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2026-11-05
2026-11-06
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Hotels in Classic Harbor Line area of Florida

Isle Be Back

620 Thomas Street, #281, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Isle Be Back Villa Key West is located nearly a 5-minute walk from The Ernest Hemingway Home and Museum and is ideal for up to 4 guests. Located… More

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Away From It All

620 Thomas St., #283, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Away From It All Key West villa is located merely 9 minutes' walk from the natural history museum "Florida Keys Eco-Discovery Center" and is ideal for… More

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Best Time

210-8 Southard Street, Key West, United States Show map

Located merely an 8-minute walk from The Ernest Hemingway Home and Museum, the 2-bedroom Best Time Key West villa is suitable for 4 guests and provides an outdoor swimming pool to relax in. The… More

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Havana Views

620 Thomas Street #268, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Havana Views Key West villa is located only 8 minutes' walk from The Ernest Hemingway Home and Museum and is ideal for up to 4 guests. Providing… More

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A Sunset View

104-5 Southard Street, Key West, United States Show map

Located merely a 6-minute walk from the downtown commercial zoned Duval Street, A Sunset View Villa Key West features an outdoor swimming pool and can accommodate up to 5 guests. Located in close… More

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A Fish Bowl

620 Thomas Street #189, Key West, United States Show map

Situated just 6 minutes on foot from the downtown commercial zoned Duval Street, the 1-bedroom A Fish Bowl Villa Key West is suitable for 2 guests and provides a heated pool to relax in. Offering a… More

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A Pleasant Stay

102-11 Southard Street, Key West, United States Show map

A Pleasant Stay Key West villa is located a 17-minute walk from South Beach and provides snorkelling and fisheries for active guests. Located in the vicinity of the bustling plaza "Mallory Square"… More

From US$ 152 Book Now

Ahoy Mate!

210-1 Southard Street, Key West, United States Show map

Staying at the 2-bedroom Ahoy Mate! Villa Key West, guests can visit Key West Butterfly and Nature Conservatory, which is just 1.2 km away. Offering a private parking lot as well as Wi-Fi, the Key… More

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Another Siesta

620 Thomas St #168, Key West, United States Show map

The 1-bedroom Another Siesta Key West villa accommodates up to 2 guests and offers proximity to The Ernest Hemingway Home and Museum, located merely 0.6 km away. Providing guests with Wi-Fi and a… More

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Beachy Keen

620 Thomas Street #284, Key West, United States Show map

The 2-bedroom Beachy Keen Key West apartment lies in the Downtown Key West district of Key West and offers swift access to The Ernest Hemingway Home and Museum, which is only an 8-minute walk away. More

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Salty Palm Retreat By Avantstay

620 Thomas Street, Unit 175, Key West, United States Show map

Located in the Downtown Key West district 25 minutes' walk from Higgs Beach Dog Park, the 56 m² Salty Palm Retreat By Avantstay Key West apartment accommodates up to 4 guests. Offering access to an… More

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Kw67Flr Shipyard Perch

620 Thomas St #282, Key West, United States Show map

Kw67Flr Shipyard Perch Villa Key West is located a 19-minute walk from Key West Firehouse Museum and invites guests to join snorkelling, diving, and fisheries. Offering a prime location in the… More

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Marlin Blue

208 Southard Street #7, Key West, United States Show map

Featuring an outdoor swimming pool, Marlin Blue Villa Key West is suitable for up to 2 people and is located a 16-minute walk from Saint Mary Star of the Sea Basilica. Providing guests with Wi-Fi and… More

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Central Condo W/ Deck & Pool Access In Key West!

204 Southard St Unit 229, Key West, United States Show map

Situated merely an 8-minute stroll from The Ernest Hemingway Home and Museum, the 1-bedroom Central Condo W/ Deck & Pool Access In Key West! villa is suitable for 2 guests and provides an outdoor… More

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Kw353B Seagrass Suite

1011 Whitehead St. # 2 (Upper Unit), Key West, United States Show map

The 1-bedroom Kw353B Seagrass Suite Key West features a central location approximately 25 minutes' walk from White Street Pier and hosts up to 2 guests. You can engage in various activities, such as… More

From US$ 289 Book Now

Kw353C Mermaid'S Retreat

1011 Whitehead St. #3 (Middle Unit), Key West, United States Show map

The 47 m² Kw353C Mermaid'S Retreat Key West apartment is situated in Duval with one of Key West's top culinary experiences, about a 5-minute walk from Key West Lighthouse and Keeper's Quarters Museum… More

From US$ 365 Book Now

Kw353A The Coral Cove

1011 Whitehead St. Unit 4 (Lower Unit), Key West, United States Show map

The 37 m² Kw353A The Coral Cove Apartment Key West enjoys a prime location only a 7-minute walk from Key West Butterfly and Nature Conservatory. At this 1-bedroom apartment, Wi-Fi and a car park are… More

