Florida Keys Vacations 2025/2026 from CA $854

Florida Keys flight + hotel packages

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

Cavalier Hotel South Beach

South Beach

CA $854

per person

Dec 16 - Dec 23

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

Stay at this 3.5-star 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

South Beach

CA $11,815

per person

Nov 12 - Nov 16

found 10 hours ago

Roundtrip flight included

Detroit (DTW) 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.

Bentley Hotel South Beach

South Beach

CA $1,577

per person

Dec 16 - Dec 23

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 rooftop terrace, and free bicycles on site. 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.

Ella's Cottages - Key West Historic Inns

Old Town Key West

CA $1,655

per person

Dec 16 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Flow Miami Hotel

Downtown Miami

CA $1,052

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

Stay at this 3.5-star apartment in Miami. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Popular attractions Kaseya Center and Bayside Marketplace are located nearby.

Top Florida Keys hotels deals

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

Free cancellation

Reserve now, pay when you stay

CA $123

CA $233 total

Oct 1 - Oct 2

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

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

97000 Overseas Hwy, Key Largo, FL

Free cancellation

Reserve now, pay when you stay

CA $404

CA $531 total

Oct 5 - Oct 6

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

1 Knights Key Boulevard, MM 47, Marathon, FL

Free cancellation

Reserve now, pay when you stay

CA $325

CA $448 total

Oct 1 - Oct 2

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

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL

Free cancellation

Reserve now, pay when you stay

CA $171

CA $270 total

Oct 1 - Oct 2

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

Reefhouse Resort & Marina

103800 Overseas Hwy, Key Largo, FL

Free cancellation

Reserve now, pay when you stay

CA $305

CA $398 total

Oct 7 - Oct 8

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

Marina Del Mar Resort and Marina

527 Caribbean Drive, Key Largo, FL

Free cancellation

Reserve now, pay when you stay

CA $121

CA $176 total

Oct 9 - Oct 10

includes taxes & fees

Stay at this hotel in Key Largo. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park 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.

Popular places to visit

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.

Southernmost Point

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.

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.

Frequently asked questions

How much are vacation packages to Florida Keys?

You'll find a fantastic flight + hotel bundle for an affordable CA $854. 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.