Search cheap b&b in Key West, FL from 100+ sites!

379 available b&b offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Key West, FL B&B
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

379 Bed and Breakfast and Inn in Key West, FL

Search Coastal Bed and Breakfasts near Key West, FL

Soak up the relaxing coastal air at these seaside bed and breakfasts in Key West, FL, situated short distances from beaches and boardwalks.

Cornish Suite @ Inn On Fleming Adults Only 3rd Floor 2 Br / Community Pool - Key West, FL
9.4 33 reviews

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

B&B, Key West
This Old Town Key West Cornish Suite, two blocks from the Historic Seaport and a short stroll from Duval Street, offers easy access to Key West's attractions.
The 330-square-foot suite features two bedrooms (king and double beds), one bathroom, accommodates four guests, and includes a private deck, free Wi-Fi, and on-site amenities like a pool and concierge services.

Best Key West, FL bed and breakfasts with breakfast included

Andrews Inn & Garden Cottages - Key West, FL
9.8 502 reviews

Andrews Inn & Garden Cottages

B&B, Key West
Andrews Inn & Garden Cottages sits on Duval Street, just a short walk from Key West's lively restaurants, bars, and shops, and less than a half-mile from Mallory Square and the Southernmost Point. This bed and breakfast has consistently received excellent ratings for its location, cleanliness, and overall experience.
The inn features a charming garden and a refreshing outdoor pool. Guests can enjoy a complimentary happy hour and a hot breakfast, along with amenities like free WiFi, concierge services, and bike rentals.
The Grand Guesthouse - Key West, FL
8.6 33 reviews

The Grand Guesthouse

B&B, Key West
B&B rental with an excellent rating of 86% based on 33 reviews. Your accommodation will be based in Key West.
Services and facilities include a garden, a wheelchair friendly access and a concierge. Take advantage of the pool in this accommodation.
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 inn, is situated in Key West's Old Town, offering easy access within a 5-minute drive to Duval Street and the Southernmost Point, and is 0.9 miles from Florida Keys beaches.
This guesthouse provides complimentary continental breakfast, free Wi-Fi, an outdoor pool, a hot tub, and bicycle rentals, with 17 air-conditioned rooms equipped with flat-screen TVs and private bathrooms.
The Conch House Heritage Inn - Key West, FL
9.8 212 reviews

The Conch House Heritage Inn

B&B, Key West
The Conch House Heritage Inn is located in Old Town Key West, just a short walk from the Hemingway Home and Museum and Duval Street. The inn has consistently received excellent ratings for its location, cleanliness, and overall experience.
The inn features a single bedroom and bathroom, accommodating up to two guests. Amenities include a swimming pool, spa, terrace, and garden, along with complimentary mimosas, breakfast, and room service.

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, it's the southernmost point in the continental United States. The Ernest Hemingway Home and Museum is a must for any literary enthusiast, and the Key West Butterfly and Nature Conservatory is a beautiful place to see butterflies from around the world.
  • 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.

  • What types of bed and breakfasts are available in Key West?

    If you are visiting Key West for a short weekend trip you would want to look for bed and breakfast properties as well. These properties offer you comfortable and affordable options to stay. Hence, you can look for different bed and breakfast properties in local hotels and inns and even private residences. With this, you can ensure that you can get the best rooms which come equipped with a private bathroom and a television set. Also, you can look for bed and breakfast properties which are strategically located allowing you to move around Key West. You can also look for rooms that offer you a decent stay experience at the best prices.
  • 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, restaurants, and shops. If you want to be closer to the beach, you might consider the quieter area of New Town, which is still within walking distance of Old Town.
  • What are the best bed and breakfasts with a pool in Key West, FL?

  • When is a good time to visit Key West?

    If you are visiting Key West for the first time you should visit the city in the spring season. This is because you want to optimize and use the pleasant weather conditions to your benefit. Hence, you should visit Key West from March to May when the climate conditions are appropriate. Summer months from June to August bring more sunny days but it also rains here during the summer season which can ruin your holiday experiences. September to November is hurricane season but you can come here for excellent hotel discounts and offers. Winter months from December to February bring more tourists for holidays and that can escalate hotel prices quickly.
  • 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 rainy season is from May to October, so you might want to bring an umbrella if you're visiting during those months. The best time to visit for ideal weather is between November and April.
  • 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 beaches in the Key West?

