Title: Pet-friendly Vacations in Upper Matecumbe Key 2026 | Expedia.ca ![](https://images.trvl-media.com/place/10768/414c55a9-82b2-4829-857c-fd7c26e0bd48.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Upper Matecumbe Key Pet-friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Cameron Abbott - ## 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 Upper Matecumbe 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 $722 per person Mar 3 - Mar 7 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8.4/10 Very Good! (1,935 reviews) The room was very clean. The restaurant had the best tuna tacos Reviewed on Jan 16, 2026 ![Miami Downtown Condos](https://images.trvl-media.com/lodging/110000000/109790000/109784700/109784697/w2048h1535x0y1-af4622e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Miami Downtown Condos Downtown Miami CA $1,540 per person Mar 27 - Mar 30 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Miami (MIA) 8.6/10 Excellent! (72 reviews) The room wasn’t cleaned when we arrived about 30 minutes after the check in time. It took about 2 hours to finally have the room cleaned and ready. I wished a smooth check in process and parking information before arriving. Reviewed on Jan 8, 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 $11,010 per person Mar 3 - Mar 7 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Miami (MIA) 8/10 Very Good! (1 review) ![Bahama Beach Club Pompano](https://images.trvl-media.com/lodging/113000000/112940000/112932900/112932888/0f53ab9d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bahama Beach Club Pompano CA $1,107 per person Mar 13 - Mar 20 found 20 hours ago Roundtrip non-stop flight included Detroit (DTW) to Miami (MIA) 9.8/10 Exceptional! (16 reviews) Really clean and cozy hotel in a quiet location very close to the beach. Rooms have everything you need even for the beach trips. Reviewed on Dec 23, 2025 ![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 $2,444 per person Mar 3 - Mar 6 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Miami (MIA) 9.4/10 Exceptional! (1,365 reviews) We had an absolutely amazing stay at One Hotel South Beach. From start to finish, everything exceeded our expectations. The food was outstanding—fresh, flavorful, and beautifully presented every time. The staff was truly awesome: warm, attentive, and always ready to help with a smile. The property itself was spotless and incredibly well maintained; cleanliness was clearly a top priority throughout our stay. Overall, it was a 10/10 experience. Special mention to Marco from valet—he went above and beyond, was so kind, professional, and made coming and going effortless. He truly made a difference in our stay. We can’t wait to come back! Reviewed on Jan 17, 2026 Don't see what you're looking for? See all available trips from Columbus to Upper Matecumbe Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-18/2026-02-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Pet-friendly holidays in Upper Matecumbe Key Price found within the past 48 hours. Click for updated prices. ![Miami Downtown Condos](https://images.trvl-media.com/lodging/110000000/109790000/109784700/109784697/w2048h1535x0y1-af4622e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Miami Downtown Condos Downtown Miami CA $1,540 per person Mar 27 - Mar 30 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Miami (MIA) 8.6/10 Excellent! (72 reviews) The room wasn’t cleaned when we arrived about 30 minutes after the check in time. It took about 2 hours to finally have the room cleaned and ready. I wished a smooth check in process and parking information before arriving. Reviewed on Jan 8, 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 $11,010 per person Mar 3 - Mar 7 found 1 day ago Roundtrip non-stop 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 $2,444 per person Mar 3 - Mar 6 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Miami (MIA) 9.4/10 Exceptional! (1,365 reviews) We had an absolutely amazing stay at One Hotel South Beach. From start to finish, everything exceeded our expectations. The food was outstanding—fresh, flavorful, and beautifully presented every time. The staff was truly awesome: warm, attentive, and always ready to help with a smile. The property itself was spotless and incredibly well maintained; cleanliness was clearly a top priority throughout our stay. Overall, it was a 10/10 experience. Special mention to Marco from valet—he went above and beyond, was so kind, professional, and made coming and going effortless. He truly made a difference in our stay. We can’t wait to come back! Reviewed on Jan 17, 2026 Don't see what you're looking for? See all available trips from Columbus to Upper Matecumbe Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-18/2026-02-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Pet-friendly holidays in Upper Matecumbe Key Price found within the past 48 hours. Click for updated prices. ![Miami Downtown Condos](https://images.trvl-media.com/lodging/110000000/109790000/109784700/109784697/w2048h1535x0y1-af4622e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Miami