Historical hotels in Key West

Find the Top Historical hotels in Key West – 5+ Quality Options from Leading Providers

Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
1Filter & Sort
View map
1-5 out of 5 hotels
1Filter & Sort
View map
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
MapView on map3.4 km from City Centre700 m from Kayak Kings Key West
From   US$ 140 /nightSelect
  • Onsite food truck with local cuisine
  • Live music events by the pool
  • Dog-friendly without weight restrictions
From   US$ 166 /nightSelect
  • Adult-only pool for tranquility
  • Beachside cafe with live music
  • Diverse room types for every guest
Bed & Breakfast
  • Happy Hour
  • Jacuzzi
  • Garden
2.0 km from City Centre300 m from San Carlos Institute Casa Cuba
From   US$ 125 /nightSelect
  • Historic Victorian architecture
  • Daily happy hour with complimentary drinks
  • Charming garden with jacuzzi
  • Tropical Gardens
  • Swimming Pools
  • On-site Dining
1.5 km from City Centre1.6 km from Smathers Beach
From   US$ 170 /nightSelect
  • Four distinct pool areas for leisure
  • Unique culinary offerings and cocktails
  • Spacious villas with private outdoor terraces
  • Lagoon Pool
  • Outdoor Bar
  • Fitness Center
From   US$ 192 /nightSelect
  • Beachfront access to Smathers Beach
  • Tropical lagoon-style pool
  • On-site Tin Cup Chalice Bar