Title: Fleming Key Vacation Packages & Trips 2026 from CA $1,218 | Expedia.ca

[Fleming Key Travel Guide](https://expedia.ca/Fleming-Key.dx180162)[Hotels in Fleming Key](https://expedia.ca/Fleming-Key-Hotels.d180162.Travel-Guide-Hotels)[Vacation Rentals in Fleming Key](https://expedia.ca/Fleming-Key-Vacation-Rentals.d180162.Travel-Guide-VacationRentals)[Flights to Fleming Key](https://expedia.ca/Cheap-Flights-To-Fleming-Key.d180162.Travel-Guide-Flights)[Fleming Key Car Rentals](https://expedia.ca/Car-Rentals-In-Fleming-Key.d180162.Car-Rental-Guide)

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# Fleming Key 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 Fleming Key Vacation Deals

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 $1,218

per person

May 16 - May 22

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very Good! (1,004 reviews)

Room was small but clean.

Reviewed on Feb 26, 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 $14,888

per person

Apr 4 - Apr 9

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8/10 Very Good! (1 review)

![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/628e521a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casablanca Miami Beach

North Beach

CA $3,302

per person

May 6 - May 10

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Miami (MIA)

5.8/10 (311 reviews)

Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Siesta Resort & Villas

Matecumbe

CA $2,275

per person

Apr 7 - Apr 14

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8.6/10 Excellent! (1,000 reviews)

Room was clean, had some wear and tear but overall a good room for 5 of us. Beds were comfy. This is a quiet resort, but we did like that we could go to the other resorts. Loved the amenties. My only complaint was I wish they were available past 4pm. We wanted to do some water activities after returning to the resort but these things close early.

Reviewed on Feb 28, 2026

![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 $4,002

per person

Apr 7 - Apr 14

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Yes clean and nice staff

Reviewed on Feb 21, 2026

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_180162)

## Ready to book your vacation to Fleming Key?

Choose your dates

## Fleming Key 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 $633

CA $812 total

Mar 30 - Mar 31

includes taxes & fees

8.8/10 Excellent! (3,098 reviews)

Nice pools, clean, rooms were decent. Beach access and location were perfect.

Reviewed on Feb 28, 2026

[](https://expedia.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true&regionId=180162)

![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 $421

CA $510 total

Mar 1 - Mar 2

includes taxes & fees

8/10 Very Good! (2,114 reviews)

The rooms need a refresh

Reviewed on Feb 28, 2026

[](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=4218809&PinnedHotelID=4218809&HadPinnedHotel=true&regionId=180162)

![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 $428

CA $559 total

Mar 10 - Mar 11

includes taxes & fees

8.2/10 Very Good! (1,962 reviews)

The ocean view is not accurate. It's a highway view with heavy road noise. They are so aware of it the rooms come with ear plugs.

Reviewed on Feb 28, 2026

[](https://expedia.ca/Hotel-Search?startDate=10%2F03%2F2026&endDate=11%2F03%2F2026&selected=12599231&PinnedHotelID=12599231&HadPinnedHotel=true&regionId=180162)

[See all 2,759 properties in Fleming Key](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&regionId=180162)

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

### Can I cancel my flight booking to Fleming Key due to COVID-19?

### What's the best way to find cheap flights to Fleming Key that have flexible change policies?

### What are some of the general tips for travelers to Fleming Key during the COVID-19 outbreak?

> - Find out if any travel restrictions apply to your origin and destination before locking in your flight. Also check if there are any special conditions you'll need to follow on arrival, such as installing a contact tracing app.
> - When you go through airport checkpoints, do not remove your face mask. You will be required to lower it briefly for identification purposes. Anyone refusing to wear a mask may face civil penalties and may also be escorted from the building.
> - To minimize the risk of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA employee.
> - You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. You'll have to remove it for X-ray screening.
> - Empty your personal items from your pockets, like your wallet and phone, and place them in your carry-on rather than the bins. This will minimize handling during screening.
> - Transport all food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on means it's less likely a TSA employee will need to open and touch your bag for inspection.

