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2026-06-03
2026-06-04
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Hotels in Key West near Flagler Station Oversea Railway

Seaport Suite

Simonton Street 219, Key West, United States View map

The spacious Seaport Suite Key West is located within 500 metres of the Key West Aquarium and a 20-minute walk from the Key West Butterfly and Nature Conservatory. Featuring a patio with views of the… More

From US$ 1341 Book Now

Casa Rosa

331 Simonton Street, Key West, United States View map

Casa Rosa Villa Key West is located only a 6-minute walk from the Papa's Pilar Rum Distillery and features a swimming pool and a patio for a relaxing stay. This property is situated within reach of… More

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Eden House

1015 Fleming Street, Key West, United States View map

The Eden House is the original Key West hotel laden with art-deco designs and nestled amid lush landscapes. This historic hotel offers a peaceful haven amid beautiful surroundings and brims with… More

From US$ 235 Book Now

Heron House Court (Adults Only)

412 Frances St, Key West, United States View map

With Key West International Airport a mere 10 km away, and easily accessible trolley and walking tours available, Heron House and Heron House Court redefine your Key West experience, blending… More

From US$ 339 Book Now

Rigby House - Brand New With Private Pool

Simonton Street 218, Key West, United States View map

**Welcome to Rigby House - Brand New With Private Pool Villa Key West**, your ultimate tropical escape nestled in the vibrant heart of Duval Street. This stunning retreat is freshly established and… More

From US$ 3023 Book Now

The Inn On Fleming

1016 Fleming St., Key West, United States View map

**Discover Tranquility at The Inn on Fleming, Key West** More

From US$ 347 Book Now

Simonton Court Historic Inn & Cottages

320 Simonton Street, Key West, United States View map

**Welcome to Simonton Court Historic Inn & Cottages, a charming haven nestled in the heart of Key West.** This quaint property stretches over two acres, offering a serene retreat characterized by… More

From US$ 175 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States View map

Sweet Caroline Villa offers accommodation just 400 metres from Simonton Beach, while Key West Aquarium is about a 5-minute stroll away. This villa is equipped with 2 bedrooms plus a kitchen with a… More

From US$ 932 Book Now

Sugar Pie Suite

Caroline Street 537, Key West, United States View map

Located within 5 minutes' walk of the Key West First Legal Rum Distillery, Sugar Pie Suite Key West hotel is a mere 450 metres from the fully accredited Mel Fisher Maritime Heritage Museum. Situated… More

From US$ 486 Book Now

Banana Split

Caroline Street 537, Key West, United States View map

For those traveling to the area, the nearest airport is conveniently located just 4 km away, ensuring an easy arrival and departure. More

From US$ 383 Book Now

Key Lime Cottage

Caroline Street 537, Key West, United States View map

Located merely a 6-minute walk from the fully accredited Mel Fisher Maritime Heritage Museum, Key Lime Cottage Key West hotel includes a swimming pool and a patio. Guests of this inn can immerse… More

From US$ 363 Book Now

Creme Brulee Suite

Caroline Street 537, Key West, United States View map

Ideally located a 15-minute walk from the historic Key West Lighthouse, Creme Brulee Suite Key West hotel features rooms with views of the city. This inn also includes a patio with a BBQ grill. More

From US$ 223 Book Now

Honey Bun Hideaway

Caroline Street 537, Key West, United States View map

Honey Bun Hideaway Hotel Key West gives quick access to the vintage parish "Saint Paul's Episcopal Church of Key West", which is situated approximately a 5-minute walk away. The inn lies a mere 0.6… More

From US$ 237 Book Now

The Geiger Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

At The Geiger Suite At Inn On Fleming Key West! villa, guests can enjoy windsurfing, snorkelling, and fishing as well as a location 700 metres from the Key West Cemetery. More

From US$ 402 Book Now

The Simonton Room At Inn On Fleming Key West

1016 Fleming St., Key West, United States View map

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From US$ 259 Book Now

The Gato Room At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

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From US$ 424 Book Now

The Truman Room At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

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The Cornish Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

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The Mallory Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

Along with proximity to the 19 - acre Key West Cemetery, just a 9-minute walk away, The Mallory Suite At Inn On Fleming Key West! villa offers opportunities for windsurfing, snorkelling, and fishing… More

