
Fleming Key Vacations from $212
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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
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
Perfectly located on Ocean Drive with an old-school Art Deco vibe that feels both historic and fresh. The room was spotless, the A/C was ice cold, and the bed was genuinely comfortable. Staff was friendly and helpful. You’re across from the beach, but it still feels like a quiet escape. Would absolutely stay here again.
Reviewed on Jul 1, 2025




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Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$213 nightly
The price is $240 total per night from Jul 7 to Jul 8
$240 total
Jul 7 - Jul 8
Total includes taxes and fees
8.4/10 Very Good! (1,287 reviews)
"Pretty solid. Room was a little small. Great pool"
Reviewed on Jul 4, 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
$259 nightly
The price is $291 total per night from Aug 4 to Aug 5
$291 total
Aug 4 - Aug 5
Total includes taxes and fees
8.6/10 Excellent! (2,589 reviews)
"My girlfriend and I had a nice stay. It’s a decent place. The pool gets extremely crowded and there is not much seating options out by the pool area. Beds are not the most comfortable. Bar out by the pool was a great amenity. Lounge pool is nice for adults only who are looking to relax. Everything ..."
Reviewed on Jul 5, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $153 total per night from Aug 3 to Aug 4
$153 total
Aug 3 - Aug 4
Total includes taxes and fees
7.6/10 Good! (1,041 reviews)
"love it"
Reviewed on Jul 2, 2025
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 Vacations
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- 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
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- Visit Historic Seaport
- South Beach
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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.