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

Courtney's Place Historic Cottages & Inns - Key West, FL
9.0 1132 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.
Alexander's Guesthouse-adult Exclusive, Lgbtq Friendly - Key West, FL
9.7 187 reviews

Alexander's Guesthouse-adult Exclusive, Lgbtq Friendly

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.
Alexander's Guesthouse-adult Exclusive, Lgbtq Friendly - Key West, FL
9.7 58 reviews

Alexander's Guesthouse-adult Exclusive, Lgbtq Friendly

B&B, Key West
Alexanders Guesthouse, an adult-exclusive and LGBTQ-friendly establishment, is located in Key West's Old Town, a mere 5-minute drive from Duval Street and the Southernmost Point, with Florida Keys Beaches situated 1.5 kilometres away.
This guest house offers complimentary continental breakfast, free Wi-Fi, an outdoor pool, and a hot tub, with bicycle rentals available for exploring the surrounding area.
Southernmost Point Guest House & Garden Bar - Key West, FL
9.5 2877 reviews

Southernmost Point Guest House & Garden Bar

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.

Top-Rated Bed and Breakfasts with a Pool in Key West, FL, United States

Find island B&Bs with a pool in Key West, FL, United States for a refreshing swim between beach visits.

Captains Cove Canalfront With Pool And Boat Lift - Key West, FL
No reviews

Captains Cove Canalfront With Pool And Boat Lift

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.
Suite Dreams Inn By The Beach - Key West, FL
8.4 66 reviews

Suite Dreams Inn By The Beach

B&B, Key West
Suite Dreams Inn, a beachfront hotel in Key West, offers direct beach access and is conveniently located near various attractions.
This Key West lodging boasts a range of room layouts, including suites with separate living rooms and terraces, features a swimming pool, tennis court, and concierge service, plus in-room amenities such as video streaming and daily newspapers.
Suite Dreams Inn By The Beach - Key West, FL
8.8 135 reviews

Suite Dreams Inn By The Beach

B&B, Key West
The Suite Dreams Inn is situated in the Casa Marina area of Key West, just a short walk from the beach and a 20-minute stroll from Duval Street. The inn has received very good ratings for cleanliness and user experience, and an excellent rating for location.
The inn offers a range of accommodation options, from contemporary suites to deluxe suites with private pools and full kitchens. Guests can enjoy a tropical garden setting, a lagoon-style pool, complimentary breakfast bars and snacks, and a range of in-stay packages including on-site massage therapy, free parking, and laundry facilities.
Group Friendly Beach Stay | Pool Access | Parking - Key West, FL
No reviews

Group Friendly Beach Stay | Pool Access | Parking

B&B, Key West
This B&B is located in Key West's historic Old Town, offering direct access to white sand beaches and is a short 500-meter walk to Duval Street's shops and nightlife.
This guest house provides two bedrooms accommodating up to four guests, featuring 86 square meters of space with air conditioning, internet, a swimming pool, garden, and fitness centre, with pets welcome under specific conditions.

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?

Popular destinations

Best Key West, FL bed and breakfasts with a garden

Ambrosia Key West - Key West, FL
9.2 1855 reviews

Ambrosia Key West

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.
The Conch House Heritage Inn - Key West, FL
9.8 208 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.
L'habitation Guesthouse- Adult Exclusive - Key West, FL
9.3 2260 reviews

L'habitation Guesthouse- Adult Exclusive

B&B, Key West
L'Habitation Guest House, an adults-only guesthouse (21+, 25+ in March/April), is situated in Key West, Florida, approximately 0.6 kilometres from both the Key West Aquarium and Mallory Dock.
This Key West lodging offers complimentary continental breakfast, a daily cocktail hour, free Wi-Fi, air conditioning, private bathrooms with showers, and a seating area with a flat-screen TV in each unit, plus a swimming pool, terrace, and garden.
Beachfront Key West + Free Breakfast, Bar & Pool - Key West, FL
9.7 13 reviews

Beachfront Key West + Free Breakfast, Bar & Pool

B&B, Key West
This studio apartment is situated in Historic Old Town, Key West, on the Atlantic Coast, offering easy access to the Southernmost Point Buoy, Key West Lighthouse Museum, and Mallory Square, all within a short walk.
This guesthouse accommodates two guests and features a king-size bed, a sitting area, a coffee maker, and access to resort amenities including three heated swimming pools, two private beaches, and a fitness centre.

Best Key West, FL bed and breakfasts with air conditioning

The Artist House - Key West, FL
9.4 232 reviews

The Artist House

B&B, Key West
The Artist House B&B is situated in Old Town Key West, a short walk from Duval Street and a mile from the Southernmost Point, making it ideal for exploring the island's vibrant atmosphere. The B&B has consistently received excellent ratings for its location, cleanliness, and overall experience.
This charming guest house offers a peaceful retreat, despite its proximity to the action. Guests can enjoy a daily continental breakfast, relax in the spa hot tub, and benefit from amenities such as free Wi-Fi, parking, and a garden.
Weatherstation Inn Circa 1911 - Key West, FL
9.3 1363 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.
Key West Beach Stay + Free Breakfast, Pool & Spa - Key West, FL
9.7 7 reviews

Key West Beach Stay + Free Breakfast, Pool & Spa

B&B, Key West
This adult-focused guesthouse offers a sophisticated Key West ambiance on the quiet western end of Duval Street, just 300 meters from the Southernmost Point Buoy and South Beach, with exclusive access to the Southernmost Beach Resort campus. Guests can enjoy the B&B's lush tropical gardens and island-inspired decor, alongside access to three swimming pools, a private beach, a world-class spa, and a fitness centre, with a daily European-style breakfast included for up to two adults.
Hideaway @ Speakeasy Inn Key West! - Key West, FL
No reviews

Hideaway @ Speakeasy Inn Key West!

B&B, Key West
This holiday cottage is situated in Key West's central district, 500 metres from the city centre and a 4-minute walk from South Beach, placing it within 1.4 kilometres of Mallory Dock and the Key West Aquarium.
This accommodation for three guests offers a private balcony, air conditioning, complimentary WiFi, and a kitchenette equipped with a fridge and microwave oven, with a tennis court also available.
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