A Key West Room that Suits You

Explore historic Key West in comfort when you stay at The Inn on Fleming. All rooms include an en-suite bathroom, Serta PerfectSleeper Prestige Suite II Mattresses, fine linens, a TV, a coffeemaker, and a mini-fridge. Make us your private refuge for your next visit to Key West.

The check-in age for our property is 21.

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Room & Suite Features


  • HDTV/Flat Screen
  • Luxury Linens
  • New PerfectSleeper Prestige Suite II Matress
  • Mini-Fridge
  • Sofa Bed (Hemingway Room)
  • Large Wraparound Porch
  • Tropical Garden Views
  • Iron/Ironing Board
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The Gato Room


Relax in a queen bed on the second floor of our inn. This well-lit room features a warm color palette with rich espresso furnishings and includes a flat screen TV, mini-fridge, and a private bathroom with a combination tub/shower.

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The Whitehead Room


Enjoy your privacy in this second-floor room accessible from the back deck, offering a Queen Serta PerfectSleeper Prestige Suite II Mattress, Dade County pine walls, and an en-suite bathroom with a tub/shower combo. This room connects to The Truman Room.

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The Cornish Suite


Our two-bedroom, third-floor suite is suited for up to four guests and offers a King Serta PerfectSleeper Mattress, a sitting area, and mini-fridge. The second room offers a double bed and bathroom. There is a $50 per person per night fee for more than two guests.

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The Simonton Room


Get ready for a night on the town in this first-floor room with a spacious, private bathroom and a comfortable queen bed. The bathroom includes a shower/tub combination, and the room features modern decorations, an HD TV, and a mini-fridge.

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The Flagler Room


This charming room is your place to relax at day's end. Rest well on your King Serta PerfectSleeper Prestige Suite II Mattress, savor a cup of coffee, and enjoy a show on the flat-screen TV. The room also offers a wheel-in shower for easy access.

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The Mallory Room


Recharge in this beautiful first-floor room featuring elegant furnishings, a four-poster king bed with Serta PerfectSleeper Prestige Suite II Mattress, and a bathroom with a tub/shower combo. Enjoy your morning coffee in private with your dedicated patio entrance.

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The Truman Room


Find your peaceful refuge in this cozy room with a queen bed and a private bathroom with shower, perfect for a weekend getaway for two. This second-floor room connects to The Whitehead Room, providing additional space for friends or family traveling together for that special Key West vacation.

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The Geiger Suite


Book your beach retreat for up to four guests in this two-bedroom, third-floor suite with pool and tropical garden views from the shared deck. The spacious main room includes a king bed, while the second bedroom offers a double bed and bathroom. Rates are based on two people.

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The Hemingway Suite


Embrace your inner author in our second-floor, open-plan suite with a King Serta PerfectSleeper Prestige Suite II Mattress, pull-out sofa, Dade County pine, and private bath with shower. Visit Hemingway House, then take in the Key West vibe from your deck.

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Inn On Fleming Best Rate Guarantee

Best Rate Guarantee

The Inn on Fleming uses all sorts of websites to help you find our Inn for your travels to Key West. We want you to know that we will always guarantee the best rate when you book directly through our website or through our reservation team members. If you feel you have found a better rate on another website, don’t hesitate to call us directly at (305) 294-4043 so we can extend our best rate to you. This is our guarantee that working directly with us is always the best way to reserve your stay at The Inn on Fleming.