Top 20 Bed & Breakfasts in Key West - Anna Pinto's Guide (2024)

Bed and Breakfast. Lovely property. Great views. Located right off Duval Street, the Andrews Inn and Garden Cottages are less than 5 minutes’ walk from various dining and entertainment options. Guests can enjoy free WiFi and an outdoor pool. A flat-screen TV and an iPod docking station are featured in each classic room at this Key West bed and breakfast. A complimentary poolside happy hour is available and guestrooms located in the Main Inn offer a hot breakfast. Guests will also enjoy the convenience of a refrigerator in their room. Rooms also have a clock radio with auxiliary cables. Concierge services are located on site, as are luggage storage, beach towels, and on-site maid and bike hire services. The Ernest Hemingway Home and Museum is less than 5 minutes’ walk from the property and The Southernmost Point of the Continental United States and Mallory Square are just 0.5 miles away.

A tropical boutique guesthouse with the island's simple essence. A gorgeous outdoor pool nestled among a tropical garden with comfy sunbeds and colonial-style rooms has super soft beds. WOW!

Hotel rating: 9.4 (amazing)

Rooms: 6

Bed and Breakfast. Close to beach front. Charming. Offering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property. Each room at this bed and breakfast is air conditioned and comes with a flat-screen TV. Some units have a seating area where you can relax. The afternoon happy hour offers complimentary beer, wine, and light snacks. Premium beverages are available for a fee. Concierge service are available on site during operating hours. Ernest Hemingway Home and Museum is 600 metres from Marreros Guest Mansion, while Mallory Dock is 600 metres away.

A beautiful, historic building in a prime location. From the awesome decor to the honor system for grab-and-go drinks, you immediately sense that you're staying somewhere special. I think this is the most charming and stylish bed and breakfast in Key West. It also has a great beach front location.

Hotel rating: 9.4 (amazing)

Rooms: 12

Stars: 2

Bed and Breakfast. Lively. Lovely surroundings. Situated in the centre of Key West, 600 metres from Simonton Street Beach, the historic Key West Harbor Inn - Adults Only features accommodation with free WiFi and an indoor pool. The property features pool and garden views, and is 1.8 km from South Beach. The bed and breakfast has facilities for disabled guests. At the bed and breakfast, every unit is equipped with bed linen and towels. Fitted with a terrace, the units offer air conditioning and feature a flat-screen TV and a private bathroom with walk-in shower and a hair dryer. Some units have a balcony and/or a patio with sea views. A bar can be found on-site. The area is popular for snorkelling and cycling, and bike hire is available at the bed and breakfast. Guests can relax in the garden at the property. Popular points of interest near Key West Harbor Inn - Adults Only include Mallory Square, Key West Aquarium and Mallory Dock. The nearest airport is Key West International Airport, 4 km from the accommodation.

It might be one of the best B&Bs in Key West with daily free Happy Hour and an excellent location close to many activities and restaurants. The continental breakfast is beautifully served every day, and the on-site pool is just what you need after a hot day!

Hotel rating: 9.3 (superb)

Rooms: 14

Bed and Breakfast. The Speakeasy Inn and Rum Bar features accommodation within 400 metres of the centre of Key West, with free WiFi, and a kitchenette with a microwave, a fridge and kitchenware. This bed and breakfast provides free private parking and luggage storage space. Guests can access the bed and breakfast via private entrance. The units in the bed and breakfast are equipped with a coffee machine. Complete with a private bathroom fitted with a walk-in shower and a hair dryer, all units at the bed and breakfast have a flat-screen TV and air conditioning, and some rooms have a terrace. At the bed and breakfast, each unit has bed linen and towels. A bar can be found on-site. Popular points of interest near the bed and breakfast include South Beach, Fort Zachary Taylor State Park Beach and Higgs Beach. The nearest airport is Key West International Airport, 4 km from The Speakeasy Inn and Rum Bar.

