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2026-11-06
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Hotels in Jackson Square area of Florida

The Mesa House-Close To Duval!

Simonton Street 220, Key West, United States Show map

The 3-bedroom The Mesa House-Close To Duval! Key West villa is nestled a mere 6 minutes' walk from Key West First Legal Rum Distillery and can accommodate up to 10 guests. Located 2.4 km from Higgs… More

From US$ 1393 Book Now

Caroline On My Mind

616 Caroline St #4, Key West, United States Show map

Offering a heated pool, the 2-bedroom Caroline On My Mind Villa Key West is located around 5 minutes' walk from Vandenberg Wreck and is ideal for up to 4 guests. This property features opportunities… More

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Kw44 Conch Casa

Key West, United States Show map

Located approximately a 5-minute walk from the historic Key West Lighthouse, the 2-bedroom Kw44 Conch Casa Villa Key West provides guests with a Jacuzzi. The holiday home hosts up to 4 guests and… More

From US$ 614 Book Now

Poolside Retreat

Center Street 832, Key West, United States Show map

Featuring a prime location around 300 metres from The Ernest Hemingway Home and Museum, the welcoming 47 m² Poolside Retreat Apartment Key West accommodates up to 4 guests. Offering access to an… More

From US$ 545 Book Now

Poolside Suite

Olivia Street 517, Key West, United States Show map

The 2-bedroom Poolside Suite Key West is located 2.3 km from Higgs Beach Dog Park and about a 10-minute walk from South Beach. Offering access to a swimming pool, the spacious 60 m² apartment is… More

From US$ 914 Book Now

The Casablanca Hotel

904 Duval Street, Key West, United States Show map

Situated just 5 minutes' stroll from The Ernest Hemingway Home and Museum, the 3-star The Casablanca Hotel Key West offers air-conditioned rooms, Wi-Fi, and street parking. Boasting an outdoor… More

From US$ 365 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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Casa Cayo Hueso

609 Caroline Street, Key West, United States Show map

Situated 18 minutes' walk from The Ernest Hemingway Home and Museum, Casa Cayo Hueso Villa entices guests to explore various tourist attractions in the area. More

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Casa Azul-Open Concept Home With Pool

Elizabeth Street 629, Key West, United States Show map

Situated in the Downtown Key West district of Key West, just 550 metres from San Carlos Institute, the 2-bedroom Casa Azul-Open Concept Home With Pool Key West comes with a swimming pool for guests… More

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Rigby House - Brand New With Private Pool

Simonton Street 218, Key West, United States Show map

The 6-bedroom Rigby House - Brand New With Private Pool Villa Key West is located only 1.4 km from The Ernest Hemingway Home and Museum and has an aqua park and a golf course to ensure a memorable… More

From US$ 3023 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

The Garden House - Adult Only

329 Elizabeth St, Key West, United States Show map

The comfortable 2-star The Garden House - Adult Only Hotel Key West, nestled near the beach district of Key West, offers air-conditioned rooms with Wi-Fi and a flat-screen TV with satellite channels.… More

From US$ 119 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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Treetop Oasis Eyebrow House

516 Olivia St Upstairs, Key West, United States Show map

Located just 7 minutes' stroll from the downtown commercial zoned Duval Street, the spacious 45 m² Treetop Oasis Eyebrow House Key West accommodates up to 4 guests. The apartment is a stone's throw… More

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Mango Hideaway Eyebrow House

516 Olivia St Rear, Key West, United States Show map

The 28 m² Mango Hideaway Eyebrow House Apartment Key West lies in a prime location in Key West, approximately a 5-minute walk from the historic Key West Lighthouse. This 1-bedroom apartment offers… More

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Eyebrow Suite Eyebrow House

516 Olivia St Front, Key West, United States Show map

Eyebrow Suite Eyebrow House Key West is 12 minutes' walk from the vintage parish "Saint Paul's Episcopal Church of Key West" in the Downtown Key West district and welcomes guests with a Jacuzzi. Wi… More

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Commodore'S Cove

Simonton Street 219, Key West, United States Show map

Located just an 8-minute walk from the Harry S. Truman Little White House, the 135 m² Commodore'S Cove Key West apartment accommodates up to 12 guests. This 4-bedroom apartment features Wi-Fi in… More

