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2026-11-06
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Hotels in Flagler Station Oversea Railway area of Florida

Eden House

1015 Fleming Street, Key West, United States Show map

The 3-star Eden House Hotel Key West sits a mere 8 minutes' walk from the 19 - acre Key West Cemetery and offers luggage storage and a restaurant. Air-conditioned rooms, courtyard views and an… More

From US$ 235 Book Now

Rigby House - Brand New With Private Pool

Simonton Street 218, Key West, United States Show map

The 6-bedroom Rigby House - Brand New With Private Pool Villa Key West is located only 1.4 km from The Ernest Hemingway Home and Museum and has an aqua park and a golf course to ensure a memorable… More

From US$ 3023 Book Now

The Inn On Fleming

1016 Fleming Street, Key West, United States Show map

The Inn On Fleming Key West includes 9 rooms and is 12 minutes' walk from the downtown commercial zoned Duval Street. Situated not far from the 19-acre Key West Cemetery in the Downtown Key West… More

From US$ 347 Book Now

Creme Brulee Suite

Caroline Street 537, Key West, United States Show map

Situated merely 0.8 km from the downtown commercial zoned Duval Street, the comfortable Creme Brulee Suite Key West hotel offers air-conditioned rooms, Wi-Fi, and a private parking lot. Featuring a… More

From US$ 223 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States Show map

Situated in the historical Downtown Key West district, merely 650 metres from Mile Marker 0 Store, the 2-bedroom Sweet Caroline Villa Key West comes with a swimming pool for guests to unwind. This… More

From US$ 2148 Book Now

The Geiger Suite At Inn On Fleming Key West!

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

Offering air-conditioned rooms and Wi-Fi in the rooms, the 3-star The Geiger Suite At Inn On Fleming Key West! is a mere 1 km from US 1 Mile Marker 0 and a 14-minute stroll from the downtown… More

From US$ 380 Book Now

Key Lime Cottage

Caroline Street 537, Key West, United States Show map

Key Lime Cottage Key West hotel, located a 20-minute walk from Key West Butterfly and Nature Conservatory, features Wi-Fi in public areas. This inn lies within reach of the downtown commercial zoned… More

From US$ 363 Book Now

The Truman Room At Inn On Fleming Key West!

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

The comfortable The Truman Room At Inn On Fleming Key West! is located in Key West, nearly a 25-minute walk from the even Southernmost Point, and offers an outdoor swimming pool. Wi-Fi is included in… More

From US$ 305 Book Now

The Gato Room At Inn On Fleming Key West!

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

The comfortable The Gato Room At Inn On Fleming Key West!, located about 5 minutes' walk from Key West Historic Seaport and just 0.9 km from San Carlos Institute, features an outdoor swimming pool… More

From US$ 534 Book Now

The Cornish Suite At Inn On Fleming Key West!

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

Located 2.3 km from Key West Garden Club, the comfortable The Cornish Suite At Inn On Fleming Key West! offers air-conditioned rooms nearly 25 minutes' walk from Key West Butterfly and Nature… More

From US$ 337 Book Now

The Simonton Room At Inn On Fleming Key West

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

Located just 1.1 km from the downtown commercial zoned Duval Street, the comfortable The Simonton Room At Inn On Fleming Key West offers air-conditioned rooms around 25 minutes' walk from Higgs Beach… More

From US$ 500 Book Now

The Whitehead Room At Inn On Fleming Key West!

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

Guests of the comfortable 3-star The Whitehead Room At Inn On Fleming Key West! can easily reach Papa's Pilar Rum Distillery, located just a 6-minute walk away. Offering an outdoor swimming pool… More

From US$ 314 Book Now

Sugar Pie Suite

Caroline Street 537, Key West, United States Show map

Located merely 1.2 km from The Ernest Hemingway Home and Museum, the comfortable Sugar Pie Suite Key West hotel is nearly a 5-minute walk from Key West First Legal Rum Distillery. Boasting access to… More

From US$ 352 Book Now

Honey Bun Hideaway

Caroline Street 537, Key West, United States Show map

The comfortable Honey Bun Hideaway Hotel Key West, located just an 8-minute walk from the waterfront Mallory Square and a mere 1.4 km from USCGC Ingham Maritime Museum, features an outdoor swimming… More

From US$ 237 Book Now

The Hemingway Suite At Inn On Fleming Key West!

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

The comfortable The Hemingway Suite At Inn On Fleming Key West! is located in Key West, about 10 minutes' walk from Nancy Forrester's Secret Garden, and offers a heated pool. This 3-star guest house… More

From US$ 556 Book Now

The Flagler Room At Inn On Fleming Key West!

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

The comfortable 3-star The Flagler Room At Inn On Fleming Key West!, located only 1.5 km from the bustling plaza "Mallory Square", offers an outdoor swimming pool, Wi-Fi in the rooms. This Key West… More

From US$ 418 Book Now

The Mallory Suite At Inn On Fleming Key West!