Hotel rating: 9.1 (superb)

Rooms: 7

Bed and Breakfast. Lively. Cosy rooms. Featuring garden views and a garden, Key West Bed and Breakfast features accommodation attractively located in Key West, within a short distance of Fort Zachary Taylor State Park Beach, Duval Street and Mallory Square. The air-conditioned accommodation is 1.7 km from South Beach. At the bed and breakfast, every unit has a wardrobe. With a private bathroom fitted with a shower and a hair dryer, units at the bed and breakfast also boast free WiFi, while some rooms include a balcony. The property is 700 metres from the city centre and 1.1 km from Simonton Street Beach. At the bed and breakfast, each unit includes bed linen and towels. A bicycle rental service is available at the bed and breakfast. Popular points of interest near Key West Bed and Breakfast include Key West Aquarium, Ernest Hemingway Home and Museum and Mallory Dock. The nearest airport is Key West International Airport, 4 km from the accommodation.

The most LIVELY bed and breakfast in Key West. It is very popular among couples travelling to Key West.

Hotel rating: 9.3 (superb)

Rooms: 5

Bed and Breakfast. Beach front location. Beautiful. This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach. Features include a free hot American breakfast and a hot tub.The property is located across 4 buildings. Guests can enjoy happy hour at the on-site bar and receive one complimentary drink ticket each day. There is also free on-site parking, barbecue facilities and a tour desk for added convenience. A balcony or patio are featured in certain rooms. Rooms include a private bathroom equipped with free toiletries, a hairdryer, and a bath or shower. A flat-screen TV is also available in each room. Guests can explore the Key West Butterfly & Nature Conservatory, which is adjacent to the property, or go to the Ernest Hemingway Home and Museum, which is 750 metres from Southernmost Point Guest House & Garden Bar. Sunset Pier is 1.8 km away.

A charming guest house has a small pool and a garden and offers complimentary wine and beer at happy hour. The rooms have cozy private balconies with seating areas to enjoy views over the neighborhood.

Hotel rating: 9.2 (superb)

Rooms: 13

Stars: 3

Guest House. Elegant. Great value. Located in the heart of Old Town Key West, Garden House features an outdoor pool and 2nd-level sun deck. Guests can also enjoy free WiFi and a continental breakfast. Every room includes a cable TV, tile floors, and mini refrigerator. Some rooms feature French doors, private patio, or a shared bathroom at Garden House. A tropical garden surrounds the patio and pool area, which include sun lounge chairs and seating areas. On-site bike rentals are offered at the property as well. The seaport, Dante's Pool Bar, and Duval Street are 5 minutes' walk from Garden House, while Mallory Square is 600 metres away. The nearest airport is Key West International Airport, 4 km from Garden House.

Hotel rating: 8.8 (fabulous)

Rooms: 3

Stars: 2

Inn / Guest House. Comfortable beds. Located off Duval Street, this bed and breakfast is just 2 minutes' walk from The Ernest Hemingway Home and Museum. A breakfast is served daily. The deluxe continental breakfast includes champagne mimosas, waffles and fresh bagels. Guests can enjoy their food on the breakfast sun terrace. Each room at the Seascape Tropical Inn have a small refrigerator and a flat-screen cable TV. Rooms are also equipped with a ceiling fan, air conditioning, and en suite bathroom. Guests of the Key West Seascape Tropical Inn can relax on the 2 sun terraces or in the tropical garden. Free WiFi is provided to all guests. Fort Zachary Taylor Beach is less than 1 mile from the property. The SouthernMost Point of Continental USA is 10 minutes' walk away.

A stunning old bohemian mansion converted into a beautiful B&B. This property has an exceptional and beautiful room with a kitchen and balcony situated in the city's best part.

Hotel rating: 8.4 (very good)

Rooms: 9

Stars: 3

Bed and Breakfast. Very cosy. Friendly staff. This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street. The Artist House guests will enjoy a daily continental breakfast and spa hot tub. This bed and breakfast offers a complimentary happy hour and free Wi-Fi. All accommodations at The Artist House feature a flat-screen cable TV, small refrigerator, and microwave. In-suite tea and coffee-making facilities are also provided. Guests can rent a bicycle and take a relaxing turn around scenic Key West streets. Key West Museum of Art and History is 7 minutes’ walk from the property. Both the Ernest Hemingway Home and Museum and Key West Butterfly and Nature Conservatory are less than 1 mile away.

One of the most COSY bed and breakfasts in Key West.

