Florida Keys Vacations from $596

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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.
Cavalier Hotel South Beach
The Shelborne By Proper, a Member of Design Hotels
The Retreat Collection at 1 Hotel & Homes South Beach
Bahama Beach Club Pompano
Hotel Riu Plaza Miami 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

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
$199 nightly
The price is $224 total per night from Oct 26 to Oct 27
$224 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (1,221 reviews)
"room were cleaned every morning; we were able to park under the room drinks were pricy"

Reviewed on Oct 9, 2025

Cheeca Lodge & Spa
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
$320 nightly
The price is $360 total per night from Oct 30 to Oct 31
$360 total
Oct 30 - Oct 31
Total with taxes and fees
8.6/10 Excellent! (1,011 reviews)
"Clean room, nice staff and facilities"

Reviewed on Oct 12, 2025

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive, Key Largo, FL
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $146 total per night from Oct 16 to Oct 17
$146 total
Oct 16 - Oct 17
Total with taxes and fees
8.8/10 Excellent! (1,095 reviews)
Love it
"Absolutely loved the hotel. The room was amazing. Great view of the boat cancel"

Reviewed on Oct 11, 2025

Waterside Suites & Marina
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.

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.