Dredgers Key Vacation Packages

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Top Dredgers Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
per person
Sep 21 - Sep 28
found 20 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
8.8/10 Excellent! (1,668 reviews)
I really loved the whole experience from beginning to end! The receptionist are awesome and very pleasant to speak to all the staff are very pleasant and we really really enjoyed our stay

Reviewed on Jul. 29, 2025

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
per person
Sep 21 - Sep 28
found 20 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
10/10 Exceptional! (1,002 reviews)
Beautiful with excellent customer service. I very much enjoyed being here and didnt want to leave

Reviewed on Jul. 27, 2025

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
per person
Sep 21 - Sep 28
found 20 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
Stayed with my husband and 3 kids. The room was very spacious. The balcony was gorgeous overlooking the pool and the ocean. We all agreed for our next family trip we will stay here again. It was very close to the marina where we rented our boat. The island is fairly small so we didn’t feel we missed out by not staying on Duval street, especially with kids. I really appreciated the washer and dryer so we didn’t have to bring home wet bathing suits. The pool area has a volleyball area and outdoor games. Totally worth it to stay here with family.

Reviewed on Jul. 27, 2025

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Great place, huge rooms, 2 bathrooms, washer and dryer, screened in porch. Covered parking. Pool and games for lids. We had a great time.

Reviewed on Jul. 29, 2025

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.8/10 Exceptional! (1,005 reviews)
We have fallen in love with this place !!! Never had been here, came to Orchid Key for our anniversary weekend and are hooked. Local motel, quaint, clean, retro, friendly and amazing location. We have already rebooked ♥️

Reviewed on Jul. 28, 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 $185 per night from Aug 18 to Aug 19
CA $185
CA $278 total
Aug 18 - Aug 19
includes taxes & fees
8.4/10 Very Good! (1,386 reviews)
"I liked everything except the parking fee of $25.00 each night. I loved the towels and bed. I wished there’s a microwave and a bigger refrigerator."

Reviewed on Jul. 27, 2025

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is CA $254 per night from Aug 25 to Aug 26
CA $254
CA $378 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (2,650 reviews)
"Stay was good but we expected the private beach and it was not clean due to seaweeds so we couldn't use at all. The only reason we booked that hotel due to private beach access which was not available. Otberwise everything was good."

Reviewed on Jul. 27, 2025

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
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 4 to Aug 5
CA $174
CA $274 total
Aug 4 - Aug 5
includes taxes & fees
7.6/10 Good! (1,494 reviews)
"This property is amazing and has everything you need. We will be back."

Reviewed on Jul. 25, 2025

Blue Flamingo Resort Key West
See all 2,884 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 $1,320, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.