Bed and Breakfast in Key West, FL

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Key West, FL bed and breakfast
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379 Bed and Breakfasts and Inn in Key West, FL

Best Key West, FL bed and breakfasts with air conditioning

After Hours @ Speakeasy Inn Key West! - Key West, FL
No reviews

After Hours @ Speakeasy Inn Key West!

B&B, Key West
This house is located in the centre of Key West, a four-minute walk from South Beach and 1.4 kilometres from Mallory Dock, offering convenient access to attractions such as the Southernmost Point and Ernest Hemingway Home and Museum.
This accommodation provides air conditioning, complimentary Wi-Fi, a kitchenette with a fridge and microwave, and a private balcony, accommodating up to three guests with a check-out time of 11:00 AM.
Grand Bahama Suite-3 Bedroom 2 Bath, A Block Off Duval St W/pool, Parking - Key West, FL
9.4 153 reviews

Grand Bahama Suite-3 Bedroom 2 Bath, A Block Off Duval St W/pool, Parking

B&B, Key West
This Key West guesthouse is ideally located in the Historic District, a short walk from St Paul's Episcopal Church and Duval Street, and within 1.6km of Mallory Square and the Florida Keys Beaches.
Sleeping eight guests across three bedrooms and two bathrooms, this smoke-free house offers a swimming pool, parking, barbecue facilities, and a kitchen equipped with a fridge, microwave, and dishwasher; it's also within easy reach of public transport.
Ambrosia At Azul Mansion Key West - Key West, FL
8.0 2 reviews

Ambrosia At Azul Mansion Key West

house, Key West
Ambrosia at Azul Mansion, a Key West apartment, is centrally located less than 0.6km from the city centre, a 12-minute walk from South Beach, and within 1.9km of Duval Street, the Ernest Hemingway Home and Museum, and Mallory Dock.
This self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes free Wi-Fi, on-site parking, a swimming pool, and a terrace; nearby attractions include the beaches and various Key West sights.
Westwinds Inn - Key West, FL
9.0 2468 reviews

Westwinds Inn

B&B, Key West
The Westwinds Inn is situated in Old Town Key West, a short 0.8 kilometre walk from Duval Street and within easy reach of the beach. It has consistently received excellent ratings for location, cleanliness and overall experience.
This charming guesthouse offers a range of amenities to enhance your stay, including two outdoor pools, tropical gardens, a library, free parking and laundry facilities. Guests can enjoy a continental breakfast and relax on the terrace or balcony.

Best Key West, FL bed and breakfasts with breakfast included

Old Town Manor - Key West, FL
8.8 1007 reviews

Old Town Manor

B&B, Key West
This Key West guesthouse is located in Old Town, just a short walk from Duval Street and the Southernmost Point. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The property features a courtyard and garden, perfect for relaxing after a day exploring Key West. Guests can enjoy a daily breakfast, a swimming pool, and a sun terrace, along with modern amenities such as free Wi-Fi and flat-screen TVs.
Weatherstation Inn Circa 1911 - Key West, FL
9.3 1259 reviews

Weatherstation Inn Circa 1911

B&B, Key West
Weatherstation Inn Circa 1911 is an adults-only guesthouse in Old Town Key West, just a short walk from the historic Duval Street, Mallory Square, and the Hemingway House. The inn has excellent user and location ratings, and a very good cleanliness rating.
The guesthouse has a garden, a terrace, a swimming pool, and a bar. Guests can enjoy a continental breakfast, free Wi-Fi, and free on-site parking, as well as comfortable rooms with private bathrooms.
The Garden House - Key West, FL
9.3 1496 reviews

The Garden House

B&B, Key West
Garden House is located in Old Town Key West, a short walk from the seaport, Dante's Pool Bar, and Duval Street, and less than a half-mile from Mallory Square. The establishment has consistently received excellent ratings for its location, cleanliness, and overall experience.
This charming guesthouse can accommodate up to two guests in its single bedroom and bathroom. Enjoy complimentary WiFi, a continental breakfast, a swimming pool, a terrace, and bike rentals, making it a comfortable and convenient base for exploring Key West.
Marreros Guest Mansion - Adult Only - Key West, FL
9.4 384 reviews

Marreros Guest Mansion - Adult Only

B&B, Key West
Marreros Guest Mansion is in the Duval district of Key West, just a minute's walk from Duval Street and close to the Ernest Hemingway Home and Museum and Mallory Dock. This guesthouse has excellent ratings for location, cleanliness and user experience.
The accommodation offers a choice of rooms with either a terrace or a balcony and some have seating areas. Guests can enjoy a swimming pool, a garden and a terrace, and there is a complimentary evening happy hour, a concierge service and room service.

