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

The Speakeasy Inn And Rum Bar

1117 Duval Street, Key West, United States Show map

The Speakeasy Inn And Rum Bar Key West is a great place to stay in the Downtown Key West district, a 17-minute walk from the fully accredited Mel Fisher Maritime Heritage Museum. Featuring luggage… More

From US$ 189 Book Now

A Caribbean Alternative

516 Porter Lane, Key West, United States Show map

If you want to stay in the Downtown Key West district of Key West, the spacious 2-bedroom A Caribbean Alternative Apartment Key West is a good choice located, within 25 minutes' walk of Mile Marker 0… More

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Bootlegger Bay @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States Show map

The 1-bedroom Bootlegger Bay @ Speakeasy Inn Key West! villa accommodates up to 2 guests and offers proximity to Southernmost Point of the Continental US Monument, located just 6 minutes' walk away. More

From US$ 570 Book Now

Smuggler'S Cove @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States Show map

Smuggler'S Cove @ Speakeasy Inn Key West! villa is located an 8-minute walk from Saint Mary Star of the Sea Basilica and invites guests to join snorkelling and fisheries. The 1-bedroom holiday home… More

From US$ 396 Book Now

Hideaway @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States Show map

The 1-bedroom Hideaway @ Speakeasy Inn Key West! villa offers quick access to such city attractions as Key West Lighthouse and Keeper's Quarters Museum, located nearly a 5-minute walk away. Providing… More

From US$ 467 Book Now

Quiet Pour @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States Show map

Situated merely a 6-minute stroll from Southernmost Point of the Continental US Monument, the 1-bedroom Quiet Pour @ Speakeasy Inn Key West! villa ensures a great leisure experience by offering… More

From US$ 493 Book Now

Sweet Home Angelita By Last Key Realty

421 Angela Street, Key West, United States Show map

Up to 13 guests can stay at the 5-bedroom Sweet Home Angelita By Last Key Realty Key West and enjoy Southernmost Point of the Continental US Monument, located just a 6-minute walk away. Providing… More

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After Hours @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States Show map

Along with proximity to The Ernest Hemingway Home and Museum, merely a 6-minute stroll away, the 1-bedroom After Hours @ Speakeasy Inn Key West! villa offers opportunities for snorkelling and… More

From US$ 344 Book Now

Night Watch @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States Show map

Night Watch @ Speakeasy Inn Key West! villa is located 20 minutes' walk from Bayview Park and invites guests to join snorkelling and fisheries. Offering a car park as well as Wi-Fi, the 1-bedroom… More

From US$ 376 Book Now

Nightcap @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States Show map

The 1-bedroom Nightcap @ Speakeasy Inn Key West! villa, located only 5 minutes' walk from the historic Key West Lighthouse, can host up to 3 guests. The holiday home features opportunities for… More

From US$ 376 Book Now

Old Town Garden Villas

1001 Whitehead St., Key West, United States Show map

Located a mere 500 metres from the historic Saint Mary Star of the Sea Church, Old Town Garden Villas Key West offers quick access to various city attractions in the vicinity. More

From US$ 418 Book Now

Kw41 Amelia House

505 Amelia Street, Key West, United States Show map

Suitable for 6 guests, the 3-bedroom Kw41 Amelia House Villa Key West is located around a 5-minute walk from Key West Butterfly and Nature Conservatory and provides a Jacuzzi for a relaxing stay. More

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Kw42 Bahama House

522 Bahama Street Key West Historic District, Key West, United States Show map

Located merely 6 minutes' walk from Southernmost Point of the Continental US Monument, the 3-bedroom Kw42 Bahama House Villa Key West boasts a heated pool and can accommodate up to 8. The villa… More

From US$ 1932 Book Now

A Wave From It All

504 Porter Lane, Key West, United States Show map

The 2-bedroom A Wave From It All Key West villa is situated approximately 5 minutes' walk from Jackson Square, featuring such comforts as Wi-Fi and parking. Providing opportunities for snorkelling… More

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Paradise Found In The Center Of Old Town

907 Center St, Key West, Fl 33040, Key West, United States Show map

Paradise Found In The Center Of Old Town Key West villa is located an 8-minute walk from Key West Butterfly and Nature Conservatory and offers guests to enjoy diving, canyoning, and hiking. Nestled… More

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La Te Da - Adult Only, 21 Or Older

1125 Duval Street, Key West, United States Show map

The sophisticated 3-star La Te Da - Adult Only, 21 Or Older Hotel Key West is located only 1.4 km from Ripley's Believe It or Not Museum and features a nightclub and a sunbathing terrace on site. More