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

Located only a 9-minute walk from the very unusual Key West Cemetery, 1-bedroom The Mallory Suite At Inn On Fleming Key West! villa boasts an outdoor swimming pool and can accommodate up to 2. The… More

From US$ 441 Book Now

Banana Split

Caroline Street 537, Key West, United States Show map

Banana Split Apartment Key West is located in Duval with one of Key West's top culinary experiences 10 minutes' walk from the downtown commercial zoned Duval Street and accommodates up to 4 guests. More

From US$ 383 Book Now

Bananas Foster Guesthouse

Caroline Street 537, Key West, United States Show map

Located in Duval with unique, island inspired Small Plates with bold Caribbean spices and fresh local seafood, a 6-minute walk from Nancy Forrester's Secret Garden, the spacious Bananas Foster… More

From US$ 3573 Book Now

Mesa House, Uno-Perfect Location

Simonton Street 220, Key West, United States Show map

The 1-bedroom Mesa House, Uno-Perfect Location Apartment Key West boasts a prime setting and in just 8 minutes' walk from the waterfront Mallory Square. The 74 m² apartment offers modern facilities… More

From US$ 474 Book Now

Mesa House, Dos -Unreal Location

Simonton Street 220, Key West, United States Show map

Located just an 8-minute walk from the bustling plaza "Mallory Square", the 65 m² Mesa House, Dos -Unreal Location Apartment Key West accommodates up to 6 guests. This 2-bedroom apartment features Wi… More

From US$ 565 Book Now

The Mesa House-Close To Duval!

Simonton Street 220, Key West, United States Show map

The 3-bedroom The Mesa House-Close To Duval! Key West villa is nestled a mere 6 minutes' walk from Key West First Legal Rum Distillery and can accommodate up to 10 guests. Located 2.4 km from Higgs… More

From US$ 1393 Book Now

First Breath By Avantstay

1106 Eaton Street, Key West, United States Show map

The 3-bedroom First Breath By Avantstay Key West villa offers swift access to various city sites, such as Papa's Pilar Rum Distillery, situated only a 6-minute walk away. Offering a prime location in… More

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The Bartlum-Luxurious Studio

533 Caroline Street, Key West, United States Show map

Located merely 1.9 km from Fort Zachary Taylor, the 51 m² The Bartlum-Luxurious Studio Key West is just an 8-minute walk from a top family-friendly place like Key West Aquarium. Wi-Fi and parking are… More

From US$ 186 Book Now

Ambrosia Key West

622 Fleming Street, Key West, United States Show map

The 3-star Ambrosia Key West Motel is located near the entertainment district of Key West, merely 6 minutes' walk from US 1 Mile Marker 0. Opened in 1903, the motel with air-conditioned rooms and 3… More

From US$ 299 Book Now

Seaport Sensation By Last Key Realty

121 Simonton Street, Key West, United States Show map

Staying at the 3-bedroom Seaport Sensation By Last Key Realty Key West villa, guests can visit the downtown commercial zoned Duval Street, which is only 1 km away. Offering guided snorkelling trips… More

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Galleon Resort And Marina

617 Front Street, Key West, United States Show map

Located 2.4 km from Fort Zachary Taylor, the 3-star Galleon Resort And Marina Key West offers air-conditioned rooms around a 10-minute walk from San Carlos Institute. Guests can relax in an outdoor… More

From US$ 285 Book Now

Blue Room At The Grand Maloney

Caroline Street 529, Key West, United States Show map

The comfortable Blue Room At The Grand Maloney Key West hotel, located only a 7-minute walk from the waterfront Mallory Square and about 500 metres from the Harry S. Truman Little White House… More

From US$ 377 Book Now

Green Room At The Grand Maloney

Caroline Street 529, Key West, United States Show map

Offering a patio and a golf course, the comfortable Green Room At The Grand Maloney Key West hotel is situated in Key West, approximately a 20-minute walk from the even Southernmost Point. This inn… More

From US$ 420 Book Now

Yellow Room At Grand Maloney

Caroline Street 529, Key West, United States Show map

Featuring a swimming pool, the comfortable Yellow Room At Grand Maloney Key West hotel is located in the Downtown Key West district of Key West, just 1.8 km from the secluded pocket Dog Beach. More

From US$ 350 Book Now

Carriage House At Grand Maloney

Caroline Street 529, Key West, United States Show map

Featuring Wi-Fi in public areas, Carriage House At Grand Maloney Hotel Key West is 25 minutes' walk from the secluded pocket Dog Beach. Located 1.7 km from Southernmost Point of the Continental US… More

From US$ 311 Book Now

Takeover At The Grand Maloney

Caroline Street 529, Key West, United States Show map

Located just a 9-minute walk from the downtown commercial zoned Duval Street, the 6-bedroom Takeover At The Grand Maloney Key West villa is suitable for 16 guests and provides a swimming pool to… More

From US$ 4224 Book Now

The Artist House

534 Easton Street, Key West, United States Show map

Featuring Wi-Fi in public areas, The Artist House Bed & Breakfast Key West sits a 15-minute walk from Alan S Maltz Gallery. Located 3.1 km from Smathers Beach, this hotel offers views of the garden… More

