Title: Luxury 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 Luxury 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 Luxury hotel deals 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 $1,033 per person Mar 13 - Mar 17 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8.6/10 Excellent! (385 reviews) Great staff !. Hotel receptionist was very nice in allowing early check in and extra time check out . I’m sorry I don’t remember her name now but she’s very helpful . Also waiter and general staff very kind . Room was a little dated but view and location superb Reviewed on Jan 19, 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 $1,543 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 $8,755 per person Mar 7 - Mar 10 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Miami (MIA) 8/10 Very Good! (1 review) ![Villas At Hawks Cay Resort](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/8638cc9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villas At Hawks Cay Resort Marathon Shores CA $2,704 per person Feb 26 - Mar 5 just found Roundtrip flight included Toronto (YTO) to Miami (MIA) 8.4/10 Very Good! (145 reviews) Villa had a great few; toilets don’t flush well; handle on showered were backwards. Never came to clean at all during 5 day stay; had to text number to get anything needed; resort was understaffed; did two fishing charters and caught fish, nothing to bring home; rented paddle boards off site bc ones on site can only used in small area. Pools and hot tubs close at sunset which was a bummer we always live night swimming; golf cart was fun to rent a drive around looking at houses; no where to eat on island besides resort. Have to drive at least 20mins in either directions to get anything so if you like a variety of restaurants or happy hours this is not the place. Front desk is very understaffed; the line was always so long. Lots of people complaining about charges that weren’t theirs. We had it also happen to use. We avoided charging anything to the room bc if it. Reviewed on Jan 4, 2026 ![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 $3,665 per person Apr 5 - Apr 10 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 9.4/10 Exceptional! (1,365 reviews) Staff was unbelievably friendly and professional all around. Seleem front desk was very professional, Sabrina Ortiz was terrific, and Chris who's at the front door was very polite he made us feel at home immediately. Thank you Reviewed on Jan 19, 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/2026-02-20/2026-02-27/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Luxury 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 $1,543 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 $8,755 per person Mar 7 - Mar 10 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 $3,665 per person Apr 5 - Apr 10 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 9.4/10 Exceptional! (1,365 reviews) Staff was unbelievably friendly and professional all around. Seleem front desk was very professional, Sabrina Ortiz was terrific, and Chris who's at the front door was very polite he made us feel at home immediately. Thank you Reviewed on Jan 19, 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/2026-02-20/2026-02-27/?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. ![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 $1,543 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 $8,755 per person Mar 7 - Mar 10 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 $2,341 per person Mar 7 - Mar 10 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Miami (MIA) 9.4/10 Exceptional! (1,365 reviews) Staff was unbelievably friendly and professional all around. Seleem front desk was very professional, Sabrina Ortiz was terrific, and Chris who's at the front door was very polite he made us feel at home immediately. Thank you Reviewed on Jan 19, 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/2026-02-20/2026-02-27/?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/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 1 day 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 $10,860 per person Mar 3 - Mar 7 found 1 day ago Roundtrip flight included Detroit (DTW) to Miami (MIA) 8/10 Very Good! (1 review) ![Flow Fort Lauderdale Hotel](https://images.trvl-media.com/lodging/71000000/70340000/70330700/70330603/w8183h5464x9y0-3a9d82ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Flow Fort Lauderdale Hotel Downtown Fort Lauderdale CA $733 per person Mar 1 - Mar 5 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Miami (MIA) 9/10 Wonderful! (560 reviews) Wow, what a gem of a room! The view is absolutely STUNNING - the sunset over the city skyline and the marine took my breath away 😍. The room itself is immaculately clean and cozy, with every detail thoughtfully taken care of. The bed is like sleeping on a cloud 💤, and the decor is modern and chic. Highly recommend this spot to anyone looking for a peaceful retreat with a view. Five stars isn't enough! 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/2026-02-20/2026-02-27/?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 $656, 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 44\. 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 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