### Which airlines fly to Fleming Key?

### How can I find cheap tickets to Fleming Key?

### How much is a flight to Fleming Key?

### What are the most popular airports to fly into in Fleming Key?

### When is the cheapest time to fly to Fleming Key?

### How much is a plane ticket to Fleming Key?

### Which airlines with flights to Fleming Key employ COVID-19 cleanliness policies?

> - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
> - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
> - Frontier Airlines - this airline is known for electrostatic cleaning and conducting passenger temperature checks.

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- [Florida Keys National Marine Sanctuary ](https://www.expedia.ca/Florida-Keys-National-Marine-Sanctuary-Key-West.d6163838.Vacation-Attraction)
- [Fort East Martello Museum and Gallery ](https://www.expedia.ca/Fort-East-Martello-Museum-And-Gallery-Key-West.d6069253.Vacation-Attraction)
- [Fort Zachary Taylor Historic State Park ](https://www.expedia.ca/Fort-Zachary-Taylor-Historic-State-Park-Key-West.d6069245.Vacation-Attraction)
- [Harry S. Truman Little White House ](https://www.expedia.ca/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction)
- [Key West Historic District Vacations ](https://www.expedia.ca/Key-West-Historic-District.d6281809.Destination-Travel-Guides)
- [Visit Historic Seaport ](https://www.expedia.ca/Key-West-Historic-Seaport.dx553248635976383502)
- [Visit Key West Historic District ](https://www.expedia.ca/Key-West-Key-West-Historic-District.dx6281809)
- [Key West Lighthouse and Keeper's Quarters Museum ](https://www.expedia.ca/Key-West-Lighthouse-And-Keepers-Quarters-Museum-Old-Town-Key-West.d501383.Vacation-Attraction)
- [Key West National Wildlife Refuge ](https://www.expedia.ca/Key-West-National-Wildlife-Refuge-Key-West.d6177705.Vacation-Attraction)
- [Key West Shipwreck Museum ](https://www.expedia.ca/Key-West-Shipwreck-Museum-Key-West-Historic-District.d6063545.Vacation-Attraction)
- [Key West Vacations ](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides)
- [Visit Key West ](https://www.expedia.ca/Key-West.dx1187)
- [Lower Florida Keys Vacations ](https://www.expedia.ca/Lower-Florida-Keys.d553248635975748710.Destination-Travel-Guides)
- [Lower Keys Vacations ](https://www.expedia.ca/Lower-Keys.d553248621593965863.Destination-Travel-Guides)
- [Mallory Square ](https://www.expedia.ca/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction)
- [Mel Fisher Maritime Museum ](https://www.expedia.ca/Mel-Fisher-Maritime-Museum-Old-Town-Key-West.d6163799.Vacation-Attraction)
- [National Key Deer Refuge Visitor Center ](https://www.expedia.ca/National-Key-Deer-Refuge-Visitor-Center-Big-Pine-Key.d553248635974766232.Vacation-Attraction)
- [Raccoon Key Vacations ](https://www.expedia.ca/Raccoon-Key.d180164.Destination-Travel-Guides)
- [Rockland Key Vacations ](https://www.expedia.ca/Rockland-Key.d553248635976197596.Destination-Travel-Guides)
- [Smathers Beach ](https://www.expedia.ca/Smathers-Beach-Beachside.d6069255.Vacation-Attraction)
- [South Beach ](https://www.expedia.ca/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction)
- [Southernmost Point ](https://www.expedia.ca/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction)
- [Stock Island Vacations ](https://www.expedia.ca/Stock-Island.d180166.Destination-Travel-Guides)
- [Sugarloaf Key Vacations ](https://www.expedia.ca/Sugarloaf-Key.d183126.Destination-Travel-Guides)
- [Sugarloaf Shores Vacations ](https://www.expedia.ca/Sugarloaf-Shores.d6270983.Destination-Travel-Guides)
- [All inclusive Vacation Packages Key West ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/1187/Key-West)

- [Car rental Key West ](https://www.expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)

- [Key West Vacation Rentals ](https://www.expedia.ca/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)

- [Things to do in Key West ](https://www.expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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