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Westwinds Inn

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Hotels (46)

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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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$258 - $523 Avg. price/night*
Ollie #1 of 46 hotels in Key West
  •  Getaway to Key West 
  • We checked the Trip Adviser reviews on many Hotels and settled on Almond... more
  • May 25, 2015
Professional photos | Traveler photos (605)
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
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$253 - $505 Avg. price/night*
Ollie #2 of 46 hotels in Key West
  •  Great place! 
  • I'm kinda late writing this review, but I had to share what a great time... more
  • May 24, 2015
Traveler photos (792)
Offers & Announcements 20% Off Summer Escape
Travelers' Choice® 2015 Winner Romance
 
Marquesa Hotel (Key West, FL) 4.0 of 5
600 Fleming St, Key West, FL 33040
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$209 - $393 Avg. price/night*
Ollie #3 of 46 hotels in Key West
Traveler photos (502)
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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$306 - $846 Avg. price/night*
Ollie #4 of 46 hotels in Key West
Professional photos | Traveler photos (929)
Special Price 5% off room rate
Eden House (Key West, FL) 3.0 of 5
1015 Fleming Street, Key West, FL 33040
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$215 - $351 Avg. price/night*
Ollie #5 of 46 hotels in Key West
  •  Fabulous time 
  • We thoroughly enjoyed this hotel. The staff could not have been friendlier... more
  • May 24, 2015
Professional photos | Traveler photos (816)
Special Price 15% OFF MAY SUN-THUR!
508 South Street, Key West, FL 33040
Southernmost on the Beach Slideshow
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$328 - $737 Avg. price/night*
Ollie #6 of 46 hotels in Key West
  •  Best Vacation Ever!! 
  • From the time we checked into the hotel until we left was excellent. Not... more
  • May 23, 2015
Professional photos | Traveler photos (1776)
Offers & Announcements Save up to 20%
Ocean Key Resort & Spa (Key West, FL) 4.0 of 5
Zero Duval Street, Key West, FL 33040
Ocean Key Resort & Spa Slideshow
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$310 - $783 Avg. price/night*
Ollie #7 of 46 hotels in Key West
Professional photos | Traveler photos (1561)
Offers & Announcements $100 resort credit
Top Value! Save vs. similar hotels in Westwinds Inn
 
320 Simonton Street, Key West, FL 33040
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$244 - $498 Avg. price/night*
Ollie #8 of 46 hotels in Key West
  •  Absolute let down 
  • This is an overdue review for a stay I had over the holidays. First... more
  • May 19, 2015
Professional photos | Traveler photos (171)
1 Duval St, Key West, FL 33040
Pier House Resort and Spa Slideshow
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$287 - $523 Avg. price/night*
Ollie #9 of 46 hotels in Key West
  •  BEST GET AWAY 
  • We love this resort. This was the 4th time we have stayed there. The... more
  • May 25, 2015
Professional photos | Traveler photos (958)
Special Offer 4th Night 50% Off
Hyatt Windward Pointe (Key West, FL) 3.5 of 5
3675 S Roosevelt Blvd, Key West, FL 33040
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$336 - $683 Avg. price/night*
Ollie #10 of 46 hotels in Key West
  •  Great Place to relax 
  • On our last visit to Key West we stayed at the Windward point property for... more
  • May 22, 2015
Professional photos | Traveler photos (251)
Southernmost Hotel (Key West, FL) 4.0 of 5
1319 Duval St, Key West, FL 33040
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$251 - $570 Avg. price/night*
Ollie #11 of 46 hotels in Key West
  •  Delightful 
  • Everything was kept in tip-top shape, room, pools, atmosphere. Very nice... more
  • May 25, 2015
Professional photos | Traveler photos (895)
Offers & Announcements Save up to 20%
Cypress House Key West (Key West, FL) 3.0 of 5
601 Caroline Street, Key West, FL 33040
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$208 - $421 Avg. price/night*
Ollie #12 of 46 hotels in Key West
  •  Perfect! 
  • Just returned home from spending 5 nights at the Cypress House. We... more
  • May 22, 2015
Professional photos | Traveler photos (279)
Special Offer Key West 3 Nights $50...
200 William Street, Key West, FL 33040
The Marker Waterfront  Resort Key West Slideshow
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$288 - $737 Avg. price/night*
Ollie #13 of 46 hotels in Key West
Professional photos | Traveler photos (98)
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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$249 - $510 Avg. price/night*
Ollie #14 of 46 hotels in Key West
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Special Offer Best Rates of the Year!
Top Value! $177 less than similar hotels in Westwinds Inn
 
3824 N. Roosevelt Blvd., Key West, FL 33040
The Gates Hotel | Key West Slideshow
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$219 - $435 Avg. price/night*
Ollie #15 of 46 hotels in Key West
  •  What a great place! 
  • Stayed three days and had a great stay! The workers are nice. There's good... more
  • May 23, 2015
Professional photos | Traveler photos (28)
Special Price 30% off room rate
1313 Simonton Street, Key West, FL 33040
BEST WESTERN Hibiscus Motel Slideshow
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$161 - $317 Avg. price/night*
Ollie #16 of 46 hotels in Key West
  •  Quality 
  • Accommodations, were very good. Location was excellent, we were with in... more
  • May 24, 2015
Traveler photos (650)
Special Offer Stay 2X get $50 gift...
Key Lime Inn (Key West, FL) 3.0 of 5
725 Truman Ave, Key West, FL 33040
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$185 - $391 Avg. price/night*
Ollie #17 of 46 hotels in Key West
  •  Nice Place  
  • My wife and I stayed 3 nights over Memorial Day weekend. Hotel was nice... more
  • May 25, 2015
Professional photos | Traveler photos (779)
Special Offer Key West 3 Nights $50...
601 Front Street, Key West, FL 33040
Hyatt Key West Resort and Spa Slideshow
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$314 - $661 Avg. price/night*
Ollie #18 of 46 hotels in Key West
Professional photos | Traveler photos (770)
Offers & Announcements Double Your Points
Silver Palms Inn (Key West, FL) 3.5 of 5
830 Truman Avenue, Key West, FL 33040
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$237 - $450 Avg. price/night*
Ollie #19 of 46 hotels in Key West
Professional photos | Traveler photos (700)
Special Price 10% off room rate
3841 North Roosevelt Boulevard, Key West, FL 33040
Key West Marriott Beachside Hotel Slideshow
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$248 - $506 Avg. price/night*
Ollie #20 of 46 hotels in Key West
Professional photos | Traveler photos (1311)
Special Offer FREE Wi-Fi

Additional Westwinds Inn Information

4.0 of 5 stars | 368 Reviews
Price range (per night): $248 - $506