Steps Off Duval - Roma - Beautiful King Room With Private Porch, Included In The Price: Breakfast, Happy Hour, Bicycles.
1 2
B&B , Key West
This owner-operated guesthouse is situated directly beside the historic Hemingway House in Key West, offering a prime location for exploration. Guests can enjoy complimentary breakfast and happy hour, with free bicycle use and a king-size NECTAR mattress for comfort, alongside modern amenities including air conditioning, Wi-Fi, and a Smart TV.
9.3 19 reviews
Key West, FL
20/06 – 27/06
£186/nighttotal: £1302 (7 )
Close To Duval Street + Pool. Breakfast. Shuttle.
1 2
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.
9.8 34 reviews
Key West, FL
20/06 – 21/06
£304/nightfor 1 night
Poinciana Patio @ Tropical Inn
1 2
B&B , Key West
This Key West guesthouse, ideally located for exploring the island, offers easy access to Duval Street, Mallory Square, and the Key West Butterfly and Nature Conservatory, though precise distances aren't specified. The one-bedroom, one-bathroom house provides upscale accommodation for two guests, boasting a swimming pool, jacuzzi, and air conditioning, alongside complimentary internet access.
10 1 review
Key West, FL
26/10 – 28/10
£2968/nighttotal: £5936 (2 )
Custom House Inn | 8 Br Suite Compound On Duval!
8 4
B&B , Key West
This five-bedroom, five-bathroom Key West apartment, situated on Duval Street in the city centre, is steps from landmarks such as Sloppy Joe's Bar and the Ernest Hemingway Home and Museum. The 149 square metre property boasts five uniquely designed suites, sleeping up to 20 guests, each with a mini-bar, mini-fridge, and cable TV, plus a shared rooftop deck.
9.8 194 reviews
Key West, FL
23/06 – 24/06
£210/nightfor 1 night
The Conch House Heritage Inn
1 2
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.
9.8 40 reviews
Key West, FL
22/08 – 29/08
£137/nighttotal: £959 (7 )
Truman Room @ Inn On Fleming~adults Only 2nd Floor Queen & Shared Heated Pool
1 2
B&B , Key West
This Key West apartment, located in Old Town, is two blocks from the Historic Seaport and a short walk from Duval Street, offering easy access to Key West's main attractions. The 15-square-metre (0.015 hectare) self-catering flat comprises one bedroom, one bathroom, sleeps two guests, and includes a swimming pool, garden, concierge service, and free Wi-Fi; bike rentals are available for exploring the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park.
10 3 reviews
Key West, FL
22/08 – 29/08
£154/nighttotal: £1078 (7 )
Night Watch ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
1 2
B&B , Key West
This guesthouse is located directly on Duval Street in Old Town Key West, a historic district two blocks from the beach and the Southernmost Point, offering immediate access to galleries, restaurants, and bars. The 'Night Watch' room, a 22 square metre space for two guests, features a stocked kitchenette with a fridge and microwave, air conditioning, and Wi-Fi, with outdoor seating on a restored wraparound porch overlooking Duval Street.
9.3 15 reviews
Key West, FL
26/10 – 28/10
£313/nighttotal: £626 (2 )
Nyah 2 Bedroom Suite W Breakfast
2 4
B&B , Key West
This adults-only guesthouse is ideally located steps from Duval Street and the Gulf of Mexico in Key West, Florida, offering immediate access to Key West's nightlife and beaches. The two-bedroom property sleeps up to six guests and features three pools, a jacuzzi, complimentary continental breakfast, 24-hour Starbucks coffee, bicycle rentals, high-speed Wi-Fi, and private porches; king and single beds are available.
9.7 658 reviews
Key West, FL
13/09 – 27/09
£122/nighttotal: £1708 (14 )
The Sanchez House Room #1
1 2
B&B , Key West
This charming guesthouse is situated on Duval Street, just two blocks from the Southernmost Point of the USA, placing you in the heart of Key West's vibrant Old Town. The property has earned excellent ratings for its cleanliness, location, and overall experience. The guest house offers a single bedroom with a shared bathroom, accommodating up to two guests. Enjoy the convenience of a balcony with ocean views, a common area with amenities like a microwave and complimentary coffee, and free parking in nearby streets.
9.4 2909 reviews
Key West, FL
02/09 – 05/09
£197/nighttotal: £591 (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.
9.4 147 reviews
Key West, FL
20/06 – 27/06
£658/nighttotal: £4606 (7 )
Bimini Suite-3 Bedroom 3 Bath, A Block Off Duval St W/pool, Parking
3 2
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. The smoke-free property offers three bedrooms and three bathrooms, sleeping up to six guests, and features a swimming pool, parking, and barbecue facilities; a fridge, microwave, and dishwasher are provided in the kitchen.
Best Key West, FL bed and breakfasts with air conditioning
Key West, FL
13/09 – 27/09
£138/nighttotal: £1932 (14 )
Nightcap @ Speakeasy Inn Key West!
1 2
B&B , Key West
This detached house is located in Key West, a 4-minute walk from South Beach and 500 metres from the city centre, with the aquarium 18 minutes away on foot. This accommodation for 3 guests offers air conditioning, Wi-Fi, a kitchenette with a fridge and microwave, and a terrace, with sightseeing tours available nearby.
This Old Town Key West flat is ideally located just steps from Duval Street and the San Carlos Institute, within a 2.4km radius of the Ernest Hemingway Home and Museum and beaches. The self-catering apartment, sleeping two guests, boasts a private balcony, free Wi-Fi, and amenities including a refrigerator, coffee maker, TV, and hairdryer; a swimming pool, tennis court and concierge services are also available.
