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

The Sanchez House Room #2 - Key West, FL
9.7 700 reviews
Key West, FL
20/07 – 22/07
£145/nighttotal: £290 (2 )

The Sanchez House Room #2

1 1
B&B, Key West
This Key West guesthouse, situated on Duval Street in Old Town, is within 0.32 kilometres of the Southernmost Point buoy and located in the historic Gato and Merrero cigar factory villages, housed in the birthplace of Key West folk artist Mario Sanchez.
The one-bedroom, one-bathroom lodging sleeps two guests and offers shared amenities including a Duval Street balcony, extra refrigeration, a microwave/small convection oven, and coffee and tea service.
The Artist House Key West - Small Queen - Key West, FL
10 20 reviews
Key West, FL
11/11 – 13/11
£250/nighttotal: £500 (2 )

The Artist House Key West - Small Queen

1 2
B&B, Key West
This Key West guesthouse is situated near Duval Street and the Key West seaport, offering easy access to the island's main attractions.
The recently renovated (2021) one-bedroom guesthouse, sleeping two, boasts a private sun room, queen-sized bed, ensuite bathroom with glass shower, a guest kitchen, and complimentary breakfast plus daily happy hour, all within a tropical garden setting including a small dipping pool.
After Hours ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! - Key West, FL
9.0 2 reviews
Key West, FL
08/07 – 09/07
£239/nightfor 1 night

After Hours ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

1 2
B&B, Key West
This guesthouse is situated in Old Town Key West, a few hundred metres from the beach and the Southernmost Point, placing it close to major landmarks like the Ernest Hemingway Home and Museum and directly on Duval Street, offering easy access to galleries, restaurants, and bars.
This adults-only B&B, with a history tied to rum-running, features a celebrated Rum Bar with a global selection, a stocked kitchenette in the 'After Hours' room, tropical decor, and an upstairs wraparound porch providing a prime spot for people-watching, accommodating two guests with one bedroom and one bathroom.
Suite Dreams Inn By The Beach - Key West, FL
8.4 63 reviews
Key West, FL
13/01 – 20/01
£445/nighttotal: £3115 (7 )

Suite Dreams Inn By The Beach

1 2
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.
Gato Room @ Inn On Fleming~adults Only 2nd Floor Queen W/ Shared Heated Pool! - Key West, FL
9.6 24 reviews
Key West, FL
30/10 – 04/11
£253/nighttotal: £1265 (5 )

Gato Room @ Inn On Fleming~adults Only 2nd Floor Queen W/ Shared Heated Pool!

1 2
B&B, Key West
This Key West apartment, situated in Old Town, is two blocks from the Historic Seaport and a short walk from Duval Street, offering easy access to Key West's attractions.
The 15-square-metre (0.015-hectare) studio flat sleeps two, features a private bathroom, and includes amenities such as a swimming pool, garden, and concierge service; bicycle rental is also available for exploring the island.
New Orleans House - Gay Male Adult Guesthouse - Key West, FL
8.2 163 reviews
Key West, FL
27/06 – 04/07
£297/nighttotal: £2079 (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.
The Conch House Heritage Inn - Key West, FL
9.8 194 reviews
Key West, FL
13/01 – 20/01
£489/nighttotal: £3423 (7 )

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.
Andrews Inn & Garden Cottages - Key West, FL
9.7 494 reviews
Key West, FL
03/07 – 05/07
£353/nighttotal: £706 (2 )

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.
Artist House Key West - Key West, FL
9.6 623 reviews
Key West, FL
08/01 – 17/01
£368/nighttotal: £3312 (9 )

Artist House Key West

1 2
B&B, Key West
This guesthouse is located in Key West's Historic District, within 500 meters of St Paul's Episcopal Church and Red Barn Theatre, with San Carlos Institute - Home of Cuba and Audubon House and Tropical Gardens also within a ten-minute walk.
This accommodation offers complimentary buffet breakfast, free Wi-Fi in common areas, a hot tub, concierge services, and tour and ticket assistance, with pets welcome and parking available.
3 Waterfront Rooms Perfect For Family Vacation! - Key West, FL
Key West, FL
01/08 – 08/08
£1087/nighttotal: £7609 (7 )

