Title: Luxury Vacations in Upper Matecumbe Key 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Upper Matecumbe Key Luxury 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 ## 5\* Luxury holidays in Upper Matecumbe Key Price found within the past 48 hours. Click for updated prices. ![EAST Miami Residences](https://images.trvl-media.com/lodging/79000000/78580000/78570600/78570563/dca879fa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### EAST Miami Residences Downtown Miami CA $2,010 per person Nov 8 - Nov 12 found 19 hours ago Roundtrip non-stop flight included Ottawa (YOW) to Miami (MIA) 9/10 Wonderful! (77 reviews) Convenient for shopping and food. Reviewed on Sep 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-08/2025-11-12/?FromAirport=YOW&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=78570563&paandie=true&HotelClass=50&dealMarker=askVxjKCyyKMZx7CPLddG4m41gs3CkXXLS2OVFhmR9yYd0UL3dnU9FIKLByBE0qj) ![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 $10,725 per person Dec 12 - Dec 16 found 6 hours ago Roundtrip flight included Montreal (YUL) to Miami (MIA) 8/10 Very Good! (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-16/?FromAirport=YUL&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&HotelClass=50&dealMarker=cYb9oYjSz6eos98ScIg7y-GDcv2lZHmj7KuK2GrTTYOEKPpx9LUeKcarbhvAQRti) ![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 $2,631 per person Dec 5 - Dec 7 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9.4/10 Exceptional! (1,307 reviews) Everything was nicess Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-05/2025-12-07/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1790087&paandie=true&HotelClass=50&dealMarker=ZOtnRC7kaMZpY62rOJlPWFV0qtXPwPcrsqMYiq-wyBHcgKAVuYl48NjX_GwmOMcn) 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/2025-10-23/2025-10-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Luxury holidays in Upper Matecumbe Key Price found within the past 48 hours. Click for updated prices. ![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 $678 per person Oct 23 - Oct 26 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8.6/10 Excellent! (116 reviews) Room to small and no cabinets 🙁 Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-10-23/2025-10-26/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1168&paandie=true&HotelClass=40&dealMarker=0bk2aA3NTiVAi_NLnPaU5Bqbj2_DNCkuaTHRhbRmZ93xhf_mGt1dV5Zmblr31e_7) ![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 $8,856 per person Oct 31 - Nov 3 found 20 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8/10 Very Good! (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2025-10-31/2025-11-03/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&HotelClass=40&dealMarker=twH7WvKE_Di3zIgpq2NHXrYuKz_U2ogMpTJhBa126L_WjDINUlLth4hvY-_oWQsX) ![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 $1,650 per person Oct 23 - Oct 26 found 20 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9.4/10 Exceptional! (1,307 reviews) Everything was nicess Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-10-23/2025-10-26/?FromAirport=YTO&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1790087&paandie=true&HotelClass=40&dealMarker=dt0cxOaqWTxUwfrqlmrl9Q5GEI2Kb-K4M0zGgoruFBe7V2Wj9HIbHrjBvP3GARRt) 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/2025-10-23/2025-10-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury 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/a2036d80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cavalier Hotel South Beach South Beach CA $1,028 per person Dec 12 - Dec 16 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Miami (MIA) 8.4/10 Very Good! (1,000 reviews) Great staff. Nice rooms close to beach Reviewed on Sep 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-16/?FromAirport=YUL&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13579&paandie=true&dealMarker=qx7rM8TY3L74CmKeRlwaQNGhWr-5ovq6hcKmoiCkrTj24jhCY2MNt22FRTqU6rYk) ![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 $10,811 per person Nov 7 - Nov 11 found 6 hours ago Roundtrip non-stop flight included Montreal (YUL) to Miami (MIA) 8/10 Very Good! (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2025-11-07/2025-11-11/?FromAirport=YUL&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&dealMarker=cYb9oYjSz6eos98ScIg7y1TpfuBAmieRTobcqywID2AFCMX1NJI54kDWCBX13xP0) ![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 $2,742 per person Oct 26 - Oct 30 found 5 hours ago Roundtrip flight included Montreal (YUL) to Miami (MIA) 9.4/10 Exceptional! (1,307 reviews) Everything was nicess Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-10-26/2025-10-30/?FromAirport=YUL&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1790087&paandie=true&dealMarker=7YlSx3V2cGgbr7bqIb2HUve9EwMYHczzo4u1jwWAdF6o6X2Ol74XrTHw4rICgJMS) 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/2025-10-23/2025-10-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect luxury Upper Matecumbe Key vacation with Expedia #### What are some benefits when booking luxury Upper Matecumbe Key vacations? When you book a luxury Upper Matecumbe Key vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. #### How can I find all-inclusive luxury vacations in Upper Matecumbe Key? If you're looking for something luxurious in Upper Matecumbe Key, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. #### Can I book a cheap luxury vacation? While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $678, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 34. