Bed and breakfast in Key West, FL

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

Best Key West, FL bed and breakfasts with breakfast included

Ambrosia Key West - Key West, FL
9.1 2654 reviews
Key West, FL
27/06 – 28/06
A$985/nightfor 1 night

Ambrosia Key West

2 7
B&B , Key West
This Key West guesthouse is conveniently located on Duval Street, just a short walk from the historic district's art galleries, cafes, and attractions, and less than a mile from the Ernest Hemingway Home and Museum, the Southernmost Point, and Mallory Square. The property consistently receives excellent ratings for location, cleanliness, and overall experience.
The establishment features two outdoor pools and tropical courtyards, offering a tranquil escape from the bustling city. Enjoy a full hot breakfast each morning, relax in the hot tub or poolside, and take advantage of amenities like a fitness centre, tennis court, and in-room coffee and tea facilities.
Southernmost Point Guest House & Garden Bar - Key West, FL
9.4 2909 reviews
Key West, FL
02/09 – 05/09
A$375/nighttotal: A$1125 (3 )

Southernmost Point Guest House & Garden Bar

1 2
B&B , Key West
This charming bed and breakfast is ideally located on Duval Street in Key West, just a short walk from the Southernmost Point and the beach, placing you right in the heart of the lively action. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
Spread across four buildings, the accommodation offers a variety of room configurations and views. Enjoy a complimentary breakfast each morning, relax in the hot tub, and take advantage of the on-site bar, barbecue facilities, and tour desk.
Alexander's Guesthouse-adult Exclusive, Lgbtq Friendly - Key West, FL
9.7 181 reviews
Key West, FL
20/06 – 27/06
A$672/nighttotal: A$4704 (7 )

Alexander's Guesthouse-adult Exclusive, Lgbtq Friendly

1 2
B&B , Key West
Alexander's Gay Lesbian Guest House is a charming guesthouse in Key West, a short walk from Mallory Dock and Mallory Square, both popular attractions in the heart of the city. The guesthouse has consistently received excellent ratings for its location, cleanliness and overall experience.
The guesthouse offers a single bedroom with one bathroom, perfect for a couple or solo traveller seeking a comfortable and intimate stay. Guests can enjoy a range of amenities, including a swimming pool, hot tub, and a continental breakfast served by the pool, as well as evening cocktail hour, a lending library and concierge services.
Old Town Manor - Key West, FL
8.9 1049 reviews
Key West, FL
24/07 – 25/07
A$703/nightfor 1 night

Old Town Manor

1 4
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.

Best Key West, FL bed and breakfasts with a pool

Among the 248 accommodations in Key West, FL, here are the 4 best B&B with a pool

Courtney's Place Historic Cottages & Inns - Key West, FL
9.0 1173 reviews
Key West, FL
24/07 – 25/07
A$510/nightfor 1 night

Courtney's Place Historic Cottages & Inns

1 4
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.
Historic Cigar Barons Mansion - Key West, FL
9.8 299 reviews
Key West, FL
22/08 – 29/08
A$503/nighttotal: A$3521 (7 )

Historic Cigar Barons Mansion

1 2
B&B , Key West
This Key West guesthouse is situated in a historic neighbourhood, a short walk from Duval Street and the attractions of Historic Downtown Key West.
Offering a master suite with a private entrance, a Florida room, a heated Jacuzzi, and access to a shared pool and garden, this family-friendly property includes a fridge, freezer, microwave, dishwasher, and outdoor grill; parking is also available.
Minutes To Duval + Free Breakfast. Newly Renovated - Key West, FL
9.4 115 reviews
Key West, FL
14/10 – 16/10
A$308/nighttotal: A$616 (2 )

