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Wing Masters

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Map of Wing Masters

Hotels (45)

B&Bs / Inns (92)

Specialty Lodging (20)

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Hotels Travelers Trust

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Travelers' Choice® 2015 Winner Small Hotels
 
Almond Tree Inn (Key West, FL) 3.5 of 5
512 Truman Avenue, Key West, FL 33040
Almond Tree Inn Slideshow
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$255 - $519 Avg. price/night*
Ollie #1 of 45 hotels in Key West
Traveler photos (609)
Special Offer 20% OFF Summer Escapes
Travelers' Choice® 2015 Winner Romance | Small Hotels
 
Orchid Key Inn (Key West, FL) 3.5 of 5
1004 Duval Street, Key West, FL 33040
Orchid Key Inn Slideshow
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$239 - $533 Avg. price/night*
Ollie #2 of 45 hotels in Key West
Traveler photos (792)
Special Offer 20% Off Summer Escape
Travelers' Choice® 2015 Winner Romance Top Value! $154 less than similar hotels in Wing Masters
 
Marquesa Hotel (Key West, FL) 4.0 of 5
600 Fleming St, Key West, FL 33040
Marquesa Hotel Slideshow
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$236 - $388 Avg. price/night*
Ollie #3 of 45 hotels in Key West
Traveler photos (508)
Santa Maria Suites (Key West, FL) 4.0 of 5
1401 Simonton Street, Key West, FL 33040
Santa Maria Suites Slideshow
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$345 - $889 Avg. price/night*
Ollie #4 of 45 hotels in Key West
Professional photos | Traveler photos (933)
Special Price 5% off room rate
Eden House (Key West, FL) 3.0 of 5
1015 Fleming Street, Key West, FL 33040
Eden House Slideshow
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$202 - $352 Avg. price/night*
Ollie #5 of 45 hotels in Key West
Professional photos | Traveler photos (859)
Special Price 15% off room rate
508 South Street, Key West, FL 33040
Southernmost on the Beach Slideshow
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$342 - $762 Avg. price/night*
Ollie #6 of 45 hotels in Key West
  •  Relaxing 
  • Perfect location. Right on the small beach. Nice pool area! Clean and... more
  • July 1, 2015
Traveler photos (1797)
Special Price Save up to 20%
Zero Duval Street, Key West, FL 33040
Ocean Key Resort & Spa, A Noble House Resort Slideshow
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$310 - $799 Avg. price/night*
Ollie #7 of 45 hotels in Key West
  •  2 day stay 
  • Great hotel! Service was awesome and such a great location . No need to... more
  • July 1, 2015
Professional photos | Traveler photos (1634)
Offers & Announcements $100 resort credit
Southernmost Hotel (Key West, FL) 4.0 of 5
1319 Duval St, Key West, FL 33040
Southernmost Hotel Slideshow
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$257 - $593 Avg. price/night*
Ollie #8 of 45 hotels in Key West
Professional photos | Traveler photos (921)
Special Price Save up to 20%
1 Duval St, Key West, FL 33040
Pier House Resort and Spa Slideshow
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$285 - $496 Avg. price/night*
Ollie #9 of 45 hotels in Key West
Professional photos | Traveler photos (999)
Special Offer 50% OFF 3RD NIGHT
3824 N. Roosevelt Blvd., Key West, FL 33040
The Gates Hotel | Key West Slideshow
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$207 - $476 Avg. price/night*
Ollie #10 of 45 hotels in Key West
Professional photos | Traveler photos (54)
320 Simonton Street, Key West, FL 33040
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$241 - $538 Avg. price/night*
Ollie #11 of 45 hotels in Key West
Professional photos | Traveler photos (173)
Cypress House Key West (Key West, FL) 3.0 of 5
601 Caroline Street, Key West, FL 33040
Cypress House Key West Slideshow
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$198 - $440 Avg. price/night*
Ollie #12 of 45 hotels in Key West
Professional photos | Traveler photos (280)
Special Offer Key West 3 Nights $50...
Hyatt Windward Pointe (Key West, FL) 3.5 of 5
3675 S Roosevelt Blvd, Key West, FL 33040
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$359 - $679 Avg. price/night*
Ollie #13 of 45 hotels in Key West
  •  Beautiful resort 
  • We have stayed at multiple Hyatt properties in Key West, but this was our... more
  • June 30, 2015
Traveler photos (253)
417 Eaton Street, Key West, FL 33040
The Saint Hotel Key West Slideshow
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$200 - $536 Avg. price/night*
Ollie #14 of 45 hotels in Key West
Professional photos | Traveler photos (46)
200 William Street, Key West, FL 33040
The Marker Waterfront  Resort Key West Slideshow
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$241 - $832 Avg. price/night*
Ollie #15 of 45 hotels in Key West
  •  I'd stay again 
  • My wife and I just stayed two nights last weeks for a short get away. The... more
  • June 30, 2015
Professional photos | Traveler photos (139)
Special Price Save Now in Newest Hotel
2801 N Roosevelt Blvd, Key West, FL 33040
Parrot Key Hotel and Resort Slideshow
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$239 - $559 Avg. price/night*
Ollie #16 of 45 hotels in Key West
  •  Nice place! 
  • This property is a gem especially for a big group! we got the garden view... more
  • July 1, 2015
Professional photos | Traveler photos (1654)
Special Offer Best Rates of the Year!
601 Front Street, Key West, FL 33040
Hyatt Key West Resort and Spa Slideshow
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$320 - $679 Avg. price/night*
Ollie #17 of 45 hotels in Key West
  •  Felt at home 
  • From the time we arrived, and greeted with a glass of champagne in the... more
  • June 30, 2015
Professional photos | Traveler photos (801)
Offers & Announcements Double Your Points
1313 Simonton Street, Key West, FL 33040
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$174 - $356 Avg. price/night*
Ollie #18 of 45 hotels in Key West
Traveler photos (611)
Special Offer 1,000 bonus reward...
Key Lime Inn (Key West, FL) 3.0 of 5
725 Truman Ave, Key West, FL 33040
Key Lime Inn Slideshow
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$177 - $392 Avg. price/night*
Ollie #19 of 45 hotels in Key West
  •  Classic Key West Vibe 
  • While you're not in a Hyatt, who would want to while in Key West?? The... more
  • June 30, 2015
Professional photos | Traveler photos (785)
Special Offer Key West 3 Nights $50...
3841 North Roosevelt Boulevard, Key West, FL 33040
Key West Marriott Beachside Hotel Slideshow
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$223 - $524 Avg. price/night*
Ollie #20 of 45 hotels in Key West
  •  Great 
  • Lovely, updated and great view of the water. Water sports right there at... more
  • July 1, 2015
Professional photos | Traveler photos (1351)
Special Offer FREE Wi-Fi

Additional Wing Masters Information

4.5 of 5 stars | 141 Reviews