Hotel rating: 9.1 (superb)

Rooms: 8

Stars: 3

Bed and Breakfast. Central. Good breakfast. This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point. Guests will enjoy a daily breakfast including pastries, organic fruit, and dessert cakes during their stay. Each room at this Key West Bed and Breakfast provides free WiFi as well as a flat-screen TV with cable channels and a DVD player. This bed and breakfast is adjacent to the night life of Duval Street. Some rooms offer a private balcony or patio as well as a minibar. Guests can lounge on the courtyard and garden at this Key West Old Town Manor. A sun terrace is also available. The Ernest Hemingway Home and Museum is located 11 minutes' walk away. The comfort of each of our guests is important to us. At this time Old Town Manor does not offer accessibility features in our guest rooms. Any persons in need of assistance while visiting the hotel should direct any requests for assistance to the front desk or to any available staffer. In addition, requests for assistance can be made via email to info@oldtownmanor.com or by phone at (305) 292-2170.

This house from the 1800s is full of character with beautiful woodwork and has rooms with a small well-equipped terrace. Note that they offer a great organic breakfast with waffles, salmon, and strong coffee.

Hotel rating: 9 (superb)

Rooms: 14

Stars: 3

Bed and Breakfast. Beach front location. Hip. Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast and then take a dip in the heated outdoor pool. This adult-only bed and breakfast includes a garden and concierge service. A packed to-go breakfast and bicycle rentals are available. Complimentary WiFi is provided for all guests. Smathers Beach is 4.5 km away. Rooms feature a TV with cable channels. A refrigerator, coffee maker, and microwave are provided as well. Guests will enjoy the comfort of a furnished seating area. Select rooms feature a balcony and spa bath. The bed and breakfast is 320 metres from Hemingway House and 640 metres from Key West Aquarium.

In my judgement this could be one of the coolest bed and breakfasts in Key West. It also has a highly rated breakfast and super comfortable beds.

Hotel rating: 8.7 (fabulous)

Rooms: 13

Stars: 3

Bed and Breakfast. Super central. Friendly staff. This adult-only Conch House Heritage Inn offers accommodation in Key West with breakfast included and complimentary mimosas. Every room at this bed and breakfast is air conditioned and is fitted with a flat-screen TV. The rooms come with a private bathroom equipped with a shower. For your comfort, you will find bath robes and free toiletries. A TV is featured. You will find luggage storage space at the property. Ernest Hemingway Home and Museum is 400 metres from The Conch House Heritage Inn, while Duval Street is 500 metres away.

Beautiful home surrounded by a tropical garden. Lovely terraces and a great outdoor pool with sun lounges with umbrellas. Tastefully decorated rooms with spotlessly clean bath space!

Hotel rating: 9.2 (superb)

Rooms: 9

Guest House. Very central. Great value. Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests. All air-conditioned rooms include a cable TV and en suite bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns. Guests can grill a meal at the barbecue facilities. This Key West Courtney's Place Historic Cottages and Inns provides free on-site parking as well. The shops and restaurants of Mallory Square are 15 minutes’ walk away. Guests can also cool off at Smathers Beach 3 km from the property.

This guest house is one of the most popular in Key West for people travelling with friends.

Hotel rating: 8.9 (fabulous)

Rooms: 18

Stars: 2

Guest House. Central. Great value. Featuring free WiFi throughout this adult-only property, Caribbean House offers accommodation in Key West. Caribbean House is 4 minutes' walk from Duval Street and 12 minutes' walk from Fort Zachary Taylor Beach. Each room at this guest house is air conditioned and comes with a flat-screen TV. A terrace or balcony are featured in certain rooms. All rooms include a private bathroom and a small refrigerator. The guest house also offers bike hire. Ernest Hemingway Home and Museum is 300 metres from Caribbean House, while Duval Street is 700 metres away. The nearest airport is Key West International Airport, 4 km from Caribbean House.

This guest house has great affordability.