From US$ 441 Book Now

The Hemingway Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

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From US$ 246 Book Now

The Whitehead Room At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

During the stay at The Whitehead Room At Inn On Fleming Key West! villa, guests can indulge in windsurfing, snorkelling, and fishing or visit the USCGC Ingham Maritime Museum, located a 25-minute… More

From US$ 540 Book Now

Bananas Foster Guesthouse

Caroline Street 537, Key West, United States View map

Staying at the 289 m² Bananas Foster Guesthouse Key West, guests can relax on a patio about a 20-minute walk from the secluded pocket Dog Beach. Offering access to a private swimming pool, this 8… More

From US$ 2603 Book Now

The Flagler Room At Inn On Fleming Key West!

1016 Fleming St., Key West, United States View map

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From US$ 452 Book Now

Mesa House, Uno-Perfect Location

Simonton Street 220, Key West, United States View map

The spacious 74 m² Mesa House, Uno-Perfect Location Apartment Key West welcomes travellers in the centre of Key West, located merely 1.3 km from the Ernest Hemingway Home and Museum. Set within reach… More

From US$ 474 Book Now

Mesa House, Dos -Unreal Location

Simonton Street 220, Key West, United States View map

The spacious 1-bedroom Mesa House, Dos -Unreal Location Apartment Key West is located in the very heart of Key West and offers quick access to the US 1 Mile Marker 0, which is just 6 minutes' walk… More

From US$ 565 Book Now

The Mesa House-Close To Duval!

Simonton Street 220, Key West, United States View map

The 3-bedroom Mesa House Villa is nearly 8 minutes on foot from Truman Little White House and walking distance from the bustling plaza "Mallory Square". A fully furnished kitchen with a microwave… More

From US$ 1379 Book Now

First Breath By Avantstay

1106 Eaton Street, Key West, United States View map

Situated a 6-minute walk from the Papa's Pilar Rum Distillery, the welcoming First Breath By Avantstay Key West villa entices guests with views of the pool. More

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The Bartlum-Luxurious Studio

533 Caroline Street, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room The Bartlum-Luxurious Studio Key West, which is merely 1.3 km from Saint Mary Star of the Sea Basilica and approximately 20 minutes' walk from… More

From US$ 186 Book Now

Ambrosia Key West

622 Fleming Street, Key West, United States View map

Welcome to the alluring charm of the Ambrosia Key West Bed & Breakfast, an enchanting paradise nestled in the heart of the city. This property offers a unique blend of Victorian elegance and modern… More

From US$ 299 Book Now

Seaport Sensation By Last Key Realty

121 Simonton Street, Key West, United States View map

Seaport Sensation By Last Key Realty Key West villa offers swift access to various city sites, such as Caroline Street, situated about 5 minutes' walk away. More

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Galleon Resort And Marina

617 Front Street, Key West, United States View map

Located just 6 minutes' walk from the Ripley's Believe It or Not, the 3-star Galleon Resort And Marina Key West has a heated swimming pool with loungers. This Key West hotel is conveniently situated… More

From US$ 285 Book Now

Green Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Green Room At The Grand Maloney Key West hotel is located in Key West, around 25 minutes' walk from the Higgs Beach Dog Park, and offers an outdoor swimming pool. Enhancing the overall experience… More

From US$ 555 Book Now

Blue Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

Featuring a patio and an outdoor swimming pool, Blue Room At The Grand Maloney Key West hotel lies a mere 1.3 km from the natural history museum "Florida Keys Eco-Discovery Center". Enhancing the… More

From US$ 568 Book Now

Yellow Room At Grand Maloney

Caroline Street 529, Key West, United States View map

**Discover an Oasis in the Heart of Key West** Nestled amidst the vibrant energy of downtown Key West, the Grand Maloney offers a contemporary retreat in a historically restored two-story brick home. More

From US$ 680 Book Now

Bunk Room At The Grand Maloney

Caroline Street 529, Key West, United States View map

The 3-star Bunk Room At The Grand Maloney Key West hotel, located approximately a 25-minute walk from the secluded pocket Dog Beach, boasts an outdoor swimming pool. Indulge in the inn's garden… More