Frequently asked questions about bed and breakfast in Key West, FL

  • What are the must-see sights for first-time visitors on a day trip to Key West, FL?

    You can't miss the Southernmost Point Buoy, a popular photo spot marking the southernmost point of the contiguous United States. The Ernest Hemingway Home and Museum is a must-see for literature fans, and the Key West Butterfly and Nature Conservatory is a beautiful spot to see exotic butterflies.
  • What are the best bed and breakfasts in Key West, FL?

    Among the B&Bs in Key West, FL, Southernmost Point Guest House & Garden Bar, Key West Bed And Breakfast and Weatherstation Inn Circa 1911 are the most popular ones.

  • In which districts of Key West, FL should you consider booking a bed and breakfast?

    Old Town is the heart of Key West, with lots of charming bed and breakfasts. The historic district of Bahama Village is another great option, known for its vibrant culture and Caribbean influences. If you prefer a quieter setting, the Truman Annex is a more secluded area with lovely bed and breakfasts.
  • What are the best bed and breakfasts with a pool in Key West, FL?

  • What is the typical weather in Key West, FL, and how does it affect outdoor plans?

    Key West has a tropical climate with warm temperatures year-round. The average temperature is around 25°C, and you can expect sunshine most days. The rainy season runs from May to October, so be prepared for occasional showers. Even during the rainy season, the showers are usually short-lived, so you can still enjoy outdoor activities.
  • What are the best bed and breakfasts with a jacuzzi in Key West, FL?

    The best B&Bs with a jacuzzi in Key West, FL are Southernmost Point Guest House & Garden Bar, Ambrosia Key West and The Knowles House.

  • What dining options are recommended for solo travelers staying at bed and breakfasts in Key West, FL?

    For a relaxed atmosphere, try the Blue Heaven, a popular spot with outdoor seating. The Cuban Coffee Queen is a great option for a quick and tasty breakfast. If you're feeling adventurous, head to The Waterfront Brewery for a good selection of craft beers and pub food.
  • What are the best bed and breakfasts for families and kids in Key West, FL?

  • What are the best cultural activities and events in and around Key West, FL?

    The Key West Art & Historical Society hosts a variety of events, including art walks and historical tours. The Key West Literary Seminar brings together authors and readers for workshops and readings. The annual Fantasy Fest in October is a colourful and lively celebration of creativity and imagination.
  • What are the best pet friendly bed and breakfasts in Key West, FL?

  • Which hiking trails are recommended for exploring in and around Key West, FL?

    There are no hiking trails in Key West itself. The closest hiking opportunities are on the mainland, at Everglades National Park. You can take a day trip to the park and explore the trails through the unique swamp ecosystem.
  • What are the best bed and breakfasts with parking in Key West, FL?

Popular destinations

Best Key West, FL bed and breakfasts with a garden

Cortez ~  Adults Only, King Room W/pool View At Azul Mansion! - Key West, FL
9.6 1774 reviews

Cortez ~ Adults Only, King Room W/pool View At Azul Mansion!

B&B, Key West
This Key West apartment is situated in the Historic District, less than 1.6km from Duval Street and the Key West Firehouse Museum, and within 2.4km of the Ernest Hemingway Home and Museum.
The one-bedroom, one-bathroom flat sleeps two guests and offers a private balcony, swimming pool access, free Wi-Fi, and a concierge service; nearby attractions include the beaches of the Florida Keys and tennis courts.
The Conch House Heritage Inn - Key West, FL
9.8 217 reviews

The Conch House Heritage Inn

B&B, Key West
The Conch House Heritage Inn is located in Key West, just under half a kilometre from the Ernest Hemingway Home and Museum and less than two kilometres from Duval Street. The B&B has received excellent ratings for location, cleanliness, and overall user experience.
The inn is an adult-only establishment, offering a peaceful retreat for couples. Guests can enjoy a range of amenities, including a swimming pool, a spa, and complimentary breakfast and mimosas.
Heron House - Adult Only - Key West, FL
9.2 1164 reviews

Heron House - Adult Only

B&B, Key West
The Heron House is located in Key West, Florida, just a short walk from the historic harbour district and Ernest Hemingway's former home. This peaceful retreat is situated in a tropical paradise, offering a secluded and picturesque setting for a relaxing getaway.
The Heron House is a comfortable and spacious property with a rooftop terrace, outdoor pool, and a garden. It also offers a continental breakfast, concierge service, and a restaurant and bar on-site.
Old Town Suites - Key West, FL
8.7 752 reviews

Old Town Suites

B&B, Key West
Old Town Suites is in Key West's Old Town district, just a short walk from the Ernest Hemingway Home and Museum and Duval Street, the island's main thoroughfare. This B&B has consistently received excellent ratings for its location, cleanliness, and overall experience.
Each apartment at Old Town Suites comes with a fully equipped kitchen and modern amenities, allowing guests to enjoy a comfortable and independent stay. Guests can also enjoy the property's garden, terrace, and on-site restaurant and bar.

