A tropical island known for its laid-back charm, Key West is famous for its pastel conch-style houses, succulent stone crabs and a variety of water adventures. Catch the sunset and theatrics at Mallory Square, come face-to-face with six-toed cats at the Ernest Hemingway Home and Museum, then hop on a glass-bottom boat tour or snorkel at nearby Dry Tortugas National Park.
With over 400 million annual visitors to HotelsCombined, we’ve taken the guesswork out of your Key West holiday by highlighting the top bed and breakfasts in Key West. These charming abodes blend Southern hospitality with daily happy hours, breakfast buffets, on-site pools and easy access to popular attractions.
Southernmost Point Guest House
Sitting adjacent to the Key West Butterfly & Nature Conservatory on a quiet end of Duval Street, Southern Point Guest House is housed in a Victorian home. Stay in the budget-friendly Queen Room with a coffee maker, refrigerator and air conditioning or upgrade to the Point View Suite Room for a private balcony overlooking the Atlantic Ocean.
Start your day with breakfast on the veranda or in the gardens, then lounge poolside or grab a complimentary towel and head to the beach. You can also kick back on the breezy porch, soak in the pool-size Jacuzzi or take in island life from a hammock.
Most Charming B&B Features
- The relaxing hammocks nestled in the gardens.
- A one-minute walk from South Beach.
- Complimentary happy hour (wine only) daily.
Star Rating: 4*
Price: USD 209 – USD 265
Guest Rating: 9.3
Address: 1327 Duval Sreet, Key West, Florida, United States
Avalon Bed and Breakfast Key West
Avalon Bed and Breakfast Key West is housed in a circa-1895 building, located one block from South Beach. The 19-room tropical-themed B&B features a mini fridge, cable TV and over-the-bed canopy net in every room, while the King Cottage offers a romantic ambience with its plunge pool, plush bathrobes and flat-screen TV.
Relax with some wine on the front porch or read a book in the plush poolside Adirondack chairs before venturing out to the restaurants, bars and shops along Duval Street. Want to dig your toes in the sand? Walk 15 minutes to nearby Higgs Beach to swim and lounge under an umbrella.
Most Charming B&B Features
- The assortment of bagels, sweet pastries and seasonal fruits served at the daily breakfast.
- A Two Queen Size Beds room ideal for families or large groups.
- One block from the Southernmost Point of the Continental US.
Star Rating: 4*
Price: USD 166 – USD 355
Guest Rating: 9.2
Address: 1317 Duval St., Key West, Florida, United States
Artist House Key West
The art-filled Artist House Key West is a cultural icon dating back to the Victorian era. You’ll find stately rooms, including the Sun Room, which has a queen-size bed, mini fridge and flat-screen TV. Upgraded rooms, such as The Parlor Suite and The Ann Suite, have four-poster king-size beds, while The Turret Suite features French doors to the second-floor porch.
Refuel for sightseeing at the daily breakfast served in the tropical garden or enjoy it on the front porch overlooking a quiet street. Swim in the outdoor pool, then mingle with other guests at the complimentary happy hour or spend an afternoon exploring the nearby Key West Aquarium.
Most Charming B&B Features
- The individually decorated rooms with vintage-style furnishings.
- A Garden Room with a private furnished balcony overlooking the garden.
- The daily complimentary happy hour.
Star Rating: 3.5*
Price: USD 179 – USD 329
Guest Rating: 9.1
Address: 534 Eaton Street, Key West, Florida, United States
Casa 325 Guesthouse
HotelsCombined visitors rave about the stunning outdoor pool at Casa 325 Guesthouse, which is steps from the Historic Key West Waterfront. Need help organising Key West experiences? Let the free concierge book popular activities for you, including dolphin-watching cruises, ghost tours and spa treatments.
Find your next home away from home in one of the spacious rooms and suites that come with kitchenettes, mini fridges and coffee makers, including the One Bedroom Suite, which also has a separate sitting area. Stay in the One Bedroom Loft for a two-level suite or upgrade to a Four Person Studio for a poolside location and extra space.
Most Charming B&B Features
- A sparkling on-site pool.
- Spacious suites that can accommodate up to four guests.
- One kilometre from the beaches at Fort Zachary Taylor State Park.
Star Rating: 3.5*
Price: USD 288 – USD 321
Guest Rating: 8.7
Address: 325 Duval Street, Key West, Florida, United States
Coco Plum Inn
A family-owned bed and breakfast, Coco Plum Inn boasts cosy rooms housed in two Victorian homes. The Super Deluxe King Room has a king-size bed with fluffy pillows, cable TV and refrigerators, while The Standard Queen has an antique vanity and Victorian bed. Need more space? Stay in the Three Bedroom Suite with a common living room.