From US$ 768 Book Now

Carriage House At Grand Maloney

Caroline Street 529, Key West, United States View map

Carriage House At Grand Maloney Hotel Key West, located just 550 metres from the bustling plaza "Mallory Square" and 1.5 km from the Key West Butterfly and Nature Conservatory, features an outdoor… More

From US$ 459 Book Now

Takeover At The Grand Maloney

Caroline Street 529, Key West, United States View map

Located right in the centre of Key West, The Grand Maloney Hotel- Great For Large Groups! offers fast access to Key West Aquarium, which helps break from routine and stands just 350 metres away. More

From US$ 4224 Book Now

The Artist House

534 Easton Street, Key West, United States View map

The Artist House Bed & Breakfast Key West is situated in the Downtown Key West district, only a 7-minute walk from the fully accredited Mel Fisher Maritime Heritage Museum and features 8 rooms with… More

From US$ 125 Book Now

The Zesty Lime By Last Key Realty

421 Simonton Street, Key West, United States View map

The Zesty Lime By Last Key Realty Key West villa is located just 1.8 km from USCGC Ingham Maritime Museum and provides a private swimming pool, ensuring a relaxing stay. More

From US$ 2356 Book Now

Namaste

219 Ann Street Rear, Key West, United States View map

The 2-bedroom Namaste Villa Key West is located about a 25-minute walk from Southernmost Point and provides windsurfing, snorkelling, and canoeing for active guests. More

From US$ 828 Book Now

Sans Souci

1110 Elgin Lane, Key West, United States View map

During the stay at Sans Souci Villa Key West, guests can indulge in windsurfing, snorkelling, and canoeing or visit South Beach, located 25 minutes' walk away. More

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The Lime And The Coconut By Last Key Realty

421-423 Simonton Street, Key West, United States View map

Staying at the 8-bedroom The Lime And The Coconut By Last Key Realty Key West villa, guests can visit The Ernest Hemingway Home and Museum, which is only 1.4 km away. More

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New Coastal Rose - Bright Loft With High Ceilings

Rose Lane 526, Key West, United States View map

The spacious 84 m² New Coastal Rose - Bright Loft With High Ceilings Apartment Key West offers a central location nearly 5 minutes' walk from the Vandenberg Wreck. At the 1-bedroom apartment, guests… More

From US$ 858 Book Now

New Rose Petal Petite Suite - Pool & Parking

Rose Lane 526, Key West, United States View map

Featuring an outdoor swimming pool and a patio, the spacious 74 m² New Rose Petal Petite Suite - Pool & Parking Key West is situated in a historic area, just 1.3 km from the Key West Firehouse Museum… More

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New Rose Retreat - Pool & Parking

Rose Lane 526, Key West, United States View map

The 2-bedroom New Rose Retreat - Pool & Parking Villa Key West entices guests to enjoy cycling and fisheries and offers proximity to Key West First Legal Rum Distillery, located merely an 8-minute… More

From US$ 741 Book Now

The Toasted Coconut By Last Key Realty

423 Simonton Street, Key West, United States View map

Featuring a swimming pool for guests' enjoyment, The Toasted Coconut By Last Key Realty Key West villa is nestled right in the centre of Key West, about a 25-minute walk from South Beach. More

From US$ 798 Book Now

Tranquility On Ann Street

219 Ann Street #1, Key West, United States View map

The 1-bedroom Tranquility On Ann Street Villa Key West entices guests to enjoy windsurfing, snorkelling, and canoeing and offers proximity to Key West First Legal Rum Distillery, located just 8… More

From US$ 931 Book Now

Bali Hideaway

217 Ann Street Rear, Key West, United States View map

Escape to the Bali Hideaway, a tranquil oasis nestled in the vibrant heart of Duval Street. This exquisite villa invites you to indulge in an authentic Key West experience, where island-inspired… More

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Ann Street Cottage

219 Ann Street #2, Key West, United States View map

The 2-bedroom Ann Street Cottage Key West is located only a 6-minute walk from The Studios of Key West Cultural Association and offers guests to relish a patio as well as a heated swimming pool. At… More

From US$ 711 Book Now

Blanco Luxury Villa

129 Simonton St, Key West, United States View map

Offering a terrace overlooking the city, Blanco Luxury Villa Key West is located just a 6-minute walk from the Papa's Pilar Rum Distillery. More

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