
Sugarloaf Key Holidays
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Your Sugarloaf Key Holiday
Book a Sugarloaf Key holiday package and get set to experience the best of this lively city. Consider basing yourself in the neighbourhood of Breezeswept Beach Estates, which is great for adventure sports, fishing and watersports. If your trip to Sugarloaf Key includes some sightseeing, hit up well-known attractions like Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound. A couple of clicks is all it takes to create your dream Sugarloaf Key holiday on Expedia.
Sugarloaf Key Holiday
Sugarloaf Key Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Max Temp Winter | 24ºC |
Max Temp Summer | 29ºC |
Top Sights | Florida Keys Beaches, Boca Chica Nude Beach and Sugarloaf Beach |
Our pick of the best Sugarloaf Key Hotel Deals

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$297 per night from 26 Aug to 27 Aug
AU$297
26 Aug - 27 Aug
includes taxes & fees
8.4/10 Very Good! (1,465 reviews)
"Food options was great, the bed comfort was a little to firm, but the linens was awesome, the suite was very equipped and beautifully updated. Did not get in the pool because the water was not circulating clean and maintenance at night, very nice pool area, but felt the pool water was not clean."
Reviewed on 17 Aug. 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$222 per night from 24 Aug to 25 Aug
AU$222
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,068 reviews)
"Loved the pool and convince of hotel. Staff was Excellent!!"
Reviewed on 17 Aug. 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$291 per night from 16 Sept to 17 Sept
AU$291
16 Sept - 17 Sept
includes taxes & fees
7.6/10 Good! (1,545 reviews)
Pretty good for budget
"Was clean and friendly staff, shuttle driver were also nice, the pool was awesome and so was the bar. Only thing is I thought there was a balcony but it is more of a motel set up. But the rooms are comfy and very coast home inspired"
Reviewed on 17 Aug. 2025
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.
What to do in Sugarloaf Key

Private Sandbar Adventure in Key West Backcountry
AU$762
per traveller

Golden Glare Fishing Charter with Experienced Captain
AU$996
per traveller
Frequently asked questions
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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.