From US$ 360 Book Now

Caribbean Cottage 28 Day Minimum Rental 2Br 2Ba Heated Pools

915 Center St, Key West, Fl 33040, Usa, Key West, United States Show map

Located around a 5-minute stroll from the historic Key West Lighthouse, the 2-bedroom Caribbean Cottage 28 Day Minimum Rental 2Br 2Ba Heated Pools Key West gives easy access to various tourist… More

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Casa Bonita @ Duval Square R1

Key West, United States Show map

Casa Bonita @ Duval Square R1 Apartment Key West is situated a mere 5 minutes' walk from South Beach and 5 km from Key West International airport. More

From US$ 352 Book Now

Casa Key West-Pool & Free Parking

Duval Street 1075, Key West, United States Show map

Located approximately a 5-minute walk from The Ernest Hemingway Home and Museum, the 3-bedroom Casa Key West-Pool & Free Parking Villa offers a swimming pool for guests to relax by. This… More

From US$ 1170 Book Now

Villa Positano -Rooftop Pool On Duval

Duval Street 1075, Key West, United States Show map

Villa Positano -Rooftop Pool On Duval Key West offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes' walk away. More

From US$ 762 Book Now

Kw72A Old Town Garden Villas - Abaco Suite

921 Center St., Key West, United States Show map

Situated only 5 minutes' walk from the downtown commercial zoned Duval Street, the 1-bedroom Kw72A Old Town Garden Villas - Abaco Suite Key West is ideal for up to 4 guests. This villa features… More

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All Together Now By Last Key Realty

522-524-526 Dupont Lane, Key West, United States Show map

Staying at the 13-bedroom All Together Now By Last Key Realty Key West villa, guests can visit the Harry S. Truman Little White House, which is just 1.2 km away. Offering parking as well as Wi-Fi… More

From US$ 6883 Book Now

Sweet Americana By Last Key Realty

524-526 Dupont Lane, Key West, United States Show map

Featuring a swimming pool, Sweet Americana By Last Key Realty Key West villa is suitable for up to 20 people and is located a 20-minute walk from Fort Zachary Taylor. Providing guests with Wi-Fi and… More

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Summer Solstice By Last Key Realty

522-524 Dupont Lane, Key West, United States Show map

Located just a 6-minute walk from Southernmost Point of the Continental US Monument, the 9-bedroom Summer Solstice By Last Key Realty Key West villa boasts a heated pool and can accommodate up to 22.… More

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Casabella Duval Square

1075 Duval Street, Key West, United States Show map

Located in Duval with unique, island inspired Small Plates with bold Caribbean spices and fresh local seafood, 5 minutes' walk from the historical Key West Lighthouse, the spacious Casabella Duval… More

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Elegant Escape By Last Key Realty

500 Emma Street, Key West, United States Show map

Located merely 0.6 km from Fort Zachary Taylor, the 4-bedroom Elegant Escape By Last Key Realty Key West villa offers a swimming pool for guests to relax by. Providing guests with Wi-Fi and a private… More

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Bahama Breeze

416 Louisa Street, Key West, United States Show map

Located merely 5 minutes' walk from The Ernest Hemingway Home and Museum, the 3-bedroom Bahama Breeze Villa Key West features a heated pool and can accommodate up to 6 guests. Located 2.3 km from… More

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Thalias Retreat

1075 Duval St #R23, Key West, United States Show map

The spacious 2-bedroom Thalias Retreat Apartment Key West is located nearly 15 minutes' walk from the Harry S. Truman Little White House and offers Wi-Fi for either business or leisure. The presence… More

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Andros Suite

921 Center Street #6, Key West, United States Show map

Located just a 7-minute walk from Key West Butterfly and Nature Conservatory, the 1-bedroom Andros Suite Key West villa features a heated pool and can accommodate up to 4 guests. More

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Road'S End - Old Town Garden Villas

921 Center Street #2, Key West, United States Show map

Situated just a 5-minute walk from The Ernest Hemingway Home and Museum, Road'S End - Old Town Garden Villas Key West is ideal for up to 4 guests. More

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Endless Summer By Last Key Realty

522 Dupont Lane, Key West, United States Show map

Offering a swimming pool, the 5-bedroom Endless Summer By Last Key Realty Key West villa is located merely 6 minutes' walk from the even Southernmost Point and is ideal for up to 12 guests. Located… More

From US$ 3258 Book Now

Duval Square Penthouse

1075 Duval Street, Key West, United States Show map

The 4-bedroom Duval Square Penthouse Apartment Key West is situated in the Downtown Key West district of Key West, around 20 minutes' walk from Bayview Park, and overlooks the city. The 228 m²… More

From US$ 1378 Book Now

Yellowfin Ledge

1201 Duval Street 2, Key West, United States Show map

Yellowfin Ledge Key West villa, located a 5-minute walk from Key West Butterfly and Nature Conservatory, can host up to 3 guests. More

