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

Bikes Provided! Central Condo W/ Pool In Key West

620 Thomas St Unit 252, Key West, United States Show map

Staying at the 2-bedroom Bikes Provided! Central Condo W/ Pool In Key West villa, guests can visit the Harry S. Truman Little White House, which is only 0.8 km away. The Key West holiday home is… More

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Just Steps To Duval- Sleeps 10- Heated Pool House

Truman Avenue 417, Key West, United States Show map

Featuring a swimming pool, the 3-bedroom Just Steps To Duval- Sleeps 10- Heated Pool House Villa Key West is located about a 5-minute walk from The Ernest Hemingway Home and Museum and is suitable… More

From US$ 1183 Book Now

Bachelorparty Hq For 16-Feet To Duval-Pool-Hot Tub

Truman Avenue 417, Key West, United States Show map

The 5-bedroom Bachelorparty Hq For 16-Feet To Duval-Pool-Hot Tub Villa Key West is located around a 15-minute walk from Memorial Sculpture Garden and provides an outdoor swimming pool, ensuring a… More

From US$ 1984 Book Now

Colorful Cocktail

210-3 Southard Street, Key West, United States Show map

Nestled 13 minutes' walk from the 19-acre Key West Cemetery, Colorful Cocktail Villa Key West is boasting an aqua park and a golf course for guests' enjoyment. Located not far from the shopping mall… More

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Andrews Inn & Garden Cottages

0 Whalton Lane, Key West, United States Show map

Located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, within 5 minutes' walk of the downtown commercial zoned Duval Street, the 4-star Andrews Inn… More

From US$ 656 Book Now

Sun, Sea, And Sky

202-5 Southard Street, Key West, United States Show map

Located about 20 minutes' walk from Key West Firehouse Museum, the 1-bedroom Sun, Sea, And Sky Villa Key West has a heated pool and is ideal for up to 4 guests. Guests can enjoy snorkelling and… More

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Saltwater Harmony By Last Key Realty

620 Thomas Street #162, Key West, United States Show map

Offering a location within 25 minutes' walk of the historic fort "West Martello Tower", the 2-bedroom Saltwater Harmony By Last Key Realty Key West villa gives access to various tourist spots in the… More

From US$ 774 Book Now

Peachy Keen

619 Thomas Street, Key West, United States Show map

Along with proximity to The Ernest Hemingway Home and Museum, just a 5-minute walk away, the 3-bedroom Peachy Keen Key West villa offers opportunities for snorkelling, diving, and canyoning in the… More

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A Bird'S Eye View

102-7 Southard Street, Key West, United States Show map

The 2-bedroom A Bird'S Eye View Villa Key West entices guests to enjoy snorkelling and fisheries and offers proximity to The Ernest Hemingway Home and Museum, located just 9 minutes' stroll away. More

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Lavender Jungle By Avantstay

104 Southard Street #1, Key West, United States Show map

Staying at the 2-bedroom Lavender Jungle By Avantstay Key West villa, guests can easily reach the arts theater "Red Barn Theatre", located merely 0.8 km away. With a maximum capacity of 4 guests, the… More

From US$ 425 Book Now

Conch Adventure By Avantstay

104 Southard Street #3, Key West, United States Show map

Featuring an outdoor swimming pool, the welcoming Conch Adventure By Avantstay Key West villa is suitable for up to 4 people and is located a 17-minute walk from Southernmost Point of the Continental… More

From US$ 369 Book Now

Tiki Beach Too

102-4 Southard St., Key West, United States Show map

Featuring a prime location 6 minutes' walk from Papa's Pilar Rum Distillery, Tiki Beach Too Key West apartment accommodates up to 6 guests. Offering access to a swimming pool, the apartment is within… More

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Envy Of The Island By Last Key Realty

317 Angela Street, Key West, United States Show map

Up to 10 guests can stay at the 5-bedroom Envy Of The Island By Last Key Realty Key West villa and enjoy Southernmost Point of the Continental US Monument, located just a 6-minute walk away. More

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A Slice Of Paradise -Shipyard Palms

102-2 Southard Street, Key West, United States Show map

The 60 m² A Slice Of Paradise -Shipyard Palms Key West apartment is a great place to stay in the Downtown Key West district, 2.5 km from the bustling plaza "Mallory Square". Situated not far from… More

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Serenity On Southard By Last Key Realty

102 Southard Street #3, Key West, United States Show map

Serenity On Southard By Last Key Realty Key West apartment is a 7-minute walk from Fort Zachary Taylor and can accommodate up to 2 guests. Featuring spa therapy and a dining table, this apartment has… More

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American Shoal Light Suite

419 Truman Avenue, Key West, United States Show map

Located in the Downtown Key West district, 5 minutes' walk from the downtown commercial zoned Duval Street, American Shoal Light Suite Key West villa offers city views. The 2-bedroom holiday home… More

