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Map of Southbound Charters

Hotels (51)

B&Bs / Inns (77)

Specialty Lodging (19)

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Almond Tree Inn (Key West, FL) 3.5 of 5
512 Truman Avenue, Key West, FL 33040-3141
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$311 - $588 Avg. price/night*
Ollie #1 of 51 hotels in Key West
Traveler photos (902)
Offers & Announcements Book Direct & Save 20%
Certificate of Excellence
Travelers' Choice® 2017 Winner Romance
 
Orchid Key Inn (Key West, FL) 3.5 of 5
1004 Duval Street, Key West, FL 33040-3126
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$298 - $543 Avg. price/night*
Ollie #2 of 51 hotels in Key West
  •  Key West 
  • Very nice hotel(motel) in a great location! Intimate and very quiet. We... more
  • March 29, 2017
Traveler photos (980)
Offers & Announcements Book Direct & Save 20%
Certificate of Excellence
Travelers' Choice® 2017 Winner Romance | Small Hotels
 
The Gardens Hotel (Key West, FL) 4.0 of 5
526 Angela St, Key West, FL 33040-7433
The Gardens Hotel Slideshow
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$250 - $651 Avg. price/night*
Ollie #3 of 51 hotels in Key West
Professional photos | Traveler photos (1354)
Offers & Announcements Complimentary bottle of...
Marquesa Hotel (Key West, FL) 3.5 of 5
600 Fleming St, Key West, FL 33040-6826
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$308 - $595 Avg. price/night*
Ollie #4 of 51 hotels in Key West
  •  Thanks again 
  • We stayed at the marquesa for 3 weeks We love the place and got engaged... more
  • March 22, 2017
Traveler photos (639)
Special Offer NO RESORT FEES!
Certificate of Excellence
Travelers' Choice® 2017 Winner Top Hotels
 
Santa Maria Suites (Key West, FL) 4.0 of 5
1401 Simonton Street, Key West, FL 33040-3116
Santa Maria Suites Slideshow
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$407 - $776 Avg. price/night*
Ollie #5 of 51 hotels in Key West
Professional photos | Traveler photos (744)
Eden House (Key West, FL) 3.0 of 5
1015 Fleming Street, Key West, FL 33040-6962
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$204 - $426 Avg. price/night*
Ollie #6 of 51 hotels in Key West
Professional photos | Traveler photos (1100)
5950 Peninsular Ave, Key West, FL 33040-6012
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$226 - $466 Avg. price/night*
Ollie #7 of 51 hotels in Key West
Traveler photos (235)
Special Offer Suite Escapes
417 Eaton St, Key West, FL 33040-6511
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$392 - $627 Avg. price/night*
Ollie #8 of 51 hotels in Key West
Professional photos | Traveler photos (705)
200 William Street, Key West, FL 33040
The Marker Waterfront Resort Slideshow
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$316 - $705 Avg. price/night*
Ollie #9 of 51 hotels in Key West
Professional photos | Traveler photos (400)
Special Price Book Direct and Save 15%
Ocean Key Resort & Spa (Key West, FL) 4.0 of 5
0 Duval Street, Key West, FL 33040-6611
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$394 - $1,046 Avg. price/night*
Ollie #10 of 51 hotels in Key West
  •  A Relaxing Stay 
  • After a long and nerve-wrecking drive from Miami Beach in the dark, we... more
  • March 29, 2017
Professional photos | Traveler photos (2205)
Offers & Announcements Free Breakfast
Silver Palms Inn (Key West, FL) 3.5 of 5
830 Truman Avenue, Key West, FL 33040-6426
Silver Palms Inn Slideshow
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$265 - $476 Avg. price/night*
Ollie #11 of 51 hotels in Key West
  •  Great place 
  • My husband and I went here for a weekend in March. It was a wonderful... more
  • March 27, 2017
Professional photos | Traveler photos (875)
1319 Duval Street, Key West, FL 33040
No photo provided
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$309 - $623 Avg. price/night*
Ollie #12 of 51 hotels in Key West
  •  Anniversary Getaway 
  • Took a cab from airport - 10 minute ride. Checked in early, stored our... more
  • March 29, 2017
Traveler photos (2841)
Special Price Book Direct and Save 20%
1313 Simonton St, Key West, FL 33040-3113
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$189 - $398 Avg. price/night*
Ollie #13 of 51 hotels in Key West
Traveler photos (726)
Special Offer BOOK DIRECT AND SAVE
3841 North Roosevelt Boulevard, Key West, FL 33040-4534
Key West Marriott Beachside Hotel Slideshow
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$258 - $833 Avg. price/night*
Ollie #14 of 51 hotels in Key West
  •  Amazing week 
  • We have stayed at many Marriott locations, and this one ranks as one of... more
  • March 29, 2017
Professional photos | Traveler photos (1888)
Special Offer Member Rates
601 Caroline St, Key West, FL 33040-6606
Cypress House Hotel : Key West Slideshow
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$287 - $414 Avg. price/night*
Ollie #15 of 51 hotels in Key West
Professional photos | Traveler photos (388)
Special Offer FUN KEY WEST SNORKELING
Pier House Resort & Spa (Key West, FL) 4.0 of 5
1 Duval St, Key West, FL 33040-6610
Pier House Resort & Spa Slideshow
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$318 - $597 Avg. price/night*
Ollie #16 of 51 hotels in Key West
  •  Awesome Hotel 
  • This was Girl's Trip 2017! The room and grounds are just beautiful. Our... more
  • March 29, 2017
Professional photos | Traveler photos (1353)
Special Offer Save 12% Off
1400 Duval St, Key West, FL 33040-3133
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$359 - $540 Avg. price/night*
Ollie #17 of 51 hotels in Key West
Traveler photos (662)
Southwinds Motel (Key West, FL) 2.0 of 5
1321 Simonton St, Key West, FL 33040-3113
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$167 - $369 Avg. price/night*
Ollie #18 of 51 hotels in Key West
Professional photos | Traveler photos (175)
Key Lime Inn Key West (Key West, FL) 2.5 of 5
725 Truman Ave, Key West, FL 33040-6423
Key Lime Inn Key West Slideshow
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$187 - $369 Avg. price/night*
Ollie #19 of 51 hotels in Key West
  •  We had a great stay 
  • We checked into the Key Lime Inn for a birthday visit to Key West. In... more
  • March 29, 2017
Professional photos | Traveler photos (898)
Special Offer FUN KEY WEST SNORKELING
La Te Da Hotel (Key West, FL) 3.0 of 5
1125 Duval St, Key West, FL 33040-3156
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$251 - $449 Avg. price/night*
Ollie #20 of 51 hotels in Key West
  •  Hidden Gem 
  • Have been to the Keys many times but never have visited La Te Da. What a... more
  • March 21, 2017
Professional photos | Traveler photos (253)

Additional Southbound Charters Information

5.0 of 5 bubbles | 57 Reviews