Key West Hotels

The Douglas House offers the finest accommodations & the most convenient location within Historic Old Town Key West, just off of World Famous Duval Street. Their in walking distance to both the Ernest Hemingway House & the Southernmost Point Monument, as well as the Sunset Pier at Mallory Square, countless restaurants, bars & retail stores.

In the heart of Historic Old Town Key West, at 325 Duval Street, you will find Casa 325, a quaint Key West guesthouse with all the comforts of home. Don’t let the Duval Street address fool you. Though they are just steps away from some of the finest restaurants, shops, galleries, nightlife and activities on Duval Street and the Historic Key West Waterfront, Casa 325 Guesthouse is nestled away off the street, providing guests the privacy they seek.

An intimate retreat in the center of Old Town Key West, Ella’s Cottages blend cottage charm with historic character. Enjoy a front-porch seat to the lively Key West scene, unwind by the secluded pool or wander through hidden gardens.

Blue Marlin Motel welcomes you to beautiful Key West, Florida! Conveniently located near the beach, our motel offers clean and affordable accommodations, making it an excellent choice for budget-conscious travelers seeking comfort. Enjoy our inviting swimming pool and prime location, ensuring you have a memorable stay. The Blue Marlin Motel perfectly blends value, convenience and relaxation for your unforgettable Key West adventure.

With a prime address just one block from Duval Street and one block from the beach, Southwinds Motel's thoughtful amenities that include three pools, bike rentals, and beach access, and free perks like Wi-Fi and breakfast, can turn any Key West getaway into a vacation to remember.

Once the estate of a prosperous industrialist, Ridley House is tucked behind classic picket fences and low-hanging trees. You’re immersed in a verdant oasis of ease and refinement. Of the five Kimpton Key West hotels, Ridley House is the most elegant—ideal for honeymooners and VIP stays.

Winslow's Bungalows spans a lush, landscaped campus in the heart of Old Town. Named for famous painter and summer resident Winslow Homer, this expansive haven boasts three private pools, an outdoor bar and vibrant gardens. It’s an idyllic scene for couples, families, groups and wedding parties.

Parrot Key Hotel & Villas is the island getaway you’ve been waiting for. Set among five acres of award-winning landscaping and palm groves, our exceptional resort in Key West offers four swimming pools, watersports rentals, on-site dining all day long, and excellent service from our friendly staff. Parrot Key Hotel & Villas is perfectly situated just minutes away from the historic district of Old Town Key West, but far enough away from the hustle and bustle to truly soak up the island life.

Capturing the spirit of the Victorian era, La Pension Inn and Guesthouse, invites you to be their guest and discover bed and breakfast comfort and hospitality with warmth that is distinctly Key West.

Located in historic Old Town, Southernmost Beach Resort expands over 6 acres on a serene part of the island with Atlantic Ocean front views, gorgeous Key West architecture, and all the amenities you desire in a beach resort. The Southernmost Beach Resort is a short walk or bike ride from all the boutique shops, art galleries, eclectic restaurants, and non-stop nightlife. Southernmost Beach Resort offers the perfect location with sincere welcoming service!

The Speakeasy Inn is a quaint guesthouse located in an historic Key West conch style house. It is situated on upper Duval Street in Key West. This neighborhood is famous for the proliferation of art galleries, restaurants, quiet bars and laid back atmosphere.

Located just steps from Duval Street in the heart of the Historic District, Heron House is your Key West inn to experience the intimacy and hospitality of a small southern guesthouse. From the moment you step on the grounds, you are surrounded by colorful orchids and lush, tropical plants. Wander through our exotic gardens, featuring more than 1,000 rare plants collected from around the world, as you make your way to your luxurious guest room.

The Gates Hotel Key West is a new lifestyle hotel in Key West that offers 100 contemporary accommodations with an urban chic flare. Featuring one of the best locations for hotels in Key West, our family-friendly Key West hotel is located at the entrance of the island.

Few places make us think of Margaritaville more than Key West. Their newest location is ideally situated across the street from Smathers Beach and the unbelievably blue waters of the Atlantic Ocean, and just steps from the quirkiness and historic sights of Old Town. Explore the culture, nightlife, and water activities on the most famous of the Florida Keys and return back to the quiet casual luxury of your premium oasis. Your island vacation is waiting for you at Margaritaville Beach House.

