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2026-04-18
2026-04-19
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Hotels in Key West near Classic Harbor Line

Sundown Refuge By Avantstay Top Location W Patio Outdoor Dining Shared Pool Month Long Stays

113 Front St #107, Key West, United States View map

The 2-room Sundown Refuge By Avantstay Top Location W Patio Outdoor Dining Shared Pool Month Long Stays Key West apartment lies in the Downtown Key West district of Key West and offers swift access… More

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A Sunset Peace

109 Front Street #210, Key West, United States View map

A Sunset Peace Villa Key West offers quick access to such city attractions as the Curry Mansion, located just a 6-minute walk away. More

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Saltwater Angler

115 Front Street #203, Key West, United States View map

Saltwater Angler Villa Key West provides easy access to various city attractions, such as the fully accredited Mel Fisher Maritime Heritage Museum, situated nearly a 5-minute walk away. More

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Sunset Dalite

109 Front Street #212, Key West, United States View map

Sunset Dalite Villa Key West offers swift access to various city sites, such as the Harry S. Truman Little White House, situated only 50 metres away. More

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Forever Young

115 Front Street, #202, Key West, United States View map

Situated only 6 minutes' stroll from the US 1 Mile Marker 0, Forever Young Key West villa offers quick access to numerous city landmarks nearby. More

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Paradise On The Ocean

105 Front Street #218, Key West, United States View map

Located 12 minutes' walk from Nancy Forrester's Secret Garden, Paradise On The Ocean Key West villa gives access to various tourist sites in the vicinity. More

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Sweet'S Spot

109 Front Street #309, Key West, United States View map

Sweet'S Spot Villa Key West provides easy access to various city attractions, such as the US 1 Mile Marker 0, situated a mere 6 minutes' walk away. More

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A Harbour Roost

109 Front Street #114, Key West, United States View map

Situated a mere 6 minutes on foot from the Curry Mansion, A Harbour Roost Villa Key West offers easy access to numerous tourist spots in the area. More

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A Sunset And Harbour View

115 Front Street #204, Key West, United States View map

Staying at A Sunset And Harbour View Villa Key West, guests can visit the USCGC Ingham Maritime Museum, which is just 1.1 km away. More

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Tropical Executive

107 Front Street #116, Key West, United States View map

Situated only 1.8 km from the Key West Butterfly and Nature Conservatory, Tropical Executive Villa Key West entices guests to explore various tourist attractions in the area. More

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A Gulfstream Drift

105 Front Street #319, Key West, United States View map

Situated 6 minutes' walk from the Key West Shipwreck Treasure Museum, A Gulfstream Drift Villa Key West entices guests to explore various tourist attractions in the area. More

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Aqua Breeze

105 Front Street #219, Key West, United States View map

Situated only 6 minutes' walk from the Key West Aquarium, Aqua Breeze Villa Key West offers easy access to numerous tourist spots in the area. More

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Colony Poolside

714 Olivia Street, Key West, United States View map

**Colony Poolside Villa: A Coastal Sanctuary** Conveniently located, Colony Poolside serves as a gateway to the enchanting sites of Key West. More

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Harveys Haven

611 Southard St #2, Key West, United States View map

Harveys Haven Apartment Key West is located within an 800-metre distance of Ripley's Believe It or Not Museum and a 6-minute walk from The Studios of Key West Cultural Association. Guests can make… More

From US$ 494 Book Now

Osprey Suite - Southernmost Sanctuary

1330 Simonton Street #4, Key West, United States View map

The 1-bedroom Osprey Suite - Southernmost Sanctuary Key West villa offers proximity to such city sites as Dog Beach, located just a 5-minute walk away. More

From US$ 945 Book Now

Ibis Suite - Southernmost Sanctuary

1330 Simonton Street #3, Key West, United States View map

Conveniently located just steps from the vibrant nightlife and cultural attractions of Duval Street, the holiday home offers effortless transportation options. More

From US$ 766 Book Now

Heron Suite - Southernmost Sanctuary

1330 Simonton Street #2, Key West, United States View map

The 1-bedroom Heron Suite - Southernmost Sanctuary Key West villa offers proximity to such city sites as the even Southernmost Point, located only 350 metres away. More

