
Sugarloaf Key Vacations from $242
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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.

Cavalier Hotel South Beach
South Beach
Price was $548, price is now $242 per person
$242
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.6/10 Excellent! (1,009 reviews)
This was a very unique hotel compared to where we usually stay. May not be unique to Miami but this was our first trip to Miami. Staff was very courteous. Enjoyed staying there and will stay again.
Reviewed on Jul 7, 2026


The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $11,841, price is now $5,646 per person
$5,646
per person
Sep 10 - Sep 13
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

Nobu Hotel Miami Beach
Mid Beach
Price was $1,014, price is now $483 per person
$483
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
8.6/10 Excellent! (1,415 reviews)
Our room was not ready when we arrived due to water issues at the hotel. We were relocated to a room at the hotel next door, which was in poor condition. The room was dirty, and the sink was clogged with standing water. We had to stay there for approximately four days, which was a very disappointing experience.
We received only $200 in compensation, which did not come close to covering the difference in value or the inconvenience we experienced. We paid significantly more for our stay at Nobu than what we received in return, and the hotel was unwilling to adjust the rate to reflect the accommodations at the neighboring hotel.
Overall, we were very disappointed with how the situation was handled and with the level of customer service. Unfortunately, we will not be returning.
Reviewed on Jul 8, 2026

Barcelona Studios Guesthouse
South Beach
Price was $608, price is now $296 per person
$296
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
9.4/10 Exceptional! (228 reviews)
Great place. An apartment building that has been converted into hotel. Very clean, AC works well and the two queen beds were comfortable. It had a terrific kitchen so you don't have to eat out every night, and there were several food markets near by. The beach is only a 5 minute walk away, and if you're going out for dinner or drinks, Ocean Drive and Espanola Way are right there.
Reviewed on Jul 7, 2026
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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! (595 reviews)
"I stayed in the hotel and it was 10/10. Very clean and pleasant."
Reviewed on Jul 7, 2026

Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
9.4/10 Exceptional! (16 reviews)
"A hidden gem near key west ,we have such a good weekend in this place,the staff was super supportive,the cottage was moder decor and clean and have meny activities for the entire family,we surely will be there again!"
Reviewed on Jul 5, 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $235 total per night from Jul 14 to Jul 15
$235 total
Jul 14 - Jul 15
Total with taxes and fees
8.6/10 Excellent! (2,334 reviews)
"Loved our stay and room was very nice & comfortable. Toilets run slow and front desk staff seems hurried to help, but wouldn't definitely stay again cause the resort is just that nice."
Reviewed on Jul 9, 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 |
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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
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