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

Key West Retreat | 2 Units | Near Jackson Square - Key West, FL
No reviews

Key West Retreat | 2 Units | Near Jackson Square

B&B, Key West
This guest house is located in Old Town Key West, offering immediate access to Duval Street's shops and nightlife, with Smathers Beach reachable via a complimentary shuttle service.
The property features six bedrooms and six bathrooms accommodating up to sixteen guests, with four swimming pools, a fitness centre, and 141 square meters of living space per room, all including complimentary toiletries and televisions, with pets welcomed subject to conditions.
Flagler Room @ Inn On Fleming~adults Only 1st Floor King W/community Pool - Key West, FL
10 45 reviews

Flagler Room @ Inn On Fleming~adults Only 1st Floor King W/community Pool

B&B, Key West
This Key West apartment, situated in Old Town, is just 0.32 kilometres from the Historic Seaport and a short walk from Duval Street, boasting classic 1894 architecture and former use as a Board of Education chair's residence.
The 24-square-metre flat offers one bedroom, one bathroom, sleeps two guests, and includes a swimming pool, garden, concierge service, free Wi-Fi, and bicycle rentals for exploring the island.
Nightcap ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! - Key West, FL
10 12 reviews

Nightcap ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

B&B, Key West
This guesthouse, located in Old Town Key West, is situated in the historic district just 500 meters from the beach and the Southernmost Point, with Duval Street's attractions a few steps away.
The 20 square meter Nightcap room accommodates two guests and features a queen bed, a stocked kitchenette with a fridge and microwave, air conditioning, outdoor seating overlooking Duval Street, and access to an on-site rum bar.
Suite Dreams Inn By The Beach - Key West, FL
8.9 143 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.

Best Key West, FL bed and breakfasts with breakfast included

New Orleans House - Gay Male Adult Guesthouse - Key West, FL
8.1 154 reviews

New Orleans House - Gay Male Adult Guesthouse

B&B, Key West
This gay-friendly guesthouse is situated on Duval Street in Key West's historic Old Town, just a short walk from the lively nightlife and the southernmost point of the continental United States. The accommodation has received very good ratings for cleanliness and location, and excellent ratings overall.
The guesthouse features a swimming pool, a jacuzzi, and a terrace, as well as a restaurant, a bar, and a fitness centre. Guests can also enjoy room service, parking, and a clothing-optional sundeck.
Tropical Inn - Key West, FL
9.6 533 reviews

Tropical Inn

B&B, Key West
This Old Town Key West guesthouse offers a prime location, placing you steps from Duval Street and the Ernest Hemingway Home and Museum, with the Tennessee Williams Key West Exhibit, Key West Lighthouse, and City Zoo Gallery all within a 500-metre walk.
This B&B, accommodating two guests, features air conditioning, Wi-Fi, a swimming pool, a hot tub, a terrace, a garden, concierge services, and parking, with a complimentary continental breakfast provided.
Old Town Manor - Key West, FL
8.8 980 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.
Coco Plum Inn - Key West, FL
9.1 1206 reviews

Coco Plum Inn

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.

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

Duval Street Stay + Free Breakfast. Private Beach - Key West, FL
8.7 6 reviews

Duval Street Stay + Free Breakfast. Private Beach

B&B, Key West
This B&B, the Avalon Guesthouse, is situated at the western end of Duval Street, offering direct access to the Southernmost Beach Resort campus and being just a 240-metre walk from the Southernmost Point Buoy and steps from South Beach.
This adult-focused guesthouse provides beach-chic decor, a private beach, three heated swimming pools, lush gardens, and a full-service concierge, with accommodation for two guests in one bedroom and one bathroom.
Family Suites In A Welcoming Paradise, W/ Pools! - Key West, FL
No reviews

Family Suites In A Welcoming Paradise, W/ Pools!

B&B, Key West
This delightful guesthouse in Old Town Key West offers direct access to Duval Street and is just 3 kilometres from Smathers Beach, with a complimentary shuttle service provided.
Accommodating up to eight guests across four bedrooms and four bathrooms, this establishment boasts four swimming pools, on-site kayaking and watersports, and allows pets, with internet and air conditioning available.
Close To Duval Street + Pool. Breakfast. Shuttle. - Key West, FL
9.3 20 reviews

Close To Duval Street + Pool. Breakfast. Shuttle.

