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

Conch Casa Grande By Last Key Realty

58 Front Street, Key West, United States Show map

Featuring a swimming pool, Conch Casa Grande By Last Key Realty Key West is suitable for up to 8 people and is located a 25-minute walk from Mile Marker 0 Store. Providing guests with Wi-Fi and… More

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Absolute Key West

112 Admirals Lane, Key West, United States Show map

The 2-bedroom Absolute Key West Villa is situated around 5 minutes' walk from Front Street, featuring such comforts as Wi-Fi and a private parking lot. Providing opportunities for snorkelling and… More

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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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A Southard Pearl

202-11 Southard Street, Key West, United States Show map

Offering an outdoor swimming pool, the 1-bedroom A Southard Pearl Villa Key West is located just 8 minutes' walk from The Ernest Hemingway Home and Museum and is ideal for up to 2 guests. Located… More

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Kw67Flr Shipyard Perch

620 Thomas St #282, Key West, United States Show map

Kw67Flr Shipyard Perch Villa Key West is located a 19-minute walk from Key West Firehouse Museum and invites guests to join snorkelling, diving, and fisheries. Offering a prime location in the… More

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Sirens Serenade By Last Key Realty

66 Front Street, Key West, United States Show map

Staying at the 4-bedroom Sirens Serenade By Last Key Realty Key West villa, guests can easily reach Key West Garden Club, located nearly a 25-minute walk away. With a maximum capacity of 8 guests… More

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Diamond Girl By Last Key Realty

62 Front Street, Key West, United States Show map

Situated merely an 8-minute stroll from Key West Aquarium, the 4-bedroom Diamond Girl By Last Key Realty Key West villa is suitable for 8 guests and provides a swimming pool to relax in. Offering a… More

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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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Tranquillity Guest House

302 Angela Street, Key West, United States Show map

Featuring luggage storage, the comfortable Tranquillity Guest House Key West lies approximately a 5-minute walk from the downtown commercial zoned Duval Street. Boasting access to the waterfront… More

From US$ 84 Book Now

Casita Angelita By Last Key Realty

421 Angela Street Unit A, Key West, United States Show map

Located just a 5-minute walk from The Ernest Hemingway Home and Museum, Casita Angelita By Last Key Realty Key West villa is suitable for 6 guests and provides a swimming pool to relax in. Located… More

From US$ 750 Book Now

Villa Angelita By Last Key Realty

421 Angela Street Unit B, Key West, United States Show map

Located just around the corner from the downtown commercial zoned Duval Street, Villa Angelita By Last Key Realty Key West is suitable for 7 guests and provides a swimming pool to relax in. More

From US$ 957 Book Now

A & E'S Tranquil Tides

620 Thomas Street #190, Key West, United States Show map

The 2-bedroom A & E'S Tranquil Tides Villa Key West accommodates up to 4 guests and offers proximity to the downtown commercial zoned Duval Street, located only a 6-minute walk away. This Key West… More

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A Palm Tree Haven

118 Admirals Lane, Key West, United States Show map

The 4-bedroom A Palm Tree Haven Villa Key West is located 19 minutes' walk from the very unusual Key West Cemetery and provides snorkelling and fisheries for active guests. This 3-bathroom villa… More

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Key West Casa By Avantstay

620 Thomas St Unit 210-4, Key West, United States Show map

The spacious 83 m² Key West Casa By Avantstay apartment is located in an old part of Key West, only 6 minutes on foot from the downtown commercial zoned Duval Street. The welcoming apartment features… More

From US$ 576 Book Now

Beach House Condo By Avantstay

620 Thomas St, Key West, United States Show map

Featuring a convenient location a 6-minute walk from San Carlos Institute, the spacious Beach House Condo By Avantstay Key West accommodates up to 5 guests. Offering access to an outdoor swimming… More

From US$ 388 Book Now

Oyster'S Pearl

620 Thomas Street #169, Key West, United States Show map

The 1-bedroom Oyster'S Pearl Villa Key West is nestled only a 6-minute walk from the downtown commercial zoned Duval Street and can accommodate up to 2 guests. Located in proximity to Southernmost… More

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A Sunset Poolside

620 Thomas Street #156, Key West, United States Show map

Located merely a 6-minute walk from the downtown commercial zoned Duval Street, A Sunset Poolside Villa Key West features an outdoor swimming pool and can accommodate up to 4 guests. Located right… More

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Another Three Hour Tour

620 Thomas Street #153, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Another Three Hour Tour Key West villa is located just 7 minutes' walk from the downtown commercial zoned Duval Street and is ideal for up to 4 guests… More