From US$ 236 Book Now

Wahoo Way

1201 Duval Street 1, Key West, United States Show map

Offering access to entertainment venues such as Key West First Legal Rum Distillery, situated only 1.5 km away, the 1-bedroom Wahoo Way Villa Key West can host up to 2 guests. More

From US$ 227 Book Now

Kingfish Keep

1201 Duval Street 3, Key West, United States Show map

The 1-bedroom Kingfish Keep Villa Key West offers proximity to such city sites as the even Southernmost Point, located only a 5-minute walk away. This Key West holiday home is suitable for up to 4… More

From US$ 421 Book Now

Pescado Penthouse

1201 Duval Street, Key West, United States Show map

Pescado Penthouse Villa Key West accommodates up to 9 guests and offers proximity to the downtown commercial zoned Duval Street, located 8 minutes' walk away. More

From US$ 1172 Book Now

Pescado Penthouse On Duval

Key West, United States Show map

Staying at Pescado Penthouse On Duval Villa Key West, guests can easily reach the vintage parish "Saint Paul's Episcopal Church of Key West", located 1 km away. More

From US$ 191 Book Now

Casa De Cuba

518 Virginia Street, Key West, United States Show map

Located just a 7-minute walk from the downtown commercial zoned Duval Street, the 3-bedroom Casa De Cuba Villa Key West is suitable for 6 guests and provides a heated pool to relax in. This 2… More

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Sea Esta Suite - Duval Square

1075 Duval Street R11, Key West, United States Show map

Set in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, a 15-minute walk from Memorial Sculpture Garden, the spacious Sea Esta Suite - Duval Square Key… More

From US$ 748 Book Now

Casa Grande By Avantstay

515 Amelia Street, Key West, United States Show map

Casa Grande By Avantstay Key West offers swift access to various city sites, such as South Beach, situated only 500 metres away. More

From US$ 1074 Book Now

New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool

Duval Street 1075, Key West, United States Show map

Situated 2 km from Higgs Beach Dog Park, New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool Key West is suitable for 6 guests and provides a swimming pool for additional relaxation. Located… More

From US$ 343 Book Now

Duval Breeze By Avantstay

1075 Duval St #30, Key West, United States Show map

The welcoming Duval Breeze By Avantstay Key West villa is located 20 minutes' walk from Bayview Park and provides an outdoor swimming pool, ensuring a relaxing stay. Offering a prime location in a… More

From US$ 1572 Book Now

Duval Sea Turtle By Avantstay

1075-29 Duval Square, Key West, United States Show map

Offering an outdoor swimming pool, the welcoming Duval Sea Turtle By Avantstay Key West villa is located only a 6-minute walk from Key West Butterfly and Nature Conservatory and is ideal for up to 6… More

From US$ 551 Book Now

New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking

Duval Street 1075, Key West, United States Show map

The 2-bedroom New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking Key West entices guests to enjoy cycling and fisheries and offers proximity to Key West Butterfly and Nature… More

From US$ 718 Book Now

Kw80Flr Paradise Suite

921 Center St, Key West, United States Show map

The 1-bedroom Kw80Flr Paradise Suite Key West villa offers swift access to various city sites, such as the historic Key West Lighthouse, situated approximately a 5-minute walk away. Offering a prime… More

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An Island Retreat

403B Emma Street, Key West, United States Show map

Situated a mere 9 minutes' stroll from the downtown commercial zoned Duval Street, the 2-bedroom An Island Retreat Villa Key West ensures a great leisure experience by offering snorkelling and… More

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Nassau Suite Key West

921 Center Street #12, Key West, United States Show map

Located only 600 metres from Key West Butterfly and Nature Conservatory, the 1-bedroom Nassau Suite Key West villa offers opportunities for windsurfing, snorkelling, and fisheries in the area. With a… More

From US$ 431 Book Now

Orchid Suite

921 Center St #4, Key West, United States Show map

The spacious Orchid Suite Key West features a prime location 14 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum and hosts up to 4 guests. Offering access to a swimming… More

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Bonaire Suite

921 Center St #7, Key West, United States Show map

The 1-bedroom Bonaire Suite Key West is situated in Duval with one of Key West's top culinary experiences, just a 6-minute walk from the even Southernmost Point, and offers spa therapy and a dining… More

From US$ 515 Book Now

Esperanza Suite

921 Center Street #9, Key West, United States Show map

Up to 4 guests can stay at the 1-bedroom Esperanza Suite Key West villa and enjoy The Ernest Hemingway Home and Museum, located nearly a 5-minute walk away. Featuring a Jacuzzi, the accommodation is… More

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