Florida Keys Vacations from $207

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Your Florida Keys Vacation

When adventure calls, answer it with a tailor-made vacation package to Florida Keys. Wherever it is you're going and whatever you have planned, prepare to discover a destination with plenty to offer. A trip to Florida Keys wouldn't be complete without spending some time in its best cities, starting with Key West. Two of the top attractions here include Smathers Beach and Mallory Square. Key Largo is another favorite city with Florida Keys travelers. Visitors to this destination enjoy John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill. Expedia has hotels, flights and whatever else you need to help you put together your very own customized Florida Keys vacation today.

The Latest Florida Keys vacation packages

Price found within the past 48 hours. Click for updated prices.
Henrosa Hotel
iCoconutGrove Vacation Rentals
The Retreat Collection at 1 Hotel & Homes South Beach
Pelican Grand Beach Resort - A Noble House Resort
Hampton Inn Boca Raton-Deerfield Beach
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Where to stay in Florida Keys

Find the best Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Florida Keys

Discover the most popular places to visit in Florida Keys

What to do in Florida Keys

Florida Keys Hotel Deals

Hawks Cay Resort
Hawks Cay Resort
4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Fully refundableReserve now, pay when you stay
$368 nightly
The price is $413 total per night from Jul 20 to Jul 21
$413 total
Jul 20 - Jul 21
Total includes taxes and fees
8/10 Very Good! (1,007 reviews)
"Great vacation. We will be returning soon!"

Reviewed on Jul 9, 2025

Hawks Cay Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $282 total per night from Jul 20 to Jul 21
$282 total
Jul 20 - Jul 21
Total includes taxes and fees
9/10 Wonderful! (1,128 reviews)
"Resort has a lot of rentals and plenty to do there. Staff is awesome."

Reviewed on Jul 10, 2025

Cheeca Lodge & Spa
Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $217 total per night from Aug 11 to Aug 12
$217 total
Aug 11 - Aug 12
Total includes taxes and fees
9/10 Wonderful! (1,484 reviews)
"Amenities were great"

Reviewed on Jul 9, 2025

Chesapeake Beach Resort
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.

Find the Best Florida Keys Vacation Packages

Florida Keys Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Miami Intl. Airport (MIA)

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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.