
Fleming Key Vacations from $491
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The Latest Fleming Key vacation packages
Price found within the past 48 hours. Click for updated prices.


Bay Breeze Premium Apartments By Eskape Collection
Price was $1,439, price is now $559 per person
$559
per person
Jan 31 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
Will be nice if the hotel can think about what a new hotel guest will be going through. They will usually drive up to the hotel and look for parking. Then they will look into how to check-in and how to get to their room. It will be nice to mention in the welcome text to fill out the registration and the credit card authorization, AND also mention if we have a vehicle, what shall we do. Also will be helpful if the text will let us know the office in the building will be closed on Saturdays (and Sundays?) We were trying to figure all these out while carrying our luggages under strong winds, lucky it didn't rain. Will also be helpful to text us that we need to submit those 2 forms, then we will receive our gate and door codes. Restroom didn't smell fresh. Other than the aforementioned, the stay was good.
Reviewed on Oct 27, 2025

Iberostar Waves Berkeley Shore
South Beach
Price was $1,407, price is now $549 per person
$549
per person
Jan 31 - Feb 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (1,449 reviews)
I absolutely loved my stay at the Iberostar Waves Berkeley Shore! From the moment we arrived, the service exceeded all expectations. The hotel is modern, clean, and perfectly located near the beach, restaurants, and all the best parts of South Beach.
A special shoutout to Abdullah—he was truly amazing. He was warm, welcoming, and went above and beyond to make us feel at home. Every interaction with him was genuine, and he made our stay feel extra comfortable and memorable.
The rooftop pool was peaceful, the rooms were spotless, and the beach service was a huge bonus. Overall, our experience was lovely, and I would absolutely stay here again. Highly recommended for anyone visiting Miami!
Reviewed on Nov 27, 2025


Cavalier Hotel South Beach
South Beach
Price was $1,345, price is now $560 per person
$560
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Wonderful stay for it being our first time in Miami. The hotel was clean and perfectly sized for a nice short trip. Location was incredible being on Ocean drive. Pricing was extremely fair for it being a holiday week and the service was incredible. Thank you for a good time and a pleasant stay!
Reviewed on Nov 28, 2025
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Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $223 total per night from Dec 2 to Dec 3
$223 total
Dec 2 - Dec 3
Total with taxes and fees
8.6/10 Excellent! (1,720 reviews)
Great room, restaurant, and shuttle!
Reviewed on Nov 26, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $177 total per night from Dec 2 to Dec 3
$177 total
Dec 2 - Dec 3
Total with taxes and fees
7.8/10 Good! (1,730 reviews)
Everything was beautiful and it was a pleasure to stay there. Will stay again.
Reviewed on Nov 25, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $228 total per night from Dec 2 to Dec 3
$228 total
Dec 2 - Dec 3
Total with taxes and fees
8.8/10 Excellent! (1,748 reviews)
The property was beautiful. The staff was welcoming and helpful. The room and accommodations were wonderful. Enjoyed the convenience of the concierge services as well as the shuttle. Everyone from the bellmen Sam to the shuttle drivers were friendly and made the time spent on property a joy.
Reviewed on Nov 25, 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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