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Tortugas Harbor Light Suite

419 Truman Avenue, Key West, United States Show map

Located only a 5-minute walk from the downtown commercial zoned Duval Street, Tortugas Harbor Light Suite Key West villa offers cycling and fisheries to diversify guests' leisure. Offering city views… More

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Lighthouse Suites Collection

419 Truman Avenue, Key West, United States Show map

Located in the Duval district, about 5 minutes' walk from Key West Lighthouse and Keeper's Quarters Museum, the 10-bedroom Lighthouse Suites Collection Key West villa offers city views. More

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The Lighthouse Penthouse Suite

419 Truman Avenue, Key West, United States Show map

The Lighthouse Penthouse Suite Key West villa is located about a 15-minute walk from the Harry S. Truman Little White House and provides cycling and fisheries for active guests. Located in proximity… More

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Sombrero Reef Light Suite

419 Truman Avenue, Key West, United States Show map

Located only a 9-minute walk from Mile Marker 0 Store, the 1-bedroom Sombrero Reef Light Suite Key West villa features an outdoor swimming pool and can accommodate up to 4 guests. The holiday home… More

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The Lighthouse Group Suite

419 Truman Avenue, Key West, United States Show map

The Lighthouse Group Suite Key West villa is nestled 7 minutes' walk from Key West Butterfly and Nature Conservatory and can accommodate up to 12 guests. More

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Alligator Reef Light Suite

419 Truman Avenue, Key West, United States Show map

Situated a mere 7 minutes' stroll from Key West Butterfly and Nature Conservatory, the 2-bedroom Alligator Reef Light Suite Key West villa ensures a great leisure experience by offering cycling and… More

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Carysfort Reef Light Suite

419 Truman Avenue, Key West, United States Show map

Situated around 5 minutes on foot from The Ernest Hemingway Home and Museum, the 2-bedroom Carysfort Reef Light Suite Key West villa is suitable for 6 guests and provides a swimming pool to relax in.… More

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Key West Light Suite

215 Eanes Lane, Key West, United States Show map

Key West Light Suite villa, located a 6-minute walk from the even Southernmost Point, can host up to 4 guests. More

From US$ 853 Book Now

American Shoal Light Suite

419 Truman Avenue, Key West, United States Show map

American Shoal Light Suite Key West villa is nestled a 7-minute walk from Key West Butterfly and Nature Conservatory and can accommodate up to 6 guests. More

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Alligator Reef Light Suite

419 Truman Avenue #1 F, Key West, United States Show map

Alligator Reef Light Suite Key West villa hosts up to 6 guests and provides proximity to Key West Butterfly and Nature Conservatory, situated a 7-minute stroll away. More

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Lighthouse Suites Collection

419 Truman Avenue, Key West, United States Show map

Staying at the 8-bedroom Lighthouse Suites Collection Key West villa, guests can visit Fort Zachary Taylor, which is just 1.6 km away. More

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Kw24 Key Lime Calypso

409 Petronia Ave, Key West, United States Show map

Located only 1.2 km from the shopping mall "Clinton Square Market", the 2-bedroom Kw24 Key Lime Calypso Villa Key West provides access to various tourist attractions in the vicinity. With a maximum… More

From US$ 333 Book Now

Hemingway'S View

Key West, United States Show map

Located 9 minutes on foot from Mile Marker 0 Store, Hemingway'S View Villa Key West provides access to various tourist attractions in the vicinity. More

From US$ 1175 Book Now

Kw48 Hemingway

418 Whalton Lane, Key West, United States Show map

Featuring a hot tub, the 3-bedroom Kw48 Hemingway Villa Key West is located around 5 minutes' walk from The Ernest Hemingway Home and Museum and can host up to 6 guests. More

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Seascape Tropical Inn (Adults Only)

420 Olivia Street, Key West, United States Show map

Seascape Tropical Inn Key West enjoys a central location and provides easy access to San Carlos Institute 7 minutes' walk away. This inn has views of the pool and features Wi-Fi in public areas. More

From US$ 130 Book Now

Charmayne'S Cottages - Truman @ Duval

423 Truman Avenue, Key West, United States Show map

Staying at the 7-bedroom Charmayne'S Cottages - Truman @ Duval Key West, guests can easily reach the Harry S. Truman Little White House, located just 1.3 km away. The Key West villa is suitable for… More

From US$ 2492 Book Now

Holly'S Hideaway - Truman @ Duval | Charming Hideaway Near Duval!

