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2026-11-05
2026-11-06
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Hotels in Jackson Square area of Florida

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

Casa 325 Guesthouse

325 Duval Street, Key West, United States Show map

Offering a swimming pool, Casa 325 Guesthouse Key West is situated in Duval with one of Key West's top culinary experiences, 8 minutes' walk from Mile Marker 0 Store. Boasting a location in proximity… More

From US$ 285 Book Now

Old Town Manor

511 Eaton Street, Key West, United States Show map

Situated merely 0.9 km from the historical Key West Lighthouse, the 3-star smoke-free Old Town Manor Bed & Breakfast Key West features Wi-Fi in the rooms, and public parking nearby. Staying at this… More

From US$ 154 Book Now

Dolphin Watch

100-1 Eaton Street, Key West, United States Show map

Dolphin Watch Villa Key West boasts an aqua park and a golf course and enjoys its location in the Downtown Key West district, 6 minutes' walk from Audubon House and Tropical Gardens. Located 2.1 km… More

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Caribbean Charm By Last Key Realty

101 Front Street #22, Key West, United States Show map

Up to 6 guests can stay at the 2-bedroom Caribbean Charm By Last Key Realty Key West villa and enjoy Ripley's Believe It or Not Museum, located only 5 minutes' walk away. Providing guests with Wi-Fi… More

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Southernmost Palms By Last Key Realty

101 Front Street #24, Key West, United States Show map

Featuring a swimming pool, the 2-bedroom Southernmost Palms By Last Key Realty Key West villa is located approximately 5 minutes' walk from the bustling plaza "Mallory Square" and is suitable for up… More

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Colors Of The Keys By Last Key

101 Front Street #19, Key West, United States Show map

At the 2-bedroom Colors Of The Keys By Last Key Key West villa, guests can enjoy kayaking and sailing as well as a location just 9 minutes' walk from Mile Marker 0 Store. Located 2.4 km from White… More

From US$ 663 Book Now

The Key West Hotel

325 Duval Street, Key West, United States Show map

The comfortable The Key West Hotel, located in Duval with one of Key West's top culinary experiences, about 20 minutes' walk from Alan S Maltz Gallery, features views of the pool. Offering an outdoor… More

From US$ 1090 Book Now

Island Pearls

527 Fleming Street, Key West, United States Show map

The 2-bedroom Island Pearls Villa Key West accommodates up to 4 guests and offers proximity to Nancy Forrester's Secret Garden, located only a 9-minute walk away. The property features opportunities… More

From US$ 1551 Book Now

The Admirals Estate By Last Key Realty

324 Whitehead Street, Key West, United States Show map

Offering a heated pool, the 4-bedroom The Admirals Estate By Last Key Realty Key West villa is situated a mere 8 minutes' walk from US 1 Mile Marker 0 and can accommodate up to 8 guests. Located a… More

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Duval Inn - Key West

511 Angela Street, Key West, United States Show map

The 3-star Duval Inn - Key West offers spacious rooms near a beach district and just 7 minutes' walk from the historical Key West Lighthouse. Featuring luggage storage, the motel is located just… More

From US$ 168 Book Now

Conch House

330 Caroline Street, Key West, United States Show map

The 4-bedroom Conch House Villa Key West hosts up to 8 guests and provides proximity to the bustling plaza "Mallory Square", situated only a 7-minute walk away. The accommodation features… More

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Traveler'S Palm

Whitehead Street 729, Key West, United States Show map

The spacious 74 m² Traveler'S Palm Apartment Key West is approximately a 5-minute stroll from The Ernest Hemingway Home and Museum and can accommodate up to 6 guests. The 1-bedroom apartment is… More

From US$ 470 Book Now

Pilars Secret

716 Duval St Rear, Key West, United States Show map

Located merely 200 metres from The Ernest Hemingway Home and Museum, the 3-bedroom Pilars Secret Villa Key West offers opportunities for windsurfing, snorkelling, and canyoning in the area. Providing… More

From US$ 1217 Book Now

Coconut Palm

Whitehead Street 729, Key West, United States Show map

Situated within 5 minutes' walk of The Ernest Hemingway Home and Museum, the 3-bedroom Coconut Palm Villa Key West entices guests with cycling in the area. Providing guests with high-speed Internet… More

From US$ 1683 Book Now

Southern Palms

Whitehead Street 729, Key West, United States Show map

At the 5-bedroom Southern Palms Key West villa, guests can enjoy cycling and fisheries as well as a location approximately 5 minutes' walk from The Ernest Hemingway Home and Museum. Featuring a hot… More

From US$ 2203 Book Now

11 Cottage Close To Duval St

709 Emma Street #3, Key West, United States Show map

11 Cottage Close To Duval St Key West is nestled a 6-minute walk from the downtown commercial zoned Duval Street and can accommodate up to 4 guests. Offering private parking as well as Wi-Fi, the 1… More

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Key West Villas

512 Angela Street, Key West, United States Show map

Offering a Jacuzzi for a relaxing experience, Key West Villas is located a 14-minute walk from the even Southernmost Point. This 7-room villa features opportunities for snorkelling in the area… More

From US$ 314 Book Now

Sailfish Suite On Duval

314 Duval St Unit 5, Key West, United States Show map

The 2-bedroom Sailfish Suite On Duval Key West is only an 8-minute stroll from Key West First Legal Rum Distillery and can accommodate up to 4 guests. The 56 m² apartment lies in the Downtown Key… More

From US$ 1128 Book Now

Moveable Feast

719 Chapman Lane, Key West, United States Show map

Located only a 6-minute walk from Southernmost Point of the Continental US Monument, the 4-bedroom Moveable Feast Key West villa offers mini golf and cycling to diversify guests' leisure. Located in… More

