Title: Midtown Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,467 Expedia.ca [Midtown Travel Guide](https://expedia.ca/Key-West-Midtown.dx553248635976480489)[Hotels in Midtown](https://expedia.ca/Midtown-Key-West-Hotels.0-n553248635976480489-0.Travel-Guide-Filter-Hotels)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Midtown Car Rentals](https://expedia.ca/Car-Rentals-In-Midtown.d553248635976480489.Car-Rental-Guide) ![](https://images.trvl-media.com/place/553248635976480489/d1035cf6-c482-4abe-8e90-c4ef6672ede1.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Midtown Vacation Packages ## 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 ## Top Holiday Package Deals in Midtown Price found within the past 48 hours. Click for updated prices. ![Fitch Lodge - Key West Historic Inns](https://images.trvl-media.com/lodging/2000000/1400000/1397700/1397643/92ff9b1f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fitch Lodge - Key West Historic Inns Key West Historic District CA $1,467 per person May 25 - May 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 8.8/10 Excellent! (575 reviews) Great location, friendly staff, and plenty of amenities. Reviewed on Mar 23, 2026 ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District CA $2,201 per person May 25 - May 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.2/10 Wonderful! (536 reviews) Love this place! Perfect location, nice rooms and cool bar with live music every night on site! Reviewed on Mar 17, 2026 ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Windward Pointe, Key West CA $1,868 per person May 25 - May 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.4/10 Exceptional! (1,020 reviews) Everything was clean in the room just a bit outdated, the rooms probably could use some updating. However, the pool area and grounds were absolutely beautiful. I would stay again just for the grounds and pool. It is next to the airport so during the day there are a lot of planes going out with some flight noise. Reviewed on Mar 24, 2026 ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/864ce9f9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Beach House, Key West CA $1,859 per person May 25 - May 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.4/10 Exceptional! (1,019 reviews) Everything about this property was amazing from the staff, to the clean rooms, to the pool! Reviewed on Mar 23, 2026 ![Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343767/4e647e48_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front CA $3,213 per person May 6 - May 13 found 24 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 9/10 Wonderful! (2 reviews) ## Where to stay in Midtown Find the best Midtown areas and neighborhoods for the activities you enjoy most. [Learn more about Midtown](https://expedia.ca/Key-West-Midtown.dx553248635976480489) ![Key West Historic District](https://images.trvl-media.com/place/553248635976481920/c3895c9f-e471-4c93-ac2e-85c99f8f8fec.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Old Town Key West 4 out of top 10 points of interest in this area 3.5/5(8 area reviews) Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area. [Find hotel + flight trips in Old Town Key West](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Old%20Town%20Key%20West&DestID=553248635976481920&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Audubon House and Tropical Gardens featuring a house](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Key West Historic District 2 out of top 10 points of interest in this area 4.5/5(157 area reviews) Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district. [Find hotel + flight trips in Key West Historic District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Key%20West%20Historic%20District&DestID=6281809&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Duval Street](https://images.trvl-media.com/place/6068616/ac9e1424-8949-4483-8a12-9063d1511aa2.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Key West If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing. [Find hotel + flight trips in Downtown Key West](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Key%20West&DestID=553248635976470405&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Wide aerial panorama of Key West, Florida](https://images.trvl-media.com/place/553248635976480351/87477fd8-e61c-4ccb-8f10-57f3d82227dc.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### New Town 4/5(17 area reviews) Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden. [Find hotel + flight trips in New Town](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=New%20Town&DestID=553248635976480351&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Sunset on Carnival Cruise in Key West.](https://images.trvl-media.com/place/1187/48023594-76b8-4930-a4a9-06a0f12911a4.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Uptown - Upper Duval 4.5/5(3 area reviews) If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing. [Find hotel + flight trips in Uptown - Upper Duval](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Uptown%20-%20Upper%20Duval&DestID=553248635976473524&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Midtown Hotel Deals ![Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym](https://images.trvl-media.com/lodging/28000000/27120000/27116800/27116726/3be13640_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym Key West FL 9.8/10 Exceptional! (311 reviews) Very happy with the whole experience Reviewed on Mar 3, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=08%2F04%2F2026&endDate=09%2F04%2F2026&selected=27116726&PinnedHotelID=27116726&HadPinnedHotel=true®ionId=553248635976480489) [](https://expedia.ca/Hotel-Search?startDate=08%2F04%2F2026&endDate=09%2F04%2F2026&selected=27116726&PinnedHotelID=27116726&HadPinnedHotel=true®ionId=553248635976480489) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Blue Flamingo Resort Key West 3820 North Roosevelt Boulevard Key West FL Fully refundableReserve now, pay when you stay CA $357 CA $479 total Apr 19 - Apr 20 includes taxes & fees 8.2/10 Very Good! (1,994 reviews) Excellent Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=12599231&PinnedHotelID=12599231&HadPinnedHotel=true®ionId=553248635976480489) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Margaritaville Beach House Key West 2001 South Roosevelt Boulevard Key West FL Fully refundableReserve now, pay when you stay CA $443 CA $587 total Apr 20 - Apr 21 includes taxes & fees 8.8/10 Excellent! (1,799 reviews) The worst experience I have ever had in any resort. The staff needs some lessons in manners! I wasn’t even asked how my day was when I was checking out! The room was the worst experience bathroom handle falling off every time I open the door. Noisy elevator sounds old, worn out furniture, just a ... Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F04%2F2026&endDate=21%2F04%2F2026&selected=48713884&PinnedHotelID=48713884&HadPinnedHotel=true®ionId=553248635976480489) [See all 2,781 properties in Midtown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F03%2F2026&endDate=27%2F03%2F2026®ionId=553248635976480489) 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. ![](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) ## Frequently asked questions ### How much does a Midtown vacation package cost? ### How do I get a cheap travel package to Midtown? ### Where should I stay in Midtown? ### What are the top hotels in Midtown? ### How far in advance should I book my Midtown vacation? ### What does an Expedia Midtown travel package include? ### What should I know before booking a Midtown travel package? ### If I'm not able to travel, can I cancel my Midtown vacation package? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.