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2026-06-03
2026-06-04
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Hotels in Key West near Classic Harbor Line

Mansion The Watson House

525 Simonton Street, Key West, United States View map

Located only a 5-minute walk from Key West Historic Seaport, Mansion The Watson House Villa Key West offers canoeing, hiking, and cycling to diversify guests' leisure. More

From US$ 3105 Book Now

Watson House Grand Estate

525 Simonton Street, Key West, United States View map

Watson House Grand Estate Villa Key West is located an 8-minute walk from Key West First Legal Rum Distillery and offers guests to enjoy windsurfing, snorkelling, and canoeing. More

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Easy Livin By Avantstay

314 Admirals Lane, Key West, United States View map

Staying at the 0-bedroom Easy Livin By Avantstay Key West villa, guests can visit the Key West First Legal Rum Distillery, which is only 0.8 km away. Offering pool views as well as a swimming pool… More

From US$ 681 Book Now

Blue Marlin Motel

1320 Simonton Street, Key West, United States View map

**Welcome to Blue Marlin Motel Key West,** an ideal sanctuary that promises a delightful getaway with easy access to all that this vibrant island has to offer. Renowned for its relaxed atmosphere and… More

From US$ 143 Book Now

Chelsea House Hotel - Key West

709 Truman Ave, Key West, United States View map

The 3-star Chelsea House Hotel - Key West, located in the museum district of Key West, just 0.9 km from the downtown commercial zoned Duval Street, offers bicycles for rent. Boasting a location… More

From US$ 168 Book Now

Gardenia Getaway

Key West, United States View map

To enjoy your vacation in Key West, stay at Gardenia Getaway Apartment Key West, which is only 0.9 km from the historic Saint Mary Star of the Sea Church and a mere 10 minutes on foot from the Key… More

From US$ 64 Book Now

Tranquility By Avantstay

714-5 Olivia St, Key West, United States View map

Located in the Downtown Key West district of Key West, a mere 6 minutes' walk from the Minor Saint Mary Star of the Sea Basilica, the 0-bedroom Tranquility By Avantstay Key West villa offers patio… More

From US$ 448 Book Now

Ibis By Avantstay

714 Olivia #11, Key West, United States View map

Staying at the 0-bedroom Ibis By Avantstay Key West villa, guests can visit Mile Marker 0 Store, which is only 1 km away. More

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Hidden Oasis Colony

714 Olivia St, Key West, United States View map

Offering a location nearly a 10-minute walk from San Carlos Institute, the 1-bedroom Hidden Oasis Colony Villa Key West gives access to various tourist spots in the area. Guests can enjoy snorkelling… More

From US$ 406 Book Now

Hidden Treasure Colony

714 Olivia St, Key West, United States View map

Situated just a 6-minute walk from Southernmost Point of the Continental US, the 2-bedroom Hidden Treasure Colony Villa Key West offers guests to relax by a heated pool. This 2-bathroom villa… More

From US$ 671 Book Now

Osprey Colony

714 Olivia St, Key West, United States View map

Located just 200 metres from The Ernest Hemingway Home and Museum, Osprey Colony Villa Key West provides a heated pool as well as snorkelling, canoeing, and cycling to diversify guests' leisure. More

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Island Style Colony

714 Olivia St, Key West, United States View map

Situated about a 5-minute walk from The Ernest Hemingway Home and Museum, the 1-bedroom Island Style Colony Villa Key West entices guests to explore various tourist attractions in the area. Guests… More

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Sunset Suite Colony

714 Olivia Street, Key West, United States View map

**Sunset Suite Colony Key West** invites guests to experience an oasis of tranquility in the heart of Florida's vibrant Key West. Positioned just 10 km from Key West International Airport, the resort… More

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Sublime Sunsets

107 Front St #214, Key West, United States View map

Offering a location about a 20-minute walk from the Key West Shipwreck Treasure Museum, Sublime Sunsets Villa Key West gives access to various tourist spots in the area. More

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Ocean Breeze

105 Front Street #119, Key West, United States View map

Located 17 minutes' walk from the Ernest Hemingway Home and Museum, Ocean Breeze Villa Key West gives access to various tourist sites in the vicinity. More

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World'S End

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

Staying at World'S End Villa Key West, guests can easily reach the Key West Butterfly and Nature Conservatory, located approximately a 25-minute walk away. More

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Old Town Oasis By Last Key Realty

115 Front Street #301, Key West, United States View map

Old Town Oasis By Last Key Realty Key West apartment is a great place to stay in the Downtown Key West district, about a 25-minute walk from the Key West Butterfly and Nature Conservatory. More

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Modern Majesty By Last Key Realty

115 Front Street #103, Key West, United States View map

The 4-room Modern Majesty By Last Key Realty Key West apartment offers proximity to such tourist attractions as the Ripley's Believe It or Not, situated nearly 5 minutes' walk away. More

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The Saint Hotel Key West, Autograph Collection, Adult Only

417 Eaton Street, Key West, United States View map

**Welcome to The Saint Hotel Key West, Autograph Collection, Adult Only, a luxurious oasis nestled at the doorstep of Duval Street's vibrant nightlife. This chic retreat seamlessly fuses trendy and… More

From US$ 258 Book Now

Harborside Harmony By Last Key Realty

107 Front Street #216, Key West, United States View map

To enjoy your vacation in Key West, stay at the 3-room Harborside Harmony By Last Key Realty Key West apartment, which is within 20 minutes' walk of the very unusual Key West Cemetery and just 1.9 km… More

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Sky Loft In Key West

Southard Street 611, Key West, United States View map

Positioned in the heart of Duval, the Sky Loft in Key West is an exquisite blend of laid-back luxury and sophisticated charm. This unique villa captures the essence of Key West while providing guests… More

From US$ 759 Book Now

Trumans Hideaway By Avantstay

113 Front St #108, Key West, United States View map

Featuring a swimming pool and a patio, the spacious Trumans Hideaway By Avantstay Key West apartment is situated in the Downtown Key West district, 800 metres from the Key West First Legal Rum… More

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Sundown Refuge By Avantstay

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

Enjoy your stay at the spacious 2-bedroom Sundown Refuge By Avantstay Key West apartment, which is located in the centre of Key West, approximately 20 minutes' walk from the Alan S Maltz Gallery. 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

Featuring a private pool, Harveys Haven Apartment Key West is 5 minutes' walk from the Key West Historic Seaport. More

From US$ 494 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$ 253 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

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

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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