From US$ 219 Book Now

Egret Suite - Southernmost Sanctuary

1330 Simonton Street #1, Key West, United States View map

Situated just 5 minutes' stroll from the even Southernmost Point, the 1-bedroom Egret Suite - Southernmost Sanctuary Key West villa offers quick access to numerous city landmarks nearby. More

From US$ 318 Book Now

Pelican Suite - Southernmost Sanctuary

1330 Simonton Street #5, Key West, United States View map

Located nearly 5 minutes' walk from Dog Beach, the 1-bedroom Pelican Suite - Southernmost Sanctuary Key West villa offers quick access to various city attractions in the vicinity. More

From US$ 483 Book Now

Seagull Suite - Southernmost Sanctuary

Simonton Street, Key West, United States View map

Situated just a 5-minute walk from Southernmost Point, Seagull Suite - Southernmost Sanctuary Key West villa entices guests to explore various tourist attractions in the area. More

From US$ 461 Book Now

Southernmost Sanctuary All

1330 Simonton Street All, Key West, United States View map

Situated merely a 13-minute walk from Red Barn Theatre, Southernmost Sanctuary All Key West villa provides access to numerous tourist attractions in the area. More

From US$ 6938 Book Now

Ole' Olivia

716 Olivia Street, Key West, United States View map

Offering a location nearly a 15-minute walk from the Harry S. Truman Little White House, Ole' Olivia Villa Key West gives access to various tourist spots in the area. Guests can enjoy windsurfing… More

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Southernmost Sanctuary

1330 Simonton Street, Key West, United States View map

Southernmost Sanctuary Villa is situated about 15 minutes on foot from the vintage parish "Saint Paul's Episcopal Church of Key West" and within a 5-minute walk of Southernmost Point. While staying… More

From US$ 118 Book Now

Casa Azul-Open Concept Home With Pool

Elizabeth Street 629, Key West, United States View map

Casa Azul By Brightwild-Open Concept Home With Pool is placed in the Downtown Key West district, nearly 16 minutes' walk from South Beach. This villa comprises 3 bedrooms and 3 bathrooms. More

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Island Pearls

527 Fleming Street, Key West, United States View map

Situated a mere 6 minutes' stroll from 7 Artists & Friends Gallery, the 2-bedroom Island Pearls Villa Key West offers quick access to numerous city landmarks nearby. More

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Catch Of The Day

113 Front Street #106, Key West, United States View map

Catch Of The Day Villa Key West is located merely a 14-minute walk from the Ernest Hemingway Home and Museum, giving access to various tourist spots nearby. More

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Winslow'S Bungalows - Key West Historic Inns

725 Truman Avenue, Key West, United States View map

Comprising 85 rooms, the 4-star Winslow'S Bungalows - Key West Historic Inns is near an entertainment district, only 1.9 km from the Higgs Beach Dog Park. Situated within reach of the Ernest… More

From US$ 139 Book Now

Casa Lima

718 Windsor Lane, Key West, United States View map

The 2-bedroom Casa Lima Villa Key West offers quick access to such city attractions as Caroline Street, located approximately 5 minutes' walk away. This villa features opportunities for windsurfing… More

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The Marquesa Hotel

600 Fleming Street, Key West, United States View map

The Marquesa Hotel Key West is located in Key West, within a 5-minute drive of Red Barn Theatre, and offers a swimming pool. The 4-star hotel offers a tropical as well as a private parking lot. More

From US$ 440 Book Now

Paradise Found

711 William Street, Key West, United States View map

The 2-bedroom Paradise Found Key West villa offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes' walk away. This… More

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Conch House

330 Caroline Street, Key West, United States View map

Situated merely 5 minutes' stroll from the Curry Mansion, Conch House Villa Key West offers quick access to numerous city landmarks nearby. More

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Old Town Manor

511 Eaton Street, Key West, United States View map

Old Town Manor, formerly Eaton Lodge, sits in the heart of Old Town Key West, a stone's throw away from the bustling Duval Street. Tucked beneath century-old palms and vibrant flower hosts, this… More