From US$ 159 Book Now

Kw353 Julia Whitehead Guest Suites - Gallery

1011 Whitehead St, Key West, United States Show map

The 3-bedroom Kw353 Julia Whitehead Guest Suites - Gallery Key West villa accommodates up to 6 guests and offers proximity to The Ernest Hemingway Home and Museum, located about a 5-minute walk away.… More

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A & E'S Tranquil Tides

620 Thomas Street #190, Key West, United States Show map

The 2-bedroom A & E'S Tranquil Tides Villa Key West accommodates up to 4 guests and offers proximity to the downtown commercial zoned Duval Street, located only a 6-minute walk away. This Key West… More

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Key West Casa By Avantstay

620 Thomas St Unit 210-4, Key West, United States Show map

The spacious 83 m² Key West Casa By Avantstay apartment is located in an old part of Key West, only 6 minutes on foot from the downtown commercial zoned Duval Street. The welcoming apartment features… More

From US$ 576 Book Now

Beach House Condo By Avantstay

620 Thomas St, Key West, United States Show map

Featuring a convenient location a 6-minute walk from San Carlos Institute, the spacious Beach House Condo By Avantstay Key West accommodates up to 5 guests. Offering access to an outdoor swimming… More

From US$ 388 Book Now

Almost Southernmost

1100 Whitehead Street, Key West, United States Show map

Located just 200 metres from The Ernest Hemingway Home and Museum, the 4-bedroom Almost Southernmost Key West villa is suitable for 8 guests and offers a steam room and a sauna to relax in. Located… More

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Southern Skies, Stylish Home In Old Town Key West

315 Catherine Street #2, Key West, United States Show map

Situated just 6 minutes on foot from Southernmost Point of the Continental US Monument, Southern Skies, Stylish Home In Old Town Key West is suitable for 6 guests and provides a swimming pool to… More

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Oyster'S Pearl

620 Thomas Street #169, Key West, United States Show map

The 1-bedroom Oyster'S Pearl Villa Key West is nestled only a 6-minute walk from the downtown commercial zoned Duval Street and can accommodate up to 2 guests. Located in proximity to Southernmost… More

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A Sunset Poolside

620 Thomas Street #156, Key West, United States Show map

Located merely a 6-minute walk from the downtown commercial zoned Duval Street, A Sunset Poolside Villa Key West features an outdoor swimming pool and can accommodate up to 4 guests. Located right… More

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Another Three Hour Tour

620 Thomas Street #153, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Another Three Hour Tour Key West villa is located just 7 minutes' walk from the downtown commercial zoned Duval Street and is ideal for up to 4 guests… More

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Poolside Hangover

620 Thomas Street #287, Key West, United States Show map

Up to 6 guests can stay at the 2-bedroom Poolside Hangover Key West villa and enjoy Mile Marker 0 Store, located merely a 6-minute walk away. Providing guests with Wi-Fi and private car parking, this… More

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Secret Garden

Key West, United States Show map

Secret Garden Apartment Key West is located in the Downtown Key West district, a few moments from Key West Lighthouse and Keeper's Quarters Museum. More

From US$ 249 Book Now

About Time

620 Thomas Street Apt# 193, Key West, United States Show map

Featuring an outdoor swimming pool, About Time Villa Key West is suitable for up to 4 people and is located a 15-minute walk from Key West First Legal Rum Distillery. Providing guests with Wi-Fi and… More

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Seascape

620 Thomas Street #159, Key West, United States Show map

Situated only 8 minutes' walk from The Ernest Hemingway Home and Museum, the 2-bedroom Seascape Villa Key West is ideal for up to 4 guests. Providing guests with Wi-Fi and private car parking, the… More

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Sand Crab Cabana Weekly Rental!

620 Thomas Street, #269, Key West, United States Show map

Offering a heated pool, the 1-bedroom Sand Crab Cabana Weekly Rental! Key West is located just 8 minutes' walk from the historical Key West Lighthouse and is ideal for up to 2 guests. The villa… More

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A Low Tide

620 Thomas Street #192, Key West, United States Show map

Situated in the Downtown Key West district, just 1.1 km from the 19 - acre Key West Cemetery, the 2-bedroom A Low Tide Key West villa comes with an outdoor swimming pool for guests to unwind. This… More

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Royal Poinciana Weekly Rental!

