
Sugarloaf Key Vacations from $223
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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.

Barcelona Studios Guesthouse
South Beach
Save 100% on your flight
Price was $408, price is now $223 per person
$223
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.4/10 Exceptional! (228 reviews)
Your staying here for the location. Very old Florida. The a/c was very loud and hard to sleep through and the bed was flimsey and uncomfortable. All the toiletries are in the lobby which if you dont know that can be annoying. There are two cats that roam around very cute. And an adorable area in the back perfect for reading or having a glass of wine.
Reviewed on Jul 13, 2026

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $13,201, price is now $6,627 per person
$6,627
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016

Luxuri Suites
South Beach
Save 100% on your flight
Price was $441, price is now $224 per person
$224
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
6.8/10 (55 reviews)
Ok the fact we had no desk for check was terrible. I could not check in due to a code for door and room acess never being sent to my email resulted in me not checking for 3hours until I was told about a sister property 3 blocks from where I was stay had to walk in the rain to the siater property for thwm to grant me acess codes to get into my room now at 3am. I wouls likw to be reemburst for that night and day. My TV had no working batteries and once I go batteries the TV volum did not work.
Reviewed on Jul 9, 2026

Casablanca Miami Beach
North Beach
Price was $1,792, price is now $920 per person
$920
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
5.8/10 (324 reviews)
This was a very disappointing stay. The apartment was dirty, dusty, and hot. The temperature stayed around 77–78°F all night, yet the only bedding provided was thick comforters, making it impossible to sleep comfortably.
When I simply asked for thin bed sheets, the host became argumentative instead of trying to help. They kept saying they were a private owner, as if that somehow excused poor customer service or making guests uncomfortable. It wasn’t until I contacted Expedia that the host responded by providing what I initially asked for.
I didn’t want to spend my vacation dealing with unnecessary conflict, so we checked out after the first night instead of staying for the remaining five nights of our six-night reservation. I would not stay here again.
Reviewed on Jul 2, 2026

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View all tripsWhat to do in Sugarloaf Key

Luxury Sandbar and Snorkeling trip in Key West
$1,200
per traveler
Sugarloaf Key Hotel Deals

Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.8/10 Exceptional! (598 reviews)
"Room was very clean. Staff was very nice. Unfortunately when I was there, the pool was under Construction, but everything else was great."
Reviewed on Jul 15, 2026

Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
9.4/10 Exceptional! (19 reviews)
"The cabins were pretty much new. Beautiful views. Also the cabins are separate from RV area. Cant wait to go back. Lass that 1/2 hour to Key West. Way better price base foe better rooms and amenities."
Reviewed on Jul 14, 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$213 nightly
The price is $240 total per night from Aug 16 to Aug 17
$240 total
Aug 16 - Aug 17
Total with taxes and fees
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 |
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- Visit Sugarloaf Key
- Ernest Hemingway Home and Museum
- Key West Butterfly and Nature Conservatory
- Museum of Art & History at the Custom House
- Mallory Dock
- Key West Vacations
- Key West Tropical Forest and Botanical Garden
- Fort Zachary Taylor Historic State Park
- Key West Firehouse Museum
- Clarence S. Higgs Memorial Beach Park
- Stock Island Yacht Club & Marina
- Key West Shipwreck Museum
- Jackson Square
- San Carlos Institute - Casa Cuba
- Bahama Village Vacations
- Tennessee Williams Key West Exhibit
- Visit Downtown Key West
- Waterfront Playhouse
- Schooner Western Union
- The Kite House
- Old Town Key West Vacations
- All inclusive Vacation Packages Key West
- Sombrero Beach
- Sails To Rails Museum at Flagler Station
- Looe Key National Marine Sanctuary
- Cook Island
- Key West Historic District Vacations
- Summerland Key Vacations
- Visit Big Pine Key
- Duval Street
- Fort East Martello Museum and Gallery
- Seven Mile Bridge
- Boca Chica Nude Beach
- Upper Sugarloaf Sound
- Robbie's
- Mallory Square
- Key West National Wildlife Refuge
- Big Pine Key Flea Market
- Smathers Beach
- Key West Burlesque Theater
- Southernmost Point
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.





















