Grassy Key Beach Vacations
Book a Beach Hotel + Flight or Car together to unlock savings
Find your perfect Grassy Key beach vacation
How do I book the best Grassy Key beach vacation packages?
Life’s a beach when you dive into our brilliant Grassy Key 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 Grassy Key?
A rental steps from the shore creates an amazingly affordable Grassy Key beach vacation. Seaside sojourns during low season start from . Prices and availability are subject to change. Additional terms may apply.
When should I book a Grassy Key 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 Grassy Key?
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 Grassy Key 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 Grassy Key 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 Grassy Key beach vacation deals?
Sort your search results by deals to delight in amazing Grassy Key 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 Grassy Key beach trip with free cancellation and/or flexible dates?
Just like the Grassy Key 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 Grassy Key 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 Grassy Key. (OK, maybe not that last part.)
Top Beach Grassy Key Hotels
Rainbow Bend Resort
- 22 min walk from Dolphin Research Center
Travelers like: on the beach, outdoor pool
"The place is clean, and quaint. The staff is very helpful. Unfortunately, the sargassum was still pretty bad so the water was murky and smelled horrible. The pool was closed for maintenance, but we were allowed to use their Sister property. Breakfast was great!"
Reviewed on Sep 20, 2026
Grassy Flats Resort & Beach Club
- 14 min walk from Dolphin Research Center
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
- 29 min walk from Dolphin Research Center
"We had a great week at this property and ultimately gave it 5 stars because it delivered exactly what we needed: an unbeatable location, beautiful water views, and a convenient home base for exploring the Keys.The biggest strengths are definitely the setting and location. The views are fantastic, ..."
Reviewed on Jul 5, 2026
Things to do
Day Sailing Adventure in the Florida Marine Sanctuary
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