3 Waterfront Rooms Perfect For Family Vacation!

3 11
B&B, Key West
This Key West guesthouse boasts three en-suite rooms on Duval Street, conveniently located near Ernest Hemingway's Home and the Southernmost Point buoy.
Offering pet-friendly accommodation for up to twelve guests, the property features three bedrooms, three bathrooms, on-site parking, Wi-Fi, air conditioning, and is within easy reach of local bars and restaurants.
Smuggler's Cove ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! - Key West, FL
10 5 reviews
Key West, FL
13/01 – 20/01
£370/nighttotal: £2590 (7 )

Smuggler's Cove ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

1 2
B&B, Key West
This B&B is located in Old Town Key West, directly on Duval Street, placing it just 200 metres from the beach and the Southernmost Point.
This adults-only guesthouse offers 24 square metres of space per room, accommodating up to four guests with one bedroom and one bathroom, and features an on-site Rum Bar with global rum tastings.
Marrero's Guest Mansion Adult Only (21+) Room 2 - Key West, FL
9.7 43 reviews
Key West, FL
03/07 – 05/07
£363/nighttotal: £726 (2 )

Marrero's Guest Mansion Adult Only (21+) Room 2

1 2
B&B, Key West
Marrero's Guest Mansion, a boutique hotel in Key West, offers a tranquil escape in a Victorian mansion, its precise location unspecified but suggesting proximity to attractions easily accessible by short car journeys or walks.
This adult-only (21+) guesthouse features twelve redesigned rooms, including Room 2 with a king-size bed, private bathroom, and veranda access, accommodating up to two guests and boasting a saltwater pool, courtyard, and daily happy hour at a vintage Tiki Bar.

Best Key West, FL bed and breakfasts with air conditioning

Coastal Luxe | Outdoor Pool. Island Experience - Key West, FL
9.4 24 reviews
Key West, FL
20/07 – 22/07
£231/nighttotal: £462 (2 )

Coastal Luxe | Outdoor Pool. Island Experience

1 1
B&B, Key West
This Key West studio apartment is situated in Historic Old Town, a short walk from the Southernmost Point buoy and within easy reach of Mallory Square.
The self-catering unit, sleeping two, boasts a king-size bed, modern bathroom, private balcony with architectural views, and access to resort amenities including multiple pools, beaches, and a spa; plus, it offers a coffee maker, flat-screen TV and air conditioning.
Cornish Suite @ Inn On Fleming Adults Only 3rd Floor 2 Br /Shared Heated Pool - Key West, FL
9.4 32 reviews
Key West, FL
30/10 – 04/11
£512/nighttotal: £2560 (5 )

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

2 2
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.
Marrero's Guest Mansion Adult Only (21+) Room 10 - Key West, FL
9.8 70 reviews
Key West, FL
11/11 – 13/11
£374/nighttotal: £748 (2 )

Marrero's Guest Mansion Adult Only (21+) Room 10

1 2
B&B, Key West
Marrero's Guest Mansion, an adult-only (21+) boutique hotel in Old Town Key West, is located half a block from Duval Street, Key West's main tourist area.
This renovated Victorian guesthouse offers twelve rooms, each with a queen-size bed, private bathroom, and access to a private courtyard, saltwater pool, and daily continental breakfast and happy hour.
Waterfront Luxury | Snorkeling. Outdoor Pool - Key West, FL
10 2 reviews
Key West, FL
29/12 – 31/12
£674/nighttotal: £1348 (2 )

Waterfront Luxury | Snorkeling. Outdoor Pool

1 2
B&B, Key West
This studio apartment is situated on the Key West harbour in Old Town, a short distance from Mallory Square and the Southernmost Point Buoy.
This accommodation offers a resort-like atmosphere with access to three swimming pools, an on-site fitness centre, and a bar and restaurant, accommodating up to two guests with air conditioning and Wi-Fi.