Minutes To Duval + Free Breakfast. Newly Renovated

1 2
B&B , Key West
Fairfield Inn & Suites Key West, situated 1.8 km from Key West International Airport, offers convenient access to Duval Street (5.1 km) and Mallory Square (6.1 km).
This guesthouse features a one-bedroom suite sleeping four, complete with a pool, fitness centre, free breakfast, electric car charging, and on-site parking (charges apply), plus room amenities including a microwave and mini-refrigerator.
Andrews Inn & Garden Cottages - Key West, FL
9.7 493 reviews
Key West, FL
20/06 – 21/06
A$655/nightfor 1 night

Andrews Inn & Garden Cottages

1 2
B&B , Key West
Andrews Inn & Garden Cottages is situated on Duval Street, within easy walking distance of Key West's lively bars, restaurants and shops, and just a short stroll from Mallory Square and the Southernmost Point. The property enjoys excellent ratings for location, cleanliness and overall guest experience.
The inn offers a choice of rooms and cottages, all with modern amenities including air conditioning, free Wi-Fi and a private bathroom. Guests can enjoy a complimentary breakfast, relax by the pool, and take advantage of the on-site concierge service to plan their activities.

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?

    For a day trip, you can't miss the iconic Southernmost Point buoy, marking the southernmost point of the continental US. Stroll down Duval Street, with its colourful shops and lively atmosphere. And don't forget to visit the Ernest Hemingway Home and Museum, where you can see the famous six-toed cats.
  • 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, Weatherstation Inn Circa 1911 and Key West Bed And Breakfast are the most popular ones.

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

    Old Town is a popular choice for bed and breakfasts, with its historic charm and proximity to Duval Street. The quieter, more residential areas of the New Town district offer a peaceful escape, while still being within easy reach of the main attractions.
  • 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 enjoys a tropical climate with warm temperatures year-round. Expect average highs around 27°C in the summer and 23°C in the winter. The humidity can be high, so pack light clothing and stay hydrated. The occasional tropical storm can occur, so check the weather forecast before planning any 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 are the best cultural activities and events in and around Key West, FL?

    Key West is a vibrant hub for culture and entertainment. You can catch a performance at the Waterfront Playhouse, a historic theatre showcasing local talent. The annual Fantasy Fest, held in October, is a colourful celebration of art, music, and costumes.
  • What are the best bed and breakfasts for families and kids in Key West, FL?

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

    Key West is primarily a flat island, so you won't find traditional hiking trails. However, you can enjoy scenic walks along the waterfront, like the Key West Greenway, a paved trail offering views of the ocean and mangroves.
  • What are the best pet friendly bed and breakfasts in Key West, FL?

  • What amenities are commonly offered in bed and breakfasts in Key West, FL?

    Bed and breakfasts in Key West typically offer a range of amenities, including complimentary breakfast, free Wi-Fi, and a swimming pool. Some may also have a shared lounge area, a garden, or a hot tub. Check the individual listings for specific amenities.
  • What are the best bed and breakfasts with parking in Key West, FL?

Destinations nearby

Best Key West, FL bed and breakfasts with a garden

Duval St. Duplex W/balcony W/ Parking (Adult Only) - Key West, FL
9.7 314 reviews
Key West, FL
26/10 – 28/10
A$985/nighttotal: A$1970 (2 )

Duval St. Duplex W/balcony W/ Parking (Adult Only)

2 4
B&B , Key West
This two-storey duplex, located on Duval Street in Old Town Key West, offers direct access to restaurants, live music venues, and historic sites within 500 meters.
This fully furnished accommodation features individual air conditioning units in each room, a private entrance, and access to a shared swimming pool and grounds, with a guest capacity of eight.
Westwinds Inn - Key West, FL
9.0 2616 reviews
Key West, FL
24/07 – 28/07
A$891/nighttotal: A$3564 (4 )

Westwinds Inn

2 7
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.
Sunny Oasis | Outdoor Pool. Island Experience - Key West, FL
9.1 16 reviews
Key West, FL
20/06 – 27/06
A$460/nighttotal: A$3220 (7 )

