Dredgers Key Vacations from $1,307
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The Latest Dredgers Key vacation packages
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $2,030, price is now $1,307 per person
$1,307
per person
Feb 23 - Feb 28
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
Reception was courteous but housekeeping was terrible. Waitstaff was overwhelmed.
Reviewed on Jan 2, 2026
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $3,226, price is now $1,870 per person
$1,870
per person
Mar 12 - Mar 17
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable.
Reviewed on Dec 12, 2025
Ella's Cottages - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $3,056, price is now $1,973 per person
$1,973
per person
Mar 12 - Mar 17
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (390 reviews)
Some poolside seating was more comfy than others, but it's a great area for groups or individuals. Breakfast was a wonderful basket delivered to our front porch every morning with delightful pastries, yogurt, granola, juice, hard boiled eggs, and other yummy accompaniments. Staff was SO friendly and efficient. Bed was comfy. Very walkable to Duval and other areas for shopping, dining and sight-seeing. I'd stay there again.
Reviewed on Dec 31, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,258, price is now $1,482 per person
$1,482
per person
Mar 12 - Mar 17
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,044 reviews)
We had an amazing day at the bungalows. Our room was clean and spacious! Several pools on property. Would stay here again. Can’t wait to come back.
Reviewed on Jan 4, 2026
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,168, price is now $1,433 per person
$1,433
per person
Mar 12 - Mar 17
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (831 reviews)
Love staying in historic areas in old town. Free drink in bar. Cool place and staff was friendly and helpful
Reviewed on Jan 4, 2026
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Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$317 nightly
The price is $357 total per night from Jan 19 to Jan 20
$357 total
Jan 19 - Jan 20
Total with taxes and fees
8.4/10 Very Good! (1,858 reviews)
The grounds are beautiful. Our room was a smaller room and it was nice but some things didn’t work properly. The toilet didn’t flush well, the shower head would turn on when filling the bathtub, tv would turn off randomly and the floors were dirty. Reasonably price in comparison to other places in ...
Reviewed on Jan 1, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$292 nightly
The price is $329 total per night from Jan 6 to Jan 7
$329 total
Jan 6 - Jan 7
Total with taxes and fees
8/10 Very Good! (1,816 reviews)
The hotel is perfect for the price. Only disappointment was show service which might be due to the holiday season.
Reviewed on Jan 1, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$273 nightly
The price is $307 total per night from Jan 11 to Jan 12
$307 total
Jan 11 - Jan 12
Total with taxes and fees
8.8/10 Excellent! (1,772 reviews)
Friendly staff
Reviewed on Jan 2, 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 Dredgers Key Vacation Packages
Dredgers Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
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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.
