Top Bed and Breakfasts in Key West
Find the Top Bed and Breakfasts in Key West – 10+ Quality Options from Leading Providers
1-19 out of 19 bed and breakfasts
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Bed & Breakfast
8.2
Great358358 reviews10
MapView on map1.0 mi from City Center500 yd from Key West Cemetery
From
US$ 79
/night
- Bunk bed rooms for group accommodations
- Three inviting outdoor swimming pools
- Adults-only atmosphere for exclusive experience
Bed & Breakfast
8.6
Great5555 reviews10
MapView on map1.4 mi from City Center200 yd from Red Barn Theatre
From
US$ 754
/night
- Historic inn built in 1869
- Unique guest rooms with character
- King balcony rooms overlooking pool
Bed & Breakfast
8.4
Great125125 reviews10
- Garden courtyard
- Private hot tub
- Happy hour
1.3 mi from City Center200 yd from Red Barn Theatre
From
US$ 125
/night
- Historic Victorian architecture and charm
- Social happy hour in garden courtyard
- Complimentary use of bicycles for guests
Bed & Breakfast
8.0
Great108108 reviews10
- Private Pool
- Tropical Garden
- Happy Hour
1.3 mi from City Center400 yd from Red Barn Theatre
From
US$ 200
/night
- Secluded tropical garden oasis
- Heated, private pool for relaxation
- Complimentary happy hour by the pool
Bed & Breakfast
8.4
Great157157 reviews10
- Outdoor Pool
- Bicycle Rental
- Garden
1.1 mi from City Center200 yd from Ernest Hemingway House
From
US$ 94
/night
- Outdoor pool with sun loungers
- Continental breakfast with Belgian waffles
- Caribbean-style buildings with balconies
Bed & Breakfast
8.2
Great186186 reviews10
- Garden Courtyard
- Unique Rooms
- Bike Rentals
1.3 mi from City Center100 yd from Red Barn Theatre
From
US$ 154
/night
- Historic Victorian architecture
- Delicious organic breakfast options
- Pet-friendly accommodations available
Bed & Breakfast
8.4
Great9494 reviews10
- Tiki Bar
- Saltwater Pool
- Private Courtyard
1.3 mi from City Center200 yd from Jackson Square
From
US$ 235
/night
- Historic Victorian boutique hotel charm
- Private courtyard oasis and pool
- Complimentary wine and beer Happy Hour
Bed & Breakfast
8.8
Great3535 reviews10
- Outdoor Pool
- Bicycle Rentals
- Historic Estate
1700 yd from City Center400 yd from Key West Cemetery
From
US$ 358
/night
- Historic Victorian-style architecture
- Charming poolside cabana retreat
- Complimentary mimosas with breakfast
Bed & Breakfast
8.6
Great4949 reviews10
- Hot Tub
- Pool
- Sundecks
1600 yd from City Center700 yd from Key West Cemetery
From
US$ 344
/night
- Clothing-optional sundecks with great views
- Complimentary cocktail happy hour daily
- Historic Conch-style house from 1902
Bed & Breakfast
8.4
Great235235 reviews10
- Garden Bar
- Spa Pool
- Bicycle Rentals
1.1 mi from City Center200 yd from Key West Butterfly and Nature Conservatory
From
US$ 297
/night
- Complimentary happy hour drinks daily
- Historic Victorian era architecture
- Adjacent to Southernmost Point monument
Bed & Breakfast
8.2
Great182182 reviews10
- Outdoor Pools
- Pet-Friendly
- On-Site Massage
1.2 mi from City Center300 yd from San Carlos Institute Casa Cuba
From
US$ 299
/night
- Unique themed accommodations
- Lush tropical garden setting
- Multiple outdoor pools
Bed & Breakfast
8.2
Great124124 reviews10
- Heated Pool
- On-site Spa
- Tropical Gardens
1.3 mi from City Center200 yd from Fury Water Adventures Key West
From
US$ 434
/night
- On-site massage from Essera Spa
- Complimentary gourmet breakfast available
- Refreshing outdoor heated swimming pool
Bed & Breakfast
8.2
Great151151 reviews10
- Tropical Courtyard
- Swimming Pool
- Private Balconies
1.1 mi from City Center100 yd from Ernest Hemingway House
From
US$ 135
/night
- Historic hotel on famous Duval Street
- Charming inner courtyard with tropical plants
- Rooms with air conditioning and balconies
Bed & Breakfast
8.4
Great8282 reviews10
- Private garden
- Outdoor pool
- Bicycle rentals
1.1 mi from City Center100 yd from Ernest Hemingway House
From
US$ 550
/night
- Complimentary happy hour for guests
- Intimate atmosphere with only six rooms
- Garden courtyard with pool area
Bed & Breakfast
8.4
Great360360 reviews10
- Massage Spa
- Bicycle Rentals
- Outdoor Dining
