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Map of Help Yourself

Hotels (43)

B&Bs / Inns (94)

Specialty Lodging (22)

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Travelers' Choice® 2014 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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$289 - $509 Avg. price/night*
Ollie #1 of 43 hotels in Key West
Professional photos | Traveler photos (762)
Special Offer $20 TripAdvisor Discount
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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$278 - $497 Avg. price/night*
Ollie #2 of 43 hotels in Key West
  •  Great Place 
  • Wonderful hotel, staff and accommodations. The addition of the small... more
  • November 17, 2014
Professional photos | Traveler photos (565)
Special Offer $20 Tripadvisor Discount
Travelers' Choice® 2014 Winner Small Hotels | Romance
 
Marquesa Hotel (Key West, FL)
600 Fleming St, Key West, FL 33040
Marquesa Hotel Slideshow
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$221 - $506 Avg. price/night*
Ollie #3 of 43 hotels in Key West
Professional photos | Traveler photos (494)
Special Rate Lowest Rate, Guarantee
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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$366 - $860 Avg. price/night*
Ollie #4 of 43 hotels in Key West
  •  Great Hotel! 
  • Will satisfy every need and taste. Best location, close to Duval Street... more
  • November 18, 2014
Professional photos | Traveler photos (885)
Special Offer 10% Trip Advisor...
Eden House (Key West, FL) 3.0 of 5
1015 Fleming Street, Key West, FL 33040
Eden House Slideshow
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$190 - $417 Avg. price/night*
Ollie #5 of 43 hotels in Key West
  •  Very nice hotel! 
  • First of all: Yes, the rooms are small! We read a lot of complaints about... more
  • November 17, 2014
Professional photos | Traveler photos (728)
Special Price DIRECT BOOKING SPECIAL
508 South Street, Key West, FL 33040
Southernmost on the Beach Slideshow
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$339 - $907 Avg. price/night*
Ollie #6 of 43 hotels in Key West
Professional photos | Traveler photos (1777)
Offers & Announcements Save up to 15%
320 Simonton Street, Key West, FL 33040
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$195 - $483 Avg. price/night*
Ollie #7 of 43 hotels in Key West
  •  Get a cottage 
  • My experience at this property is mixed. The location is terrific...on a... more
  • November 5, 2014
Professional photos | Traveler photos (142)
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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$311 - $950 Avg. price/night*
Ollie #8 of 43 hotels in Key West
Professional photos | Traveler photos (1470)
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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$255 - $709 Avg. price/night*
Ollie #9 of 43 hotels in Key West
  •  Honeymoon in KW! 
  • My husband and I stayed at Southernmost for 4 days in October. It was our... more
  • November 15, 2014
Professional photos | Traveler photos (692)
Offers & Announcements Save up to 15%
1 Duval St, Key West, FL 33040
Pier House Resort and Spa Slideshow
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$300 - $685 Avg. price/night*
Ollie #10 of 43 hotels in Key West
Professional photos | Traveler photos (714)
Special Offer Fall Into Suite...
Hyatt Windward Pointe (Key West, FL) 3.5 of 5
3675 S Roosevelt Blvd, Key West, FL 33040
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$346 - $588 Avg. price/night*
Ollie #11 of 43 hotels in Key West
Professional photos | Traveler photos (246)
Cypress House Key West (Key West, FL) 2.5 of 5
601 Caroline Street, Key West, FL 33040
Cypress House Key West Slideshow
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$223 - $436 Avg. price/night*
Ollie #12 of 43 hotels in Key West
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Special Offer Key West 3 Nights $50...
2801 N Roosevelt Blvd, Key West, FL 33040
Parrot Key Hotel and Resort Slideshow
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$213 - $694 Avg. price/night*
Ollie #13 of 43 hotels in Key West
Professional photos | Traveler photos (1531)
Special Offer SALE: $250 For Dining
601 Front Street, Key West, FL 33040
Hyatt Key West Resort and Spa Slideshow
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$334 - $695 Avg. price/night*
Ollie #14 of 43 hotels in Key West
Professional photos | Traveler photos (739)
Offers & Announcements Adv Purchase $20/NT Off
Silver Palms Inn (Key West, FL) 3.5 of 5
830 Truman Avenue, Key West, FL 33040
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$223 - $629 Avg. price/night*
Ollie #15 of 43 hotels in Key West
Professional photos | Traveler photos (333)
Special Offer Click for Fall Special
245 Front St, Key West, FL 33040
Sunset Key Guest Cottages, A Westin Resort Slideshow
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$665 - $1,760 Avg. price/night*
Ollie #16 of 43 hotels in Key West
Professional photos | Traveler photos (556)
Special Offer 5th Night Free & Credit
Key Lime Inn (Key West, FL) 3.0 of 5
725 Truman Ave, Key West, FL 33040
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$202 - $431 Avg. price/night*
Ollie #17 of 43 hotels in Key West
Professional photos | Traveler photos (738)
Special Offer Key West 3 Nights $50...
1313 Simonton Street, Key West, FL 33040
BEST WESTERN Hibiscus Motel Slideshow
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$162 - $379 Avg. price/night*
Ollie #18 of 43 hotels in Key West
  •  girls get-away 
  • This was a trip for myself, my cousin and a friend. This Best western was... more
  • November 19, 2014
Professional photos | Traveler photos (603)
Offers & Announcements Save up to 20%
3841 North Roosevelt Boulevard, Key West, FL 33040
Key West Marriott Beachside Hotel Slideshow
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$253 - $1,005 Avg. price/night*
Ollie #19 of 43 hotels in Key West
Professional photos | Traveler photos (1260)
Special Offer Earn Rewards Points!
3990 S Roosevelt Blvd, Key West, FL 33040
DoubleTree by Hilton Hotel Grand Key Resort - Key West Slideshow
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$198 - $528 Avg. price/night*
Ollie #20 of 43 hotels in Key West
Professional photos | Traveler photos (498)
Special Offer Book now and save 20%

Additional Help Yourself Information

4.5 of 5 stars | 254 Reviews