Best Key West, FL bed and breakfasts with breakfast included

The Grand Guesthouse - Key West, FL
9.0 2867 reviews
Key West, FL
05/09 – 19/09
£329/nighttotal: £4606 (14 )

The Grand Guesthouse

2 4
B&B, Key West
This adults-only guesthouse is located in Key West, just a 1.6 kilometre walk from Duval Street and the Atlantic Ocean, offering a peaceful retreat close to the island's bustling centre. The accommodation has received excellent ratings for its cleanliness, location and overall experience.
Each room features local Caribbean artwork and private entrances, providing a unique and intimate stay. The guesthouse offers amenities like bike rentals, free Wi-Fi, flat-screen cable TVs, iPod docking stations, a continental breakfast, a swimming pool, a garden, and a restaurant and bar.
Old Town Manor - Key West, FL
8.9 1048 reviews
Key West, FL
12/11 – 15/11
£1127/nighttotal: £3381 (3 )

Old Town Manor

3 5
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.
Alexander's Guesthouse-adult Exclusive, Lgbtq Friendly - Key West, FL
9.7 181 reviews
Key West, FL
27/06 – 04/07
£313/nighttotal: £2191 (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.
Courtney's Place Historic Cottages & Inns - Key West, FL
9.0 1169 reviews
Key West, FL
12/11 – 15/11
£402/nighttotal: £1206 (3 )

Courtney's Place Historic Cottages & Inns

1 5
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.

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?

Destinations nearby

Best Key West, FL bed and breakfasts with a garden

Southernmost Point Guest House & Garden Bar - Key West, FL
9.4 2906 reviews
Key West, FL
13/01 – 20/01
£415/nighttotal: £2905 (7 )

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.
Near Old Town Key West + Pool. Dining. Shuttle. - Key West, FL
9.5 215 reviews
Key West, FL
03/07 – 05/07
£338/nighttotal: £676 (2 )

Near Old Town Key West + Pool. Dining. Shuttle.

1 2
B&B, Key West
Blue Flamingo Resort Key West, a self-catering guesthouse, is situated at the gateway to Old Town, minutes from Duval Street and other Key West attractions.
This pet-friendly (up to 16kg) one-bedroom, one-bathroom unit at the resort sleeps four, offering a fitness centre, pool access, daily housekeeping, and a complimentary shuttle to Old Town.
Key West Harbor Inn - Adults Only - Key West, FL
9.2 255 reviews
Key West, FL
12/11 – 15/11
£890/nighttotal: £2670 (3 )

Key West Harbor Inn - Adults Only

3 5
B&B, Key West
Key West Harbor Inn - Adults Only is located in the heart of Key West, just a short walk from the bustling Mallory Square, the beautiful Simonton Street Beach, and the lively Duval Street. The inn has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
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 swimming pool, a garden, a terrace, a bar, and free Wi-Fi, as well as the opportunity to rent bicycles and explore the surrounding area.
Marrero's Guest Mansion Adult Only (21+) Room 12 - Key West, FL
9.9 76 reviews
Key West, FL
31/07 – 02/08
£329/nighttotal: £658 (2 )

Marrero's Guest Mansion Adult Only (21+) Room 12

1 2
B&B, Key West
This adults-only guesthouse is ideally located in Key West's Old Town, just 0.5 kilometres from Duval Street.
The renovated Victorian property offers a private cabana room with a king-size bed, ensuite bathroom, sitting area, and access to a saltwater pool; it sleeps two guests.

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.

