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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 $698, price is now $350 per person
$350
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,000 reviews)
Loved the Art Deco look of the rooms, lobby and hallway. Staff was very kind and helpful.
Reviewed on Aug 16, 2025

Pelican Grand Beach Resort - A Noble House Resort
East Fort Lauderdale
Price was $966, price is now $414 per person
$414
per person
Oct 25 - Oct 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (1,156 reviews)
We had a wonderful time here. It was very family friendly with the lazy river, pool and easy beach access. They had fun events like a kids glow party with spelling bee and coconut race. My daughter had a blast. The staff were beyond accommodating, especially Andrew by the pool, Jean by the beach and Donte. I don’t have some of the names but everyone spoiled my daughter with fruit and ice cream any room she walked into and made her feel like a princess. We would definitely come back!
Reviewed on Aug 20, 2025


Park Central South Beach
South Beach
Price was $1,142, price is now $533 per person
$533
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (911 reviews)
Had a great stay here . Very nice clean place . Would definitely recommend.
Thanks Eric ( Day Manager )
Reviewed on Aug 20, 2025

EAST Miami Residences
Downtown Miami
Price was $3,186, price is now $1,653 per person
$1,653
per person
Nov 2 - Nov 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (70 reviews)
This place is very beautiful, greats views with great customer service. This place just makes you feel very comfortable like your at home
Reviewed on Aug 20, 2025
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Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $207 total per night from Aug 25 to Aug 26
$207 total
Aug 25 - Aug 26
Total includes taxes and fees
8.4/10 Very Good! (1,465 reviews)
"Food options was great, the bed comfort was a little to firm, but the linens was awesome, the suite was very equipped and beautifully updated. Did not get in the pool because the water was not circulating clean and maintenance at night, very nice pool area, but felt the pool water was not clean."
Reviewed on Aug 17, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $142 total per night from Aug 27 to Aug 28
$142 total
Aug 27 - Aug 28
Total includes taxes and fees
7.8/10 Good! (1,069 reviews)
"Loved the pool and convince of hotel. Staff was Excellent!!"
Reviewed on Aug 17, 2025

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
$235 nightly
The price is $264 total per night from Sep 3 to Sep 4
$264 total
Sep 3 - Sep 4
Total includes taxes and fees
8.6/10 Excellent! (1,777 reviews)
"Good location. Great facility layout"
Reviewed on Aug 20, 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.
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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.