Sugarloaf Key Holidays
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Top Flight + Hotel Deals in Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was €2,117, price is now €1,181 per person
€1,181
per person
24 Mar - 29 Mar
found 1 day ago
Return flight included
Dublin (DUB) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Prime location within walking distance to all the hot spots. Included are 2 beach chairs with towels per day. Philip at the concierge received us warmly…checking us in early and giving us great recommendations. Room was a great size, A/C, with bathroom amenities. Overall, totally recommend.
Reviewed on 31 Jan 2026
1 Hotel South Beach
South Beach
Save 100% on your flight
Price was €5,328, price is now €3,107 per person
€3,107
per person
24 Mar - 29 Mar
found 1 day ago
Return flight included
Dublin (DUB) to Miami (MIA)
9.4/10 Exceptional! (1,365 reviews)
Amazing hotel. Beyond our expectations. Rooms are huge. Modern and stylish
Lobby is fabulous as is the bars and restaurants
You must stay here !!! Total wow
Reviewed on 21 Jan 2026
Top hotels in Sugarloaf Key
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
9.6/10 Exceptional! (480 reviews)
What a pleasant surprise. Over a holiday weekend, our other booking had overbooked us. We scrambled, and found this suite. It’s really, an apartment.. Oh my gosh, we were so happy. It was much better than the original lodging. There were two adults, two 21 year old sons. There was plenty of room ...
Reviewed on 3 Feb 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is €506 per night from 8 Feb to 9 Feb
€506
8 Feb - 9 Feb
includes taxes & fees
8.6/10 Excellent! (3,046 reviews)
Always our favorite spot. Staff is wonderful. Can’t beat the views and amenities.
Reviewed on 1 Feb 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is €334 per night from 9 Feb to 10 Feb
€334
9 Feb - 10 Feb
includes taxes & fees
8/10 Very Good! (2,067 reviews)
Everything was fantastic
Reviewed on 1 Feb 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.
What to do in Sugarloaf Key
Private Sandbar Adventure in Key West Backcountry
€457
per traveller
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- Visit Doctor's Arm
- Visit Eden Pines
- Big Pine Key Flea Market
- Big Pine Key Holidays
- Visit Big Pine Key
- Visit Boca Chica Key
- Boca Chica Nude Beach
- Captain Hooks Marina and Dive Center
- Coco Plum Beach
- Visit Cudjoe Key
- Custom House Museum
- Duval Street
- Ernest Hemingway Home and Museum
- Fort East Martello Museum and Gallery
- Fort Zachary Taylor Historic State Park
- Harry S. Truman Little White House
- Key West Butterfly and Nature Conservatory
- Key West Lighthouse and Keeper's Quarters Museum
- Key West Holidays
- Visit Little Torch Key
- Beach Holiday Packages Little Torch Key
- Kid friendly Holiday Packages Key Haven
- Mallory Square
- Marathon Holidays
- Museum of Art & History at the Custom House
- Key West Historic District
- Robbie's
- San Carlos Institute - Casa Cuba
- Seven Mile Bridge
- Simonton Beach
- Smathers Beach
- Sombrero Beach
- Visit Stock Island
- Visit Sugarloaf Key
- Visit Summerland Key
- Sunset Park Beach
- Ace New Zealand Rental Cars in Boca Chica Key
- Auto Rent Rental Cars in Little Torch Key
- Budget Rental Cars in Melody Key
- Car hire near Robbie's
- Dollar Rent A Car Rental Cars in Boca Chica Key
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- Goldcar rental Rental Cars in Lower Keys
- National Car Rental Rental Cars in Lower Keys
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