3 Dreamy Key West Stays Near Iconic Mallory Square - Key West, FL
Key West, FL
01/08 – 08/08
£1903/nighttotal: £13321 (7 )

3 Dreamy Key West Stays Near Iconic Mallory Square

3 11
B&B, Key West
This Key West guesthouse is situated on Duval Street, a short walk from Ernest Hemingway's Home and the Southernmost Point buoy.
Offering three 28-square-metre oceanfront rooms, each with two queen-size beds and private balconies, this pet-friendly (up to 20 lbs, one pet per room) establishment sleeps up to 12 guests and boasts a private beach, spa, and 24/7 security.
Authors Key West Guesthouse - Key West, FL
8.9 3109 reviews
Key West, FL
29/12 – 27/01
£301/nighttotal: £8729 (29 )

Authors Key West Guesthouse

1 2
B&B, Key West
Authors Key West Guesthouse is located in Key West, just under 2km from Higgs Beach and a short walk from Duval Street, the heart of the island's lively nightlife and shopping scene. The guesthouse has received very good ratings for its location, cleanliness, and overall experience.
The guesthouse offers a range of amenities including a swimming pool, a Jacuzzi, a garden, and a terrace. Guests can enjoy a continental breakfast, free Wi-Fi, and concierge services to help plan their activities.
Minutes To Duval + Free Breakfast. Newly Renovated - Key West, FL
9.4 121 reviews
Key West, FL
27/06 – 04/07
£151/nighttotal: £1057 (7 )

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.
Near Airport + Free Breakfast & Newly Renovated - Key West, FL
9.5 105 reviews
Key West, FL
03/07 – 05/07
£271/nighttotal: £542 (2 )

Near Airport + Free Breakfast & Newly Renovated

1 2
B&B, Key West
This Key West guesthouse, the Fairfield Inn & Suites Key West, is conveniently located in Old Town, 1.8 km from Key West International Airport, 5.1 km from Duval Street, and 6.1 km from Mallory Square.
Offering a single bedroom, one bathroom, and sleeping two guests, this inn boasts an outdoor pool, fitness centre, complimentary breakfast, electric car charging, and a 24-hour front desk for assistance with rentals and tours.

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.

The Artist House - Key West, FL
9.4 227 reviews
Key West, FL
11/11 – 13/11
£281/nighttotal: £562 (2 )

The Artist House

1 2
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.

Heron House Court - Adult Only - Key West, FL
9.0 1329 reviews
Key West, FL
05/09 – 19/09
£298/nighttotal: £4172 (14 )

Heron House Court - Adult Only

2 4
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.

Westwinds Inn - Key West, FL
9.0 2620 reviews
Key West, FL
31/07 – 02/08
£211/nighttotal: £422 (2 )

Westwinds Inn

1 2
B&B, Key West
Smuggler's Cove @ Speakeasy Inn Key West! - Key West, FL
8.5 2 reviews
Key West, FL
11/11 – 13/11
£262/nighttotal: £524 (2 )

Smuggler's Cove @ Speakeasy Inn Key West!

1 2
B&B, Key West
Captains Cove Canalfront With Pool And Boat Lift - Key West, FL
Key West, FL
29/12 – 27/01
£1945/nighttotal: £56405 (29 )

Captains Cove Canalfront With Pool And Boat Lift

4 2
B&B, Key West
Hideaway @ Speakeasy Inn Key West! - Key West, FL
Key West, FL
29/12 – 31/12
£535/nighttotal: £1070 (2 )

Hideaway @ Speakeasy Inn Key West!

1 2
B&B, 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.

Bootlegger Bay @ Speakeasy Inn Key West! - Key West, FL
Key West, FL
20/07 – 22/07
£179/nighttotal: £358 (2 )

Bootlegger Bay @ Speakeasy Inn Key West!

1 1
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.

Smuggler's Cove ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! - Key West, FL
10 5 reviews
Key West, FL
13/01 – 20/01
£370/nighttotal: £2590 (7 )

Smuggler's Cove ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

1 2
B&B, Key West
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