B&B, Key West
Blue Flamingo Resort Key West, a pet-friendly guesthouse, is situated at the gateway to Old Town, minutes from Duval Street and other Key West attractions.
This one-bedroom, one-bathroom lodging offers guests a fitness centre, four swimming pools with poolside dining, and a complimentary shuttle service to Old Town, accommodating up to two people.
Alexander Palms Court - No Hidden Resort Fees! - Key West, FL
9.0 1723 reviews

Alexander Palms Court - No Hidden Resort Fees!

B&B, Key West
Alexander Palms Court is conveniently located in the centre of Key West, within easy walking distance of South Beach, Higgs Beach and Rest Beach. The property has consistently received very good ratings for cleanliness and user experience, with an excellent rating for its location.
The inn offers a range of comfortable rooms, some with seating areas, and all with private bathrooms, air conditioning and flat-screen TVs. Guests can enjoy a garden, a sun terrace, a picnic area and an inner courtyard, as well as free Wi-Fi and room service.

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.

Amsterdam's Curry Mansion Inn - Key West, FL
8.2 1003 reviews

Amsterdam's Curry Mansion Inn

B&B, Key West
This charming guesthouse is situated in Key West's Historic District, just a short walk from Duval Street and a number of popular attractions including Audubon House and Tropical Gardens. It has received very good ratings from previous guests.
The accommodation offers a range of facilities including an outdoor pool, a snack bar, and free Wi-Fi. Guests can also enjoy the convenience of a business centre, concierge services, and dry cleaning.
Relaxing 2 Bedroom Apartment In Key West - Key West, FL
10 1 review

Relaxing 2 Bedroom Apartment In Key West

B&B, Key West
This Key West guesthouse is situated in Old Town, a short walk from Duval Street and a few minutes from the ocean.
The 80 sq m two-bedroom suite sleeps six, offering two king-size beds, a sofa bed, a full kitchen, daily housekeeping, a swimming pool, and complimentary Wi-Fi; a daily breakfast and Old Town Bakery credit are included.
The Geiger Suite At Inn On Fleming Key West! - Key West, FL
8.0 5 reviews

The Geiger Suite At Inn On Fleming Key West!

house, Key West
THE GEIGER SUITE at the Inn on Fleming Key West offers a central location, a short walk from Simonton Street Beach and the Ernest Hemingway Home and Museum, and under 3.2km from Key West International Airport.
This self-catering property boasts a 32 square metre floor area, comprising two bedrooms, one bathroom, and accommodating up to four guests, with amenities including a swimming pool, tennis court, free parking, and Wi-Fi.
Fontana At Azul Mansion Key West - Key West, FL
No reviews

Fontana At Azul Mansion Key West

house, Key West
FONTANA at Azul Mansion, a centrally located Key West property, is 0.6km from the city centre, 1.9km from both the Key West Aquarium and Mallory Dock, and a 12-minute walk from South Beach.
This self-catering apartment offers one bedroom, one bathroom, sleeps two, and includes a private pool, tennis court, parking, and Wi-Fi; enjoy nearby attractions such as the Ernest Hemingway Home and Museum and Duval Street.

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

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Marreros Guest Mansion - Adult Only - Key West, FL
9.4 382 reviews

Marreros Guest Mansion - Adult Only

B&B, Key West

Discover Luxury Bed and Breakfasts in Key West, FL

For an unforgettable stay, a luxury B&B in Key West, FL offers the ideal combination of high-end comfort and a truly enviable location.

Family Villa Getaway | Pets Allowed | Pool Access - Key West, FL
No reviews

Family Villa Getaway | Pets Allowed | Pool Access

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.

The Flagler Room At Inn On Fleming Key West! - Key West, FL
No reviews

The Flagler Room At Inn On Fleming Key West!

house, Key West
Southernmost Point Guest House & Garden Bar - Key West, FL
9.4 2868 reviews

Southernmost Point Guest House & Garden Bar

B&B, Key West
Night Watch @ Speakeasy Inn Key West! - Key West, FL
No reviews

Night Watch @ Speakeasy Inn Key West!

B&B, Key West
Fuente At Azul Mansion Key West - Key West, FL
No reviews

Fuente At Azul Mansion Key West

house, 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.

Ambrosia At Azul Mansion Key West - Key West, FL
8.0 2 reviews

Ambrosia At Azul Mansion Key West

house, 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.

Heron House - Adult Only - Key West, FL
9.2 1150 reviews

Heron House - Adult Only

B&B, Key West
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