    1. Fort Zachary Taylor Historic State Park Beach - When you are in Key West you would want to take a stroll in Fort Zachary Taylor Historic State Park Beach which is one of the popular beaches here.
    2. Smathers Beach - If you are looking for the best beach pictures you can head to Smathers Beach where you can find the smoothest sand and gorgeous beach landscape.
    3. Clarence S. Higgs Memorial Beach - When you are planning to spend more time on the beach you can head to Clarence S. Higgs Memorial Beach where you can relax and unwind at your pace.
  • What dining options are recommended for solo travelers staying at bed and breakfasts in Key West, FL?

    The Blue Heaven is a great option for solo travelers, with a relaxed atmosphere and delicious food. The Cuban Coffee Queen is a popular spot for a quick and tasty breakfast or lunch. You can also find a variety of casual restaurants and cafes within walking distance of most bed and breakfasts in Old Town.
  • What are the best bed and breakfasts for families and kids in Key West, FL?

  • How can I get around Key West?

    Walk - If you are good at covering most locations on foot you can make the most of your holidays in Key West. With little guidance, you can cover most of the island on foot. Bicycles - However, if you want to cover more locations quickly you can use bike-sharing programs. Also, you can make use of scooters and mopeds which allow you to move around the island. Car - Renting a car is a great idea especially when you are covering more towns close to Key West. However, if you are not renting a vehicle you can use taxis and Uber and Lyft services.
  • What are the best cultural activities and events in and around Key West, FL?

    Key West is known for its lively arts scene, with many galleries, museums, and theaters. The Key West Literary Seminar is held annually and features renowned authors and poets. The Key West Food and Wine Festival is a popular event that celebrates the local culinary scene.
  • What are the best pet friendly bed and breakfasts in Key West, FL?

  • What are the most popular foods in Key West?

    When you are exploring Key West you would also want to focus on the best food options you can find. Being a coastal city you can find plenty of restaurants that serve fresh seafood. Hence, you can look for conch fritters and chowders which are quite popular here. Also, when you are in Key West you can try lobster rolls and crab sandwiches. These would allow you to enjoy the best seafood you can find in Key West. Various restaurants in Key West offer menu which is heavily inspired by Cuban cuisine. Hence, you can look out for Cuban sandwiches and other items.
  • Which hiking trails are recommended for exploring in and around Key West, FL?

    Key West is an island, so there aren't any traditional hiking trails. However, you can enjoy scenic walks along the waterfront, such as the Key West Walk, which stretches along the historic seawall. The Key West Botanical Garden offers a peaceful escape with nature trails and beautiful gardens.
  • What are the best bed and breakfasts with parking in Key West, FL?

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

    Most bed and breakfasts in Key West offer a continental breakfast, free Wi-Fi, and a friendly atmosphere. Some might also have a swimming pool, a hot tub, or a courtyard. You can usually find a bed and breakfast with the amenities you need to make your stay comfortable.

Popular destinations

Best Key West, FL bed and breakfasts with a garden

Artist House Key West - Key West, FL
9.8 449 reviews

Artist House Key West

B&B, Key West
This B&B is located in Key West's Historic District, offering proximity to St. Paul's Episcopal Church and Red Barn Theater, and within a 10-minute walk of San Carlos Institute - Casa Cuba and Audubon House and Tropical Gardens.
This inn accommodates two guests and features a swimming pool, jacuzzi, spa, bar, fitness center, and on-site concierge services, with complimentary buffet breakfast and free Wi-Fi in common areas.
Tropical Inn - Key West, FL
9.6 424 reviews

Tropical Inn

B&B, Key West
This Key West guesthouse is ideally located in the Historic District, steps from Duval Street and minutes from the Ernest Hemingway Home and Museum, Tennessee Williams Key West Exhibit, and the Key West Lighthouse.
Offering a pool, jacuzzi, and free continental breakfast, this inn provides concierge services, free Wi-Fi, and parking, ensuring a relaxing Key West getaway.
Amsterdam's Curry Mansion Inn - Key West, FL
8.2 1000 reviews

Amsterdam's Curry Mansion Inn

B&B, Key West
This charming bed and breakfast is located in Key West's Historic District, just a short walk from Duval Street and popular attractions like Audubon House and Tropical Gardens. Guests consistently rate the inn as very good.
The inn offers a relaxing atmosphere with a swimming pool and a garden. Guests can enjoy amenities including free parking, a snack bar, a business center, and concierge services.
Near Smathers Beach + Pool. Breakfast. Shuttle. - Key West, FL
9.1 16 reviews

Near Smathers Beach + Pool. Breakfast. Shuttle.