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Poolside Hangover

620 Thomas Street #287, Key West, United States Show map

Up to 6 guests can stay at the 2-bedroom Poolside Hangover Key West villa and enjoy Mile Marker 0 Store, located merely a 6-minute walk away. Providing guests with Wi-Fi and private car parking, this… More

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Secret Garden

Key West, United States Show map

Secret Garden Apartment Key West is located in the Downtown Key West district, a few moments from Key West Lighthouse and Keeper's Quarters Museum. More

From US$ 249 Book Now

About Time

620 Thomas Street Apt# 193, Key West, United States Show map

Featuring an outdoor swimming pool, About Time Villa Key West is suitable for up to 4 people and is located a 15-minute walk from Key West First Legal Rum Distillery. Providing guests with Wi-Fi and… More

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Seascape

620 Thomas Street #159, Key West, United States Show map

Situated only 8 minutes' walk from The Ernest Hemingway Home and Museum, the 2-bedroom Seascape Villa Key West is ideal for up to 4 guests. Providing guests with Wi-Fi and private car parking, the… More

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Sand Crab Cabana Weekly Rental!

620 Thomas Street, #269, Key West, United States Show map

Offering a heated pool, the 1-bedroom Sand Crab Cabana Weekly Rental! Key West is located just 8 minutes' walk from the historical Key West Lighthouse and is ideal for up to 2 guests. The villa… More

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A Low Tide

620 Thomas Street #192, Key West, United States Show map

Situated in the Downtown Key West district, just 1.1 km from the 19 - acre Key West Cemetery, the 2-bedroom A Low Tide Key West villa comes with an outdoor swimming pool for guests to unwind. This… More

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Royal Poinciana Weekly Rental!

620 Thomas Street #292, Key West, United States Show map

The 1-bedroom Royal Poinciana Weekly Rental! Key West villa offers easy access to such tourist spots as San Carlos Institute, located only a 6-minute walk away. Providing guests with Wi-Fi and… More

From US$ 428 Book Now

Island Breezes Weekly Rental

620 Thomas Street #271, Key West, United States Show map

Located just a 6-minute walk from the downtown commercial zoned Duval Street, the 2-bedroom Island Breezes Weekly Rental Key West villa features a heated pool and can accommodate up to 4 guests. More

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Alhambra

620 Thomas Street #170, Key West, United States Show map

Up to 4 guests can stay at the 1-bedroom Alhambra Villa Key West and enjoy Mile Marker 0 Store, located just a 6-minute walk away. Providing guests with Wi-Fi and private parking, the holiday home is… More

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A Change In Latitude

620 Thomas Street #183, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom A Change In Latitude Key West villa is located a mere 6 minutes' walk from Southernmost Point of the Continental US Monument and is ideal for up to 4… More

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Southernmost Sanctuary

620 Thomas Street, #191, Key West, United States Show map

Located 700 metres from the natural history museum "Florida Keys Eco-Discovery Center", Southernmost Sanctuary Key West villa features an outdoor swimming pool and can accommodate up to 4 guests. More

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Green Spot

620 Thomas Street #258, Key West, United States Show map

Located only an 8-minute walk from The Ernest Hemingway Home and Museum, the 2-bedroom Green Spot Key West villa features an outdoor swimming pool and can accommodate up to 4 guests. This holiday… More

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Tropical Breezes

620 Thomas Street #294, Key West, United States Show map

Situated merely 6 minutes on foot from the downtown commercial zoned Duval Street, the 2-bedroom Tropical Breezes Villa Key West is suitable for 4 guests and provides an outdoor swimming pool to… More

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Marlin Blue

208 Southard Street #7, Key West, United States Show map

Featuring an outdoor swimming pool, Marlin Blue Villa Key West is suitable for up to 2 people and is located a 16-minute walk from Saint Mary Star of the Sea Basilica. Providing guests with Wi-Fi and… More

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Bahama Gardens - 4 Key West Old Town Vacation Rental Homes - Sleeps 20

700 Thomas Street, Key West, United States Show map

Located merely 500 metres from the even Southernmost Point, the 8-bedroom Bahama Gardens - 4 Key West Old Town Vacation Rental Homes - Sleeps 20 provides a heated pool, a Jacuzzi for a more relaxing… More

From US$ 4655 Book Now

Kw270Flr The Southernmost Comfort House

202 Admirals Lane, Key West, United States Show map

Located only a 9-minute walk from the waterfront Mallory Square, the 4-bedroom Kw270Flr The Southernmost Comfort House Key West villa boasts a swimming pool and can accommodate up to 10. The holiday… More

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Azure Vista Penthouse

401 Emma Street H, Key West, United States Show map

The 2-bedroom Azure Vista Penthouse Villa Key West, located around a 5-minute walk from US 1 Mile Marker 0, can host up to 6 guests. The villa features opportunities for snorkelling in the area, in… More

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The Royal Compound By Last Key Realty

101 Admirals Lane, Key West, United States Show map

Featuring a swimming pool, The Royal Compound By Last Key Realty Key West villa is suitable for up to 8 people and is located 5 minutes' drive from South Beach. Providing guests with Wi-Fi and… More

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Central Condo W/ Deck & Pool Access In Key West!

