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2026-11-05
2026-11-06
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Hotels in US Southernmost Point area of Florida

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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Pegasus International Hotel

501 Southard Street, Key West, United States Show map

The 3-star Pegasus International Hotel Key West is situated in a busy area of Key West, merely 1 km from Key West Butterfly and Nature Conservatory and only 5 minutes' walk from Nancy Forrester's… More

From US$ 114 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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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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Walkable Home W/ Deck, Office & More In Key West

1121 Watson St Unit 1, Key West, United States Show map

Located approximately 25 minutes' walk from Key West First Legal Rum Distillery, the 1-bedroom Walkable Home W/ Deck, Office & More In Key West has an outdoor swimming pool and is ideal for up to 4… More

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Amberjack

253 Southard Street, Key West, United States Show map

The 2-bedroom Amberjack Villa Key West is nestled only a 9-minute walk from the downtown commercial zoned Duval Street and can accommodate up to 6 guests. Located a short way from Fort Zachary Taylor… More

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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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Archipelago II

241 Southard Street, Key West, United States Show map

Located 8 minutes' walk from the downtown commercial zoned Duval Street, Archipelago II Key West villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. Located in proximity… 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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Archipelago I

245 Southard Street, Key West, United States Show map

Featuring an outdoor swimming pool, Archipelago I Key West villa is suitable for up to 6 people and is located a 14-minute walk from the waterfront Mallory Square. Providing guests with Wi-Fi and… 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

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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High Tide

229 Southard Street, Key West, United States Show map

Located 650 metres from the Harry S. Truman Little White House, High Tide Villa Key West is suitable for 4 guests and provides an outdoor swimming pool to relax in. Located in close proximity to the… More

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Havana House By Last Key Realty

915 Grinnell Street, Key West, United States Show map

Offering a heated pool, the 3-bedroom Havana House By Last Key Realty Key West villa is located merely 9 minutes' walk from Fleming Street and is ideal for up to 8 guests. Located in the Downtown Key… More

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Blue Lagoon

205 Southard Street, Key West, United States Show map

Offering an outdoor swimming pool, the 3-bedroom Blue Lagoon Key West villa is located approximately 10 minutes' walk from The Ernest Hemingway Home and Museum and is ideal for up to 6 guests. More

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Linger Longer By Avantstay

277 Southard Street, Key West, United States Show map

Situated in the Downtown Key West district of Key West, nearly 20 minutes' walk from Bayview Park, the 2-bedroom Linger Longer By Avantstay Key West villa comes with an outdoor swimming pool for… More

From US$ 400 Book Now

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

The Cabana Inn Key West - Adult Exclusive

413 Appelrouth Lane, Key West, United States Show map

Offering a sun deck and a golf course, and views of the pool, The Cabana Inn Key West - Adult Exclusive is located a 7-minute walk from The Ernest Hemingway Home and Museum. Boasting a location just… More

From US$ 289 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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Pineapple Cottage

1118 Varela Street, Key West, United States Show map

The 2-bedroom Pineapple Cottage Key West is located around a 25-minute walk from the arts theater "Red Barn Theatre" and provides a swimming pool, ensuring a relaxing stay. Suitable for up to 4… More

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Soleil Chalet

1116 Varela, Key West, United States Show map

During the stay at Soleil Chalet Key West, guests can indulge in a sauna or visit The Ernest Hemingway Home and Museum, located a 19-minute walk away. The 3-bedroom villa features opportunities for… More

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Sailor'S Story

564 Porter Lane, Key West, United States Show map

The 2-bedroom Sailor'S Story Villa Key West, located a mere 6 minutes' walk from San Carlos Institute, can host up to 4 guests. The holiday home features opportunities for snorkelling and fisheries… More

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Honey At Scarlet Mango Inn Key West

603 Southard St., Key West, United States Show map

Offering air-conditioned rooms and Wi-Fi in the rooms, the comfortable Honey At Scarlet Mango Inn Key West is 11 minutes' stroll from the fully accredited Mel Fisher Maritime Heritage Museum and 0.9… More

From US$ 366 Book Now

Number Eleven At Scarlet Mango Inn Key West

603 Southard St., Key West, United States Show map

Featuring Wi-Fi in the rooms, Number Eleven At Scarlet Mango Inn Key West sits 11 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum. At the guest house, located in proximity… More

From US$ 411 Book Now

Julie At Scarlet Mango Inn Key West

603 Southard St., Key West, United States Show map

Featuring Wi-Fi in the rooms, Julie At Scarlet Mango Inn Key West sits 5 minutes' walk from Nancy Forrester's Secret Garden. At this guest house, located in the immediate vicinity of the downtown… More

From US$ 427 Book Now

Scarlet At Scarlet Mango Inn Key West

603 Southard St., Key West, United States Show map

The comfortable Scarlet At Scarlet Mango Inn Key West offers quick access to Nancy Forrester's Secret Garden, located only a 5-minute walk away. Offering an outdoor swimming pool along with… More

From US$ 475 Book Now

Keitt At Scarlet Mango Inn Key West

603 Southard St., Key West, United States Show map

Offering an outdoor swimming pool, the comfortable Keitt At Scarlet Mango Inn Key West is situated in the Downtown Key West district, nearly a 5-minute walk from the downtown commercial zoned Duval… More

From US$ 427 Book Now

Puerta Coralina By Last Key Realty

901 Grinnell Street, Key West, United States Show map

Located 750 metres from Fleming Street, Puerta Coralina By Last Key Realty Key West villa is suitable for 6 guests and provides a swimming pool to relax in. Situated in the Downtown Key West district… More

