Dredgers Key Vacation Packages

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Top Dredgers Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Price was CA $1,751, price is now CA $1,379 per person
CA $1,379
per person
Sep 16 - Sep 21
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.2/10 Very good! (2,289 reviews)
Great property and excellent value. The place was clean and very nice. Really appreciated how clean and well kept everything was.

Reviewed on Jul 9, 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $3,205, price is now CA $2,411 per person
CA $2,411
per person
Sep 16 - Sep 21
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.

Reviewed on Jun 7, 2026

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

3 out of 5
Price was CA $3,798, price is now CA $2,989 per person
CA $2,989
per person
Aug 20 - Aug 26
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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

Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
Old Town Key West
Price was CA $1,783, price is now CA $1,410 per person
CA $1,410
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
8.8/10 Excellent! (203 reviews)
The floors in the condo had not been cleaned in quite some time as the bottoms of our feet got nasty just by walking around the condo. Be aware that if you stay on any floor except the first floor, you are having to walking up and down all flight of stairs as there aren’t any elevators. Also, the older white lady that was at check in was telling me how awful it was to stay there. In actuality, it wasn’t except for the inconvenience of no elevator and the floors not being clean. Oh and the internet/tv connection is terrible.

Reviewed on Jul 6, 2026

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

3 out of 5
Old Town Key West
Price was CA $2,924, price is now CA $2,321 per person
CA $2,321
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
10/10 Exceptional! (1 review)
Loved the closeness to Duval st and the privacy

Reviewed on Oct 17, 2025

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Dredgers Key Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Jul 13 to Jul 14
CA $180
CA $338 total
Jul 13 - Jul 14
includes taxes & fees
8.6/10 Excellent! (2,340 reviews)
"Elevator was down. All of them. My dad is handicap and their only solution was to give him “waived parking fee”. Not really a solution… in the meantime, I’m Hauling everything up 4 flights of stairs. They should’ve waived the parking fee for everyone. We’ve stayed here before. And came back an again. ..."

Reviewed on Jul 10, 2026

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $216 per night from Aug 11 to Aug 12
CA $216
CA $346 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (3,447 reviews)
"Everything was excellent. The only bad thing; which is beyond the resorts control; the seaweed. The beach was unusable for swimmers and "oh" the smell. Other than this, the location, amenities, service, and property were great."

Reviewed on Jul 12, 2026

Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is CA $171 per night from Aug 11 to Aug 12
CA $171
CA $272 total
Aug 11 - Aug 12
includes taxes & fees
8.4/10 Very good! (2,528 reviews)
"The property had a lot of character. The amenities were so helpful and entertaining. The staff is visible and actively doing their job and friendly. I loved the games everywhere, the shuttle to downtown, and having a Starbucks onsite was nice."

Reviewed on Jul 12, 2026

Blue Flamingo Resort Key West
See all 2,795 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.
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Frequently asked questions

How much does a Dredgers Key vacation package cost?
Starting from only CA $1,379, a package is your gateway to cheaper travel. Custom build your Dredgers Key adventure by selecting from our extensive range of flights, hotels and rental cars.
How do I get a cheap travel package to Dredgers Key?
One word: bundle. Flights, hotels and rental cars — combine whatever you need into a Dredgers Key vacation package to save tons of cash. Score even bigger bargains when you add extras such as experiences or tours to your booking. But that's not the only good part. You have the flexibility to tailor your trip your own way. We offer over 550 airlines and 1,000,000 hotel options throughout the world, so that everyone has an opportunity to travel and fulfill those vacation fantasies.
Where should I stay in Dredgers Key?
With fascinating attractions like Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in this area, look for a hotel located near them. Mallory Square is another sight that draws in the crowds.
How far in advance should I book my Dredgers Key vacation?
To bag discount prices, book ASAP. Air carriers generally advertise flight tickets, along with some of the lowest fares, up to a year ahead of time. Hotels, experiences and car rental should also be booked early to avoid disappointment. If you're in need of a last-minute getaway to Dredgers Key, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Dredgers Key travel package include?
With Expedia, you can select any combination of car rentals, hotels and flights to build your perfect Dredgers Key package. Once you've made your booking, you can add on fun stuff like day tours and activities. Don't forget, the more you bundle, the bigger the savings!
What should I know before booking a Dredgers Key travel package?
When you book your flights, hotels and car rentals together, you'll land incredible discounts. Whether you're organizing a rural escape in a cottage or prefer to stay in a comfortable hotel in the city, Expedia will make it happen for less.
Can I choose my airline with a Dredgers Key Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You're in charge! We have access to more than 550 airline partners across the globe, so you have lots of choice when putting together your Dredgers Key adventure.
If I'm not able to travel, can I cancel my Dredgers Key vacation package?
Your situation can change unexpectedly, so yes, you can. You may be able to cancel or alter your Dredgers Key vacation package for free if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your hotel, car rental company or airline may charge additional fees. Looking for more information? Take a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

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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.