
Florida Keys Beach Vacations
Book a Beach Hotel + Flight or Car together to unlock savings
Top Beach vacation packages in Florida Keys

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Reviewed on Feb 23, 2026

Pier House Resort & Spa
Reviewed on Feb 26, 2026


La Siesta Resort & Villas
Reviewed on Feb 21, 2026

Tranquility Bay Beachfront Hotel and Resort
Reviewed on Feb 25, 2026
5* Beach vacations in Florida Keys

3 Night Beach vacations in Florida Keys

Hawks Cay Resort
Reviewed on Feb 26, 2026

La Siesta Resort & Villas
Reviewed on Feb 21, 2026

4 Night Beach vacations in Florida Keys

Lime Tree Bay Resort
Reviewed on Feb 24, 2026

La Siesta Resort & Villas
Reviewed on Feb 21, 2026

Pier House Resort & Spa
Reviewed on Feb 26, 2026
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 $530. 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

Southernmost Beach Resort and Guesthouses
Travelers like: on the beach, sun loungers, beach bars, beach yoga
Too many children!! No repeat rewards!!
Reviewed on Feb 26, 2026

Margaritaville Beach House Key West
Travelers like: close to beach, outdoor pool
Staff very friendly and helpful, received daily texts for anything we needed, room accommodations excellent, hotel restaurant food very good and really no complaints. Will definitely stay there again!
Reviewed on Feb 24, 2026

DoubleTree Resort by Hilton Grand Key - Key West
Travelers like: close to beach, sun loungers, beach umbrellas, outdoor pool
Nice clean hotel. Smathers beach right down the road. Shuttle to Duval and the airport were very nice.
Reviewed on Feb 24, 2026


















