Sugarloaf Key Vacations from $369
Book a Hotel + Flight or Car together to unlock savings
Your Sugarloaf Key Vacation
From its highlights to its hidden gems, this city is best explored with a Sugarloaf Key vacation 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 vacation is simple with Expedia.
The Latest Sugarloaf Key vacation packages
Price found within the past 48 hours. Click for updated prices.
Creekside Inn
Price was $921, price is now $369 per person
$369
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
The room was very small. The whole resort needed updating. There is no accommodations for seniors on the first floor. They said they could guarantee the room size, but they could not guarantee first floor access to those with disabilities.
Other than the manager who is all business and not very sympathetic to anything, the staff that I met was very nice. To me it wasn’t worth the price we paid for it.
Reviewed on Mar 2, 2026
Casablanca Miami Beach
North Beach
Price was $3,587, price is now $1,414 per person
$1,414
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
5.8/10 (311 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great.
It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.
Reviewed on Feb 22, 2026
Solé Miami, A Noble House Resort
Ocean Four
Price was $1,295, price is now $599 per person
$599
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.4/10 Very Good! (1,935 reviews)
we had an average stay; the toilet ran all night, food was not good. Female Bartender and waitress at the pool were excellent! Good drinks at the pool; Beach attendents very helpful!
Reviewed on Mar 2, 2026
President Hotel
South Beach
Price was $1,176, price is now $550 per person
$550
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.4/10 Very Good! (1,775 reviews)
I really liked the location — it was very convenient. The room was pretty big and very clean, which made the stay comfortable. The staff was friendly and welcoming. The breakfast was okay, nothing special, but it was fine.
Reviewed on Mar 1, 2026
Don't see what you're looking for?
See all available trips from Columbus to Sugarloaf Key
View all trips
Discover the most popular places to visit in Sugarloaf Key
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Key
4/5(21 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
What to do in Sugarloaf Key
Golden Glare Fishing Charter with Experienced Captain
$650
per traveler
Sugarloaf Key Hotel Deals
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (497 reviews)
Room was spacious with a great view ! Pet friendly! I couldn’t ask for a better stay honestly.
Reviewed on Mar 2, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$577 nightly
The price is $649 total per night from Mar 4 to Mar 5
$649 total
Mar 4 - Mar 5
Total with taxes and fees
8.8/10 Excellent! (3,104 reviews)
All pools and beaches should have same chair reservation rules. Seaside we could not get a seat due to people saving seats in the am not using them until after Lunchtime. Also, Sunset Bar by the pier wasn’t staffed or open. Beds were not comfortable for a premium resort. Replacement of the mattresses ...
Reviewed on Mar 2, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$483 nightly
The price is $544 total per night from Mar 25 to Mar 26
$544 total
Mar 25 - Mar 26
Total with taxes and fees
8.8/10 Excellent! (1,788 reviews)
clean but dated room. some lights didn't work. AC problem staff resolved.
Reviewed on Mar 3, 2026
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.
Find the Best Sugarloaf Key Vacation Packages
Sugarloaf Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Max Temp Winter | 75ºF |
Max Temp Summer | 85ºF |
Top Sights | Florida Keys Beaches, Boca Chica Nude Beach and Sugarloaf Beach |
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
- Key West Hotels
- Lower Sugarloaf Key Hotels
- Bay Point Hotels
- Cudjoe Key Hotels
- Rv Parks in Cudjoe Key
- Cottages in Cudjoe Key
- Resorts in Cudjoe Key
- Beach Hotels in Cudjoe Key
- Hotels with Restaurants in Cudjoe Key
- Villas in Cudjoe Key
- Pet-Friendly Hotels in Cudjoe Key
- Cheap Hotels in Cudjoe Key
- Vacation Homes in Cudjoe Key
- 4 Star Hotels in Cudjoe Key
- Hilton Hotels in Cudjoe Key
- Fishing Resorts & in Cudjoe Key
- Motels in Cudjoe Key
- Condo Rentals in Cudjoe Key
- Houseboats in Cudjoe Key
- Historic Hotels in Cudjoe Key
- Hotels with a Pool in Cudjoe Key
- Hotels near Saddlebunch Keys
- Lower Florida Keys Hotels
- Summerland Key Hotels
- Rv Parks in Summerland Key
- B&B in Summerland Key
- Cottages in Summerland Key
- Condo Rentals in Summerland Key
- Apartments in Summerland Key
- Vacation Homes in Summerland Key
- Villas in Summerland Key
- Resorts in Summerland Key
- Houseboats in Summerland Key
- Motels in Summerland Key
- 4 Star Hotels in Summerland Key
- 5 Star Hotels in Summerland Key
- Lower Keys Hotels
- Fishing Resorts & in Lower Keys
- Cheap Hotels in Lower Keys
- Pet-Friendly Hotels in Lower Keys
- Beach Hotels in Lower Keys
- Cottages in Lower Keys
- 5 Star Hotels in Lower Keys
- Resorts in Lower Keys
- Motels in Lower Keys
- Extended Stay Hotels in Lower Keys
- 4 Star Hotels in Lower Keys
- Rv Parks in Lower Keys
- Apartments in Lower Keys
- Hotels with Hot Tubs in Lower Keys
- Ski Hotels in Lower Keys
- Big Coppitt Key Hotels
- Rv Parks in Big Coppitt Key
- Hotels near Geiger Key
- Ramrod Key Hotels
- Flights from Lower Sugarloaf Key
- Flights from Bay Point
- Flights to Cudjoe Key
- Flights from Cudjoe Key
- Minneapolis - St. Paul to Cudjoe Key
- Boston to Cudjoe Key
- Raleigh to Cudjoe Key
- Flights to Key West
- Flights from Melody Key
- Flights to Summerland Key
- Flights from Summerland Key
- Flights to Lower Keys
- Flights to Big Coppitt Key
- Car rentals near Bay Point
- Car rentals near Cudjoe Key
- Budget Rental Cars in Cudjoe Key
- Enterprise Rental Cars in Cudjoe Key
- Sixt Rental Cars in Cudjoe Key
- Alamo Rent A Car Rental Cars in Cudjoe Key
- Fox Rental Cars Rental Cars in Cudjoe Key
- Thrifty Car Rental Rental Cars in Cudjoe Key
- Car rentals near Summerland Key
- Enterprise Rental Cars in Summerland Key
- Car rentals near Big Coppitt Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.