Hotel rating: 8.4 (very good)

Rooms: 11

Inn / Guest House. Beach front location. Delightful property. Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access. Duval Street is 2 minutes’ drive from the property and The Ernest Hemingway Home and Museum is 3 minutes’ drive away. A TV, telephone, and a refrigerator are included in all rooms at Key West’s Simonton Court. A balcony or patio is also featured in addition to an en suite bathroom. The gallery photos show examples of different bedrooms in each category. Guests can enjoy swimming any one of the 4 on-site outdoor pools, use the bicycle hire, or relax in the garden. Kindly note that private parking is available upon request as there are limited spots. Please inform the property in advance. A concierge service and daily maid service are also available. The Southernmost Point of the continental United States of America is 5 minutes’ drive from the inn. Mallory Square is 2 minutes’ drive from the property, and Smathers Beach is 4.2 km away.

This is one of the most LUXURIOUS AND RELAXING guest houses in Key West. It also has beautiful surroundings.

Hotel rating: 9.2 (superb)

Rooms: 30

Stars: 4

Inn / Guest House. Set in the centre of Key West, 500 metres from Simonton Street Beach, Red Room at the Grand Maloney by Brightwild offers air-conditioned rooms and free WiFi. This property is situated a short distance from attractions such as Key West Aquarium, Mallory Dock, and Duval Street. The inn features city views and an outdoor pool. At the inn, the rooms have a patio. At Red Room at the Grand Maloney by Brightwild the rooms come with bed linen and towels. Popular points of interest near the accommodation include Fort Zachary Taylor State Park Beach, South Beach and Mallory Square. The nearest airport is Key West International Airport, 4 km from Red Room at the Grand Maloney by Brightwild.

Hotel rating: 10 (amazing)

Rooms: 1

Inn / Guest House. Located in Key West, Florida, Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary continental breakfast. The Southernmost Point is just 1 km away, and Duval Street is 750 metres from the inn. A flat-screen cable TV comes standard in each room at Winslow's Bungalows. All rooms feature a small refrigerator. Each private bathroom also comes with a hairdryer and free toiletries. Paths through landscaped gardens and a sun terrace with lounge chairs can be enjoyed at Winslow's Bungalows. Other facilities offered include 3 outdoor pools, hammocks and swings. On-site parking is available for a surcharge. Smathers Beach and Fort Zachary Taylor State Park are an 8-minute drive from Winslow's Bungalows. Guests will be just 8 minutes’ walk from The Ernest Hemingway Home and Museum and 10 minutes' walk from Key West Butterfly and Nature Conservatory.

Hotel rating: 8 (very good)

Rooms: 86

Stars: 4

Inn / Guest House. Comfortable beds. This Key West bed and breakfast is 10 minutes' walk from historic Duval Street. All accommodations feature a small refrigerator and a flat-screen cable television. Tea and coffee-making facilities are included in every room. Guests will have access to free WiFi as well as bicycle rentals for a small fee. Guests will be less than 3.2 km from the Southernmost Point and the Ernest Hemingway Home and Museum. A variety of shops and dining options are 1 mile away at Mallory Square.

Hotel rating: 9 (superb)

Rooms: 9

Stars: 3

Bed and Breakfast. This bed and breakfast welcomes guests to Old Town, Key West and boasts a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away. Free WiFi access and a flat-screen cable TV are provided in each room at this Key West NYAH - Adult Exclusive bed and breakfast. Guests can stroll through the garden or ask the tour desk for area recommendations. The 24-hour reception offers luggage storage. The nightlife, shops, and art galleries of Duval Street are 9 minutes’ walk from the property. Key West Aquarium and Key West Cruise Port are each 1.2 km away.

Hotel rating: 7.5 (pleasant)

Rooms: 37

Stars: 3

Inn / Guest House. Relaxing atmosphere. Cosy rooms. Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available. A microwave, refrigerator and coffee-making facilities come standard in each room at Douglas House. Guests rooms also include a cable TV. A tropical garden and access to sun terraces can help guests enjoy the Florida scenery. Luggage storage, vending machines and non-smoking rooms are also available. As with most historical properties in Key West we do not have elevators, second floor rooms are accessed using stairs. The southernmost point of the United States is just 5 minutes’ walk from Douglas House inn. Guests will also be just 0.5 km from Key West Lighthouse and Keeper’s Quarters Museum.

Hotel rating: 9 (superb)

Rooms: 21

Stars: 3