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Florida Keys flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Price was CA $1,123, price is now CA $568 per person
CA $568
per person
Feb 8 - Feb 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was CA $2,513, price is now CA $1,126 per person
CA $1,126
per person
Mar 14 - Mar 20
found 21 hours ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Keys Dive Center and Mangrove Marina are located nearby.
The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was CA $1,987, price is now CA $944 per person
CA $944
per person
Feb 8 - Feb 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a private beach, and 3 bars/lounges. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was CA $1,377, price is now CA $656 per person
CA $656
per person
Feb 8 - Feb 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $19,260, price is now CA $9,357 per person
CA $9,357
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Book a stay at this luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Top Florida Keys hotels deals

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
The price is CA $225 per night
CA $225
CA $331 total
Jan 25 - Jan 26, 2026
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby.
On private beach
Pool
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Free cancellation
Reserve now, pay when you stay
The price is CA $812 per night
CA $812
CA $1,009 total
Dec 26 - Dec 27
includes taxes & fees
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Little Conch Key and Walkers Island are located nearby.
On private beach
Pool
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
Free cancellation
Reserve now, pay when you stay
The price is CA $422 per night
CA $422
CA $562 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sombrero Beach and Vaca Key are located nearby.
Pool
Spa
Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
68500 Overseas Hwy Long Key FL
Get rates
Book a stay at this beach resort in Long Key. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Long Key State Park and Fiesta Key are located nearby.
On private beach
Pool
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
Free cancellation
Reserve now, pay when you stay
The price is CA $198 per night
CA $198
CA $262 total
Jan 25 - Jan 26, 2026
includes taxes & fees
Stay at this hotel in Key Largo. Enjoy free WiFi, a marina, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Jacob's Aquatic Center are located nearby.
Pool
Pet-friendly
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 out of 5
84001 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
The price is CA $336 per night
CA $336
CA $469 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Windley Key Fossil Reef Geological State Park and History of Diving Museum are located nearby.
On private beach
Pool
Don't see what you're looking for?
See all available properties in Florida Keys
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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.

Popular places to visit

Duval Street

Duval Street

With a visit to Duval Street, a favorite shopping spot in Key West, you can search for that perfect souvenir. Wander the seaside or discover the area's beautiful sunsets.

Duval Street
South Beach featuring a sandy beach and a coastal town as well as a large group of people

Florida Keys Beaches

Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?

Florida Keys Beaches
Mallory Square

Mallory Square

You can find out about the history of Key West with a stop at Mallory Square. Stroll along the area's beautiful beaches or experience its lively festivals.

Mallory Square

Frequently asked questions

How much are vacation packages to Florida Keys?
You'll find a fantastic flight + hotel bundle for an affordable CA $568. With one of our Travelocity vacation packages, a getaway to Florida Keys has never looked so good! Save your time and money and then start packing that suitcase.
Where can I get the best vacation package deals for Florida Keys?
With as many as 400 airline partners and 1,000,000 hotels around the world, it's hard to beat Travelocity. Browse our impressive range and pick up the best Florida Keys vacation package. Don't you love it when trip planning is that easy?
Why should I book my Florida Keys vacation package via Travelocity?
Travel should be about making cherished memories and leaving all your troubles behind — which is why we have a team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our impressive range of destinations. So what are you waiting for? There's no time like the present to secure the vacation you've always dreamed of.
Will I save money on my Florida Keys car rental if I combine it with a hotel or flight?
You sure can with our Florida Keys vacation packages. With one of these, there are loads of ways to make your hard-earned cash go further. Bundle any two or more car, flight, hotel and tour bookings and watch your savings start to pile up. With a rental car, all the landmarks in and around Florida Keys are just a road trip away.
What is there to do in Florida Keys?
Florida Keys boasts hidden surprises around every turn, however make sure you plan a trip to Sombrero Beach and John Pennekamp Coral Reef State Park while you're in town. These landmarks should be on your to-do list.

Photos of local treasures

Browse Florida Keys vacation photos for more inspiration

Higgs Beach which includes a beach and tropical scenes as well as a large group of people
Dry Tortugas National Park which includes general coastal views and heritage architecture
Smathers Beach which includes windsurfing, a beach and tropical scenes
Florida Keys
John Pennekamp Coral Reef State Park showing marine life