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2026-11-10
2026-11-11
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Hotels in Downtown Key West area of Florida

Key West Hideaway Sleeps Up To 10 4 Bedroom And 4 Baths 2 Pools

916 Center St, Key West, Fl 33040, Usa, Key West, United States Show map

Key West Hideaway Sleeps Up To 10 4 Bedroom And 4 Baths 2 Pools villa is nestled within a 400-metre distance of the downtown commercial zoned Duval Street and can accommodate up to 10 guests. More

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The Duke And The Duchess By Last Key Realty

512 Catherine Street #1 & #2, Key West, United States Show map

Featuring a swimming pool, the 8-bedroom The Duke And The Duchess By Last Key Realty Key West villa is located merely 6 minutes' walk from Southernmost Point of the Continental US Monument and is… More

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Honeymoon Hideaway 2 Person Suite Private Spa

914 Center St, Key West, Fl 33040, Usa, Key West, United States Show map

Boasting spa facilities such as a Jacuzzi, the spacious Honeymoon Hideaway 2 Person Suite Private Spa Key West is situated in the Downtown Key West district of Key West, within 15 minutes' walk of… More

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Captain'S Wheel

203-1 Southard Street, Key West, United States Show map

Along with proximity to The Ernest Hemingway Home and Museum, merely 0.6 km away, the 2-bedroom Captain'S Wheel Key West villa offers opportunities for snorkelling and fisheries in the area. The Key… More

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Trumans Trove By Last Key Realty

110 Admirals Lane, Key West, United States Show map

Featuring a swimming pool, Trumans Trove By Last Key Realty Key West villa is suitable for up to 6 people and is located a 25-minute walk from Higgs Beach Dog Park. Providing guests with Wi-Fi and… More

From US$ 1216 Book Now

Angelas Eclectic Gallery By Last Key Realty

1017 Angela Street, Key West, United States Show map

Located approximately 400 metres from Southernmost Point of the Continental US Monument, the 3-bedroom Angelas Eclectic Gallery By Last Key Realty Key West villa boasts a swimming pool, a Jacuzzi for… More

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Sweet Americana By Last Key Realty

524-526 Dupont Lane, Key West, United States Show map

Featuring a swimming pool, Sweet Americana By Last Key Realty Key West villa is suitable for up to 20 people and is located a 20-minute walk from Fort Zachary Taylor. Providing guests with Wi-Fi 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

Forever Young

115 Front Street, #202, Key West, United States Show map

The 2-bedroom Forever Young Key West villa is situated nearly 5 minutes' walk from Front Street, featuring such comforts as Wi-Fi and a private parking lot. Offering a prime location in the Downtown… 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

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

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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Conch Cove

720 Rr Simonton Lane, Key West, United States Show map

Along with proximity to the even Southernmost Point, only a 6-minute walk away, the 3-bedroom Conch Cove Villa Key West offers opportunities for snorkelling and fisheries in the area. The… More

From US$ 2178 Book Now

Kw255Flr Louisa

522 Louisa St (Lower Level), Key West, United States Show map

Along with proximity to The Ernest Hemingway Home and Museum, just 0.6 km away, the 1-bedroom Kw255Flr Louisa Villa Key West offers opportunities for snorkelling, diving, and fisheries in the area. More

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A Fish Bowl Too

620 Thomas Street #157, Key West, United States Show map

A Fish Bowl Too Villa Key West is located a 16-minute walk from Fort Zachary Taylor and provides snorkelling and fisheries for active guests. Located in the vicinity of the performing arts theater… More

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Blanco Luxury Villa

129 Simonton St, Key West, United States Show map

Overlooking the city, Blanco Luxury Villa Key West enjoys a prime setting 5 minutes' walk from Vandenberg Wreck. Located 2.1 km from the even Southernmost Point, the 4-bedroom villa provides Wi-Fi… More

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Southernmost Sanctuary All

1330 Simonton Street All, Key West, United States Show map

The 6-bedroom Southernmost Sanctuary All Key West villa hosts up to 24 guests and provides proximity to the even Southernmost Point, situated only 5 minutes' stroll away. More

From US$ 6938 Book Now

Royal Palm Studio At Travelers Palm Inn Key West

815 Catherine St., Key West, United States Show map

Situated a mere 9 minutes' walk from the very unusual Key West Cemetery, the 1-bedroom Royal Palm Studio At Travelers Palm Inn Key West villa is ideal for up to 2 guests. This accommodation features… More

From US$ 390 Book Now

Isle Be Back

620 Thomas Street, #281, Key West, United States Show map

Offering an outdoor swimming pool, the 2-bedroom Isle Be Back Villa Key West is located nearly a 5-minute walk from The Ernest Hemingway Home and Museum and is ideal for up to 4 guests. Located… More