Key West, FL
21/12 – 18/01
£1698/nighttotal: £47544 (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.
Best Key West, FL bed and breakfasts with breakfast included
9.7 493 reviews
Key West, FL
20/06 – 21/06
£343/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.
9.4 512 reviews
Key West, FL
30/12 – 10/01
£1251/nighttotal: £13761 (11 )
Marreros Guest Mansion - Adult Only
2 5
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.
9.4 225 reviews
Key West, FL
26/10 – 28/10
£422/nighttotal: £844 (2 )
The Artist House
2 4
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.
8.9 1049 reviews
Key West, FL
20/06 – 21/06
£230/nightfor 1 night
Old Town Manor
1 2
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.
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?
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?
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?
Best Key West, FL bed and breakfasts with a garden
9.2 5 reviews
Key West, FL
20/06 – 27/06
£244/nighttotal: £1708 (7 )
Horizon Hideaway | Outdoor Pool. Island Experience
1 2
B&B , Key West
This studio apartment is located in the Historic Old Town district of Key West, on the Atlantic Coast, offering proximity to the Southernmost Point Buoy (approximately 350 meters) and Mallory Square. This accommodation for up to four guests features chic nautical interiors, island views, and access to three heated resort pools, two private beaches, a fitness centre, and on-site dining.
9.1 16 reviews
Key West, FL
02/07 – 07/07
£265/nighttotal: £1325 (5 )
Sunny Oasis | Outdoor Pool. Island Experience
1 2
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.
Key West, FL
02/07 – 03/07
£631/nightfor 1 night
Cozy Suite Residence | Private Veranda, Pool
2 5
B&B , Key West
The Marker Key West Resort, a guesthouse in Key West's Old Town, boasts a harbourfront location, within easy walking distance of Duval Street and Mallory Square. This pet-friendly lodging offers two bedrooms, one bathroom, and sleeps up to eight guests in approximately 400 sq ft of space, featuring three swimming pools, a fitness centre, and on-site dining.
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.
9.3 264 reviews
Key West, FL
20/06 – 27/06
£170/nighttotal: £1190 (7 )
Close To Smathers Beach + Pool. Dining. Shuttle.
1 1
B&B , Key West
Blue Flamingo Resort Key West, a guesthouse situated at the gateway to Old Town, offers convenient access to Duval Street and other Key West attractions, being just a short distance from Higgs Beach and Smathers Beach. This pet-friendly (one pet up to 16kg permitted, fee applies) establishment features a king-size bed, daily housekeeping with fresh linens, and access to four pools, a fitness centre, yoga classes, a Starbucks, and multiple dining options; it sleeps two guests.
9.8 75 reviews
Key West, FL
14/10 – 16/10
£186/nighttotal: £372 (2 )
Marrero's Guest Mansion Adult Only (21+) Room 11
1 2
B&B , Key West
Marrero's Guest Mansion, an adults-only guesthouse in Key West's Old Town, is located just 0.08 kilometres from Duval Street, the island's main tourist area. This renovated Victorian property offers one bedroom with a queen-size bed, a private bathroom, and a private courtyard with a saltwater pool; it also provides a complimentary continental breakfast and daily happy hour.
10 11 reviews
Key West, FL
02/09 – 05/09
£205/nighttotal: £615 (3 )
Steps To Duval St + Free Breakfast, Pool & Spa
1 2
B&B , Key West
This studio apartment is located in Historic Old Town on Key West's Atlantic Coast, offering direct access to resort amenities including three heated pools, two private beaches, a fitness centre, and a spa, with the Southernmost Point Buoy, Key West Lighthouse Museum, Ernest Hemingway House, and Truman Little White House all within a 500-metre walk. This ground-floor guesthouse, suitable for two guests, features air conditioning, a sitting area, a coffee maker, and a flat-screen television, with some units opening directly to a heated pool and the resort providing 24/7 on-site bars, restaurants, concierge services, and express check-in/out.
8.2 164 reviews
Key West, FL
20/06 – 27/06
£269/nighttotal: £1883 (7 )
New Orleans House - Gay Male Adult Guesthouse
1 2
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.
Top-Rated Coastal Bed and Breakfasts in Key West, FL
Soak up a relaxed seaside vibe at shoreside bed and breakfasts located a short journey from the coast in Key West, FL.
10 31 reviews
Key West, FL
02/07 – 03/07
£591/nightfor 1 night
2br Suite With 1.5 Bathrooms At The Key West Hotel
1 5
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.
10 31 reviews
Key West, FL
02/07 – 03/07
£591/nightfor 1 night
2br Suite With 1.5 Bathrooms At The Key West Hotel
1 5
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.
9.0 1 review
Key West, FL
14/10 – 16/10
£184/nighttotal: £368 (2 )
Smuggler's Cove @ Speakeasy Inn Key West!
1 2
B&B , Key West
Key West, FL
02/09 – 05/09
£186/nighttotal: £558 (3 )
Hideaway @ Speakeasy Inn Key West!
1 2
B&B , Key West
9.2 1824 reviews
Key West, FL
26/10 – 28/10
£335/nighttotal: £670 (2 )
Duval House
2 4
B&B , Key West
9.5 1251 reviews
Key West, FL
24/07 – 25/07
£358/nightfor 1 night
Key West Bed And Breakfast
2 4
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.
