Title: Mountain Vacations in Fleming Key 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) # Fleming Key Mountain 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 Mountain hotel deals in Fleming Key Price found within the past 48 hours. Click for updated prices. ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hawks Cay Resort CA $1,264 per person Feb 8 - Feb 14 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8/10 Very Good! (1,003 reviews) Overall the resort was great! The only criticism I can add is that the villa showed some wear and tear. Reviewed on Dec 30, 2025 ![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 $7,088 per person Feb 8 - Feb 11 found 15 hours ago Roundtrip flight included Hamilton (YHM) to Miami (MIA) 8/10 Very Good! (1 review) ![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 $2,100 per person Mar 21 - Mar 28 found 23 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Miami (MIA) 8.6/10 Excellent! (72 reviews) Amazing customer service! Always there when you need them, no matter the time, or iinquiry! I had an amazing stay, and I’d highly recommend you stay! Reviewed on Dec 28, 2025 ![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 CA $2,551 per person Feb 3 - Feb 10 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8.4/10 Very Good! (145 reviews) Resort is lovely. Food is expensive. “Premium” villas are subpar for $1000 a night over the holiday. Paid for 3 bedroom that was supposed to have per our reservation 1 king and 3 queen beds plus pull out. Received a room with one true bedroom with a king bed, 2 closet size rooms one with a hard queen bed, and 1 room with no closet, laundry in it, no dresser and two twin beds. No where for our kids to sleep because I can’t sleep in the middle of the living room on Christmas. Had to sleep on the floor, management brought broken air matress after them sleeping on the floor first night. That deflated middle of night. They gave us a discount after complaints but it was still not what we paid for and stressful for all. Beautiful pool and other grounds. Would probably try a hotel room if we went back. Reviewed on Dec 27, 2025 ![Pelican Hotel](https://images.trvl-media.com/lodging/1000000/60000/55100/55046/22b81b04_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pelican Hotel South Beach CA $1,764 per person Mar 12 - Mar 19 found 1 day ago Roundtrip flight included Hamilton (YHM) to Miami (MIA) 9.2/10 Wonderful! (394 reviews) Perfect location! Cool room designs! Older building but well maintained. Reviewed on Dec 23, 2025 Don't see what you're looking for? See all available trips from Columbus to Fleming Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-03/2026-02-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain holidays in Fleming 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 $2,100 per person Mar 21 - Mar 28 found 23 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Miami (MIA) 8.6/10 Excellent! (72 reviews) Amazing customer service! Always there when you need them, no matter the time, or iinquiry! I had an amazing stay, and I’d highly recommend you stay! Reviewed on Dec 28, 2025 ![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 $7,088 per person Feb 8 - Feb 11 found 15 hours ago Roundtrip flight included Hamilton (YHM) to Miami (MIA) 8/10 Very Good! (1 review) ![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 Brickell CA $2,101 per person Mar 12 - Mar 16 found 16 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9/10 Wonderful! (84 reviews) Great location and hotel. Reviewed on Dec 8, 2025 Don't see what you're looking for? See all available trips from Columbus to Fleming Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-03/2026-02-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in Fleming Key Price found within the past 48 hours. Click for updated prices. ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hawks Cay Resort CA $1,059 per person Mar 28 - Mar 31 found 17 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8/10 Very Good! (1,003 reviews) Overall the resort was great! The only criticism I can add is that the villa showed some wear and tear. Reviewed on Dec 30, 2025 ![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 $7,088 per person Feb 8 - Feb 11 found 15 hours ago Roundtrip flight included Hamilton (YHM) to Miami (MIA) 8/10 Very Good! (1 review) ![The Shelborne By Proper, a Member of Design Hotels](https://images.trvl-media.com/lodging/1000000/30000/25500/25451/e49031f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Shelborne By Proper, a Member of Design Hotels South Beach CA $1,220 per person Mar 23 - Mar 26 found 18 hours ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 9.4/10 Exceptional! (56 reviews) Excellent amenities and great location Reviewed on Dec 31, 2025 Don't see what you're looking for? See all available trips from Columbus to Fleming Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-03/2026-02-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Fleming 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 $685 per person Mar 29 - Apr 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8.4/10 Very Good! (1,001 reviews) Perfect location and great bonus with beach towels and two free chairs on the beach. Reviewed on Dec 27, 2025 ![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 $823 per person Feb 16 - Feb 20 found 1 day ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8/10 Very Good! (1,004 reviews) There was a sign in the bathroom saying not to flush toilet paper down the toilet, the door was glass and was not completely covered, The fridge and the coffee maker could not be plugged in at the same time. Otherwise it was okay Reviewed on Jan 3, 2026 ![The Shelborne By Proper, a Member of Design Hotels](https://images.trvl-media.com/lodging/1000000/30000/25500/25451/e49031f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Shelborne By Proper, a Member of Design Hotels South Beach CA $2,125 per person Feb 11 - Feb 15 found 8 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 9.4/10 Exceptional! (56 reviews) Excellent amenities and great location Reviewed on Dec 31, 2025 Don't see what you're looking for? See all available trips from Columbus to Fleming Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-03/2026-02-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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 Fleming Key ](https://expedia.ca/Cheap-Flights-To-Fleming-Key.d180162.Travel-Guide-Flights)[ Fleming Key Hotels ](https://expedia.ca/Fleming-Key-Hotels.d180162.Travel-Guide-Hotels)[ Fleming Key Vacation Rentals ](https://expedia.ca/Fleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)[ Fleming Key Car Rentals ](https://expedia.ca/Car-Rentals-In-Fleming-Key.d180162.Car-Rental-Guide)[ Fleming Key Vacations ](https://expedia.ca/Fleming-Key.d180162.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