From US$ 1500 Book Now

Tennessee Williams By Avantstay

709 Bakers Lane, Key West, United States Show map

Offering pool views, Tennessee Williams By Avantstay Key West villa is situated a 5-minute walk from the downtown commercial zoned Duval Street. Providing guests with Wi-Fi and a car park, the 2… More

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Monkey House By Avantstay

709 Bakers Lane, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Monkey House By Avantstay Key West villa is located merely 0.6 km from Key West First Legal Rum Distillery and is ideal for up to 4 guests. Providing… More

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Golden Nugget At Scarlet Mango Inn Key West

603 Southard St., Key West, United States Show map

Offering air-conditioned rooms and Wi-Fi in the rooms, Golden Nugget At Scarlet Mango Inn Key West is a mere 550 metres from Vandenberg Wreck and just a 10-minute walk from the fully accredited Mel… More

From US$ 383 Book Now

A Sunset Breeze

511 Noah Lane, Key West, United States Show map

Featuring an outdoor swimming pool, A Sunset Breeze Villa Key West is suitable for up to 6 people and is located a 17-minute walk from Southernmost Point of the Continental US Monument. Providing… More

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Boat House By Avantstay

711 Bakers Lane, Key West, United States Show map

Located merely 6 minutes' walk from the downtown commercial zoned Duval Street, Boat House By Avantstay Key West villa features an outdoor swimming pool and can accommodate up to 2 guests. This 1… More

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Sky Loft In Key West

Southard Street 611, Key West, United States Show map

Situated only 0.7 km from the very unusual Key West Cemetery, the 1-bedroom Sky Loft In Key West Villa is ideal for up to 4 guests. This Key West holiday home boasts an aqua park and a golf course… More

From US$ 512 Book Now

Sago Palm

536 Porter Lane, Key West, United States Show map

Located a mere 10 minutes' walk from the downtown commercial zoned Duval Street, Sago Palm Villa Key West features an outdoor swimming pool and can accommodate up to 4 guests. Located in the vicinity… More

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Noonas Mansion By Last Key Realty

510 Noah Lane, Key West, United States Show map

Located merely a 7-minute walk from Fort Zachary Taylor, Noonas Mansion By Last Key Realty Key West villa features a heated pool and can accommodate up to 8 guests. Located 2.5 km from the even… More

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Harveys Haven

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

The spacious 44 m² Harveys Haven Apartment Key West is located only 0.8 km from the 19-acre Key West Cemetery and offers Wi-Fi for either business or leisure. Providing a prime setting in Key West… More

From US$ 375 Book Now

Brisa Fresca By Last Key Realty

509 Noah Lane, Key West, United States Show map

Located only a 7-minute walk from Fort Zachary Taylor, the 3-bedroom Brisa Fresca By Last Key Realty Key West villa offers a heated pool for guests to relax by. Located 2.4 km from Higgs Beach Dog… More

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Villa The Watson House

525 Simonton Street, Key West, United States Show map

The 4-bedroom Villa The Watson House Key West, located about a 5-minute walk from Key West Historic Seaport, can host up to 8 guests. This holiday home features opportunities for windsurfing… More

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Mansion The Watson House

525 Simonton Street, Key West, United States Show map

Located only 8 minutes on foot from Key West First Legal Rum Distillery, the 7-bedroom Mansion The Watson House Villa Key West provides a swimming pool as well as windsurfing, snorkelling, and… More

From US$ 3310 Book Now

Watson House Grand Estate

525 Simonton Street, Key West, United States Show map

The 11-bedroom Watson House Grand Estate Villa Key West accommodates up to 22 guests and offers proximity to Key West Historic Seaport, located merely a 5-minute walk away. This Key West villa… More

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Breezy Bungalow By Avantstay

550 Porter Lane, Key West, United States Show map

Offering an outdoor swimming pool, Breezy Bungalow By Avantstay Key West is located just 9 minutes' walk from Audubon House and Tropical Gardens and is ideal for up to 4 guests. Situated in the… More

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Garden Of Emma By Last Key Realty

518 Emma Street, Key West, United States Show map

Staying at the 4-bedroom Garden Of Emma By Last Key Realty Key West villa, guests can visit USCGC Ingham Maritime Museum, which is only 1.4 km away. Offering private car parking as well as Wi-Fi, the… More

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Carsten Lane Cottage

816 Carsten Lane, Key West, United States Show map

Situated 9 minutes' walk from the downtown commercial zoned Duval Street, Carsten Lane Cottage Key West is ideal for up to 5 guests. Located a short way from The Ernest Hemingway Home and Museum, the… More

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Conch Get Enough

546 Porter Lane, Key West, United States Show map

Situated only a 9-minute walk from The Ernest Hemingway Home and Museum, the 2-bedroom Conch Get Enough Villa Key West is ideal for up to 4 guests. This holiday home features opportunities for… More

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Gardenia Getaway

Key West, United States Show map

To enjoy your vacation in Key West, stay at Gardenia Getaway Apartment Key West, which is just 1.7 km from Fort Zachary Taylor and approximately 10 minutes' walk from Audubon House and Tropical… More

From US$ 64 Book Now

Kw31D Orchid Suite

521 Simonton St #3, Key West, United States Show map

Featuring a prime location 6 minutes' walk from US 1 Mile Marker 0, the 47 m² Kw31D Orchid Suite Key West accommodates up to 4 guests. An array of activities, including snorkelling, diving, and… More

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