Grassy Key Beach Vacations
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Top Beach vacation packages in Grassy Key
- The Pelican Key Largo Cottages
Jan 11 - Jan 16The Pelican Key Largo Cottages + Flight
Key Largo5 nights2.0 star property9.0/10 - Wonderful (1,011 reviews)"Great time"Reviewed November 10, 2026Roundtrip • Philadelphia (PHL) - Miami (MIA)PHL - MIA • Nonstop MIA - PHL • Nonstop$713$514found 2 days agoper traveler - Bayside Inn Key Largo
Jan 11 - Jan 16Bayside Inn Key Largo + Flight
Key Largo5 nights3.0 star property8.4/10 - Very good (1,868 reviews)"The location is perfect and wonderful views of the sunset. Plenty of seating by the water. Free parking! Walking distance to restaurants, bars, shops! This was our 3rd time to Bayside inn. I felt the rooms looked a bit deteriorated, lots of rusting in shower area and on furniture and near closet area. No towels at pool area, had to walk back to reception to get them. Staff super friendly though and bed was comfy and AC was cold, so we would return!"Reviewed November 10, 2026Roundtrip • Philadelphia (PHL) - Miami (MIA)PHL - MIA • Nonstop MIA - PHL • Nonstop$782$551found 2 days agoper traveler - Azul del Mar
Jan 11 - Jan 16Azul del Mar + Flight
Key Largo5 nights3.5 star property9.0/10 - Wonderful (919 reviews)"Well maintained property. Quiet and peaceful."Reviewed November 9, 2026Roundtrip • Philadelphia (PHL) - Miami (MIA)PHL - MIA • Nonstop MIA - PHL • Nonstop$936$660found 2 days agoper traveler - Rock Reef Resort
Jan 11 - Jan 16Rock Reef Resort + Flight
Rock Harbor5 nights2.5 star property9.2/10 - Wonderful (1,211 reviews)Roundtrip • Philadelphia (PHL) - Miami (MIA)PHL - MIA • Nonstop MIA - PHL • Nonstop$840$598found 2 days agoper traveler - Sunset Cove Beach Resort
Jan 11 - Jan 16Sunset Cove Beach Resort + Flight
Key Largo5 nights2.5 star property9.2/10 - Wonderful (1,004 reviews)"Very nice place, friendly staff"Reviewed November 10, 2026Roundtrip • Philadelphia (PHL) - Miami (MIA)PHL - MIA • Nonstop MIA - PHL • Nonstop$1,003$760found 2 days agoper traveler
What to do in Grassy Key
Marathon: Rhum Runner Aqua Park Adventure
Day Sailing Adventure in the Florida Marine Sanctuary
Top Beach Grassy Key Hotels
"The first night we had an awful room. Next nights we had a nice room. Breakfast was a survival kit ,we expected something outstanding by the guests comments. Excuse : we are remodeling the kitchen."
"Room is simple but clean and everything is there what might be needed."
Grassy Flats Resort & Beach Club
Grassy Flats Resort & Beach Club"Excellent all around"
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets
🌊 Private Oasis With Pool Spa Dock and Ocean right in your backyard 🌊 allow pets"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, and Grassy Key was a great central location for day trips both north and south. We spent most of our time out exploring, on the water, or enjoying the area, so having an affordable waterfront place to...
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 $514. Prices and availability are subject to change. Additional terms may apply.
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.)