Title: Mountain Vacations in Grassy Key 2026 | Expedia.ca ![](https://images.trvl-media.com/place/2437/83757040-1d80-4589-aea2-a5fe1bb3ba0c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Grassy Key Mountain Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Monica Ferro - ## 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 Grassy Key Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Miami Beach](https://images.trvl-media.com/lodging/1000000/80000/74600/74574/7ff98ba1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Miami Beach Mid Beach CA $1,415 per person Apr 12 - Apr 16 found 19 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Miami (MIA) 8/10 Very Good! (1,120 reviews) The Florida restaurant breakfast and dinner are excellent! Reviewed on Feb 6, 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 $10,000 per person Apr 15 - Apr 18 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) 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 $3,008 per person Apr 15 - Apr 18 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Miami (MIA) 9.4/10 Exceptional! (1,365 reviews) Clean room, great staff, wonderful amenities. Reviewed on Feb 9, 2026 ![Hotel Greystone - Adults Only](https://images.trvl-media.com/lodging/35000000/34900000/34892100/34892018/9ff772f0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Greystone - Adults Only South Beach CA $1,882 per person Apr 12 - Apr 16 just found Roundtrip non-stop flight included Hamilton (YHM) to Miami (MIA) 9/10 Wonderful! (953 reviews) Staff. Bed courtyard was great Reviewed on Feb 10, 2026 ![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 $2,861 per person May 2 - May 9 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Miami (MIA) 8.4/10 Very Good! (145 reviews) When we arrived, we were told they overbooked our room and we were in a regular villa, not a premium 3 bedroom. The units were not updated. We ended up in a four bedroom, which was nice, but the pictures on the website are deceiving because each villa is unique to what the owner has done as far as renovations. Reviewed on Feb 4, 2026 Don't see what you're looking for? See all available trips from Columbus to Grassy Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-10/2026-03-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain holidays in Grassy Key Price found within the past 48 hours. Click for updated prices. ![Pier Sixty-Six (Pier 66)](https://images.trvl-media.com/lodging/108000000/107080000/107078100/107078050/e5a101d2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pier Sixty-Six (Pier 66) East Fort Lauderdale CA $2,348 per person Apr 18 - Apr 25 found 21 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Miami (MIA) 9.8/10 Exceptional! (273 reviews) Great property with any amenity imaginable Reviewed on Feb 7, 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 $10,000 per person Apr 15 - Apr 18 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) 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 $3,008 per person Apr 15 - Apr 18 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Miami (MIA) 9.4/10 Exceptional! (1,365 reviews) Clean room, great staff, wonderful amenities. Reviewed on Feb 9, 2026 Don't see what you're looking for? See all available trips from Columbus to Grassy Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-10/2026-03-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in Grassy Key Price found within the past 48 hours. Click for updated prices. ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe CA $1,699 per person Apr 16 - Apr 19 found 19 hours ago Roundtrip flight included Toronto (YYZ) to Miami (MIA) 9.2/10 Wonderful! (1,262 reviews) Check in was great. The elevator was out in our building and they failed to let us know at check- in. We were on the 3rd floor and had to use the stairs. Reviewed on Feb 9, 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 $10,000 per person Apr 15 - Apr 18 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) 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 $3,008 per person Apr 15 - Apr 18 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Miami (MIA) 9.4/10 Exceptional! (1,365 reviews) Clean room, great staff, wonderful amenities. Reviewed on Feb 9, 2026 Don't see what you're looking for? See all available trips from Columbus to Grassy Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-10/2026-03-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Grassy Key Price found within the past 48 hours. Click for updated prices. ![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 $953 per person Apr 26 - Apr 30 found 8 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) 8/10 Very Good! (1,004 reviews) Room was clean, spacious with a wonderful canal view. Reviewed on Jan 27, 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 $13,806 per person Apr 15 - Apr 19 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Miami (MIA) 8/10 Very Good! (1 review) ![Ilios Rentals](https://images.trvl-media.com/lodging/120000000/119920000/119913900/119913827/52952de0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ilios Rentals Downtown Miami CA $1,591 per person Apr 16 - Apr 20 found 23 hours ago Roundtrip flight included Toronto (YTO) to Miami (MIA) No reviews Don't see what you're looking for? See all available trips from Columbus to Grassy Key [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-10/2026-03-17/?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 Grassy Key ](https://expedia.ca/Cheap-Flights-To-Grassy-Key.d3000451823.Travel-Guide-Flights)[ Grassy Key Hotels ](https://expedia.ca/Grassy-Key-Hotels.d3000451823.Travel-Guide-Hotels)[ Grassy Key Vacation Rentals ](https://expedia.ca/Grassy-Key-Vacation-Rentals.d3000451823.Travel-Guide-VacationRentals)[ Grassy Key Car Rentals ](https://expedia.ca/Car-Rentals-In-Grassy-Key.d3000451823.Car-Rental-Guide)[ Grassy Key Vacations ](https://expedia.ca/Grassy-Key.d3000451823.Destination-Travel-Guides)[ Things to do in Grassy Key ](https://expedia.ca/Things-To-Do-In-Grassy-Key.d3000451823.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