with the best bartender Kirk. Great visit start to finish. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=529611&paandie=true&HotelClass=40&dealMarker=t2H1xnjfGwyl9xqy0qETVOMm6x9G8RMIKQPtPWoFPlOw6fl0HTI_pfB7cH9kRPPh) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $3,991 per person Dec 26 - Jan 2 found 22 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 8.8/10 Excellent! (1,732 reviews) Superb place and nice staff. Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16202992&paandie=true&HotelClass=40&dealMarker=t2H1xnjfGwyl9xqy0qETVOMm6x9G8RMIKQPtPWoFPlM5Wf3ztyOzZMvfGX7Jdrh2) ![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 $4,596 per person Dec 26 - Jan 2 found 22 hours ago Roundtrip non-stop 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/2025-12-26/2026-01-02/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20796&paandie=true&HotelClass=40&dealMarker=JKUPZKKNmBnMmpOONQivhnQzQqP0keEn9ewfOPhsUrIzG5678s5AFfhMSC2yypo0) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pier House Resort & Spa Key West Historic District CA $1,861 per person Dec 12 - Dec 17 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,017 reviews) Enjoyed the stay. Property and proximity both very good. Staff friendly. Beautiful views Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-17/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19307&paandie=true&HotelClass=40&dealMarker=T5O_T8hQemw9aH9wDC3MZF7yCeZaNw6h7aRF6Q_Obfdwz7Tm151Bbbk0dRKWHxGE) Don't see what you're looking for? See all available trips from Columbus to Key Haven [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Pet-friendly holidays in Key Haven Price found within the past 48 hours. Click for updated prices. ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $2,003 per person Jan 1 - Jan 4 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.2/10 Wonderful! (1,021 reviews) Great place to stay. One block off Duval. Quiet, clean multiple pools, multiple parking lots. Happy Hour with the best bartender Kirk. Great visit start to finish. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-04/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=529611&paandie=true&HotelClass=40&dealMarker=7DK9vccSMxpUwLlGEUAM1rxmhtQUacU93lkUfpR8WxUFTSp64tR8wwuiiA1J-sD7) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pier House Resort & Spa Key West Historic District CA $2,573 per person Jan 1 - Jan 4 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9/10 Wonderful! (1,017 reviews) Enjoyed the stay. Property and proximity both very good. Staff friendly. Beautiful views Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-04/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19307&paandie=true&HotelClass=40&dealMarker=7DK9vccSMxpUwLlGEUAM1kzIBAjatXGnS879p6tT5n9u-NNvHegWchKanccG4PgV) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $2,052 per person Jan 1 - Jan 4 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 8.8/10 Excellent! (1,732 reviews) Superb place and nice staff. Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-04/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16202992&paandie=true&HotelClass=40&dealMarker=7DK9vccSMxpUwLlGEUAM1rxmhtQUacU93lkUfpR8WxVwlZLYvqyEkaX42R8Ii4lN) Don't see what you're looking for? See all available trips from Columbus to Key Haven [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Pet-friendly holidays in Key Haven Price found within the past 48 hours. Click for updated prices. ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $2,547 per person Dec 29 - Jan 2 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.2/10 Wonderful! (1,021 reviews) Great place to stay. One block off Duval. Quiet, clean multiple pools, multiple parking lots. Happy Hour with the best bartender Kirk. Great visit start to finish. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-02/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=529611&paandie=true&dealMarker=7DK9vccSMxpUwLlGEUAM1kzIBAjatXGnS879p6tT5n87KJyUD-g7Zk4MCdNXoWJl) ![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 $4,383 per person Dec 29 - Jan 2 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) 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/2025-12-29/2026-01-02/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8657021&paandie=true&dealMarker=7DK9vccSMxpUwLlGEUAM1hHl8LdUtP3qttg3X8M9cMW1GLH_aVpdNWgpbrlAq_ll) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $2,721 per person Dec 29 - Jan 2 found 17 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 8.8/10 Excellent! (1,732 reviews) Superb place and nice staff. Reviewed on Oct 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-29/2026-01-02/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16202992&paandie=true&dealMarker=7DK9vccSMxpUwLlGEUAM1kzIBAjatXGnS879p6tT5n-ANJhSbdX2KKiKZIgCQbLj) Don't see what you're looking for? See all available trips from Columbus to Key Haven [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Pet-friendly Hotels in Key Haven ![Brand New The Greenmoor House With Pool](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/00cf6ad3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Brand New The Greenmoor House With Pool Key West, FL - 11 min drive from Duval Street Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby. [](https://expedia.ca/Key-West-Hotels-Brand-New-The-Greenmoor-House-With-Pool.h120237469.Hotel-Information) ![New Waterfront Home - Dreamside House](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/f42e4485_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### New Waterfront Home - Dreamside House Key West - 11 min drive from Duval Street Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby. [](https://expedia.ca/Key-West-Hotels-New-Waterfront-Home-Dreamside-House.h117995431.Hotel-Information) ![The Seagate Estate at Lunara Bay](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/b05798e1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Seagate Estate at Lunara Bay Key West - 11 min drive from Duval Street Stay at this vacation home in Key West. Enjoy private pools, a fitness center, and a garden. Popular attractions Duval Street and Smathers Beach are located ... 10/10 Exceptional! (17 reviews) "Here’s a cleaned-up version you can post:We stayed 9 nights and loved it. The house is adorable, spotless, and in a perfect location. The hosts were responsive and just a call away. It is a great base for Key West, and the dock made renting a boat easy. The bed was comfortable, and there were plenty ..." Reviewed on Sep 3, 2025 [](https://expedia.ca/Key-West-Hotels-Parking.h74132624.Hotel-Information) [See all 3,225 properties in Key Haven](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635976197997) 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 Key Haven](https://expedia.ca/Cheap-Flights-To-Key-Haven.d553248635976197997.Travel-Guide-Flights)[Key Haven Hotels](https://expedia.ca/Key-Haven-Hotels.d553248635976197997.Travel-Guide-Hotels)[Key Haven Vacation Rentals](https://expedia.ca/Key-Haven-Vacation-Rentals.d553248635976197997.Travel-Guide-VacationRentals)[Key Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Key-Haven.d553248635976197997.Car-Rental-Guide)[Key Haven Vacations](https://expedia.ca/Key-Haven.d553248635976197997.Destination-Travel-Guides) \* 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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)