
Fleming Key Vacations from $635
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The Latest Fleming Key vacation packages
Price found within the past 48 hours. Click for updated prices.




Miami Downtown Condos
Downtown Miami
Price was $1,895, price is now $821 per person
$821
per person
Jul 12 - Jul 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (151 reviews)
This was an overall excellent experience. The room was nice and reasonably priced. There ended up being an ac issue where the room temperature wouldn’t drop below 77 degrees, which produced several sleepless nights. The communication with the rental temp was pretty horrid, we received a few ineffective ways to troubleshoot it; but nothing was ever fixed. We were even promised a follow up phone call the next day(post checkout) and were ghosted. This was pretty disappointing.
Reviewed on May 9, 2026

Casablanca Miami Beach
North Beach
Price was $4,875, price is now $2,146 per person
$2,146
per person
Jul 12 - Jul 16
found 1 day ago
Roundtrip flight included
New York (NYC) to Miami (MIA)
5.8/10 (323 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
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Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from May 12 to May 13
$227 total
May 12 - May 13
Total with taxes and fees
8.4/10 Very Good! (2,224 reviews)
The only thing missing was a balcony
Reviewed on May 11, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $250 total per night from Jun 8 to Jun 9
$250 total
Jun 8 - Jun 9
Total with taxes and fees
8.8/10 Excellent! (1,814 reviews)
We had not been there before, would have liked to have been on a higher floor. The staff offered to move us the next day but it wasn't worth doing all that. The breakfast was good, needs more options but everything tasted great. The room was clean, a/c didn't always keep up for some reason, so it ...
Reviewed on May 11, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$283 nightly
The price is $319 total per night from May 25 to May 26
$319 total
May 25 - May 26
Total with taxes and fees
8.8/10 Excellent! (3,302 reviews)
Room was very clean. Amenities were great. Didn’t use the beach much because of all the seaweed. Great location.
Reviewed on May 11, 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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