Dredgers Key Vacation Packages 2026 from $1,063

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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 Sunset Harbor, Key West

Old Town Key West

Save 100% on your flight

$1,063

per person

Oct 5 - Oct 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

8.6/10 Excellent! (405 reviews)

Make sure to unload your luggage before parking. The garage is across the street and there is no elevator. Also, I was not aware that they charge you $40 a night to park. I would also recommend calling before your arrival and confirming your stay. My Hotels app had me arriving Friday and checking out Sunday, but the receptionist only has me staying for 1 night. I’m not sure who’s fault that is, but it was annoying to have to go on the Hyatts website and book 1 night. Luckily they had availability.

Reviewed on Aug 17, 2026

The Key West Hotel

Key West Historic District

Save 100% on your flight

$2,764

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (561 reviews)

Great place to stay - highly recommend.

Reviewed on Aug 20, 2026

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

Save 100% on your flight

$1,756

per person

Oct 14 - Oct 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (3 reviews)

Key west is a vibe! My teenagers had a blast. No complaints. A lot of elders which is fine. I do have teens and they seems less than pleased while at he pool. We didn’t care though! We will be back, can not beat the location .

Reviewed on Mar 26, 2026

Amelia Home by Avantstay In Historic Old Town w/ Pool

Old Town Key West

Save 100% on your flight

$2,525

per person

Oct 17 - Oct 21

found 21 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

10/10 Exceptional! (3 reviews)

Loved it

Reviewed on Mar 20, 2026

Hyatt Vacation Club at Beach House, Key West

$1,313

per person

Oct 28 - Nov 1

found 19 hours ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,176 reviews)

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Dredgers Key Hotel Deals

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

$203 nightly

$228 total

Sep 1 - Sep 2

Total with taxes and fees

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$136 nightly

$153 total

Aug 24 - Aug 25

Total with taxes and fees

8.2/10 Very Good! (2,357 reviews)

"I always stay here. It's nice and clean. Rooms are pretty tight, but they are nice."

Reviewed on Aug 22, 2026

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$197 nightly

$221 total

Sep 15 - Sep 16

Total with taxes and fees

9/10 Wonderful! (1,863 reviews)

"It was so relaxing and shuttles was awesome to and from downtown and airport."

Reviewed on Aug 21, 2026

See all 2,769 properties in Dredgers Key

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.