The gourmet breakfast at Coco Plum Inn boasts made-to-order items, such as eggs Benedict, pancakes and sausage, gravy and biscuits. Afterwards, lounge poolside or relax on the spacious patios or in the private gardens.
Most Charming B&B Features
- A full menu of gourmet food offered for breakfast.
- The 24-hour on-site pool with towels provided.
- A 10-minute walk from Mallory Square.
Star Rating: 3*
Price: USD 670 – USD 1,110
Guest Rating: 10
Address: 615 Whitehead Street, Key West, Florida, United States
Ambrosia Key West
Nestled in the heart of the Historic District of Key West, Ambrosia Key West is set in a former tropical nursery. You’ll have your choice of tropical-themed rooms and two-room suites, while two-storey townhomes and a two-bedroom cottage offer extra space for families and large groups. Room amenities include refrigerators, cable TV and coffee makers.
Unwind in the lush courtyard surrounded by palm trees or swim in one of the three on-site pools. Enjoy a breakfast buffet with eggs, bacon, bagels and fruit, then recharge with complimentary Keurig coffee. To experience a slice of Key West history, walk 10 minutes to the famous Green Parrot Bar where Ernest Hemingway was a regular patron.
Most Charming B&B Features
- Pet-friendly rooms available.
- Three swimming pools and a heated whirlpool spa.
- Located four blocks from the Key West Historic Seaport.
Star Rating: 3*
Price: USD 835 – USD 1,097
Guest Rating: 9.8
Address: 622 Fleming Street, Key West, Florida, United States
Tropical Inn Key West
A family owned and operated adults-only bed and breakfast, Tropical Inn Key West is housed in a late-1800s conch-style house. Step inside the Coconut Cabana to discover “Old Florida” decor and a vaulted ceiling, while the Poinciana Patio boasts French doors to a private patio and garden. Upgrade to the romantic Gecko’s Garden Suite for a spa-jetted plunge pool.
Enjoy the serene atmosphere of the on-site garden, which is surrounded by exotic orchids and features an inviting waterfall pool and bubbling hot tub. Sip cocktails at sunset or return for a nightcap after an evening in town, but don’t miss the morning breakfast with “Today’s Guilty Pleasure” treats made fresh from the oven.
Most Charming B&B Features
- The outdoor living room with a tree-sheltered hydro-massage spa in the Pineapple Hideaway Suite.
- An alluring pool surrounded by lush foliage.
- A Love Lock bird cage tradition where couples can leave a personalised lock in the garden.
Star Rating: 3*
Price: USD 214 – USD 428
Guest Rating: 9.6
Address: 812 Duval Street, Key West, Florida, United States
Andrews Inn & Garden Cottages
Andrews Inn & Garden Cottages is a tropical oasis located down a shady lane just off lively Duval Street. You’ll find an inviting pool nestled amongst a tropical garden, where the “happiest happy hour in town” is held with a complimentary pre-dinner drink. Other perks include free iced tea, citrus water and snacks, in addition to a laid-back breakfast served alfresco with champagne cocktails.
You can relax in one of the rooms at the Main Inn, from a Standard Queen: Venezia with beach-themed decor, flat-screen TV and shared poolside deck to the Deluxe Queen: Malaga with a private deck and sleeper sofa. Prefer self-catering? Stay in the Vacation Rental Home, a family guest house perfect for large groups.
Most Charming B&B Features
- A three-minute walk from the Ernest Hemingway Home and Museum.
- Complimentary beach towels, chairs, umbrellas and bags for beach excursions.
- Welcoming happy hour with beer and wine.
Star Rating: 3*
Price: USD 324 – USD 524
Guest Rating: 9.1
Address: 223 Eneas Lane, Key West, Florida, United States
Azul Key West
Azul Key West is an adults-only bed and breakfast set in a Queen Anne-style mansion listed on the National Register of Historic Places. There are six Queen and five King rooms, each one equipped with a private entrance, Aveda toiletries, beach towels and a flat-screen TV.
The serene, spa-like atmosphere is ideal for a romantic getaway, complemented by a shimmering pool surrounded by plush lounge chairs and a sundeck overlooking the surrounding foliage. Take a 10-minute walk to the Key West Lighthouse, where you learn about the city’s maritime heritage.
Most Charming B&B Features
- The healthy fresh fruit breakfast served daily.
- Soft cotton quilts and fluffy pillows on all-cotton sateen sheets.
