Exclusive Florida Keys Beaches Vacation Deals

Florida Keys Beaches vacation package deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was CA $2,331, price is now CA $1,420 per person
CA $1,420
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Price was CA $5,994, price is now CA $3,528 per person
CA $3,528
per person
Dec 23 - Dec 30
found 10 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Key West (EYW)
Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Price was CA $2,350, price is now CA $1,430 per person
CA $1,430
per person
Jan 6 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was CA $5,773, price is now CA $3,668 per person
CA $3,668
per person
Dec 23 - Dec 30
found 10 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Key West (EYW)
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Price was CA $7,311, price is now CA $4,678 per person
CA $4,678
per person
Dec 23 - Dec 30
found 10 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Price was CA $6,087, price is now CA $3,909 per person
CA $3,909
per person
Jan 20 - Jan 27
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
Stay at this 4-star business-friendly B&B in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Frequently asked questions

How much are vacation packages to Florida Keys Beaches?
Score an express ticket to an impressive deal with Travelocity's CA $1,420 Florida Keys Beaches vacation package. Not only will you save a ton of cash on your hotel and flights, you can also add on a couple more fun local activities or even a rental car.
Where can I get the best vacation package deals for Florida Keys Beaches?
You'll come across a tempting selection of Florida Keys Beaches package deals on Travelocity. With as many as 400 air carriers and 665,000 worldwide properties, putting together the ultimate escape will be a breeze.
Why should I purchase my Florida Keys Beaches vacation bundle via Travelocity?
We offer round-the-clock support, excellent service and a Price Match Guarantee. Travel is all about the journey — and we have amazing destinations for you to journey to all across the globe. Travel with us and make your hip pocket happy.
Can I go on vacation to Florida Keys Beaches at this time?
Our team has all the knowledge to help make your travel dreams a reality, so before booking a ticket to Florida Keys Beaches, read through our Covid-19 Travel Advisor. Here you'll find all the current info about travel restrictions, quarantine policies and other useful advice.

Top Florida Keys Beaches hotel deals

Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $139 per night
CA $139
CA $156 total
Dec 8 - Dec 9
includes taxes & fees
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Upper Sugarloaf Sound and Lower Sugarloaf Sound are located nearby.
Pool
Parking included
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939, Summerland Key, FL
Stay at this 3-star hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Upper Sugarloaf Key and Upper Sugarloaf Sound are located nearby.
On private beach
Pool
Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

Stay at this vacation home in Summerland Key. Enjoy free WiFi, private pools, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Upper Sugarloaf Key and Venture Out Keys are located nearby.
Pool
Hot tub
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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.

Best Lodging Options Near Florida Keys Beaches