
Fleming Key Vacations from $268
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The Latest Fleming Key vacation packages
Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was $498, price is now $268 per person
$268
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.6/10 Excellent! (1,009 reviews)
It was amazing from check in till check out ! Loved every second of it ! Will be coming back soon !
Reviewed on Jul 1, 2026

Casablanca Miami Beach
North Beach
Price was $2,440, price is now $1,196 per person
$1,196
per person
Aug 6 - Aug 12
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
5.8/10 (324 reviews)
This was a very disappointing stay. The apartment was dirty, dusty, and hot. The temperature stayed around 77–78°F all night, yet the only bedding provided was thick comforters, making it impossible to sleep comfortably.
When I simply asked for thin bed sheets, the host became argumentative instead of trying to help. They kept saying they were a private owner, as if that somehow excused poor customer service or making guests uncomfortable. It wasn’t until I contacted Expedia that the host responded by providing what I initially asked for.
I didn’t want to spend my vacation dealing with unnecessary conflict, so we checked out after the first night instead of staying for the remaining five nights of our six-night reservation. I would not stay here again.
Reviewed on Jul 2, 2026


The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $14,847, price is now $8,012 per person
$8,012
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016

Southernmost House - Adult Exclusive
Old Town Key West
Save 100% on your flight
Price was $2,057, price is now $1,127 per person
$1,127
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
The staff were extremely welcoming, and the property had a wonderful view and nice cool air conditioning. The shower was massive and really nice. Recommended!
Reviewed on Jul 3, 2026
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Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $219 total per night from Jul 6 to Jul 7
$219 total
Jul 6 - Jul 7
Total with taxes and fees
8.6/10 Excellent! (2,323 reviews)
"Our rooms appliances were very worn. Washer and dryer were very loud when using. No phones to call front desk. Master bathroom door locks were broken and my daughter got locked in. Our main door didn't lock so we had to move a table in Front of it, so we knew if someone was coming in. No pool towels ..."
Reviewed on Jul 4, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Jul 6 to Jul 7
$197 total
Jul 6 - Jul 7
Total with taxes and fees
8.4/10 Very Good! (2,485 reviews)
"We had a clean room. Our AC wasn’t working when we arrived but we only waited about 25 minutes before someone arrived to fix it. The property was clean. There were a few hiccups with the elevator not working during our stay, which would have been fine but it was so hot and we were on the top floor ..."
Reviewed on Jul 5, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $258 total per night from Jul 15 to Jul 16
$258 total
Jul 15 - Jul 16
Total with taxes and fees
8.8/10 Excellent! (3,415 reviews)
"Clean rooms. Do not come for the beach as there is none. Come for the Key West atmosphere."
Reviewed on Jul 5, 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) |
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- Bahama Village Vacations
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- Custom House Museum
- All inclusive Vacation Packages Key West
- Key West Firehouse Museum
- Saint Mary Star of the Sea
- Robbie's
- Schooner Western Union
- Key West Cemetery
- Tennessee Williams Key West Exhibit
- Audubon House and Tropical Gardens
- Jackson Square
- Key West Vacations
- Fort Zachary Taylor Historic State Park
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- Boca Chica Nude Beach
- Key West Tropical Forest and Botanical Garden
- Mel Fisher Maritime Museum
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- Key West Historic District Vacations
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- South Beach
- Duval Street
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- Southernmost Point
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- Sunset Key Vacations
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- Red Barn Theater
- Key West Shipwreck Museum
- Key West Lighthouse and Keeper's Quarters Museum
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- Visit Key West
- Smathers Beach
- The Kite House
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- Mallory Square
- Clarence S. Higgs Memorial Beach Park
- Harry S. Truman Little White House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















