Cudjoe Key Vacation Packages
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Your Cudjoe Key Vacation
Say bye-bye to the hassle of planning and hello to a Cudjoe Key vacation package. With everything organized before you go, you can focus on discovering this city, starting with Sugarloaf Shores, which is great for families, fishing and views. Make your trip to Cudjoe Key even more fulfilling by including some sightseeing. Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound are among the most popular attractions worth exploring. Whoever you're going away with and whether your budget is big or small, your ultimate Cudjoe Key vacation is just a few clicks away with Expedia.
Top Cudjoe Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Miami Downtown Condos
Downtown Miami
Price was CA $3,106, price is now CA $1,355 per person
CA $1,355
per person
Jun 27 - Jul 3
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.2/10 Very Good! (135 reviews)
Everybody was very nice, helpful and friendly they answered All my questions right away helped me right away the condo was so clean and nice my balcony loved it beautiful view I’m definitely coming back they get 10 stars from go book them I asked for a late check out they answered right away and gave it to me I love them I’m definitely coming back
Reviewed on Apr 14, 2026
Casablanca Miami Beach
North Beach
Price was CA $10,071, price is now CA $4,002 per person
CA $4,002
per person
Jul 2 - Jul 7
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
5.8/10 (322 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great.
It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.
Reviewed on Feb 22, 2026
Cavalier Hotel South Beach
South Beach
Price was CA $3,585, price is now CA $1,829 per person
CA $1,829
per person
Jun 16 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.6/10 Excellent! (1,000 reviews)
Room was clean and had ocean views. The staff was amazing! We ate a breakfast and a dinner at the hotel and both were amazing as well!
Reviewed on Apr 14, 2026
President Hotel
South Beach
Price was CA $3,010, price is now CA $1,566 per person
CA $1,566
per person
Jun 16 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.4/10 Very Good! (2,145 reviews)
Stay was okay but room was disappointing, the photo used for suite is misleading.
Reviewed on Apr 14, 2026
President Hotel Villa
South Beach
Price was CA $3,010, price is now CA $1,566 per person
CA $1,566
per person
Jun 16 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.2/10 Very Good! (1,001 reviews)
Our new favorite hotel in Miami. Great location , and fantastic staff. Check in was a breeze , breakfast included, clean room.
Reviewed on Apr 13, 2026
Cudjoe Key Hotel Deals
Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key FL
8.6/10 Excellent! (162 reviews)
Great house, so clean Nicole was so pleasant and responsive
Reviewed on Feb 18, 2026
Seabreeze Escape WF RV Lot 489
Cudjoe Key FL
The price is CA $233 per night from Apr 17 to Apr 18
CA $233
CA $411 total
Apr 17 - Apr 18
includes taxes & fees
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Apr 20 to Apr 21
CA $246
CA $354 total
Apr 20 - Apr 21
includes taxes & fees
8.2/10 Very Good! (2,090 reviews)
We loved this hotel! The staff was very friendly and accommodating. Jose, the Lobby Ambassador, went above and beyond to make sure we well taken care of. We would definitely go back.
Reviewed on Apr 16, 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.
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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.