From US$ 1749 Book Now

Seaport Suite

Simonton Street 219, Key West, United States Show map

Situated within 5 minutes' walk of Key West First Legal Rum Distillery, the spacious 149 m² Seaport Suite Key West offers a Jacuzzi for up to 12 guests. Southernmost Point of the Continental US… More

From US$ 1341 Book Now

Jasmine Place

919 Whitehead Street, Key West, United States Show map

Located just 200 metres from The Ernest Hemingway Home and Museum, the 2-bedroom Jasmine Place Key West villa offers opportunities for windsurfing, snorkelling, and canyoning in the area. The Key… More

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Kw33 Tradewinds

529-531 Olivia St, Key West, United States Show map

The 4-bedroom Kw33 Tradewinds Villa Key West is situated within 5 minutes' walk of Key West Lighthouse and Keeper's Quarters Museum and offers guests to relax with a Jacuzzi. This Key West holiday… More

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Casa Del Sol

716 Elizabeth St, Key West, United States Show map

Situated just 6 minutes' stroll from the even Southernmost Point, Casa Del Sol Villa Key West offers quick access to numerous city landmarks nearby. More

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Kw33A Leeward Isle

529 Olivia St, Key West, United States Show map

Nestled in the Duval district of Key West, the 2-bedroom Kw33A Leeward Isle Villa Key West is approximately 25 minutes' walk from Higgs Beach Dog Park and offers a Jacuzzi. The accommodation is… More

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Kw363Flr Casa De La Sol

716 Elizabeth St, Key West, United States Show map

Featuring guided snorkelling trips to make your visit more entertaining, Kw363Flr Casa De La Sol Villa Key West is 25 minutes' walk from Higgs Beach Dog Park. Guests can enjoy windsurfing… 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

Sunshine State At Custom House Inn | Bright Studio

124 Duval Street #5, Key West, United States Show map

The 33 m² Sunshine State At Custom House Inn | Bright Studio Key West features a prime location 7 minutes' walk from San Carlos Institute and hosts up to 3 guests. More

From US$ 666 Book Now

Paradise Inn - Adult Exclusive

819 Simonton Street, Key West, United States Show map

With an aquarium as a part of the decor, the 3-star Paradise Inn - Adult Exclusive Key West is located just 1.2 km from Audubon House and Tropical Gardens and offers a heated pool with a fountain and… More

From US$ 152 Book Now

Wicker Guesthouse

913 Duval Street, Key West, United States Show map

Offering luggage storage, the 3-star Wicker Guesthouse Key West lies in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, merely 0.8 km from US 1 Mile… More

From US$ 327 Book Now

Tradewinds

529 531 Olivia St, Key West, United States Show map

Staying at Tradewinds Villa Key West, guests can easily reach Southernmost Point of the Continental US Monument, located a mere 11 minutes' walk away. More

From US$ 1031 Book Now

Kw33B Windward Isle

531 Olivia St, Key West, United States Show map

During the stay at Kw33B Windward Isle Villa Key West, guests can indulge in a hot tub or visit the Harry S. Truman Little White House, located a 16-minute walk away. Offering a prime location in the… More

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Leeward Isle

Key West, United States Show map

Situated within 5 minutes' walk of the historic Key West Lighthouse, Leeward Isle Villa Key West offers easy access to numerous tourist spots in the area. More

From US$ 423 Book Now

Chicken Run At Custom House Inn

124 Duval Street #2, Key West, United States Show map

Set in the Downtown Key West district of Key West, nearly a 5-minute walk from Memorial Sculpture Garden, the 31 m² Chicken Run At Custom House Inn Key West accommodates up to 4 guests. More

From US$ 781 Book Now

Underwater Cabana At Custom House Inn

124 Duval Street #1, Key West, United States Show map

The 31 m² Underwater Cabana At Custom House Inn Key West boasts a convenient setting and in approximately a 10-minute walk from the downtown commercial zoned Duval Street. This 1-bedroom apartment… More

