Sugarloaf Key Beach Vacations

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Find your perfect Sugarloaf Key beach vacation

How do I book the best Sugarloaf Key beach vacation packages?

Life’s a beach when you dive into our brilliant Sugarloaf 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 Sugarloaf Key?

A rental steps from the shore creates an amazingly affordable Sugarloaf 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 Sugarloaf 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 Sugarloaf 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 Sugarloaf 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 Sugarloaf 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 Sugarloaf Key beach vacation deals?

Sort your search results by deals to delight in amazing Sugarloaf 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 Sugarloaf Key beach trip with free cancellation and/or flexible dates?

Just like the Sugarloaf 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 Sugarloaf 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 Sugarloaf Key. (OK, maybe not that last part.)

Top Beach Sugarloaf Key Hotels

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
  • 10 min drive from Florida Keys Beaches
Stroll along the shore in Summerland Key, as you'll be within walking distance of a private beach when booking a getaway at this hotel. Amenities at Sugarloaf ...
9.8/10 Exceptional! (566 reviews)

Travelers like: on the beach, outdoor pool

Travelers say...
The staff and the property were excellent. They really work hard to keep things clean and they’re very friendly. The property features are excellent for the most part. The only disappointment was the beach. It was small and the water was very dirty. Not something I’d swim in but none of the beaches ...

Reviewed on May 5, 2026

Sugarloaf Key Hotel at KOA Resort
Florida Keys Beach Getaway

Florida Keys Beach Getaway

Sugarloaf Key FL
  • 3 min walk from Florida Keys Beaches
This vacation home is an excellent choice for listening to the waves on Florida Keys Beaches if you're searching for a Summerland Key vacation.
9.8/10 Exceptional! (28 reviews)
The Online Property Manager almost pushed us to ask for a refund by telling us about loud dock construction between the hours of 10am -2pm every day immediately after he secured our final payment for the trip. Thankfully Tom who is the onsite manager was amazing and had the construction stopped for ...

Reviewed on Oct 3, 2025

Florida Keys Beach Getaway
Sublimely private luxury home with enveloping oceanfront views near Key West

Sublimely private luxury home with enveloping oceanfront views near Key West

Sugarloaf Key FL
  • 9 min drive from Florida Keys Beaches
Make the most of this fantastic location, as you'll be a short walk from the beach with a holiday at this vacation home.
Sublimely private luxury home with enveloping oceanfront views near 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.

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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.