Top Bed and Breakfasts in Key West

Find the Top Bed and Breakfasts in Key West – 20+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 22 bed and breakfasts
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8.6
Great55 reviews
MapView on map1.4 mi from City Center400 yd from Key West Shipwreck Treasure Museum
From   US$ 754 /nightSelect
  • Historic inn built in 1869
  • Unique guest rooms with character
  • King balcony rooms overlooking pool
Bed & Breakfast
8.2
Great359 reviews
MapView on map1.0 mi from City Center500 yd from Key West Cemetery
From   US$ 79 /nightSelect
  • Bunk bed rooms for group accommodations
  • Three inviting outdoor swimming pools
  • Adults-only atmosphere for exclusive experience
Bed & Breakfast
8.4
Great157 reviews
  • Outdoor Pool
  • Bicycle Rental
  • Garden
1.1 mi from City Center200 yd from Ernest Hemingway House
From   US$ 94 /nightSelect
  • Outdoor pool with sun loungers
  • Continental breakfast with Belgian waffles
  • Caribbean-style buildings with balconies
Bed & Breakfast
8.2
Great124 reviews
  • Heated Pool
  • On-site Spa
  • Tropical Gardens
1.3 mi from City Center200 yd from Fury Water Adventures Key West
From   US$ 387 /nightSelect
  • On-site massage from Essera Spa
  • Complimentary gourmet breakfast available
  • Refreshing outdoor heated swimming pool
Bed & Breakfast
8.4
Great125 reviews
  • Garden courtyard
  • Private hot tub
  • Happy hour
1.3 mi from City Center300 yd from San Carlos Institute Casa Cuba
From   US$ 125 /nightSelect
  • Historic Victorian architecture and charm
  • Social happy hour in garden courtyard
  • Complimentary use of bicycles for guests
8.0
Great108 reviews
  • Private Pool
  • Tropical Garden
  • Happy Hour
1.3 mi from City Center600 yd from Key West Shipwreck Treasure Museum
From   US$ 215 /nightSelect
  • Secluded tropical garden oasis
  • Heated, private pool for relaxation
  • Complimentary happy hour by the pool
Bed & Breakfast
8.2
Great186 reviews
  • Garden Courtyard
  • Unique Rooms
  • Bike Rentals
1.3 mi from City Center300 yd from San Carlos Institute Casa Cuba
From   US$ 165 /nightSelect
  • Historic Victorian architecture
  • Delicious organic breakfast options
  • Pet-friendly accommodations available
Bed & Breakfast
8.2
Great183 reviews
  • Outdoor Pools
  • Pet-Friendly
  • On-Site Massage
1.2 mi from City Center300 yd from San Carlos Institute Casa Cuba
From   US$ 299 /nightSelect
  • Unique themed accommodations
  • Lush tropical garden setting
  • Multiple outdoor pools
8.4
Great94 reviews
  • Tiki Bar
  • Saltwater Pool
  • Private Courtyard
1.3 mi from City Center200 yd from Jackson Square
From   US$ 235 /nightSelect
  • Historic Victorian boutique hotel charm
  • Private courtyard oasis and pool
  • Complimentary wine and beer Happy Hour
8.2
Great82 reviews
  • Outdoor Pool
  • Complimentary Breakfast
  • Private Parking
1.5 mi from City Center300 yd from Jackson Square
From   US$ 237 /nightSelect
  • Adults-only retreat with historic charm
  • Distinct island-inspired guest rooms
  • Outdoor pool surrounded by lush gardens
8.6
Great49 reviews
  • Hot Tub
  • Pool
  • Sundecks
1600 yd from City Center700 yd from Key West Cemetery
From   US$ 344 /nightSelect
  • Clothing-optional sundecks with great views
  • Complimentary cocktail happy hour daily
  • Historic Conch-style house from 1902
8.4
Great366 reviews
  • Plunge Pool
  • Private Beach
  • Outdoor Dining
1.0 mi from City Center100 yd from Key West Butterfly and Nature Conservatory
From   US$ 273 /nightSelect
  • Unique beach access for guests
  • Complimentary homemade cookies daily
  • Quiet pool area for relaxation
8.4
Great235 reviews
  • Garden Bar
  • Spa Pool
  • Bicycle Rentals
1.1 mi from City Center200 yd from Key West Butterfly and Nature Conservatory
From   US$ 303 /nightSelect
  • Complimentary happy hour drinks daily
  • Historic Victorian era architecture
  • Adjacent to Southernmost Point monument
Bed & Breakfast
8.2
Great151 reviews
  • Tropical Courtyard
  • Swimming Pool
  • Private Balconies
1.1 mi from City Center100 yd from Ernest Hemingway House
From   US$ 139 /nightSelect
  • Historic hotel on famous Duval Street
  • Charming inner courtyard with tropical plants
  • Rooms with air conditioning and balconies
8.4
Great199 reviews
  • Cocktail Hour
  • Garden Terrace
  • Air Conditioning
1.4 mi from City Center300 yd from Jackson Square
From   US$ 199 /nightSelect
  • Adults-only ambiance and tranquility
  • Inviting garden and terrace areas
  • Daily cocktail hour for relaxation
Bed & Breakfast
8.4
Great360 reviews
  • Massage Spa
  • Bicycle Rentals
  • Outdoor Dining
1200 yd from City Center600 yd from Key West Cemetery
From   US$ 213 /nightSelect
  • Adults-only atmosphere for relaxation
  • Local Caribbean artwork in every room
  • On-site bicycle rentals for exploration
8.8
Great35 reviews
  • Outdoor Pool
  • Bicycle Rentals
  • Historic Estate
1700 yd from City Center400 yd from Key West Cemetery
From   US$ 417 /nightSelect
  • Historic Victorian-style architecture
  • Charming poolside cabana retreat
  • Complimentary mimosas with breakfast
8.6
Great55 reviews
  • Heated Pool
  • Bike Rentals
  • Tropical Gardens
1100 yd from City Center500 yd from Dog Beach
From   US$ 398 /nightSelect
  • Private heated pool in Hemingway Suite
  • On-site bike rentals for guests' convenience
  • Tropical garden setting for serenity
8.4
Great82 reviews
  • Private garden
  • Outdoor pool
  • Bicycle rentals
1.1 mi from City Center100 yd from Ernest Hemingway House
From   US$ 447 /nightSelect
  • Complimentary happy hour for guests
  • Intimate atmosphere with only six rooms
  • Garden courtyard with pool area
Bed & Breakfast
8.4
Great183 reviews
  • Outdoor Dining
  • On-site Spa
  • Swimming Pool
1400 yd from City Center400 yd from Key West Cemetery
From   US$ 174 /nightSelect
  • Outdoor dining area with poolside views
  • On-site spa for ultimate relaxation
  • Refreshing swimming pool for leisure
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