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The Latest Dredgers Key vacation packages
Price found within the past 48 hours. Click for updated prices.


Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,004 reviews)
Not a hotel. This is more of a timeshare set up with minimal services. Parking was a challenge and there are not really any restaurants etc. near the facility. The beach is not great and very small. That being said it is very clean, spacious, full kitchen, washer/dryer, cold ac, well maintained property and very comfortable. It was nice for everyone to have their own space, be able to prepare some meals, and quiet except for the roosters roaming the property.
Reviewed on Aug 8, 2025



The Perry Hotel & Marina Key West
Save 100% on your flight
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,055 reviews)
Everything went well our entire stay, My Husband and I werw celebrating our 10 year wedding Anniversary. And happy we chose to stay there.
Reviewed on Aug 11, 2025
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Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $218 total per night from Aug 13 to Aug 14
$218 total
Aug 13 - Aug 14
Total includes taxes and fees
8.4/10 Very Good! (1,440 reviews)
"We stayed in the 2 bedroom Suite, very spacious & clean. Would definitely stay there again."
Reviewed on Aug 9, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $190 total per night from Sep 10 to Sep 11
$190 total
Sep 10 - Sep 11
Total includes taxes and fees
7.6/10 Good! (1,531 reviews)
"The stay was nice. Staff was helpful. I did not receive anything from being an Expedia vip that we were entitled to but otherwise everything else was good."
Reviewed on Aug 8, 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
$237 nightly
The price is $266 total per night from Aug 25 to Aug 26
$266 total
Aug 25 - Aug 26
Total includes taxes and fees
8.6/10 Excellent! (2,670 reviews)
"Pools are always packed with no chairs avaliable after 10am. Beach is a mud playground. Rooms are clean, staff is nice. I was supposed to get a free bottle of wine and 30usd boucher but I didn't bring it up to their attention I wouldn't have gotten it. Parking is $46 per night plus a amenity fee ..."
Reviewed on Aug 11, 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.