Title: Midtown Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,351 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

- ##  
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- ###  
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.

![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Beach House, Key West

CA $1,351

per person

Apr 27 - May 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Key West (EYW)

9.4/10 Exceptional! (1,002 reviews)

This place is amazing! The property is beautiful and quiet. The pool area was clean and well cared for. Our room was spacious, very clean and had everything we needed. The staff was kind and always helpful. We would definitely go back.

Reviewed on Feb 5, 2026

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $2,270

per person

Apr 10 - Apr 17

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

I made a mistake as I did not realize this was not at main hotel it was a guest house so no amenities they did provide shuttle when asked I had three rooms. We all couldn’t shower in morning ran out of water. There was ghost ants in bathrooms

Reviewed on Feb 6, 2026

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Oceans Edge Key West Resort, Hotel & Marina

CA $1,945

per person

Mar 15 - Mar 20

found 16 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

Yes, clean, good service

Reviewed on Feb 6, 2026

![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Havana Cabana at Key West 

New Town

CA $1,533

per person

Mar 15 - Mar 20

found 16 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

8.8/10 Excellent! (1,749 reviews)

Yes the only problem was the plumbing in the bathroom.. shower head leaking even though maintenance came and sprayed it with something it continued to leak.. stopper in bathroom sink was broken we had to use a bottle cap to prop it open so it would drain. Otherwise it was a great place to stay!

Reviewed on Feb 7, 2026

![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Perry Hotel & Marina Key West

CA $1,697

per person

Mar 15 - Mar 20

found 16 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.4/10 Exceptional! (1,151 reviews)

From check in to check out, the Perry Hotel met our expectations for a laid back vibe. All staff were kind and wished to make our stay memorable. Clean rooms, two wonderful restaurants on site and an hourly shuttle that leaves the resort on Stock Island that drops into Key West.

Reviewed on Feb 7, 2026

## 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(156 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(16 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 Fort East Martello Museum and Gallery. 

[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

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundable

CA $645

CA $825 total

Feb 10 - Feb 11

includes taxes & fees

8.6/10 Excellent! (3,062 reviews)

The location was great. The room could have been cleaner. There were fruit flies in the bathroom.

Reviewed on Feb 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true&regionId=553248635976480489)

![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

CA $392

CA $478 total

Feb 9 - Feb 10

includes taxes & fees

8/10 Very Good! (2,066 reviews)

Everything was fantastic

Reviewed on Feb 1, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=4218809&PinnedHotelID=4218809&HadPinnedHotel=true&regionId=553248635976480489)

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue Key West FL

Fully refundableReserve now, pay when you stay

CA $437

CA $576 total

Feb 9 - Feb 10

includes taxes & fees

8.8/10 Excellent! (1,801 reviews)

The room was very nice and homey feeling. The staff was very nice. We enjoyed breakfast lunch and diner at the restaurant the Waite staff was very friendly and food was good. We enjoyed the shuttle that is offered the drivers were knowledgeable about the island and history. Jeffery was the best. ...

Reviewed on Feb 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=16202992&PinnedHotelID=16202992&HadPinnedHotel=true&regionId=553248635976480489)

[See all 2,775 properties in Midtown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&regionId=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.