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Mayas Secret Treasure By Last Key Realty

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

Located in the Downtown Key West district, a 5-minute walk from Alan S Maltz Gallery, the spacious Mayas Secret Treasure By Last Key Realty Key West apartment accommodates up to 8 guests. Offering… More

From US$ 2099 Book Now

Sky Suite On Duval

Duval Street 718, Key West, United States Show map

The 2-bedroom Sky Suite On Duval Key West, located in Duval with one of Key West's top culinary experiences, approximately a 15-minute walk from the shopping mall "Clinton Square Market", features… More

From US$ 648 Book Now

Cloud Suite On Duval

Duval Street 718, Key West, United States Show map

The spacious 2-bedroom Cloud Suite On Duval Key West is around 15 minutes' walk from the shopping mall "Clinton Square Market". Situated just moments from the vintage parish "Saint Paul's Episcopal… More

From US$ 1044 Book Now

Simonton Court Historic Inn & Cottages

523 Eaton Street, Key West, United States Show map

Simonton Court Historic Inn & Cottages Key West is a great place to stay in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, an 18-minute walk from Key… More

From US$ 175 Book Now

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

Darling Of Duval By Last Key Realty

425 Caroline Street, Key West, United States Show map

The 2-bedroom Darling Of Duval By Last Key Realty Key West villa is situated approximately 5 minutes' walk from Vandenberg Wreck and offers guests to relax with a Jacuzzi. Offering a prime location… More

From US$ 1598 Book Now

A Conch Escape

620 Thomas Street #274, Key West, United States Show map

Along with proximity to the natural history museum "Florida Keys Eco-Discovery Center", a mere 350 metres away, the 2-bedroom A Conch Escape Villa Key West offers opportunities for snorkelling and… More

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Gulfside Vistas By Last Key Realty

109 Front Street #313, Key West, United States Show map

Located in the Downtown Key West district nearly 20 minutes' walk from the 19-acre Key West Cemetery, the spacious 2-bedroom Gulfside Vistas By Last Key Realty Key West apartment accommodates up to 6… 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

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

Modern Majesty By Last Key Realty

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

Located in the Downtown Key West district 9 minutes' walk from The Oldest House Historical Place Museum, the spacious Modern Majesty By Last Key Realty Key West apartment accommodates up to 6 guests.… More

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Sublime Sunsets

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

During the stay at Sublime Sunsets Villa Key West, guests can indulge in snorkelling and fisheries or visit Key West Butterfly and Nature Conservatory, located a 25-minute walk away. Offering a… More

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World'S End

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

Situated about 5 minutes' walk from USCGC Ingham Maritime Museum, the 2-bedroom World'S End Villa Key West is ideal for up to 4 guests. The holiday home boasts an aqua park and a golf course, while… More

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Ocean Breeze

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

Situated merely a 5-minute stroll from USCGC Ingham Maritime Museum, the 2-bedroom Ocean Breeze Villa Key West is suitable for 5 guests and provides a heated pool to relax in. Located in the vicinity… More

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The Marquesa Hotel

600 Fleming Street, Key West, United States Show map

Featuring Wi-Fi throughout the property, The Marquesa Hotel Key West is a 10-minute walk from the very unusual Key West Cemetery. Guests can take advantage of a private parking lot at additional… More

From US$ 440 Book Now

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

An Ocean Serenity

109 Front Street #211, Key West, United States Show map

Situated just a 9-minute walk from the natural history museum "Florida Keys Eco-Discovery Center", the 2-bedroom An Ocean Serenity Key West villa offers guests to relax by an outdoor swimming pool. More

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The Artist House

534 Easton Street, Key West, United States Show map

Featuring Wi-Fi in public areas, The Artist House Bed & Breakfast Key West sits a 15-minute walk from Alan S Maltz Gallery. Located 3.1 km from Smathers Beach, this hotel offers views of the garden… More

From US$ 125 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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The Toasted Coconut By Last Key Realty

423 Simonton Street, Key West, United States Show map

Situated nearly a 5-minute stroll from Key West Historic Seaport, the 3-bedroom The Toasted Coconut By Last Key Realty Key West villa is suitable for 8 guests and provides a swimming pool to relax in… More

From US$ 798 Book Now

Kw31C Jasmine Suite

521 Simonton St. #2, Key West, United States Show map

The 1-bedroom Kw31C Jasmine Suite Key West villa accommodates up to 4 guests and offers proximity to the downtown commercial zoned Duval Street, located merely 5 minutes' walk away. This Key West… More

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Kw31A Gardenia Getaway

521 Simonton Street #1, Key West, United States Show map

Kw31A Gardenia Getaway Villa Key West is nestled just a 5-minute walk from the downtown commercial zoned Duval Street and can accommodate up to 6 guests. This 2-bedroom villa features opportunities… More

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Harborside Harmony By Last Key Realty

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

Situated around 25 minutes' walk from Fort Zachary Taylor, the spacious 2-bedroom Harborside Harmony By Last Key Realty Key West apartment can host up to 6 guests in Key West. Offering access to a… More

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Kw31 Three Flowers Guesthouse

521 Simonton St, Key West, United States Show map

Kw31 Three Flowers Guesthouse Key West villa, located fairly close to Nancy Forrester's Secret Garden, can host up to 14 guests. 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

Trumans Hideaway By Avantstay

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

To enjoy your vacation in Key West, stay at the spacious 123 m² Trumans Hideaway By Avantstay Key West apartment, which is only 1.6 km from Fort Zachary Taylor and only 500 metres from Key West… More

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