
Fleming Key Vacations from $509
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Fleming Key vacation packages
Price found within the past 48 hours. Click for updated prices.


The W - Bayshore Unit 1003
East Fort Lauderdale
Price was $1,435, price is now $553 per person
$553
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
7.4/10 Good! (3 reviews)
I thoroughly enjoyed my stay at this hotel. The host was incredibly friendly and attentive, and the communication was prompt and efficient. The hotel itself was beautiful, and the staff was incredibly kind and helpful.
Reviewed on May 20, 2026


Casablanca Miami Beach
North Beach
Price was $5,978, price is now $2,576 per person
$2,576
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
5.8/10 (324 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

Don't see what you're looking for?
See all available trips from Columbus to Fleming Key
View all tripsFleming Key Hotel Deals

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $214 total per night from Jun 8 to Jun 9
$214 total
Jun 8 - Jun 9
Total with taxes and fees
8.4/10 Very Good! (2,330 reviews)
"We loved our stay. The lobby was gorgeous and I’ve never smelled anything more appealing. Pool was great, staff amazing, parking was a little difficult at times but good overall. The only negative was the elevators. Only 1 of 4 was in service and it was slow. Workers and clientele had to use the ..."
Reviewed on Jun 1, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from Jun 8 to Jun 9
$294 total
Jun 8 - Jun 9
Total with taxes and fees
8.8/10 Excellent! (3,350 reviews)
"Are room was ok. There was an unusable beach. The smell was terrible. The restaurants were not kid friendly and made no effort to accommodate a 10 year old. Had 3 different menus and wouldn't cook anything that was on the bar menu that used the same kitchen. All kinds of additional fees at checkout. ..."
Reviewed on Jun 1, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$266 nightly
The price is $299 total per night from Jun 28 to Jun 29
$299 total
Jun 28 - Jun 29
Total with taxes and fees
8.8/10 Excellent! (1,808 reviews)
"The staff were all terrific and the property was extremely clean and well kept."
Reviewed on Jun 1, 2026
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) |
More vacations you might like
Explore a world of travel with Expedia
- Key West Hotels
- All-Inclusive Resorts in Key West
- Cheap Hotels in Key West
- Oceanfront Hotels in Key West
- Hotels near Duval Street
- Beach Hotels in Key West
- Hotels near Key West Historic District
- Adults Only Resorts & in Key West
- Hotels near Sails To Rails Museum at Flagler Station
- Houseboats in Key West
- Pet-Friendly Hotels in Key West
- Hotels near Schooner Western Union
- Hotels near Key West Burlesque Theater
- Hotels near Studios of Key West
- Condo Rentals in Key West
- Hotels near Mallory Square
- Romantic Hotels in Key West
- Family Hotels in Key West
- 4 Star Hotels in Key West
- Hotels near Meadows
- Hotels near Donkey Milk House
- Hotels near Historic Seaport
- Hotels near The Kite House
- Hilton Hotels in Key West
- Hotels near Curry Mansion Museum
- Hotels near Mallory Dock
- 5 Star Hotels in Key West
- Honeymoon Resorts & in Key West
- 4 Star Hotels in Key West Historic District
- Resorts in Key West
- Hotels near Waterfront Playhouse
- Hotels near Key West Cemetery
- Family Hotels in Key West Historic District
- Oceanfront Hotels in Key West Historic District
- Historic Hotels in Key West Historic District
- Gay friendly Hotels in Key West Historic District
- Pet-Friendly Hotels in Key West Historic District
- Hotel Wedding Venues Hotels in Key West Historic District
- Hotels with Connecting Rooms in Key West Historic District
- Cheap Hotels in Key West Historic District
- Hotels with Free Airport Shuttle in Key West Historic District
- Hotels with Laundry Facilities in Key West Historic District
- Hotels with a Pool in Key West Historic District
- Hotels with Suites in Key West Historic District
- Adults Only Resorts & in Key West Historic District
- Hotels with Free Parking in Key West Historic District
- Luxury Hotels in Key West Historic District
- Romantic Hotels in Key West Historic District
- Boutique Hotels in Key West Historic District
- Hotels with Balconies in Key West Historic District
- Honeymoon Resorts & in Key West Historic District
- Beach Hotels in Key West Historic District
- Resorts & Hotels with Spas in Key West Historic District
- Hotels with Kitchenettes in Key West Historic District
- Non-Smoking Hotels in Key West Historic District
- Hotels with Free Breakfast in Key West Historic District
- Key West Vacations
- All inclusive Vacation Packages Key West
- Ernest Hemingway Home and Museum
- Sails To Rails Museum at Flagler Station
- Duval Street
- Schooner Western Union
- Key West Burlesque Theater
- Curry Mansion Museum
- Donkey Milk House
- The Kite House
- Key West Cemetery
- Mallory Dock
- Key West Historic District Vacations
- Custom House Museum
- Red Barn Theater
- Oldest House Museum and Garden
- Audubon House and Tropical Gardens
- Mel Fisher Maritime Museum
- Roy John-Karl Gallery
- Key West Museum of Art and History
- Saint Mary Star of the Sea
- San Carlos Institute - Casa Cuba
- Harry S. Truman Little White House
- Visit Key West
- Jackson Square
- Sunset Key Vacations
- Old Town Key West Vacations
- Fort Zachary Taylor Historic State Park
- Key West Lighthouse and Keeper's Quarters Museum
- Tennessee Williams Key West Exhibit
- Visit Historic Seaport
- South Beach
- Visit Key West Historic District
- Romantic Vacation Packages Key West
- City Zoo Gallery
- Bahama Village Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