Our Favourite Bed and Breakfasts with a Pool in Key West, FL

A B&B with a swimming pool in Key West, FL serves as a brilliant base, offering a refreshing dip.

Julie At Scarlet Mango Inn Key West - Key West, FL
No reviews

Julie At Scarlet Mango Inn Key West

house, Key West
JULIE at Scarlet Mango Inn, a Key West apartment, is situated in a central location, less than 0.4km from the city centre, a 10-minute walk from Simonton Street Beach, and under 1.6km from Mallory Square and Mallory Dock.
This air-conditioned one-bedroom property sleeps two, offering free Wi-Fi, on-site parking, a swimming pool, and a terrace; nearby attractions include Duval Street, the Ernest Hemingway Home and Museum, and the Key West Aquarium.
Marrero's Guest Mansion Adult Only (21+) Room 6 - Key West, FL
10 46 reviews

Marrero's Guest Mansion Adult Only (21+) Room 6

B&B, Key West
Marrero's Guest Mansion, a boutique hotel on Fleming Street in Key West, Florida, offers easy access to Duval Street's attractions.
This adult-only (21+) Victorian mansion provides twelve newly redesigned guest rooms, each with a king-size bed, private bathroom, and a saltwater pool, plus a daily happy hour at its vintage Tiki bar.
Courtney's Place Historic Cottages & Inns - Key West, FL
9.1 1089 reviews

Courtney's Place Historic Cottages & Inns

B&B, Key West
Courtney's Place Historic Cottages & Inns is located in Old Town Key West, just a minute's walk from Duval Street and a 15-minute walk from Mallory Square, putting you right in the heart of the action. The property has excellent ratings for location, cleanliness and user experience.
The charming cottages offer a choice of layouts, some with full kitchens, perfect for those who prefer to self-cater. Enjoy the outdoor pool, relax on the terrace or balcony, and make the most of the free continental breakfast, barbecue facilities and free on-site parking.
The Simonton Room At Inn On Fleming Key West - Key West, FL
9.3 3 reviews

The Simonton Room At Inn On Fleming Key West

house, Key West
The Simonton Room at the Inn on Fleming, Key West, enjoys a central location, 1 km from the city centre, a 16-minute walk from Simonton Street Beach and 1.6 km from Mallory Square.
This Key West self-catering apartment offers 20 square metres of accommodation, comprising one bedroom, one bathroom, and sleeps two guests; features include a swimming pool, tennis court, free Wi-Fi, and on-site parking.

Top-Rated Coastal Bed and Breakfasts in Key West, FL

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Just Another Day In Paradise! 2 Relaxing Units! - Key West, FL
No reviews

Just Another Day In Paradise! 2 Relaxing Units!

B&B, Key West

Discover Luxury Bed and Breakfasts in Key West, FL

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Florida Escape | Elegant Villa Stay | Outdoor Pool - Key West, FL
No reviews

Florida Escape | Elegant Villa Stay | Outdoor Pool

B&B, Key West

Guest-Favourite Guesthouses with Parking in Key West, FL

These B&Bs in Key West, FL include free on-site spaces to make your arrival entirely stress-free.

Bella's Room - 1 Queen + 1 Twin, Shared Bathroom - Key West, FL
9.9 212 reviews

Bella's Room - 1 Queen + 1 Twin, Shared Bathroom

B&B, Key West
The Grand Guesthouse - Key West, FL
9.1 1754 reviews

The Grand Guesthouse

B&B, Key West
Havana Vieja At Azul Mansion Key West - Key West, FL
9.7 3 reviews

Havana Vieja At Azul Mansion Key West

house, Key West
Key West Bed And Breakfast - Key West, FL
9.5 1308 reviews

Key West Bed And Breakfast

B&B, Key West

Explore Bed and Breakfasts with a Hot Tub in Key West, FL

Accessing a private hot tub in your bed and breakfast after a day exploring Key West, FL makes your trip truly unforgettable.

Queen Room @ Old Town Kw B&b - Key West, FL
9.9 38 reviews

Queen Room @ Old Town Kw B&b

B&B, Key West

Top-Rated Guesthouses with a Spa in Key West, FL

Choose a spa-equipped B&B in Key West, FL for the ultimate waterside wellness experience integrated seamlessly into your relaxing stay.

The Gato Room At Inn On Fleming Key West! - Key West, FL
9.0 1 review

The Gato Room At Inn On Fleming Key West!

house, Key West
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