204 Southard St Unit 229, Key West, United States Show map

Situated merely an 8-minute stroll from The Ernest Hemingway Home and Museum, the 1-bedroom Central Condo W/ Deck & Pool Access In Key West! villa is suitable for 2 guests and provides an outdoor… More

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Parrot Perch By Avantstay

620 Thomas St #249, Key West, United States Show map

The 2-bedroom Parrot Perch By Avantstay Key West villa, located merely a 6-minute walk from US 1 Mile Marker 0, can host up to 5 guests. More

From US$ 223 Book Now

A Siesta Bay By Avantstay

620 Thomas St #263, Key West, United States Show map

The welcoming 2-bedroom A Siesta Bay By Avantstay Key West apartment is located in an old part of Key West, only 6 minutes' walk from the downtown commercial zoned Duval Street. The apartment comes… More

From US$ 351 Book Now

Shipyard Treasure By Avantstay

208-5 Southard St, Key West, United States Show map

Set in the Downtown Key West district, a 7-minute walk from the downtown commercial zoned Duval Street, the welcoming Shipyard Treasure By Avantstay Key West apartment accommodates up to 4 guests. More

From US$ 438 Book Now

Key West Charming By Avantstay

210-7 Southard St, Key West, United States Show map

Offering an outdoor swimming pool, the welcoming Key West Charming: Poolside Retreat Near Fort Zachary Taylor villa is situated a mere 8 minutes' walk from The Ernest Hemingway Home and Museum and… More

From US$ 396 Book Now

Renovated Corner Unit

620 Thomas Unit 150, Key West, United States Show map

Renovated Corner Unit Villa Key West, located 6 minutes' walk from San Carlos Institute, can host up to 4 guests. Located not far from Key West Butterfly and Nature Conservatory, this 2-bedroom villa… More

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Always Your Paradise By Avantstay

620 Thomas Street #164, Key West, United States Show map

Situated just 6 minutes' walk from the downtown commercial zoned Duval Street, the 2-bedroom Always Your Paradise By Avantstay Key West villa is ideal for up to 4 guests. Providing guests with Wi-Fi… More

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Kw319Flr Happy Hour Haven

620 Thomas St #285, Key West, United States Show map

Along with proximity to The Ernest Hemingway Home and Museum, merely 0.6 km away, the 2-bedroom Kw319Flr Happy Hour Haven Villa Key West offers opportunities for windsurfing, snorkelling, and diving… More

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Pelican'S Perch

202-1 Southard Street, Key West, United States Show map

Featuring an outdoor swimming pool, Pelican'S Perch Key West villa is suitable for up to 6 people and is located 15 minutes' walk from Key West Butterfly and Nature Conservatory. Providing guests… More

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Blue Heaven

620 Thomas St., #251, Key West, United States Show map

The 2-bedroom Blue Heaven Villa Key West entices guests to enjoy snorkelling and fisheries and offers proximity to the downtown commercial zoned Duval Street, located only 6 minutes' stroll away. More

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Shipyard 155

620 Thomas Unit 155, Key West, United States Show map

Featuring a swimming pool, the 2-bedroom Shipyard 155 Villa Key West is located just 6 minutes' walk from San Carlos Institute and is suitable for up to 4 guests. Providing guests with Wi-Fi and a… More

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A Sunrise Cottage

204-1 Southard Street, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom A Sunrise Cottage Key West is located merely 6 minutes' walk from Mile Marker 0 Store and is suitable for up to 6 guests. Providing guests with Wi-Fi… More

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Tropical Vineyard

210-10 Southard Street, Key West, United States Show map

Featuring an outdoor swimming pool, the 1-bedroom Tropical Vineyard Villa Key West is located just 6 minutes' walk from Jackson Square and is suitable for up to 4 guests. Providing guests with Wi-Fi… More

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Happy Hour Haven

620 Thomas St #285, Key West, United States Show map

To enjoy your vacation in Key West, stay at Happy Hour Haven Apartment Key West, which is nearly 15 minutes' walk from Key West Butterfly and Nature Conservatory and only 0.7 km from the natural… More

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