B&B, Key West
Blue Flamingo Resort Key West, a pet-friendly guesthouse (with a 35-lb weight limit and $50 nightly fee), offers convenient access to Duval Street and Old Town Key West.
This one-bedroom, one-bathroom unit sleeps four guests and features access to four pools, a fitness center, daily housekeeping, and proximity to Higgs Beach, Smathers Beach, Mallory Square, and the Southernmost Point.

Neighborhoods and points of interest in Key West, FL

Compare Bed and Breakfasts with a Pool in Key West, FL

These B&Bs in Key West, FL feature a pool, providing a pristine and private alternative to a day at the beach.

Ambrosia Key West - Key West, FL
9.2 1758 reviews

Ambrosia Key West

B&B, Key West
This Key West bed and breakfast is located on Duval Street, a short walk from the Ernest Hemingway Home and Museum, the Southernmost Point, and Mallory Square. It has received very good user ratings, excellent location ratings, and excellent cleanliness ratings.
The property features two pools, a hot tub, and tropical courtyards. Guests can enjoy complimentary snacks and refreshments poolside, a full hot breakfast, and pet-friendly rooms.
Coastal Luxe | Outdoor Pool. Island Experience - Key West, FL
9.2 28 reviews

Coastal Luxe | Outdoor Pool. Island Experience

B&B, Key West
This studio apartment is located in Historic Old Town, Key West, offering immediate access to the Atlantic Coast and proximity to landmarks such as the Southernmost Point Buoy and Mallory Square.
This accommodation provides a king bed, a modern bathroom with spa-like amenities, a private balcony with views of local architecture, and access to resort amenities including three heated swimming pools, two private beaches, and a fitness center, with 24/7 service coverage and in-room conveniences like a coffee maker and flat-screen TV for up to two guests.
Marrero's Guest Mansion Adult Only (21+) Room 4 - Key West, FL
9.8 91 reviews

Marrero's Guest Mansion Adult Only (21+) Room 4

B&B, Key West
Marrero's Guest Mansion, a Key West Old Town guesthouse, is located a half block from Duval Street, offering easy access to the island's main attractions.
This adult-only (21+) boutique hotel features twelve redesigned rooms, a saltwater pool, a private courtyard, and daily happy hour in a vintage Tiki bar, accommodating up to three guests in its two-bedroom, one-bathroom layout.
Beachfront Key West + Free Breakfast, Pool & Spa - Key West, FL
10 1 review

Beachfront Key West + Free Breakfast, Pool & Spa

B&B, Key West
This adult-focused guesthouse offers a sophisticated Key West vibe on the quiet end of Duval Street, located a 3-minute walk from the Southernmost Point buoy and adjacent to South Beach.
Guests at this Avalon Guesthouse enjoy exclusive access to the Southernmost Beach Resort campus with 3 pools and a private beach, along with on-site bicycle rentals and world-class spa services.

Traveler-Approved Bed and Breakfasts with Parking in Key West, FL

Park up and enjoy the local attractions, as these B&Bs in Key West, FL come with a free parking spot on-site.

Courtney's Place Historic Cottages & Inns - Key West, FL
9.0 1122 reviews

Courtney's Place Historic Cottages & Inns

B&B, Key West
Old Town Manor - Key West, FL
8.8 1007 reviews

Old Town Manor

B&B, Key West
The Artist House - Key West, FL
9.4 235 reviews

The Artist House

B&B, Key West
Tropical Suit - Key West, FL
No reviews

Tropical Suit

B&B, Key West

Guest-Favorite B&bs with Jacuzzi in Key West, FL

A private hot tub soak is the ideal way to unwind after a day in Key West, FL. These B&Bs feature tubs for total seclusion.

Harbor Walk Hideaways | Group Compound In Old Town, Pool! - Key West, FL
9.4 22 reviews

Harbor Walk Hideaways | Group Compound In Old Town, Pool!

B&B, Key West

Browse B&bs with a Terrace in Key West, FL

Every B&B in Key West, FL on this list includes a balcony, perfect for taking in the scenery.

The Grand Guesthouse - Key West, FL
9.1 1773 reviews

The Grand Guesthouse

B&B, Key West

Best Key West, FL bed and breakfasts with air conditioning

Close To Smathers Beach + Pool. Dining. Shuttle. - Key West, FL
9.3 290 reviews

Close To Smathers Beach + Pool. Dining. Shuttle.

B&B, Key West
Near Old Town Key West + Pool. Dining. Shuttle. - Key West, FL
9.4 225 reviews

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

B&B, Key West
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
Nightcap ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! - Key West, FL
9.8 9 reviews

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

B&B, Key West
©2026 cozycozy.com