Top Bed and Breakfasts in Florida Keys

Find the Top Bed and Breakfasts in Florida Keys – 20+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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1-20 out of 20 bed and breakfasts
Bed & Breakfast
8.2
Great358 reviews
From   US$ 79 /nightSelect
  • Bunk bed rooms for group accommodations
  • Three inviting outdoor swimming pools
  • Adults-only atmosphere for exclusive experience
8.6
Great55 reviews
From   US$ 754 /nightSelect
  • Historic inn built in 1869
  • Unique guest rooms with character
  • King balcony rooms overlooking pool
Bed & Breakfast
8.4
Great125 reviews
  • Garden courtyard
  • Private hot tub
  • Happy hour
From   US$ 125 /nightSelect
  • Historic Victorian architecture and charm
  • Social happy hour in garden courtyard
  • Complimentary use of bicycles for guests
Bed & Breakfast
8.4
Great157 reviews
  • Outdoor Pool
  • Bicycle Rental
  • Garden
From   US$ 94 /nightSelect
  • Outdoor pool with sun loungers
  • Continental breakfast with Belgian waffles
  • Caribbean-style buildings with balconies
8.0
Great108 reviews
  • Private Pool
  • Tropical Garden
  • Happy Hour
From   US$ 200 /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
From   US$ 154 /nightSelect
  • Historic Victorian architecture
  • Delicious organic breakfast options
  • Pet-friendly accommodations available
8.4
Great94 reviews
  • Tiki Bar
  • Saltwater Pool
  • Private Courtyard
From   US$ 235 /nightSelect
  • Historic Victorian boutique hotel charm
  • Private courtyard oasis and pool
  • Complimentary wine and beer Happy Hour
8.8
Great35 reviews
  • Outdoor Pool
  • Bicycle Rentals
  • Historic Estate
From   US$ 358 /nightSelect
  • Historic Victorian-style architecture
  • Charming poolside cabana retreat
  • Complimentary mimosas with breakfast
8.4
Great235 reviews
  • Garden Bar
  • Spa Pool
  • Bicycle Rentals
From   US$ 297 /nightSelect
  • Complimentary happy hour drinks daily
  • Historic Victorian era architecture
  • Adjacent to Southernmost Point monument
8.6
Great49 reviews
  • Hot Tub
  • Pool
  • Sundecks
From   US$ 344 /nightSelect
  • Clothing-optional sundecks with great views
  • Complimentary cocktail happy hour daily
  • Historic Conch-style house from 1902
Bed & Breakfast
8.2
Great182 reviews
  • Outdoor Pools
  • Pet-Friendly
  • On-Site Massage
From   US$ 299 /nightSelect
  • Unique themed accommodations
  • Lush tropical garden setting
  • Multiple outdoor pools
Bed & Breakfast
8.6
Great13 reviews
  • Private beach
  • Hot tub
  • Bicycle rental
From   US$ 517 /nightSelect
  • Private beach access exclusive to adults
  • On-site water sports and outdoor activities
  • Relaxing hot tub and spa lounge available
Bed & Breakfast
8.2
Great124 reviews
  • Heated Pool
  • On-site Spa
  • Tropical Gardens
From   US$ 434 /nightSelect
  • On-site massage from Essera Spa
  • Complimentary gourmet breakfast available
  • Refreshing outdoor heated swimming pool
Bed & Breakfast
8.2
Great151 reviews
  • Tropical Courtyard
  • Swimming Pool
  • Private Balconies
From   US$ 135 /nightSelect
  • Historic hotel on famous Duval Street
  • Charming inner courtyard with tropical plants
  • Rooms with air conditioning and balconies
Bed & Breakfast
8.4
Great360 reviews
  • Massage Spa
  • Bicycle Rentals
  • Outdoor Dining
From   US$ 375 /nightSelect
  • Adults-only atmosphere for relaxation
  • Local Caribbean artwork in every room
  • On-site bicycle rentals for exploration
8.4
Great82 reviews
  • Private garden
  • Outdoor pool
  • Bicycle rentals
From   US$ 550 /nightSelect
  • Complimentary happy hour for guests
  • Intimate atmosphere with only six rooms
  • Garden courtyard with pool area
8.6
Great55 reviews
  • Heated Pool
  • Bike Rentals
  • Tropical Gardens
From   US$ 310 /nightSelect
  • Private heated pool in Hemingway Suite
  • On-site bike rentals for guests' convenience
  • Tropical garden setting for serenity
8.4
Great199 reviews
  • Cocktail Hour
  • Garden Terrace
  • Air Conditioning
From   US$ 199 /nightSelect
  • Adults-only ambiance and tranquility
  • Inviting garden and terrace areas
  • Daily cocktail hour for relaxation
Bed & Breakfast
8.0
Great47 reviews
  • Bicycle Rental
  • Garden Views
  • Adults-Only
From   US$ 306 /nightSelect
  • Bicycle rental service available
  • Garden views from various units
  • Adults-only atmosphere
Bed & Breakfast
7.8
Very good107 reviews
From   US$ 199 /nightSelect
Offering a swimming pool, the 2-star An Island Oasis is located in the old part of Key West, 5 minutes' drive from Mallory Square.