
Fleming Key Vacations from $424
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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 $782, price is now $424 per person
$424
per person
May 3 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Loved the location, room was nice, bathroom very small, very friendly staff, slow service at restaurant in the morning. Will go back
Reviewed on Feb 24, 2026

Casablanca Miami Beach
North Beach
Price was $4,941, price is now $2,058 per person
$2,058
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Boston (BOS) 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


President Hotel Villa
South Beach
Save 100% on your flight
Price was $1,441, price is now $738 per person
$738
per person
Apr 30 - May 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (997 reviews)
nice location, good room.
nice breakfast and evening reception
Reviewed on Feb 22, 2026

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Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$529 nightly
The price is $595 total per night from Mar 30 to Mar 31
$595 total
Mar 30 - Mar 31
Total with taxes and 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

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$374 nightly
The price is $420 total per night from Mar 1 to Mar 2
$420 total
Mar 1 - Mar 2
Total with taxes and fees
8/10 Very Good! (2,114 reviews)
The rooms need a refresh
Reviewed on Feb 28, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$364 nightly
The price is $410 total per night from Mar 10 to Mar 11
$410 total
Mar 10 - Mar 11
Total with taxes and 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
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.




