Downtown Condos Downtown Miami CA $1,540 per person Mar 27 - Mar 30 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Miami (MIA) 8.6/10 Excellent! (72 reviews) The room wasn’t cleaned when we arrived about 30 minutes after the check in time. It took about 2 hours to finally have the room cleaned and ready. I wished a smooth check in process and parking information before arriving. Reviewed on Jan 8, 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 $10,092 per person Feb 27 - Mar 2 found 18 hours ago Roundtrip non-stop 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 $2,444 per person Mar 3 - Mar 6 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Miami (MIA) 9.4/10 Exceptional! (1,365 reviews) We had an absolutely amazing stay at One Hotel South Beach. From start to finish, everything exceeded our expectations. The food was outstanding—fresh, flavorful, and beautifully presented every time. The staff was truly awesome: warm, attentive, and always ready to help with a smile. The property itself was spotless and incredibly well maintained; cleanliness was clearly a top priority throughout our stay. Overall, it was a 10/10 experience. Special mention to Marco from valet—he went above and beyond, was so kind, professional, and made coming and going effortless. He truly made a difference in our stay. We can’t wait to come back! Reviewed on Jan 17, 2026 Don't see what you're looking for? See all available trips from Columbus to Upper Matecumbe Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-18/2026-02-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Pet-friendly holidays in Upper Matecumbe Key Price found within the past 48 hours. Click for updated prices. ![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/c0c3faa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cavalier Hotel South Beach South Beach CA $656 per person Mar 2 - Mar 6 found 14 hours ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8.4/10 Very Good! (1,001 reviews) AC - do not work or air movement- Only 1 channel for TV - Checking was long and felt distracting to do. Reviewed on Jan 16, 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 $9,532 per person Mar 30 - Apr 3 found 15 hours ago Roundtrip flight included Ottawa (YOW) to Miami (MIA) 8/10 Very Good! (1 review) ![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 CA $895 per person Mar 23 - Mar 27 found 1 day ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 8/10 Very Good! (1,004 reviews) Excelente personal muy amable Reviewed on Jan 16, 2026 Don't see what you're looking for? See all available trips from Columbus to Upper Matecumbe Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-18/2026-02-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Pet-friendly Hotels in Upper Matecumbe Key ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Chesapeake Beach Resort 83409 Overseas Hwy Islamorada FL - 10 min drive from Bud n' Mary's Dive Center Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ... 9.2/10 Wonderful! (1,631 reviews) The check in was easy. The front desk employee was very kind. Our room was spotless. We spent the afternoon on the beach and used the kayak. We enjoyed breakfast. The omelet chef was awesome. Overall I was very happy with my stay Reviewed on Jan 12, 2026 [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Amara Cay Resort 80001 Overseas Hwy Islamorada FL - 5 min walk from Bud n' Mary's Dive Center Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ... 8.8/10 Excellent! (1,264 reviews) Beautiful grounds, very comfortable beds, provided water taxi between their 3 resorts, pool area with tiki bar very nice. Reviewed on Jan 17, 2026 [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Islander Resort 82100 Overseas Highway Islamorada FL - 6 min drive from Bud n' Mary's Dive Center Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ... 9.2/10 Wonderful! (1,000 reviews) Really liked this place! Had a few issues with hot water and the shower. They were definitely responsive about fixing but there were some language barriers which made that a little difficult. Some of the furniture around the pool needed some love. And there was a lot of empty space on the property ... Reviewed on Jan 13, 2026 [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) [See all 2,817 properties in Upper Matecumbe Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635975749648) 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 Upper Matecumbe Key ](https://expedia.ca/Cheap-Flights-To-Upper-Matecumbe-Key.d553248635975749648.Travel-Guide-Flights)[ Upper Matecumbe Key Hotels ](https://expedia.ca/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels)[ Upper Matecumbe Key Vacation Rentals ](https://expedia.ca/Upper-Matecumbe-Key-Vacation-Rentals.d553248635975749648.Travel-Guide-VacationRentals)[ Upper Matecumbe Key Car Rentals ](https://expedia.ca/Car-Rentals-In-Upper-Matecumbe-Key.d553248635975749648.Car-Rental-Guide)[ Upper Matecumbe Key Vacations ](https://expedia.ca/Upper-Matecumbe-Key.d553248635975749648.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