From US$ 468 Book Now

Birds Of A Feather At Custom House Inn

124 Duval Street #4, Key West, United States Show map

A prime location of the 31 m² Birds Of A Feather At Custom House Inn Key West provides easy access to the natural history museum "Florida Keys Eco-Discovery Center" 16 minutes' walk away. The maximum… More

From US$ 1113 Book Now

Custom House Inn All

124 Duval Street, Key West, United States Show map

Located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, right near Ripley's Believe It or Not Museum, the spacious Custom House Inn All Key West… More

From US$ 4582 Book Now

Citrus Queen At Custom House Inn

124 Duval Street #3, Key West, United States Show map

The 31 m² Citrus Queen At Custom House Inn Key West enjoys a convenient location around a 5-minute walk from the bustling plaza "Mallory Square". This 1-bedroom apartment can hold up to 4 guests. More

From US$ 443 Book Now

The Penthouse At Custom House Inn

124 Duval Street, Key West, United States Show map

The spacious 93 m² The Penthouse At Custom House Inn Key West offers a prime location, only 1.3 km from the natural history museum "Florida Keys Eco-Discovery Center". Staying in the 3-bedroom… More

From US$ 1271 Book Now

Feather Queen At Custom House Inn

124 Duval Street #3 & #4, Key West, United States Show map

The 62 m² Feather Queen At Custom House Inn Key West is a great place to stay in the Downtown Key West district, about a 25-minute walk from Key West Firehouse Museum. This 2-bedroom apartment… More

From US$ 765 Book Now

Chicken Water Cabana At Custom House Inn

124 Duval Street #1 & #2, Key West, United States Show map

The 2-bedroom Chicken Water Cabana At Custom House Inn Key West is situated about a 5-minute walk from Key West Shipwreck Treasure Museum and 5 km from Key West International airport. At the spacious… More

From US$ 956 Book Now

Chicken Run At Custom House Inn

Duval Street 124, Key West, United States Show map

Located merely 250 metres from Key West Shipwreck Treasure Museum, Chicken Run At Custom House Inn Key West is just a few steps from Ripley's Believe It or Not Museum. More

From US$ 898 Book Now

Citrus Queen At Custom House Inn

Duval Street 124, Key West, United States Show map

Situated within 5 minutes' walk of Key West Shipwreck Treasure Museum, Citrus Queen At Custom House Inn Key West villa offers easy access to numerous tourist spots in the area. More

From US$ 792 Book Now

Lighthouse Villa By Avantstay

921 Whitehead Street, Key West, United States Show map

Offering an outdoor swimming pool, Lighthouse Villa By Avantstay Key West is situated only 8 minutes' walk from Key West Butterfly and Nature Conservatory and can accommodate up to 8 guests. More

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Paradise Inn (Adults Only)

819 Simonton Street, Key West, United States Show map

Located just 1 km from the secluded pocket Dog Beach, the 4-star Paradise Inn Key West is about a 5-minute walk from the historic Key West Lighthouse. 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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Key West Hospitality Inns

913 Duval Street, Key West, United States Show map

Guests of the cosy Key West Hospitality Inns can visit Key West Butterfly and Nature Conservatory, situated only 550 metres away. Boasting a location approximately 5 minutes on foot from The Ernest… More

From US$ 292 Book Now

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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Serenity By Avantstay

907 Emma St, Key West, United States Show map

Offering an outdoor swimming pool, Serenity By Avantstay Key West villa is located about 5 minutes' walk from The Ernest Hemingway Home and Museum and is ideal for up to 2 guests. This 1-bedroom… More

From US$ 204 Book Now

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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The Artists Muse By Last Key Realty

712 Love Lane, Key West, United States Show map

Situated around a 5-minute stroll from Key West Historic Seaport, the 4-bedroom The Artists Muse By Last Key Realty Key West villa is suitable for 8 guests and provides a heated pool to relax in. More

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Family House 2 Bedroom Private Spa 2 Heated Pools

912 Center Street, Key West, United States Show map

The 2-bedroom Family House 2 Bedroom Private Spa 2 Heated Pools Key West villa is nestled within 5 minutes' walk of the historic Key West Lighthouse and entices guests with a Jacuzzi. Offering Wi-Fi,… More

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