620 Thomas Street #292, Key West, United States Show map

The 1-bedroom Royal Poinciana Weekly Rental! Key West villa offers easy access to such tourist spots as San Carlos Institute, located only a 6-minute walk away. Providing guests with Wi-Fi and… More

From US$ 428 Book Now

Island Breezes Weekly Rental

620 Thomas Street #271, Key West, United States Show map

Located just a 6-minute walk from the downtown commercial zoned Duval Street, the 2-bedroom Island Breezes Weekly Rental Key West villa features a heated pool and can accommodate up to 4 guests. More

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Alhambra

620 Thomas Street #170, Key West, United States Show map

Up to 4 guests can stay at the 1-bedroom Alhambra Villa Key West and enjoy Mile Marker 0 Store, located just a 6-minute walk away. Providing guests with Wi-Fi and private parking, the holiday home is… More

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A Change In Latitude

620 Thomas Street #183, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom A Change In Latitude Key West villa is located a mere 6 minutes' walk from Southernmost Point of the Continental US Monument and is ideal for up to 4… More

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Southernmost Sanctuary

620 Thomas Street, #191, Key West, United States Show map

Located 700 metres from the natural history museum "Florida Keys Eco-Discovery Center", Southernmost Sanctuary Key West villa features an outdoor swimming pool and can accommodate up to 4 guests. More

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Green Spot

620 Thomas Street #258, Key West, United States Show map

Located only an 8-minute walk from The Ernest Hemingway Home and Museum, the 2-bedroom Green Spot Key West villa features an outdoor swimming pool and can accommodate up to 4 guests. This holiday… More

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Tropical Breezes

620 Thomas Street #294, Key West, United States Show map

Situated merely 6 minutes on foot from the downtown commercial zoned Duval Street, the 2-bedroom Tropical Breezes Villa Key West is suitable for 4 guests and provides an outdoor swimming pool to… More

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Shipyard Poolside

106-9 Southard Street, Key West, United States Show map

The 1-bedroom Shipyard Poolside Villa Key West hosts up to 2 guests and provides proximity to the natural history museum "Florida Keys Eco-Discovery Center", situated a mere 400 metres away. This Key… More

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Helluva Happy Place

315 Catherine St, Key West, United States Show map

Situated merely a 5-minute walk from The Ernest Hemingway Home and Museum, Helluva Happy Place Key West villa is ideal for up to 6 guests. More

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Shady Nook

620 Thomas Street, #149, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Shady Nook Villa Key West is located about 5 minutes' walk from Mile Marker 0 Store and is suitable for up to 4 guests. Providing guests with Wi-Fi… More

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Crawl To Duval W/ Hot Tub

415 Truman Avenue, Key West, United States Show map

Situated merely an 8-minute stroll from Southernmost Point of the Continental US Monument, the 2-bedroom Crawl To Duval W/ Hot Tub Villa Key West can host up to 6 guests and offers a Jacuzzi… More

From US$ 1642 Book Now

Sea Breeze -Great Location!

Whitehead Street 1025, Key West, United States Show map

During the stay at Sea Breeze -Great Location! Villa Key West, guests can indulge in cycling and fisheries or visit the Harry S. Truman Little White House, located 16 minutes' walk away. This 2… More

From US$ 355 Book Now

A Southard Pearl

202-11 Southard Street, Key West, United States Show map

Offering an outdoor swimming pool, the 1-bedroom A Southard Pearl Villa Key West is located just 8 minutes' walk from The Ernest Hemingway Home and Museum and is ideal for up to 2 guests. Located… More

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Suzys Parrot Perch By Last Key Realty

1025A Whitehead Street, Key West, United States Show map

Located 550 metres from the downtown commercial zoned Duval Street, the spacious Suzys Parrot Perch By Last Key Realty Key West apartment accommodates up to 6 guests. Wi-Fi is provided for both… More

From US$ 856 Book Now

The Mellow Macaw By Last Key Realty

1025D Whitehead Street, Key West, United States Show map

Offering a swimming pool, The Mellow Macaw By Last Key Realty Key West villa is situated 0.6 km from the downtown commercial zoned Duval Street and can accommodate up to 6 guests. Located a 20-minute… More

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Traveler'S Palm

Whitehead Street 729, Key West, United States Show map

The spacious 74 m² Traveler'S Palm Apartment Key West is approximately a 5-minute stroll from The Ernest Hemingway Home and Museum and can accommodate up to 6 guests. The 1-bedroom apartment is… More

From US$ 470 Book Now

Coconut Palm

Whitehead Street 729, Key West, United States Show map

Situated within 5 minutes' walk of The Ernest Hemingway Home and Museum, the 3-bedroom Coconut Palm Villa Key West entices guests with cycling in the area. Providing guests with high-speed Internet… More

From US$ 1683 Book Now

Southern Palms

Whitehead Street 729, Key West, United States Show map

At the 5-bedroom Southern Palms Key West villa, guests can enjoy cycling and fisheries as well as a location approximately 5 minutes' walk from The Ernest Hemingway Home and Museum. Featuring a hot… More

From US$ 2203 Book Now