Dredgers Key Vacations from $1,011
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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 Windward Pointe, Key West
Save 100% on your flight
Price was $1,524, price is now $1,011 per person
$1,011
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
The room was very clean, and spacious. It fit our family of six perfectly. We had a 2 bedroom 2 bath.
Employees were friendly and helpful.
Our kids loved the pool and all of the games they had to offer pool side. There was lots of seating around the pool. Tables, beach chairs, loungers, swings facing the ocean, and a hammock.
My favorite part was the little restaurant they have pool side. Super kind workers. Everything we tried was delicious. The drinks were amazing.
Yes, it is next to the airport and you hear some planes a few times daily. Which didn’t bother my family at all.
If we went back to Key West 100% we’d be staying here
Reviewed on Jan 9, 2026
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $1,768, price is now $1,121 per person
$1,121
per person
Mar 21 - Mar 24
found 1 day 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
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $2,817, price is now $1,801 per person
$1,801
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Clean, roomy excellent staff
Reviewed on Jan 7, 2026
The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $2,556, price is now $1,734 per person
$1,734
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
really liked the shuttle especially for New Years Eve. Room is okay - could use some more decorations or touches. Excellent pool and grounds and welcoming staff. will stay again.
Reviewed on Jan 8, 2026
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Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$316 nightly
The price is $356 total per night from Jan 11 to Jan 12
$356 total
Jan 11 - Jan 12
Total with taxes and fees
8.6/10 Excellent! (1,871 reviews)
Very awesome and accommodating place!
Reviewed on Jan 5, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$435 nightly
The price is $489 total per night from Jan 13 to Jan 14
$489 total
Jan 13 - Jan 14
Total with taxes and fees
8.6/10 Excellent! (2,982 reviews)
Fun and safe
Reviewed on Jan 6, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$283 nightly
The price is $318 total per night from Jan 11 to Jan 12
$318 total
Jan 11 - Jan 12
Total with taxes and fees
8/10 Very Good! (1,831 reviews)
Room was clean. Amenities were great.
Reviewed on Jan 6, 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.
