Search the best hotels in Key West

Bed & Breakfasts in Key West

If you want to get a real feel for Key West, this is probably the best option. Our hotel experts are always on the lookout for properties that combine comfort and style with personality and authenticity — and it's fair to say this isn't the easiest pairing to achieve. But the best bed and breakfasts in Key West tick the boxes on several fronts. Some of them are this dynamic, independent-spirit city's cheapest stays; they are perhaps the most intimate stays; they are the most individual stays. In many — but not all — cases, they also boast unique design, unique location, unique story, unique style — the list goes on! Use our guide and start planning your next Key West getaway.

Key West B&B

Key West (Florida)

A charming historic adults-only B&B set near lively Duval Street. Intimate rooms have a tropical feel with local artworks and decks for views of Old Town. Unwind in the hammock on the porch, take a dip in the pool, and enjoy a homemade breakfast on the terrace. An ideal base for exploring Key West.

  • City Style - A chic little haven with original local art works adorning the rooms and a sophisticated grown-up vibe
  • Total relaxation - Rest in a hammock, rocking chair, or swing and socialise on one of the four shaded porches
  • Local exploring - The inn is a short distance from both Duval Street and the Historic Seaport
  • Sights nearby - Visit the most southern continental point of mainland USA
from CA$165 for 1 room, 1 night including taxes & fees
The Artist House

Key West (Florida)

An historical bed & breakfast in downtown Key West housed in a restored Victorian mansion with a turret. High-ceilinged rooms retain original character with ornate woodwork and well-appointed furnishings. Complimentary breakfast can be enjoyed in the garden or the front porch. Private outdoor pool.

  • Sights nearby - 1.6km from the Ernest Hemingway Museum; Key West Museum of Art and History is 7 minutes’ walk from the property
  • Lively area - 3 minutes walk from iconic Duval Street
  • Restrictions on children - Children older than 5 years are welcome
  • Romantic
from CA$203 for 1 room, 1 night including taxes & fees
L'Habitation Hotel

Key West (Florida)

A charming and historic B&B set close to the best restaurants, nightlife and cultural attractions of Key West. Chic spacious rooms feature four-poster beds, artworks, and large walk-in showers. Relax on the tropical rooftop terrace with a delicious coffee or fresh juice. A laid back city base.

  • Local exploring - The hotel is situated in the heart of Key West - perfect for discovering the city's nightlife, restaurants and culture
  • Special Offer - Guests can receive 15% off their stay with a special promo code
  • Sights nearby - 10 minutes walking distance from Fort Zachary Taylor beach and Audubon house
  • Adult Only
from CA$210 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Old Town Manor

Key West (Florida)

A relaxing and charming B&B, nestled in the heart of the old town. Spacious and elegant rooms have tropical colour schemes, four-poster beds and large bathrooms with walk-in rainfall showers. Enjoy the organic breakfast served amidst the lush gardens. An intimate and stylish stay.

  • Local exploring - Situated near Duval Street, the location and proximity is fabulous for discovering Key West's main attractions
  • Great walks - Take a picnic to Fort Zachary Taylor
  • Sailing
  • Four poster beds
from CA$280 for 1 room, 1 night including taxes & fees
Simonton Court Historic Inn & Cottages

Key West (Florida)

An old cigar factory turned into a charming guesthouse and cottages set in historic Key West. Spacious and stylish tropical rooms and cottages have Bahamian patterns and bathrooms with rainfall showers. Set in verdant gardens and boasting no less than four pools. An indulgent base to explore from.

  • Local exploring - In the heart of the Old Town, and many of the most famous bars, restaurants and historic attractions are located just steps away
  • Great walks - Walk to Fort Zachary Taylor Historic State Park and see the beautiful beach
  • Swimming Pool - Four swimming pools, open 24 hours
  • Minimum Stay - Two-night minimum
from CA$293 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Marrero's Guest Mansion

Key West (Florida)

An adult-only guesthouse, just off the famous Duval Street. Tropical and bright rooms with coastal touches, A/C and beautiful city views. In the morning eat sweet homemade pastries and fresh juices on the porch. Indulge by the relaxing saltwater pool day or night. Perfect for exploring the island.

  • Active Holiday - Water sports, beaches, snorkeling, sailing, fishing and dive trips, sunset cruises and even seaplane flights
  • Local exploring - Experience Key West's great restaurants, tropical shopping, art galleries, and famous clubs
  • Swimming Pool - Salt-water pool
  • Adult Only
from CA$315 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Seascape Tropical Inn

Key West (Florida)

Cosy adults-only B&B nestled on a quiet side street close to Duval Street. Comfortable rooms feature wicker furniture, unique artwork and bright coloured walls for a tropical vibe. Plus there's a heated pool and hot tub, and an honesty bar for drinks. A little slice of paradise.