From US$ 154 Book Now

The Admirals Estate By Last Key Realty

324 Whitehead Street, Key West, United States View map

Staying at the 5-bedroom The Admirals Estate By Last Key Realty Key West villa, guests can visit Key West Firehouse Museum, which is nearly 25 minutes' walk away. More

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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

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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Casa 325 Guesthouse

325 Duval St., Key West, United States View map

Situated only 1 km from Duval Street, Casa 325 Guesthouse Key West features Wi-Fi throughout the property, and a car park on site. The 2-star hotel, located a minute's walk from Mile Marker 0 Store… More

From US$ 285 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

Casa Amor

723 Catherine Street, Key West, United States View map

The 2-bedroom Casa Amor Key West is located about a 20-minute walk from Duval Street and provides a private pool, ensuring a relaxing stay. Guests can enjoy canoeing, hiking, and cycling at this 2… More

From US$ 1929 Book Now

Santa Maria Suites Resort

1401 Simonton Street, Key West, United States View map

**Experience the Allure of Key West at Santa Maria Suites Resort** More

From US$ 190 Book Now

Monkey House By Avantstay Pool By Duval Street

709 Bakers Lane, Key West, United States View map

Staying at Monkey House By Avantstay Pool By Duval Street Key West villa, guests can visit the downtown commercial zoned Duval Street, which is only 1 km away. Offering pool views as well as a… More

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Tennessee Williams By Avantstay Funky Design Pool

709 Bakers Lane, Key West, United States View map

Offering pool views, the 0-bedroom Tennessee Williams By Avantstay Funky Design Pool Key West villa is situated a mere 5 minutes' walk from the Duval Street. More

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Midnight Cowboy By Avantstay 3 Artistic Spaces

709 Bakers Lane, Key West, United States View map

Located nearly a 5-minute walk from the Key West Express, the 4-bedroom Midnight Cowboy By Avantstay 3 Artistic Spaces Key West villa features a swimming pool with a patio. The property in situated… More

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The Key West Hotel

325 Duval Street, Key West, United States View map

Nestled in the Downtown Key West district, the 3-star The Key West Hotel is nearly 5 minutes' walk from the Grinnell Caroline Street. Boasting a location in the vicinity of the Key West First Legal… More

From US$ 794 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

Boat House By Avantstay Character Cottage Central Location W Shared Pool Month Long Stays

711 Bakers Lane, Key West, United States View map

Simonton Beach is situated less than 10 minutes on foot from this property. The Key West villa is also fitted with 1 bedroom and includes an equipped kitchenette area with coffee/tea makers, a… More

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The Mermaid & The Alligator

729 Truman Avenue, Key West, United States View map

Key West is as you unwind at 'The Mermaid & The Alligator'. Set within a 1904 Queen Anne Victorian mansion, explore the distinctive style of angled bay windows, sloping gabled rooftops, and lush… More

From US$ 519 Book Now

The Artist House

534 Easton Street, Key West, United States View map

Featuring bicycle rentals, as well as Wi-Fi in public areas, The Artist House Bed & Breakfast Key West is only 9 minutes' walk from Key West Aquarium. The bed & breakfast lies only minutes from Duval… More

From US$ 125 Book Now

Sailfish Suite On Duval

314 Duval St Unit 5, Key West, United States View map

The 56 m² Sailfish Suite On Duval Key West, located in the Downtown Key West district, only 1.8 km from Key West Butterfly and Nature Conservatory, features views of the sea. More

From US$ 1069 Book Now

Southwinds Motel

1321 Simonton Street, Key West, United States View map

Featuring an outdoor pool, the 2-star Southwinds Motel Key West offers a work desk and complimentary wireless internet access, as well as Wi-Fi throughout the property. The motel lies in a historic… More

From US$ 153 Book Now

The Reach Key West, Curio Collection By Hilton

1435 Simonton Street, Key West, United States View map

The Reach Key West, Curio Collection By Hilton is a luxurious beachfront property situated on the island's only natural sand beach, offering a splendid combination of relaxation and adventure in the… More

From US$ 170 Book Now