- A spacious pool deck with garden views.
Star Rating: 3*
Price: USD 425 – USD 515
Guest Rating: 9
Address: 907 Truman Avenue, Key West, Florida, United States
Duval Gardens
A tropical B&B on historic Duval Street, Duval Gardens is three blocks from the Southernmost Point buoy. There are six types of rooms, each one equipped with a mini fridge, flat-screen TV and air conditioning. For extra space, book the Double Queen Room, while the King Rooms feature French doors to the heated pool.
Spend a sunny day at nearby South Beach or Fort Zachary State Park, while the on-site heated pool is an oasis of relaxation. Sit on the front porch and enjoy breakfast with coffee, pastries and seasonal fruits, then explore the neighbourhood on a rented bicycle or let the staff book a romantic dinner or sunset cruise.
Most Charming B&B Features
- The spacious front porch overlooking Duval Street.
- The small kitchen in the King Junior Suite.
- Wraparound balcony access from the second-floor Balcony Queen Rooms.
Star Rating: 3*
Price: USD 224 – USD 289
Guest Rating: 9
Address: 1012 Duval Street, Key West, Florida, United States
The Grand Guesthouse
Located in a historic cigar-making area of Key West, The Grand Guesthouse housed workers at a former cigar manufacturer. Guest rooms feature queen or king-size beds, air conditioning, flat-screen TVs, USB charging stations and mini fridges, while suites also have kitchenettes and separate dining and seating areas.
Get your caffeine fix at the daily breakfast, which serves hot Starbucks coffee alongside an assortment of bagels, jams and jellies, fruit and juices. Relax in the outdoor lounge area surrounded by tropical gardens or walk 10 minutes to the shops, restaurants and bars along Duval Street.
Most Charming B&B Features
- Starbucks coffee available day and night.
- Complimentary on-site parking.
- A 10-minute walk from the family-friendly Higgs Beach.
Star Rating: 3*
Price: USD 360 – USD 608
Guest Rating: 9
Address: 1116 Grinnell Street, Key West, Florida, United States
Old Town Manor
Old Town Manor is an elegant bed and breakfast, housed in a building dating back to 1886. There are 14 unique rooms with four-poster beds, shared verandas, key-less entry, Sealy Posturepedic Memory Foam mattresses, flat-screen TVs and mini fridges with organic coffee. For a spacious deck overlooking the garden, stay in the Jacaranda – Superior Queen.
In addition to its great downtown location, Old Town Manor recalls the city’s rich history with its original cypress doors and private tropical gardens. Dig into smoked salmon and homemade cream cheese or waffles and maple syrup at the daily breakfast, then indulge in slices of key lime pie dipped in chocolate at Kermit’s Key West Key Lime Shoppe, only a five-minute walk away.
Most Charming B&B Features
- Organic chamomile mint, Moroccan mint, early grey and pure green tea offered daily.
- The two private balconies in the Sunset – Superior Queen room.
- Only 4.5 blocks from succulent seafood at Schooner Wharf Bar.
Star Rating: 3*
Price: USD 325 – USD 579
Guest Rating: 9
Address: 511 Eaton Street, Key West, Florida, United States
Knowles House
Knowles House B&B is an award-winning bed and breakfast set in a mid-1800s conch house, offering a cosy, adults-only retreat five blocks from Duval Street. You can spend your days lounging beneath the swaying palm trees at the pool, relaxing in the Jacuzzi or tanning on the rooftop sundeck.
Unwind in the Caribbean Room, which has a king-size bed and cheerful Caribbean décor. Couples looking for romance will enjoy the Italian Room’s lavish fabrics and Jacuzzi tub. Travelling with the family? Enjoy the extra space and two queen-size beds with memory foam mattresses in the Paris Room.
Most Charming B&B Features
- The palm-fringed pool garden with a soothing fountain.
- Tropical drinks served at the rooftop sundeck.
- A large Jacuzzi and a private outdoor shower.
Star Rating: 3*
Price: USD 403 – USD 761
Guest Rating: 9
Address: 1004 Eaton Street, Key West, Florida, United States
Hotel Location
A Subtropical Paradise with Southern Hospitality in Key West
Key West is an alluring destination with a rich history, laid-back atmosphere, white-sand beaches and action-packed outdoor adventures, such as deep-sea fishing, diving and snorkelling. Escape the stress of everyday life at one of these top bed and breakfast accommodations in Key West. The most popular treat you to gourmet breakfasts and on-site leisure facilities, including pools, Jacuzzis and gardens.
What is your favourite bed and breakfast in Key West? Let us know in the comments below.