  • Writing a novel - The lush garden is the perfect spot to channel your inner Ernest Hemingway, the literary great who had a home on the island
  • Local exploring - Discover nearby Duval Street with its restaurants, shops, colourful scenery and history
  • Sights nearby - Board the Yankee Freedom for a ferry ride to the Dry Tortugas National Park made up of seven small islands
  • Swimming Pool - Small outdoor heated pool with sundeck
from CA$321 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Coco Plum Inn

Key West (Florida)

In the heart of Key West's Old Town, this lovingly restored historic hotel is two Victorian houses made into one. Charming individually-decorated rooms ooze glamour with tropical touches giving a nod to the island location. Ferns and palms create welcome shade in the lush garden. A stylish oasis.

  • Local exploring - Free bus route from the Gulf to the Atlantic, adjacent to Key West's famous main street lined with shops, bar and restaurants
  • Groups - The inn can accommodate one group with its three, individual, side-by-side rooms that share a common space
  • Active Holiday - Key West is a watersports wonderland with jet skiing, parasailing, snorkeling and boat tours
  • Swimming Pool - 24-hour heated outdoor pool with towels provided
from CA$363 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Mermaid and The Alligator

Key West (Florida)

An elegant and intimate B&B in Key West. Rooms are spacious and stylish with tropical decor, four-poster beds, angled bay windows and luxury linens. Enjoy a homemade breakfast on the lush and tropical terrace. On hot days, relax by the pool or grab a bicycle and explore the beaches of Key West.

  • Romantic Break - Plan a special weekend away with a bottle of Veuve Cliquot Champagne and chocolate-dipped strawberries on arrival
  • Local exploring - The shops, galleries, and restaurants of Duval Street are just three streets away
  • Beach Life - With bicycles to rent, spend an entire day exploring the beaches of Key West
  • Adult Only
from CA$376 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Conch House Heritage Inn

Key West (Florida)

A tropical and elegant inn situated in Old Town Florida Keys. Rooms are classical and coastal with ceiling fans, traditional antique furnishings, artworks and large bathrooms with walk-in showers. Enjoy a delicious breakfast poolside with fresh-squeezed juices and champagne mimosas. A perfect stay.

  • Local exploring - The B&B is minutes away from the Key West Historic Seaport, best sightseeing, beaches, water sports and restaurants
  • Fishing - Spend a day on a charter deep sea fishing boat
  • Adult Only
  • Seaside
from CA$376 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Southernmost House

Key West (Florida)

A stunning Victorian-era house boasting spectacular sea views and an enviable location on the sophisticated end of Duval street. Romantic rooms are bright and spacious with hardwood floors and four-posters. There's a large pool, breakfast is served, and Key West's main sites are just a stroll away.

  • Romantic Break - An old Victorian house that sings of romance; rooms have four-posters and the property has an exclusive 'hide-away' feel
  • City Style - Set on the quiet end of Duval Street surrounded by art galleries and high-end eateries
  • Adult Only - Must be aged over 18 years
  • Swimming Pool - Outdoor pool
from CA$404 for 1 room, 1 night including taxes & fees
Ella's Cottages - Key West Historic Inns

Key West (Florida)

A luxurious and intimate guesthouse set amongst a lush tropical garden. Charming guestrooms and cottages feature soft hues dotted with bright accents, in-room yoga mats, private patios and large rainfall showers. Sunbathe by the pool cloistered by banana palms or roam Key West by bike. Idyllic!

  • Local exploring - The hotel is the perfect base for discovering Key West's rich culture and its beautiful beaches
  • Total relaxation - Soak up the Florida sun and lounge by the pool with a good book
  • Diving
  • Kayaking
from CA$421 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Paradise Inn

Key West (Florida)

A tranquil adults-only bed and breakfast with outdoor hot tub and fountain fed pool. The exquisitely simple rooms, painted in calming whites and nudes, are flooded with natural light and furnished with an eye for Floridian refinement. Breakfast and wine and cheese happy hour are included.

  • Diving - It is possible to go scuba diving in the waters surrounding the island.
  • Sailing - Go for a sunset sail on the ocean.
  • Restrictions on children - No children under the age of 18
  • Swimming Pool - Outdoor pool
from CA$447 for 1 room, 1 night including taxes & fees
Check availability on Expedia