
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

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
The price is AU$404 per night from 13 Oct to 14 Oct
AU$404
13 Oct - 14 Oct
includes taxes & fees
8.6/10 Excellent! (1,790 reviews)
"We went during off peak season and it was amazing and quiet, relaxing."
Reviewed on 23 Sept 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$412 per night from 29 Sept to 30 Sept
AU$412
29 Sept - 30 Sept
includes taxes & fees
8.8/10 Excellent! (1,735 reviews)
"This was a nice hotel complex. Not really a resort in that there was only one restaurant on the property. And it was extremely limited in the menu selections and very expensive for the portion served. The complex needs to have a small cafe with coffee, appetizers or snacks. Also they should not book ..."
Reviewed on 24 Sept 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
The price is AU$395 per night from 29 Oct to 30 Oct
AU$395
29 Oct - 30 Oct
includes taxes & fees
8.6/10 Excellent! (2,777 reviews)
"Our concierge was amazing! Very attentive and accommodating."
Reviewed on 25 Sept 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.