Key West Guest Houses

A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Our top choices for Key West guest houses

1. Douglas House - Adults Only

Old Town Key West

michael

includes taxes & fees

29 Sept - 30 Sept

2. The Palms Hotel

Old Town Key West

Zachary

includes taxes & fees

29 Sept - 30 Sept

3. Duval Inn

Old Town Key West

Arnold J

includes taxes & fees

1 Oct - 2 Oct

4. The Grand Guesthouse

Old Town Key West

Alissa

includes taxes & fees

5 Oct - 6 Oct

5. The Cabana Inn Key West - Adults Only

Old Town Key West

Julie

includes taxes & fees

21 Sept - 22 Sept

6. The Independent Inn - Formerly Heron House Court

Key West Historic District

Michael

includes taxes & fees

13 Sept - 14 Sept

7. Wicker Guesthouse

Old Town Key West

Ron

includes taxes & fees

29 Sept - 30 Sept

8. Kona Kai Oasis

Old Town Key West

Leonid

includes taxes & fees

13 Sept - 14 Sept

9. The Porch on Frances Inn

Old Town Key West

Corrynne

includes taxes & fees

16 Sept - 17 Sept

10. Coco Plum Inn

Old Town Key West

Jake

includes taxes & fees

14 Sept - 15 Sept

11. Amsterdam's Curry Mansion Inn

Key West Historic District

Melissa

includes taxes & fees

14 Sept - 15 Sept

12. L'Habitation Guest House - Adults Only

Key West Historic District

Richard

includes taxes & fees

12 Oct - 13 Oct

13. FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool

Old Town Key West

Jay

includes taxes & fees

5 Oct - 6 Oct

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Top Key West Hotel Reviews

Margaritaville Beach House Key West

10/10 Excellent

"Staff was supper nice, beach is right across the street, food was great, the pool the warm and relaxing, beds are comfortable!"

La Concha Key West, Autograph Collection

10/10 Excellent

"Love the history of La Concha, the vibe, bar, size and the location, almost mid-way on Duval Street, the hub of activity. It’s also one of the stops on the “hop-on hop-off “(every 30min) Old Town Trolley Key West Tours, which is a really big deal. There are no doubt other excellent properties in Key West, but La Concha was a great fit for me. I will definitely stay there on my next trip to the island."

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"We've stayed here before and really enjoyed it. The property location is great walking to Duval Street and other restaurants around. The rooms were clean, the bed was pretty comfortable. Free espresso pods available in the rooms, I think I saw some tea too. There are 2 coffee shops in a 3-5 minute walking distance too. Bottles of water (to purchase) but the pool has a water machine. 2/3 pools open (the main one closed for renovations) but with music, the vibe was fun. There are also fun daily activities. The cafe is located right on the beach, which is nice, but sadly the smell of old, wet seaweed is off- putting, Front desk staff were friendly and accomodating ( we were able to check in an hour earlier - granted it's not in season). Only downfall is the expensive overnight parking fee!"

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