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Florida Keys flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
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 $4,751, price is now CA $2,019 per person
CA $2,019
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
Stay at this 4-star beach hotel in Miami Beach. Enjoy free WiFi, a private beach, and 3 bars/lounges. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Price was CA $6,029, price is now CA $2,735 per person
CA $2,735
per person
Dec 25 - Jan 1
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 a rooftop terrace. 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.
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 $18,886, price is now CA $8,710 per person
CA $8,710
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was CA $5,004, price is now CA $2,402 per person
CA $2,402
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Stay at this 4-star historic resort in Miami Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
Maison Felix

Maison Felix

2 out of 5
North Beach
Price was CA $6,018, price is now CA $3,029 per person
CA $3,029
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy a 24-hour front desk, daily housekeeping, and a garden. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

Top Florida Keys hotels deals

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $195 per night
CA $195
CA $313 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Florida Keys Brewing Co. and MoradaWay Arts & Cultural District are located nearby.
On private beach
Pool
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $307 per night
CA $307
CA $401 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this 3.5-star beach hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the bar in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill are located nearby.
On private beach
Pool
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $405 per night
CA $405
CA $533 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park 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, MM 47, Marathon, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $339 per night
CA $339
CA $461 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this 5-star 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
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $186 per night
CA $186
CA $303 total
Oct 28 - Oct 29
includes taxes & fees
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
On private beach
Pool
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 $166 per night
CA $166
CA $266 total
Oct 28 - Oct 29
includes taxes & fees
Stay at this 3.5-star 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
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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

4.5/5(161 reviews)

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
Southernmost Point

Southernmost Point

4/5(160 reviews)

You can find out about the history of Key West with a stop at Southernmost Point. Discover the area's lively bars and its lively festivals.

Southernmost Point
Mallory Square

Mallory Square

4.5/5(148 reviews)

You can find out about the history of Key West with a stop at Mallory Square. Stroll along the area's seaside 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 $2,019. 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