
Fleming Key Vacations from $459
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The Latest Fleming Key vacation packages
Price found within the past 48 hours. Click for updated prices.

Eden Roc Miami Beach
Mid Beach
Save 100% on your flight
Price was $901, price is now $459 per person
$459
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (3,293 reviews)
No trolly available when check out. No one be able to help, service bad for the breakfast. No one offer drink for 20 minutes.
Reviewed on Jul 1, 2026

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $18,011, price is now $8,575 per person
$8,575
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Boston (BOS) 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

Loews Miami Beach Hotel – South Beach
South Beach
Save 100% on your flight
Price was $1,209, price is now $589 per person
$589
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (748 reviews)
Had a fabulous time and everyone there was so nice and accommodating!!
Reviewed on Jul 2, 2026

Nobu Hotel Miami Beach
Mid Beach
Save 100% on your flight
Price was $947, price is now $466 per person
$466
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,418 reviews)
Dear Ms. Valentin,
I’d like to formally, in writing express my gratitude and sincere appreciation for the courteous and elegant treatment that my love Rakela and I received this past weekend at your two hotels. A water pipe breaking and shutting down your hotel on a World Cup Internationally fully booked weekend is as bad as it gets in hospitality. In spite of this challenging moment I’d like to thank five of your employees that I dealt with in no certain order.
Solange- front desk receptionist moved us quickly in the system and stayed present, caring, classy, professional and attentive - she moved us and without us asking helped us with some of the finances of the room due to missing a birthday celebration. She also followed up with a call the next day to check on us.
A tall thin Caribbean Man / very handsome slightly graying bell man who alerted us to the challenges and pre warned us to to start packing and move quickly given the gravity of the situation. Very serious and great demeanor in handling the movement of belongings.
Sophia- the Sunday front desk executive who graciously obliged us with a late checkout situation - even though the mounting challenges of the prior days seemed to only cascade and continue to be challenging. She never flinched or hesitated even while the guests close by were expressing their displeasure with that situation.
Neisha Valentin- an outstanding leader of her team in the face of massive adversity. She made it all happen for us and
Reviewed on Jun 30, 2026

Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was $989, price is now $489 per person
$489
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,011 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
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Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $238 total per night from Jul 6 to Jul 7
$238 total
Jul 6 - Jul 7
Total with taxes and fees
8.6/10 Excellent! (2,318 reviews)
"Good value for the price,Chicken Walk pool bar was great spot."
Reviewed on Jul 2, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $207 total per night from Jul 5 to Jul 6
$207 total
Jul 5 - Jul 6
Total with taxes and fees
8.4/10 Very Good! (2,468 reviews)
"Cleanliness of the room was not as expected, the bath tub had hair that were not cleaned and the shampoo and body wash were not refilled, empty bottles. The pool didn’t get cleaned for all 6 days we stayed there and sometimes was not pleasant when bunches of hair or bugs came close while we were ..."
Reviewed on Jul 2, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $269 total per night from Jul 14 to Jul 15
$269 total
Jul 14 - Jul 15
Total with taxes and fees
8.8/10 Excellent! (3,419 reviews)
"Beautiful resort ! Very clean ! The staff was amazing , everyone on the property was very friendly They always reached out from the front desk ( not a virtual assistant) to make sure you had all that you needed and to let you know about fun events they were having that day , thank you Frank ,Marilyn ..."
Reviewed on Jul 1, 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.



















