Florida Keys Beach Vacations

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    Save up to $2,000 when you book a flight and hotel together*
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Top Beach vacation packages in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Amara Cay Resort
La Siesta Resort & Villas
Tranquility Bay Beachfront Hotel and Resort
Hawks Cay Resort
Cheeca Lodge & Spa
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5* Beach vacations in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Cheeca Lodge & Spa
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3 Night Beach vacations in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Cheeca Lodge & Spa
Amara Cay Resort
La Siesta Resort & Villas
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See all available trips from Columbus to Florida Keys
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4 Night Beach vacations in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Ibis Bay Beach Resort
Amara Cay Resort
Cheeca Lodge & Spa
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See all available trips from Columbus to Florida Keys
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Find your perfect Florida Keys beach vacation

How do I book the best Florida Keys beach vacation packages?

Life’s a beach when you dive into our brilliant Florida Keys beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Florida Keys?

A rental steps from the shore creates an amazingly affordable Florida Keys beach vacation. Seaside sojourns during low season start from $301. Prices and availability are subject to change. Additional terms may apply.

When should I book a Florida Keys beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Florida Keys?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Florida Keys beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Florida Keys vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Florida Keys beach vacation deals?

Sort your search results by deals to delight in amazing Florida Keys beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Florida Keys beach trip with free cancellation and/or flexible dates?

Just like the Florida Keys tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Florida Keys beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Florida Keys. (OK, maybe not that last part.)

Top Beach Florida Keys Hotels

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
  • 29 min drive from Florida Keys Beaches
Make the most of this fantastic location, as you'll be close to a private beach with a stay at this hotel. 2 restaurants, 2 bars, and an outdoor pool are just ...
8.6/10 Excellent! (2,336 reviews)

Travelers like: on the beach, sun loungers, beach towels, outdoor pool

Travelers say...
"Perfect place to stay. We would have had so much fun if we had known about that place last year. We definitely will come back"

Reviewed on Jul 9, 2026

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
  • 36 min drive from Florida Keys Beaches
This spa hotel is a few steps from South Beach, where you can watch the sunset on your beach trip. Amenities at Southernmost Beach Resort and Guesthouses include ...
8.8/10 Excellent! (3,438 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach yoga

Travelers say...
"found dirty ice bucket in room and every night the ceiling fan and light would come on and stay on or flash on and off. Told the office staff two days in a row and they only wanted to give me resort credit. Not concerned at all that our nights were disrupted at midnight every night! Seems by reading ..."

Reviewed on Jul 9, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
  • 33 min drive from Florida Keys Beaches
At this hotel, get ready to stroll along the shoreline in Key West, as you'll be close to Florida Keys Beaches. Amenities at Margaritaville Beach House Key West ...
8.8/10 Excellent! (1,820 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...
"The room had a terrible order to it and the furniture looked very worn out. We didn't even unpacked, and went down and checked out"

Reviewed on Jul 8, 2026

Margaritaville Beach House Key West
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.

Things to do

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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.