From US$ 125 Book Now

The Zesty Lime By Last Key Realty

421 Simonton Street, Key West, United States Show map

Staying at the 3-bedroom The Zesty Lime By Last Key Realty Key West villa, guests can visit Mile Marker 0 Store, which is only 0.8 km away. The Key West holiday home features a heated pool and is… More

From US$ 2356 Book Now

Namaste

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

The 1-bedroom Namaste Villa Key West entices guests to enjoy windsurfing, snorkelling, and canyoning and offers proximity to Key West Historic Seaport, located approximately a 5-minute stroll away. More

From US$ 835 Book Now

The Lime And The Coconut By Last Key Realty

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

Situated approximately 5 minutes' walk from Vandenberg Wreck, the 6-bedroom The Lime And The Coconut By Last Key Realty Key West villa is ideal for up to 16 guests. More

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New Coastal Rose - Bright Loft With High Ceilings

Rose Lane 526, Key West, United States Show map

Located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor nearly a 5-minute walk from Vandenberg Wreck, the 1-bedroom New Coastal Rose - Bright Loft… More

From US$ 858 Book Now

New Rose Petal Petite Suite - Pool & Parking

Rose Lane 526, Key West, United States Show map

Located in a historical neighbourhood, about 5 minutes' walk from Vandenberg Wreck, the spacious 1-bedroom New Rose Petal Petite Suite - Pool & Parking Key West accommodates up to 2 guests. With a… More

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New Rose Retreat - Pool & Parking

Rose Lane 526, Key West, United States Show map

Located just 0.6 km from Key West First Legal Rum Distillery, the 2-bedroom New Rose Retreat - Pool & Parking Villa Key West boasts an outdoor swimming pool and can accommodate up to 6. Providing… More

From US$ 741 Book Now

The Toasted Coconut By Last Key Realty

423 Simonton Street, Key West, United States Show map

Situated nearly a 5-minute stroll from Key West Historic Seaport, the 3-bedroom The Toasted Coconut By Last Key Realty Key West villa is suitable for 8 guests and provides a swimming pool to relax in… More

From US$ 798 Book Now

Bali Hideaway

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

Located a mere 5 minutes' walk from Key West Historic Seaport, Bali Hideaway Villa Key West is suitable for 2 guests and provides a heated pool to relax in. This 1-bathroom villa features… More

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Tranquility On Ann Street

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

Situated in the Duval district of Key West, within 25 minutes' walk of the even Southernmost Point, the 1-bedroom Tranquility On Ann Street Villa Key West comes with a heated pool for guests to… More

From US$ 931 Book Now

Ann Street Cottage

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

Featuring a heated pool, Ann Street Cottage Key West is suitable for up to 2 people and is located 20 minutes' walk from Key West Firehouse Museum. The 1-bedroom holiday home features opportunities… More

From US$ 711 Book Now

Blanco Luxury Villa

129 Simonton St, Key West, United States Show map

Overlooking the city, Blanco Luxury Villa Key West enjoys a prime setting 5 minutes' walk from Vandenberg Wreck. Located 2.1 km from the even Southernmost Point, the 4-bedroom villa provides Wi-Fi… More

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Maison Tropicale By Last Key Realty

510 Frances Street, Key West, United States Show map

Maison Tropicale By Last Key Realty Key West enjoys a prime location, a 12-minute walk from the bustling plaza "Mallory Square", and offers guests to unwind in a Jacuzzi. Offering parking as well as… More

From US$ 367 Book Now

The Marquesa Hotel

600 Fleming Street, Key West, United States Show map

Featuring Wi-Fi throughout the property, The Marquesa Hotel Key West is a 10-minute walk from the very unusual Key West Cemetery. Guests can take advantage of a private parking lot at additional… More

From US$ 440 Book Now

Rose Lane Villas

511 Eaton Street (Check-In Location), Key West, United States Show map

Situated in the Duval district of Key West, nearly a 25-minute walk from White Street Pier, the 6-room Rose Lane Villas Key West comes with a heated outdoor swimming pool for guests to unwind. Guests… More

From US$ 709 Book Now

Simonton Court Historic Inn & Cottages

523 Eaton Street, Key West, United States Show map

Simonton Court Historic Inn & Cottages Key West is a great place to stay in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, an 18-minute walk from Key… More

From US$ 175 Book Now

Amsterdam'S Curry Mansion Inn

511 Caroline St, Key West, United States Show map

Providing guests with currency exchange and a lift, the 3-star Amsterdam'S Curry Mansion Inn Key West is located near the beach district of Key West, only 7 minutes' walk from the bustling plaza… More

From US$ 754 Book Now

Galleon Resort And Marina

617 Front St, Key West, United States Show map

The 10-room Galleon Resort And Marina Key West villa is situated a mere 6 minutes' walk from the waterfront Mallory Square and provides a hot tub and a sauna for a relaxing stay. More

Book Now