Title: Pet-friendly Vacations in Windley Key 2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Windley Key Pet-friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Windley Key Price found within the past 48 hours. Click for updated prices. ![Le Particulier Miami](https://images.trvl-media.com/lodging/115000000/114430000/114425900/114425886/4923d8b3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Le Particulier Miami Mid Beach CA $821 per person Apr 9 - Apr 13 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 10/10 Exceptional! (1 review) The room was clean and had a great view. Staff friendly and efficient...but the most important thing was the bed: soft and cozy and had a great sleep there. Reviewed on Jan 28, 2026 ![Solé Miami, A Noble House Resort](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803820/387d2cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Solé Miami, A Noble House Resort Ocean Four CA $1,050 per person Mar 15 - Mar 21 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8.4/10 Very Good! (1,935 reviews) My room was spotless, and the view was absolutely gorgeous. Every staff member I encountered was wonderful, but the bartenders and servers truly stood out—they were phenomenal. Beachside food and drink service was a first for me, and it was such an amazing experience. The food at the on-site Baleen restaurant was also excellent, and valet parking made everything incredibly convenient. Reviewed on Jan 28, 2026 ![Bay Breeze Premium Apartments By Eskape Collection](https://images.trvl-media.com/lodging/28000000/27610000/27603500/27603405/c37fc122_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bay Breeze Premium Apartments By Eskape Collection CA $896 per person Apr 9 - Apr 13 found 24 hours ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8.6/10 Excellent! (189 reviews) The staff was courteous and helpful. The apartment was equipped with basic essentials. The area was quiet. I would suggest adding oven mittens in the kitchen as there was nothing to use to take the pan out of the oven with. Reviewed on Jan 21, 2026 ![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 CA $13,577 per person Apr 9 - Apr 13 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8/10 Very Good! (1 review) Don't see what you're looking for? See all available trips from Columbus to Windley Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Pet-friendly holidays in Windley Key Price found within the past 48 hours. Click for updated prices. ![Isla Bella Beach Resort & Spa](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/f4f56036_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Isla Bella Beach Resort & Spa CA $3,457 per person Mar 15 - Mar 20 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 9.2/10 Wonderful! (1,055 reviews) Property was beautiful, room was clean but a little underwhelming compared to the resort we stayed at for a few days before during our trip to Key West. Our only and biggest complaint was that we opted to eat off property during our stay, after spending $48.00 for 2 coffees, muffins a bagel for breakfast our first day. Food was very over priced. Reviewed on Jan 24, 2026 ![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 CA $13,577 per person Apr 9 - Apr 13 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8/10 Very Good! (1 review) ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/w4800h3297x0y3-ab24f575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach CA $3,516 per person Apr 9 - Apr 13 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 9.4/10 Exceptional! (1,365 reviews) Amazing hotel. Beyond our expectations. Rooms are huge. Modern and stylish Lobby is fabulous as is the bars and restaurants You must stay here !!! Total wow Reviewed on Jan 21, 2026 Don't see what you're looking for? See all available trips from Columbus to Windley Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Pet-friendly holidays in Windley Key Price found within the past 48 hours. Click for updated prices. ![Solé Miami, A Noble House Resort](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803820/387d2cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Solé Miami, A Noble House Resort Ocean Four CA $688 per person Mar 18 - Mar 21 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8.4/10 Very Good! (1,935 reviews) My room was spotless, and the view was absolutely gorgeous. Every staff member I encountered was wonderful, but the bartenders and servers truly stood out—they were phenomenal. Beachside food and drink service was a first for me, and it was such an amazing experience. The food at the on-site Baleen restaurant was also excellent, and valet parking made everything incredibly convenient. Reviewed on Jan 28, 2026 ![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 CA $11,723 per person Mar 20 - Mar 23 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8/10 Very Good! (1 review) ![Park Central South Beach](https://images.trvl-media.com/lodging/1000000/10000/1200/1168/280efeed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Central South Beach South Beach CA $727 per person Mar 18 - Mar 21 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8.6/10 Excellent! (385 reviews) fresh and renovated! Reviewed on Jan 30, 2026 Don't see what you're looking for? See all available trips from Columbus to Windley Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Pet-friendly holidays in Windley Key Price found within the past 48 hours. Click for updated prices. ![Hyatt Place Miami Airport-East](https://images.trvl-media.com/lodging/10000000/9520000/9517300/9517242/e322cfbb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Place Miami Airport-East Palmer Lake CA $468 per person Mar 2 - Mar 6 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Miami (MIA) 8.2/10 Very Good! (2,247 reviews) Great staff service Reviewed on Jan 31, 2026 ![Solé Miami, A Noble House Resort](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803820/387d2cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Solé Miami, A Noble House Resort Ocean Four CA $679 per person Mar 22 - Mar 26 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8.4/10 Very Good! (1,935 reviews) My room was spotless, and the view was absolutely gorgeous. Every staff member I encountered was wonderful, but the bartenders and servers truly stood out—they were phenomenal. Beachside food and drink service was a first for me, and it was such an amazing experience. The food at the on-site Baleen restaurant was also excellent, and valet parking made everything incredibly convenient. Reviewed on Jan 28, 2026 ![Embassy Suites by Hilton Fort Lauderdale 17th Street](https://images.trvl-media.com/lodging/1000000/20000/12000/11909/8d47bc21_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Embassy Suites by Hilton Fort Lauderdale 17th Street East Fort Lauderdale CA $841 per person Mar 22 - Mar 26 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8.8/10 Excellent! (674 reviews) Kathy the front desk Manager was wonderful. The hotel is clean and walking distance to some stores and restaurants. A very short distance to the cruise terminal. Reviewed on Jan 29, 2026 Don't see what you're looking for? See all available trips from Columbus to Windley Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Pet-friendly Hotels in Windley Key ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 84001 Overseas Hwy Islamorada FL - 10 min walk from Theater of the Sea Book a stay at this beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ... 9/10 Wonderful! (134 reviews) Great place Reviewed on Jan 22, 2026 [](https://expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fisher Inn Resort & Marina 84951 Overseas Hwy Islamorada FL - 6 min walk from Theater of the Sea Book a stay at this beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ... 8.2/10 Very Good! (1,010 reviews) The room was clean and roomy. The beach was clean and roomy. Reviewed on Jan 27, 2026 [](https://expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Drop Anchor 84959 Overseas Highway, 222 Islamorada FL - 8 min walk from Theater of the Sea Stay at this hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ... 8.6/10 Excellent! (1,007 reviews) Great stay, better than I even expected from the pictures. Quiet, quaint little place right on the water. The edge is actually a dock, but it looks like it’s right on its own, private, wide beach! The internet was good - I had a half day of doing Zoom work calls and had no problems. It’s quiet, the ... Reviewed on Jan 21, 2026 [](https://expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) [See all 2,767 properties in Windley Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635976197663) 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 Windley Key ](https://expedia.ca/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[ Windley Key Hotels ](https://expedia.ca/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[ Windley Key Vacation Rentals ](https://expedia.ca/Windley-Key-Vacation-Rentals.d553248635976197663.Travel-Guide-VacationRentals)[ Windley Key Car Rentals ](https://expedia.ca/Car-Rentals-In-Windley-Key.d553248635976197663.Car-Rental-Guide)[ Windley Key Vacations ](https://expedia.ca/Windley-Key.d553248635976197663.Destination-Travel-Guides)[ Things to do in Windley Key ](https://expedia.ca/Things-To-Do-In-Windley-Key.d553248635976197663.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