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Southernmost Point Guest House

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Hotels (45)

B&Bs / Inns (92)

Specialty Lodging (20)

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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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$229 - $639 Avg. price/night*
Ollie #1 of 45 hotels in Key West
Traveler photos (842)
Special Offer 20% Off Summer Escape
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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$245 - $640 Avg. price/night*
Ollie #2 of 45 hotels in Key West
  •  great spot 
  • great rooms, terrific beds, quiet but well located. everything is right... more
  • September 3, 2015
Traveler photos (659)
Special Offer 20% OFF Summer Escapes
Travelers' Choice® 2015 Winner Romance Top Value! $202 less than similar hotels in Southernmost Point Guest House
 
Marquesa Hotel (Key West, FL) 4.0 of 5
600 Fleming St, Key West, FL 33040
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$212 - $395 Avg. price/night*
Ollie #3 of 45 hotels in Key West
  •  Relaxing 
  • We enjoyed a couple of nights at the lovely Marquesa hotel late August... more
  • September 1, 2015
Traveler photos (517)
Santa Maria Suites (Key West, FL) 4.0 of 5
1401 Simonton Street, Key West, FL 33040
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$352 - $1,452 Avg. price/night*
Ollie #4 of 45 hotels in Key West
  •  Hidden gem! 
  • This was a wonderful facility. The daily muffins and cookies were... more
  • September 2, 2015
Professional photos | Traveler photos (956)
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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$201 - $388 Avg. price/night*
Ollie #5 of 45 hotels in Key West
  •  It truely is Eden. 
  • I arrived to Key West with no booking and was recommended Eden House by a... more
  • August 25, 2015
Professional photos | Traveler photos (981)
Special Price 15% off room rate
Zero Duval Street, Key West, FL 33040
Ocean Key Resort & Spa, A Noble House Resort Slideshow
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$287 - $846 Avg. price/night*
Ollie #6 of 45 hotels in Key West
Professional photos | Traveler photos (1737)
Offers & Announcements $50 resort credit
508 South Street, Key West, FL 33040
Southernmost on the Beach Slideshow
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$267 - $758 Avg. price/night*
Ollie #7 of 45 hotels in Key West
Traveler photos (1846)
Offers & Announcements Save up to 20%
417 Eaton Street, Key West, FL 33040
The Saint Hotel Key West Slideshow
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$251 - $567 Avg. price/night*
Ollie #8 of 45 hotels in Key West
  •  Amazing 
  • This place is fantastic. The facility is very clean and located in the... more
  • August 24, 2015
Professional photos | Traveler photos (88)
Southernmost Hotel (Key West, FL) 4.0 of 5
1319 Duval St, Key West, FL 33040
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$274 - $805 Avg. price/night*
Ollie #9 of 45 hotels in Key West
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Special Price Save up to 20%
1 Duval St, Key West, FL 33040
Pier House Resort and Spa Slideshow
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$291 - $677 Avg. price/night*
Ollie #10 of 45 hotels in Key West
Professional photos | Traveler photos (1064)
320 Simonton Street, Key West, FL 33040
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$208 - $498 Avg. price/night*
Ollie #11 of 45 hotels in Key West
Professional photos | Traveler photos (189)
Hyatt Windward Pointe (Key West, FL) 3.5 of 5
3675 S Roosevelt Blvd, Key West, FL 33040
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$336 - $601 Avg. price/night*
Ollie #12 of 45 hotels in Key West
Traveler photos (260)
Cypress House Key West (Key West, FL) 3.0 of 5
601 Caroline Street, Key West, FL 33040
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$194 - $460 Avg. price/night*
Ollie #13 of 45 hotels in Key West
  •  Great August Getaway 
  • My girlfriend and I recently booked a 4 night stay at the Cypress House in... more
  • September 2, 2015
Professional photos | Traveler photos (298)
Special Offer Key West 5-Night Special
200 William Street, Key West, FL 33040
The Marker Waterfront  Resort Key West Slideshow
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$257 - $949 Avg. price/night*
Ollie #14 of 45 hotels in Key West
Professional photos | Traveler photos (194)
601 Front Street, Key West, FL 33040
Hyatt Key West Resort and Spa Slideshow
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$294 - $902 Avg. price/night*
Ollie #15 of 45 hotels in Key West
  •  Hurricane Appelbaum! 
  • We spent 7 nights at this fantastic hotel watching the sunset! Perfectly... more
  • September 2, 2015
Professional photos | Traveler photos (858)
Offers & Announcements Bed & Breakfast Package
1313 Simonton Street, Key West, FL 33040
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$155 - $337 Avg. price/night*
Ollie #16 of 45 hotels in Key West
Traveler photos (637)
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 - $434 Avg. price/night*
Ollie #17 of 45 hotels in Key West
Professional photos | Traveler photos (822)
Special Offer Key West 5-Night Special
2801 N Roosevelt Blvd, Key West, FL 33040
Parrot Key Hotel and Resort Slideshow
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$199 - $758 Avg. price/night*
Ollie #18 of 45 hotels in Key West
  •  What a nice place 
  • This was a nice surprise. Charming villa type rooms, large and well... more
  • September 4, 2015
Professional photos | Traveler photos (1746)
Offers & Announcements Up to $250 for Dining!
3824 N. Roosevelt Blvd., Key West, FL 33040
The Gates Hotel | Key West Slideshow
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$199 - $602 Avg. price/night*
Ollie #19 of 45 hotels in Key West
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Offers & Announcements Exclusive 35% OFF Offer!
3841 North Roosevelt Boulevard, Key West, FL 33040
Key West Marriott Beachside Hotel Slideshow
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$220 - $640 Avg. price/night*
Ollie #20 of 45 hotels in Key West
Professional photos | Traveler photos (1387)
Special Offer Double Rewards Points!

Additional Southernmost Point Guest House Information

4.5 of 5 stars | 339 Reviews
Price range (per night): $220 - $640