NYAH Key West offers an affordable way to experience this vibrant destination, located conveniently just steps from Duval Street. Perfect for group travelers, NYAH features flexible bunk bed accommodations that allow up to six guests to enjoy individual beds. This unique setup fosters a lively atmosphere, ideal for exploring local attractions without overspending. With modern amenities and a setting designed for social interaction, NYAH is a budget-friendly retreat that promises an unforgettable

Get ready to escape to your very own secret hideaway. Discover a quiet corner of Old Town Key West that is tucked away where island charm and hospitality meet with a rich history to create a delightful oasis. The Southernmost Inn was originally built in the 1800s as a Francisco Marrero cigar factory and, was transformed into a charming inn that still boasts much of the original architecture. Experience all that our historical island has to offer while relaxing at the Southernmost Inn.

Pegasus International Hotel offers elegant newly renovated guestrooms and spacious suites that feature the latest technology, impressive amenities, and the creature comforts of home like plush bedding, microwaves with refrigerators.

Hospitality is the hallmark of each stay at Westwinds Inn. Established circa 1900 and located in the Historic Seaport District of Old Town Key West, their Victorian-style bed and breakfast still retains its original, pre-WWII charm while adding modern amenities like free Wi-Fi, air-conditioned rooms, and HDTVs. They deliver the intimacy of a B&B with 26 cozy rooms with soft beds and private bathrooms, as well as a free continental breakfast each morning.

This cozy, tropical-style guesthouse is 2 blocks from dining and nightlife on Duval Street. Homey rooms offer cable TV, ceiling fans and rainfall showers. Studios add sitting areas and kitchenettes, while 1- and 2-bedroom suites come with full kitchens, and living rooms with pull-out sofas. Kid age 16 and under stay free.

Dating from the Victorian era, this famous, art-filled guesthouse is just a 2-minute walk from the famous Duval Street. Individually decorated with vintage-style furnishings, all rooms and suites offer free Wi-Fi, flat-screen TVs, coffeemakers and mini fridges. Many suites add pull-out sofas, private outdoor staircases, patios and decks. Amenities include a communal porch, an outdoor pool and a garden courtyard with tables. A complimentary happy hour is offered daily.

Fall in love with Azul's minimalist bed and breakfast in Key West, Florida, offering guests a peaceful oasis just steps from the activity of downtown. Imagine a classic Queen Anne mansion in the heart of Old Town, Key West where tri-level blue decks surround a shimmering swimming pool. Discover Azul Key West: your southernmost sanctuary; the perfect romantic getaway; a bed and breakfast in Key West with a serene atmosphere and a focus on personalized service.

This Key West hotel is located on the Gulf of Mexico in the "New Town" section of Key West. The Courtyard Key West is located within a 10 minute drive of any attraction on the island and features spacious guest rooms and suites. A Tiki Bar located adjacent to the pool, a private sunbathing/kayak launching beach, a 300 foot observation boardwalk, complimentary in-room refrigerators, and a concierge agent to help you plan your Key West vacation are just some of available services.

The Marker Waterfront Resort offers 96 spacious tropically-inspired contemporary and luxurious guest rooms along the famed Historic Seaport Harbor Walk. The Marker offers multiple room categories to choose from ranging between Marina, Pool, Garden and Old Town views, with king or double queen options. Their poolside Cero Bodega is a Cal-Mex inspired cuisine that offers hand crafted cocktails, breakfast, lunch and dinner.

Minutes from the Key West Historic Seaport, Fitch Lodge welcomes on-the-go explorers to authentic conch-house lodging in a neighborhood setting. Return from reef diving or deep-sea fishing to informal, bohemian accommodations and a refreshing pool.

The Capitana is a boutique waterfront hotel offering a relaxed, tropical sanctuary where you can unwind with sweeping views of the bay cradled by a beautiful sandy lounge area. Inspired by the famous Spanish ships carrying treasures to the shores of America, and named after one such shipwreck from Spain’s 1733 Armada that scattered gold and silver coins all over the ocean floor here, The Capitana Key West welcomes you with a casual island vibe and all the modern amenities you need.