Truman Avenue, Key West, United States Show map

Located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, about 5 minutes' walk from The Ernest Hemingway Home and Museum, the 54 m² Holly'S Hideaway -… More

From US$ 626 Book Now

Abbey'S Attic - Truman @ Duval Unit E

Truman Avenue, Key West, United States Show map

Located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, close to Key West Lighthouse and Keeper's Quarters Museum, Abbey'S Attic - Truman @ Duval… More

From US$ 350 Book Now

Key West Light Suite

419 Truman Avenue, Key West, United States Show map

Located just an 8-minute walk from the even Southernmost Point, the 2-bedroom Key West Light Suite villa offers cycling and fisheries to diversify guests' leisure. Offering city views as well as an… More

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Scott'S Cottage - Truman @ Duval Unit F

Truman Avenue, Key West, United States Show map

The 27 m² Scott'S Cottage - Truman @ Duval Unit F Key West lies in a prime location in Key West, about a 5-minute walk from The Ernest Hemingway Home and Museum. This 1-bedroom apartment can hold up… More

From US$ 372 Book Now

Truman @ Duval

Key West, United States Show map

Truman @ Duval Key West villa offers quick access to such city attractions as Key West Butterfly and Nature Conservatory, located just 7 minutes' walk away. More

From US$ 210 Book Now

Island Paradise

413 Virginia St, Key West, United States Show map

The 2-bedroom Island Paradise Key West villa is nestled within 5 minutes' walk of The Ernest Hemingway Home and Museum and entices guests with a Jacuzzi. Offering a prime location in the Duval… More

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Island Time

202-6 Southard Street, Key West, United States Show map

Situated a mere 8 minutes' stroll from the Harry S. Truman Little White House, the 2-bedroom Island Time Villa Key West is suitable for 4 guests and provides an outdoor swimming pool to relax in. More

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1 Aqua Oasis

202-4 Southard Street, Key West, United States Show map

The 2-bedroom 1 Aqua Oasis Villa Key West hosts up to 4 guests and provides proximity to The Ernest Hemingway Home and Museum, situated merely 0.7 km away. Providing guests with Wi-Fi and private… More

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Southard Comfort

202-9 Southard Street, Key West, United States Show map

Located 18 minutes' walk from South Beach, Southard Comfort Key West villa has an outdoor swimming pool and is ideal for up to 4 guests. Offering private parking as well as Wi-Fi, the 2-bedroom… More

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Beautiful Downtown Truman Annex Condo

210-5 Southard Street, Key West, United States Show map

Beautiful Downtown Truman Annex Condo Key West villa is located an 8-minute walk from the Harry S. Truman Little White House and invites guests to enjoy massage therapy and a golf course. The 2… More

From US$ 383 Book Now

Welcome Matt'S - Truman @ Duval Unit B

Truman Avenue, Key West, United States Show map

The 39 m² Welcome Matt'S - Truman @ Duval Unit B Key West apartment features a prime location a mere 5 minutes' walk from the historic Key West Lighthouse and hosts up to 4 guests. More

From US$ 422 Book Now

Jerry'S Escape - Truman @ Duval | Cozy Studio, Perfect Location!

Truman Avenue, Key West, United States Show map

The 36 m² Jerry'S Escape - Truman @ Duval | Cozy Studio, Perfect Location! Key West is a great place to stay in Duval with unique, island inspired Small Plates with bold Caribbean spices and fresh… More

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Ricky'S Retreat - Truman @ Duval Unit A

Truman Avenue, Key West, United States Show map

The 31 m² Ricky'S Retreat - Truman @ Duval Unit A Key West apartment boasts a prime setting and in nearly a 5-minute walk from The Ernest Hemingway Home and Museum. This 1-bedroom apartment can hold… More

From US$ 363 Book Now

A Peace Of Paradise

106-2 Southard Street, Key West, United States Show map

The 1-bedroom A Peace Of Paradise Key West villa is located within 25 minutes' walk of the vintage parish "Saint Paul's Episcopal Church of Key West", giving access to various tourist spots nearby. More

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6 Bedroom 6 Bath Guesthouse On Duval Street

824 Duval Street, Key West, United States Show map

Situated around 5 minutes' walk from The Ernest Hemingway Home and Museum, the 6-bedroom 6 Bedroom 6 Bath Guesthouse On Duval Street Key West villa is ideal for up to 24 guests. The property features… More

From US$ 4873 Book Now

Ascension Truman Annex

225 Southard Street, Key West, United States Show map

Located only 8 minutes on foot from the downtown commercial zoned Duval Street, the 2-bedroom Ascension Truman Annex Key West villa provides an outdoor swimming pool as well as snorkelling and… More

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Southard Getaway By Avantstay

203 Southard #3, Key West, United States Show map

Along with access to such natural sites as Higgs Beach Dog Park, nearly a 25-minute walk away, the 2-bedroom Southard Getaway By Avantstay Key West villa offers an outdoor swimming pool. Providing… More

From US$ 612 Book Now

Kw49B Papa

309 Louisa St. #2, Key West, United States Show map

Situated in the Downtown Key West district of Key West, just 1.4 km from Nancy Forrester's Secret Garden, the 1-bedroom Kw49B Papa Villa Key West comes with a swimming pool for guests to unwind. More

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