
Sugarloaf Key Holidays from AU$3,954
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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.
The Latest Sugarloaf Key Holiday Deals
Price found within the past 48 hours. Click for updated prices.

President Hotel
South Beach
Price was AU$6,078, price is now AU$3,954 per person
AU$3,954
per person
26 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8.4/10 Very Good! (1,825 reviews)
Me gustó bastante la habitación con balcón, cómoda, amplia y con un baño grande...
Reviewed on 9 Oct 2025

Park Central South Beach
South Beach
Save 100% on your flight
Price was AU$7,969, price is now AU$4,685 per person
AU$4,685
per person
26 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8.6/10 Excellent! (116 reviews)
Perfect stay!! Def will be going back!
Reviewed on 11 Oct 2025

Bentley Hotel South Beach
South Beach
Save 100% on your flight
Price was AU$7,913, price is now AU$4,664 per person
AU$4,664
per person
26 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
9.2/10 Wonderful! (334 reviews)
Location is amazing, room confort and facilities really good. Staff very friendly and helpfull. I had an amazing experience.
Reviewed on 9 Oct 2025


The Penguin Hotel
South Beach
Price was AU$6,160, price is now AU$3,987 per person
AU$3,987
per person
26 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8.2/10 Very Good! (1,440 reviews)
It was across the beach and near Starbucks and other places that we want to visit like Versace mansion. Everyone were friendly especially Carmen at the front desk. Carmen was helpful
Reviewed on 9 Oct 2025
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

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$329 per night from 13 Oct to 14 Oct
AU$329
13 Oct - 14 Oct
includes taxes & fees
8.8/10 Excellent! (1,724 reviews)
"Loved my stay"
Reviewed on 6 Oct 2025

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
The price is AU$408 per night from 26 Oct to 27 Oct
AU$408
26 Oct - 27 Oct
includes taxes & fees
8.6/10 Excellent! (1,767 reviews)
"The Margaritaville resort was fantastic! All of the bartenders were phenomenal! Levan and Beatty. I'm not sure if I'm spelling her name correctly or not but, they were terrific. The resort was Super clean, terrific atmosphere. It was just awesome. We will be back soon! The food was also top notch. ..."
Reviewed on 6 Oct 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
The price is AU$407 per night from 29 Oct to 30 Oct
AU$407
29 Oct - 30 Oct
includes taxes & fees
8.6/10 Excellent! (2,775 reviews)
"We loved thi"
Reviewed on 7 Oct 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

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
AU$256
per adult
Explore a world of travel with Expedia
Lodging
- Bay Point Hotels
- B&B in Big Pine Key
- Cabin Rentals in Big Pine Key
- Business Hotels in Big Pine Key
- Family Hotels in Big Pine Key
- Big Pine Key Hotels
- Motels in Big Pine Key
- Ranches in Big Pine Key
- Big Torch Key Hotels
- Beach Hotels in Boca Chica Key
- Luxury Hotels in Boca Chica Key
- Boca Chica Key Hotels
- Town Houses in Boca Chica Key
- Motels in Cow Key
- Holiday Homes in Cudjoe Key
- Cudjoe Key Hotels
- Hotels near Florida Keys Beaches
- Luxury Hotels in Geiger Key
- Key Haven Hotels
- Key West Hotels
- Hotels near Key West Naval Station
- Hotels near Key West Visitors Center
- Historic Hotels in Little Torch Key
- Little Torch Key Hotels
- B&B in Lower Florida Keys
- Holiday Homes in Lower Florida Keys
- Luxury Hotels in Lower Florida Keys
- Pet Friendly Hotels in Lower Florida Keys
- Lower Keys Hotels
- Melody Key Hotels
- Holiday Homes in Raccoon Key
- Raccoon Key Hotels
- Cheap Hotels in Sands
- Hostels in Stock Island
- Stock Island Hotels
- Sugarloaf Shores Hotels
- Condo Rentals in Summerland Key
- Luxury Hotels in Summerland Key
- Summerland Key Hotels
Flights
- Flights to Boca Chica Key
- Flights to Lower Florida Keys
- Flights to Rockland Key
- Flights to Summerland Key
- Flights from Key West Intl.
- Flights from Little Torch Key
- Flights from Boca Chica Key
- Flights from Melody Key
- Flights from Middle Torch Key
- Flights from Big Pine Key
- Flights from Cancun (CUN) to Key West (EYW)
- Flights from Dallas (DFW) to Key West (EYW)
- Flights from New York (JFK) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Sydney (SYD) to Key West (EYW)
Packages
- Anne's Beach
- Visit Eden Pines
- Visit Big Pine Key
- Blue Waters Holidays
- Caribbean Club Bar
- Cinco de Mayo Park
- Cow Key Holidays
- Visit Cow Key
- Dry Tortugas National Park
- Ernest F. Coe Visitor Center
- Everglades National Park
- Flamingo Visitor Center
- Florida City Holidays
- Florida Keys Dive Center
- Fort East Martello Museum and Gallery
- Fort Jefferson
- Fort Jefferson Visitor Center
- Fort Zachary Taylor Historic State Park
- Founders Park
- Hm69 Nike Missile Base
- Homestead Holidays
- Islamorada Holidays
- Key Largo Holidays
- Key West Butterfly and Nature Conservatory
- Key West Holidays
- Marathon Holidays
- Marco Island Holidays
- Visit Ramrod Key
- Robbie's
- Sands Holidays
- Seven Mile Bridge
- Smathers Beach
- Sombrero Beach
- Southernmost Point
- Visit Stock Island
- Visit Summerland Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.