Sugarloaf Key Holidays from £1,058

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Your Sugarloaf Key Holiday

From its highlights to its hidden gems, this city is best explored with a Sugarloaf Key holiday package. Check out hotels located in Sugarloaf Shores, which is good for families, fishing and views. Make your trip to Sugarloaf Key even more exciting by including some sightseeing. Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound are among the major attractions you'll want to explore. No matter your travel plans or budget, putting together the ultimate tailored Sugarloaf Key holiday is simple with Expedia.

Top Sugarloaf Key Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
President Hotel Villa
Miami Downtown Condos
Cavalier Hotel South Beach
Hotel Riu Plaza Miami Beach
Pelican Hotel

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

Top hotels in Sugarloaf Key

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (563 reviews)
Great place to enjoy

Reviewed on 29 Apr 2026

Sugarloaf Key Hotel at KOA Resort
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is £167 per night from 25 May to 26 May
£167
25 May - 26 May
includes taxes & fees
8.4/10 Very Good! (2,166 reviews)
Very comfortable beds, large clean rooms. Great staff. Food and drink was fine; maybe a bit overpriced. Fun things to do onsite was cool. Shuttle service to downtown is a huge perk because parking downtown is very pricey. Pools are lovely. A great perk would be bringing back breakfast in the main ...

Reviewed on 1 May 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is £207 per night from 11 May to 12 May
£207
11 May - 12 May
includes taxes & fees
8.6/10 Excellent! (2,191 reviews)
Elevator was broken for several days. The staff definitely helped with our luggage for checkout but the rest of the time we used the stairs. Still not so bad but the gates on the stairs did not lock properly so it gives the impression of a property that is not well maintained.

Reviewed on 30 Apr 2026

Beachside Resort & Residences
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

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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. Flight-inclusive packages are ATOL protected.