Sunny Oasis | Outdoor Pool. Island Experience

1 1
B&B , Key West
This studio apartment is located in Historic Old Town, Key West, on the Atlantic Coast, a short walk from the Southernmost Point Buoy and Mallory Square.
This accommodation offers a Petite Queen bed, a modern bathroom, access to three heated resort pools, two private beaches, a fitness centre, and on-site bars and restaurants, with capacity for two guests.
Coco Plum Inn - Key West, FL
9.0 1794 reviews
Key West, FL
14/10 – 16/10
A$595/nighttotal: A$1190 (2 )

Coco Plum Inn

1 2
B&B , Key West
Coco Plum Inn is situated in the heart of downtown Key West, a short stroll from Hemingway House and the Key West Aquarium, making it an ideal base for exploring the island's attractions. The inn has consistently received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The inn offers a choice of rooms, each with a private bathroom and accommodating up to two guests. Guests can enjoy a range of amenities, including a heated outdoor pool, a garden, and complimentary WiFi. Coco Plum Inn also provides a made-to-order breakfast, concierge service, and the option of packed to-go breakfast and bicycle rentals for exploring the island.

Best Key West, FL bed and breakfasts with air conditioning

Simonton Room @ Inn On Fleming~adults Only 1st Lvl King W/shared Heated Pool - Key West, FL
9.8 36 reviews
Key West, FL
21/12 – 18/01
A$680/nighttotal: A$19040 (28 )

Simonton Room @ Inn On Fleming~adults Only 1st Lvl King W/shared Heated Pool

1 1
B&B , Key West
This Old Town Key West flat is situated two blocks from the Historic Seaport and a short walk from Duval Street, offering easy access to Key West's attractions.
The 20-square-metre self-catering apartment features one bedroom, one bathroom, sleeps two guests, and includes amenities such as a Serta PerfectSleeper mattress, flat-screen TV, mini-fridge, coffee maker, and access to a swimming pool and tropical garden.
Captains Cove Canalfront With Pool And Boat Lift - Key West, FL
Key West, FL
21/12 – 18/01
A$3237/nighttotal: A$90636 (28 )

Captains Cove Canalfront With Pool And Boat Lift

4 1
B&B , Key West
Captains Cove Canalfront with Pool and Boat Lift offers a canalfront stay in Key West, situated approximately 3.9 kilometres from the Southernmost Point and 4.2 kilometres from the Ernest Hemingway Home and Museum.
This 222 square metre B&B features four bedrooms and four bathrooms, accommodating up to 15 guests with amenities including a private swimming pool, hot tub, fully equipped kitchen, and an outdoor dining area.
Cornish Suite @ Inn On Fleming Adults Only 3rd Floor 2 Br /Shared Heated Pool - Key West, FL
9.4 32 reviews
Key West, FL
21/12 – 18/01
A$1065/nighttotal: A$29820 (28 )

Cornish Suite @ Inn On Fleming Adults Only 3rd Floor 2 Br /Shared Heated Pool

2 1
B&B , Key West
This Old Town Key West flat, situated two blocks from the Historic Seaport and a short stroll from Duval Street, offers easy access to Key West's attractions.
The Cornish Suite comprises 31 square metres, features two bedrooms, one bathroom, sleeps four guests, and includes a private deck, swimming pool, and concierge service.
Bootlegger Bay @ Speakeasy Inn Key West! - Key West, FL
Key West, FL
22/08 – 29/08
A$303/nighttotal: A$2121 (7 )

Bootlegger Bay @ Speakeasy Inn Key West!

1 2
B&B , Key West
This Key West cottage is located in the Southernmost Point district, 500 metres from the city centre, a 5-minute walk to the Southernmost Point, 500 metres from the Ernest Hemingway Home and Museum, a 7-minute walk to Duval Street, a 9-minute walk to the San Carlos Institute Casa Cuba, a 17-minute walk to the Harry S Truman Little White House, and a 4-minute walk to South Beach.
This air-conditioned holiday home sleeps up to three guests and features a kitchenette with a fridge and microwave, along with complimentary WiFi.
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