1200 yd from City Center600 yd from Key West Cemetery
From
US$ 375
/night
- Adults-only atmosphere for relaxation
- Local Caribbean artwork in every room
- On-site bicycle rentals for exploration
Bed & Breakfast
8.6
Great5555 reviews10
- Heated Pool
- Bike Rentals
- Tropical Gardens
700 yd from City Center1000 yd from Key West Cemetery
From
US$ 310
/night
- Private heated pool in Hemingway Suite
- On-site bike rentals for guests' convenience
- Tropical garden setting for serenity
Bed & Breakfast
8.4
Great199199 reviews10
- Cocktail Hour
- Garden Terrace
- Air Conditioning
1.4 mi from City Center200 yd from Red Barn Theatre
From
US$ 199
/night
- Adults-only ambiance and tranquility
- Inviting garden and terrace areas
- Daily cocktail hour for relaxation
Bed & Breakfast
7.8
Very good107107 reviews10
1600 yd from City Center400 yd from Dog Beach
From
US$ 199
/night
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.
Bed & Breakfast
8.0
Great4747 reviews10
- Bicycle Rental
- Garden Views
- Adults-Only
1.1 mi from City Center600 yd from Key West Cemetery
From
US$ 306
/night
- Bicycle rental service available
- Garden views from various units
- Adults-only atmosphere
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Top B&Bs Picks in Key West
How much is a room per night?
These B&Bs are recommended for their close proximity to Duval Street, the Southernmost Point Buoy, and beaches like Smathers Beach. Prices start around $150 per night, with highly rated options scoring above 8.5/10 on guest reviews.
3 star:
$150-$250
4 star:
$250-$400
5 star:
$400-$600
Top Recommended Family Friendly B&Bs in Key West
2 miles from the city center
This B&B features two outdoor pools and offers a full hot breakfast. It's located less than a mile from The Ernest Hemingway Home and Museum and the Southernmost Point.
1 mile from the city center
Guests can enjoy a daily continental breakfast and relax in the spa hot tub. Key West Museum of Art and History is just a 7-minute walk away.
1 mile from the city center
This adult-only inn provides in-room refrigerators, bike rentals, and local Caribbean artwork in each room. The Ernest Hemingway Museum is a 15-minute walk from here.
Top Recommended Hotels with Indoor Pool in Key West
2 miles from the city center
This property offers a continental breakfast featuring Belgian waffles and has 7 Caribbean-style buildings. Guests can relax at the outdoor pool, just a 3-minute walk from the Ernest Hemingway Home and Museum.
957 meters from the city center
This boutique hotel features a lagoon-style dipping pool and is only 3 blocks from the beach. Famous restaurants and bars of Duval Street are a 20-minute walk from this location.
2 miles from the city center
This historic property includes spacious guest rooms with private balconies and an outdoor pool. It's just a 10-minute drive from Key West International Airport.
Top Recommended Central B&Bs in Key West
2 miles from the city center
This smoke-free property offers a daily breakfast with pastries and organic fruit. It's less than 1 mile from the Southernmost Point and the Ernest Hemingway Home and Museum.
2 miles from the city center
This B&B features three outdoor pools and a hot tub, providing guests with a relaxing atmosphere. It's a short 15-minute walk to the Ernest Hemingway Home and Museum.
2 miles from the city center
Guests can enjoy a made-to-order breakfast and a heated outdoor pool at this B&B. It's just over a mile from Smathers Beach and close to attractions like the Key West Aquarium.
Top Recommended Cheap and Budget B&Bs in Key West
2 miles from the city center
This guesthouse has free Wi-Fi and is within walking distance of attractions like Mallory Square. Guests can enjoy the garden and a daily cocktail hour.
2 miles from the city center
Located just steps from the Southernmost Point, this guesthouse offers complimentary breakfast and a hot tub. It's close to key attractions like the Key West Butterfly & Nature Conservatory.
1 km from the city center
This guesthouse features outdoor seating and a hot tub, ideal for relaxation. It's close to landmarks such as the Ernest Hemingway Home and Museum and Duval Street.
