Title: Fleming Key Vacation Packages 2026 from $887 | Expedia.com

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

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Fleming Key Vacations from $887

## Book a Hotel + Flight or Car together to unlock savings

## The Latest Fleming Key vacation packages

Price found within the past 48 hours. Click for updated prices.

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Creekside Inn

$887

per person

Jun 1 - Jun 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

7.8/10 Good! (1,027 reviews)

Good location. Beds were uncomfortable and pillows were very hard. The worse part was, you could hear right thru the walls. I could hear the people in the neighboring room. Had a hard time sleeping due to the noise. I would not stay here again.

Reviewed on Mar 22, 2026

![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/f54c02bb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casablanca Miami Beach

North Beach

$2,436

per person

Jun 8 - Jun 12

found 6 hours ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

5.8/10 (321 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

![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

Save 100% on your flight

$898

per person

Apr 30 - May 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

8.6/10 Excellent! (1,007 reviews)

Everything was perfect . I would stay there again

Reviewed on Mar 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Fleming Key

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-25/2026-05-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Fleming Key Hotel Deals

![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

$380 nightly

$428 total

Apr 20 - Apr 21

Total with taxes and fees

8.8/10 Excellent! (1,800 reviews)

This Margaritaville has different amenities than others, so our expectations might have been high. We were bummed to learn they do not have pool side or beach service. The pool was small, but they do have a small hot tub, however, it is older and not the best. The room we stayed in was a 2 bedroom ...

Reviewed on Mar 25, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F20%2F2026&endDate=4%2F21%2F2026&selected=48713884&PinnedHotelID=48713884&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

$310 nightly

$349 total

Apr 19 - Apr 20

Total with taxes and fees

8.2/10 Very Good! (1,995 reviews)

Such a wonderfully FUN place to stay!! Lots of amenities and fabulous pools!! Even on spring break it was never crazy! The staff was incredibly kind and service overall was great! We will defintely stay again!

Reviewed on Mar 25, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F19%2F2026&endDate=4%2F20%2F2026&selected=12599231&PinnedHotelID=12599231&HadPinnedHotel=true&regionId=180162)

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$368 nightly

$414 total

Apr 13 - Apr 14

Total with taxes and fees

8.6/10 Excellent! (2,090 reviews)

Shuttle times are extremely accurate. Beautfil place with friendly staff. Only wish checkout time was a bit later. Elevators were out our entire stay. We were on third floor. The staff did offer to help carry our luggage up.

Reviewed on Mar 22, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F13%2F2026&endDate=4%2F14%2F2026&selected=25865&PinnedHotelID=25865&HadPinnedHotel=true&regionId=180162)

[See all 2,779 properties in Fleming Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F26%2F2026&endDate=3%2F27%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.

## Find the Best Fleming Key Vacation Packages

## Fleming Key Essential Information

| Language        | English                   |
| --------------- | ------------------------- |
| Currency        | U.S dollars               |
| Closest Airport | Miami Intl. Airport (MIA) |

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- [Key West Cemetery ](https://www.expedia.com/Key-West-Cemetery-Old-Town-Key-West.d6068615.Vacation-Attraction)
- [Mallory Dock ](https://www.expedia.com/Mallory-Dock-Key-West-Historic-District.d553248621563220296.Vacation-Attraction)
- [Key West Historic District Vacations ](https://www.expedia.com/Key-West-Historic-District.d6281809.Destination-Travel-Guides)
- [Custom House Museum ](https://www.expedia.com/Custom-House-Museum-Old-Town-Key-West.d6069265.Vacation-Attraction)
- [Red Barn Theater ](https://www.expedia.com/Red-Barn-Theater-Key-West-Historic-District.d6069271.Vacation-Attraction)
- [Oldest House Museum and Garden ](https://www.expedia.com/Oldest-House-Museum-And-Garden-Key-West-Historic-District.d553248621533115800.Vacation-Attraction)
- [Audubon House and Tropical Gardens ](https://www.expedia.com/Audubon-House-And-Tropical-Gardens-Key-West-Historic-District.d6068599.Vacation-Attraction)
- [Mel Fisher Maritime Museum ](https://www.expedia.com/Mel-Fisher-Maritime-Museum-Old-Town-Key-West.d6163799.Vacation-Attraction)
- [Roy John-Karl Gallery ](https://www.expedia.com/Roy-John-Karl-Gallery-Key-West-Historic-District.d553248621532652462.Vacation-Attraction)
- [Key West Museum of Art and History ](https://www.expedia.com/Key-West-Museum-Of-Art-And-History-Old-Town-Key-West.d6069279.Vacation-Attraction)
- [Saint Mary Star of the Sea ](https://www.expedia.com/Saint-Mary-Star-Of-The-Sea-Old-Town-Key-West.d553248621532652618.Vacation-Attraction)
- [San Carlos Institute - Casa Cuba ](https://www.expedia.com/San-Carlos-Institute-Casa-Cuba-Old-Town-Key-West.d6068607.Vacation-Attraction)
- [Harry S. Truman Little White House ](https://www.expedia.com/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction)
- [Visit Key West ](https://www.expedia.com/Key-West.dx1187)
- [Jackson Square ](https://www.expedia.com/Jackson-Square-Old-Town-Key-West.d6249254.Vacation-Attraction)
- [Sunset Key Vacations ](https://www.expedia.com/Sunset-Key.d553248635976481798.Destination-Travel-Guides)
- [Old Town Key West Vacations ](https://www.expedia.com/Old-Town-Key-West.d553248635976481920.Destination-Travel-Guides)
- [Fort Zachary Taylor Historic State Park ](https://www.expedia.com/Fort-Zachary-Taylor-Historic-State-Park-Key-West.d6069245.Vacation-Attraction)
- [Key West Lighthouse and Keeper's Quarters Museum ](https://www.expedia.com/Key-West-Lighthouse-And-Keepers-Quarters-Museum-Old-Town-Key-West.d501383.Vacation-Attraction)
- [Tennessee Williams Key West Exhibit ](https://www.expedia.com/Tennessee-Williams-Key-West-Exhibit-Old-Town-Key-West.d553248621561885356.Vacation-Attraction)
- [Visit Historic Seaport ](https://www.expedia.com/Key-West-Historic-Seaport.dx553248635976383502)
- [South Beach ](https://www.expedia.com/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction)
- [Visit Key West Historic District ](https://www.expedia.com/Key-West-Key-West-Historic-District.dx6281809)
- [Romantic Vacation Packages Key West ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/1187/Key-West)
- [City Zoo Gallery ](https://www.expedia.com/City-Zoo-Gallery-Old-Town-Key-West.d553248621532652613.Vacation-Attraction)
- [Bahama Village Vacations ](https://www.expedia.com/Bahama-Village.d553248621533115696.Destination-Travel-Guides)

- [Car rentals near Key West ](https://www.expedia.com/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)
- [Car rentals near Schooner Western Union ](https://www.expedia.com/Car-Rentals-In-Schooner-Western-Union.d6069261.Car-Rental-Guide)
- [Car rentals near The Kite House ](https://www.expedia.com/Car-Rentals-In-The-Kite-House.d553248621532652628.Car-Rental-Guide)
- [Car rentals near Key West Historic District ](https://www.expedia.com/Car-Rentals-In-Key-West-Historic-District.d6281809.Car-Rental-Guide)
- [Van Car Rentals in Key West Historic District ](https://www.expedia.com/Van-Car-Rentals-In-Key-West-Historic-District.d6281809-tVan.Car-Rental-Guide-Class)

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

- [Things to do in Key West ](https://www.expedia.com/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.