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. #### Are there luxury spa vacations? Yes, luxury spa vacations are available and quite popular in Upper Matecumbe Key. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. #### What should I look for in a luxury family vacation in Upper Matecumbe Key? When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Upper Matecumbe Key. #### Can I book last-minute luxury vacations? Yes, last-minute bookings are often available in Upper Matecumbe Key. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces. #### What can help me find the best luxury vacation deals in Upper Matecumbe Key? You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Upper Matecumbe Key or travelling to more obscure destinations altogether can often lead to lower prices. #### Can I book a luxury vacation that is fully refundable? Yes, fully refundable reservations are sometimes available on luxury vacation packages in Upper Matecumbe Key. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. #### Why should I book my luxury vacation with Expedia? When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings. ## 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) ### Top Luxury Vacation Destinations > - [Luxury vacations in Portugal](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/147/Portugal) > - [Luxury vacations in India](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/80/India) > - [Luxury vacations in France](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/59/France) > - [Luxury vacations in Switzerland](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/174/Switzerland) > - [Luxury vacations in Canada](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/31/Canada) > - [Luxury vacations in Jamaica](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/88/Jamaica) > - [Luxury vacations in Italy](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/86/Italy) > - [Luxury vacations in New Zealand](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/133/New-Zealand) > - [Luxury vacations in the Maldives](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/109/Maldives) > - [Luxury vacations in Costa Rica](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/42/Costa-Rica) > - [Luxury vacations in Florida Keys](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6023765/Florida-Keys) > - [Luxury vacations in Mexico](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/117/Mexico) > - [Luxury vacations in the Caribbean](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6022969/Caribbean) > - [Luxury vacations in Zanzibar](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/4186/Zanzibar) > - [Luxury vacations in Cancun](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/179995/Cancun) > - [Luxury vacations in Kerala](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/602187/Kerala) > - [Luxury vacations in Australia](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/10/Australia) > - [Luxury vacations in Puglia](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/6048562/Puglia) > - [Luxury vacations in Cuba](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/44/Cuba) > - [Luxury vacations in Cyprus](https://www.expedia.ca/lp/theme-vacations/luxury-vacations/45/Cyprus) ## 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 ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFG0lEQVR4Xu3bQXIbOQxAUaa80DJH6KPoaNTRdJQ+wiy9UAljgCDBbjFOMFWZhf3/Ri2I5NOu3XZS5H+onAd/I5BUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkmpBHObW10U95+mBa9UPkPq2q8o+vGdU4GQQEBKQF0qpxMgiIrY10u2Xbr30cJ55HP/r7PhqBLEYg1vLExQjEWp64GIFYyxMXIxBreeJiBGItT1yM/hyx7aVcGhJr7zr1hbcS93iRXV8csdFxowYCAqIvICAFBMT7HBE98ae+3NvoJRANpA1BQCyQHogG0oY55NHeFX2efm8Xb2P9vX9mIxAQEJAWiICApJFI14re462BWP4358u03JARCIiAgJw/AGmBgMgZOba1tbb9rid+PjpV42SQxehUjZNBFqNTNU4GWYxO1TgZZDE6VeNkkMXoVI2TQRajUzVOnpBF5voNveivs61bP8eQ+an7F4GALAI5BQKyCOTUl0fseXqbBvd2oo1u3Y2RrG77IxCQORCQFogFAiK63f/h9EXf7e3uPT88+3Yf2Yl2jx9u0Z8EfOMIxAIBAQEBGYGMHr5obN/6J7HdVikSX8Vy5KrXuhIERCdxCaKBgICA9M6Ir33XE3ddq9stH3k/Yt95I4gGIiAgL2tBQCwQ+Qzx9IZedBSrxj3e2nR6a9f+7XzVCAQERKe3dg0CAtJXgYz8xJe19jztJ2rPdurHKvtJYN6oq0BABATEAwERkM8Q/+A5rRW9e8cjtuYn2j1+dueRrxqBgIC0j0E2nYLMgYBYdqu29N3sWnv/tJ/oq0pZPJuPQEAsEBABaelGDwRE9IZu26Wt3drQ7t5jZK6Pjj11wYc7No5AQATEA7FAIhAQ2x5rRXa90pFliKVIOd72j6NzIHGirwLx7R6IgICAfFtExj3+rsjxRHN95F2767/0jtHWv7AHUkBAQEBAQGocOyGPtsWQ0n7DHdlIixPNFdn1qor/cGCB2EgD8UD0qgrInI00EA9Er6p8T8T+TjxXxbZf25p9Gjli3aaNYzgCAQHRQLwqIBEIyEO325+O7327jfxE701P9D5WlbLpwnn0Gkg/EQSkj14D6SeCgPTRa18cEXnXDVsfveT/4UkGoj39JwFd8NaHFkgPRK9B2gjkGAjId0esy5je2ol22z8iPtrGUm3+diOQGG1jqQYCEkOQGG1jqQYCEsOvipx7U8S66nZfONyio32s1uLbTYEIyGG1BXIKREAOqy2QU18SWRTuVd+WsrW5/STg7q7Xtc3vHXn86h6/CARE34KAgCwC+Q5InOht8dnH9tJOfJuGoq5VxX41bqu04yqQni8FAbFACghI5Eu/J1LjnSjio6fuu+jQEH3Etr8mv+t8rBIQEBAQAQEB+S+IPTzbibpdjicOxJqRkX+VcvjCIAUEBAQEBKTGyb9FNENkGsWq4dpXGRvtrBEICAgICIgG0vstotutd73H2yqt/zp77LZ8tOtLjTEICMiUj3Z9qTEGAQGZ8tGuLzXGXxeJHJHmXhXRkSN95ItvxVz7KmPjCAQERAMBAQHpHZFjm071Hn96xPbb/r1c9GXXpVXs33d59tQ9BSIgJwMEBMQDkW+P/L1AUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkurrIP8Clu5omR8B6x0AAAAASUVORK5CYII=)