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Kw370Flr Paradise On Packer

914 Packer St, Key West, United States Show map

The 2-bedroom Kw370Flr Paradise On Packer Key West villa is located only 1.3 km from Mile Marker 0 Store and allows guests to enjoy windsurfing, snorkelling, and diving. The property can accommodate… More

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Bananas Foster Guesthouse

Caroline Street 537, Key West, United States Show map

Located in Duval with unique, island inspired Small Plates with bold Caribbean spices and fresh local seafood, a 6-minute walk from Nancy Forrester's Secret Garden, the spacious Bananas Foster… More

From US$ 3573 Book Now

Three Duval Street Suites W Parking And Pool

824 Duval Street, Key West, United States Show map

Located around 5 minutes' walk from the downtown commercial zoned Duval Street, the 3-bedroom Three Duval Street Suites W Parking And Pool Key West villa offers a swimming pool for guests to relax by… More

From US$ 2562 Book Now

Summer Solstice By Last Key Realty

522-524 Dupont Lane, Key West, United States Show map

Located just a 6-minute walk from Southernmost Point of the Continental US Monument, the 9-bedroom Summer Solstice By Last Key Realty Key West villa boasts a heated pool and can accommodate up to 22.… More

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Coconut Cabana

523 Louisa Street, Key West, United States Show map

Along with proximity to Southernmost Point of the Continental US Monument, just 500 metres away, the 3-bedroom Coconut Cabana Key West offers opportunities for windsurfing, snorkelling, and canyoning… More

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A Sunset And Harbour View

115 Front Street #204, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom A Sunset And Harbour View Villa Key West is located merely 6 minutes' walk from Key West Shipwreck Treasure Museum and is suitable for up to 6 guests… More

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Deckside Suite Conch Republic Cottage

510 Petronia St #1, Key West, United States Show map

Set in the Downtown Key West district, a 14-minute walk from USCGC Ingham Maritime Museum, the spacious Deckside Suite Conch Republic Cottage Key West accommodates up to 2 guests. Wi-Fi and a car… More

From US$ 458 Book Now

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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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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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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Coastal Loving By Last Key Realty

1011 Eaton Street, Key West, United States Show map

The 4-bedroom Coastal Loving By Last Key Realty Key West villa is located only 0.8 km from US 1 Mile Marker 0, giving access to various tourist spots nearby. With a maximum capacity of 8 guests, the… 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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Mccartneys Manor K Suite Private Spa 2 Heated Pools

918 Center Street, Key West, United States Show map

Situated just 5 minutes' walk from the downtown commercial zoned Duval Street, Mccartneys Manor K Suite Private Spa 2 Heated Pools Key West villa offers a Jacuzzi and can accommodate up to 2 guests. More

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Afternoon Delight

401 Emma Street Apt F, Key West, United States Show map

During the stay at Afternoon Delight Villa Key West, guests can indulge in snorkelling and fisheries or visit Fort Zachary Taylor, located a 15-minute walk away. Offering private parking as well as… More

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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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Kw49C Papa

309 Louisa St. #3, Key West, United States Show map

Situated in the Downtown Key West district of Key West, nearly 25 minutes' walk from C. B. Harvey Rest Beach Park, the 1-bedroom Kw49C Papa'S Hideaway #3 - For Whom The Bell Tolls Villa 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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Shipyard Poolside

106-9 Southard Street, Key West, United States Show map

The 1-bedroom Shipyard Poolside Villa Key West hosts up to 2 guests and provides proximity to the natural history museum "Florida Keys Eco-Discovery Center", situated a mere 400 metres away. This Key… More

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Kw49A Papa

309 Louisa St #1, Key West, United States Show map

Situated in the Downtown Key West district of Key West, only 1.4 km from USCGC Ingham Maritime Museum, the 1-bedroom Kw49A Papa Villa Key West comes with a swimming pool for guests to unwind. More

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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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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

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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Tranquility On Ann Street

219 Ann Street #1, Key West, United States Show map

Situated in the Duval district of Key West, within 25 minutes' walk of the even Southernmost Point, the 1-bedroom Tranquility On Ann Street Villa Key West comes with a heated pool for guests to… More

From US$ 931 Book Now

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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Valhalla - Southernmost Oasis

641 United St, Key West, United States Show map

Situated just a 6-minute stroll from Key West Butterfly and Nature Conservatory, the 2-bedroom Valhalla - Southernmost Oasis Key West villa is suitable for 4 guests and provides a swimming pool to… More

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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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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

Walk To Southernmost Point! Conch Cottage W/ Patio

205 Julia St, Key West, United States Show map

Offering a terrace and a dining table to ensure a memorable stay, the 3-bedroom Walk To Southernmost Point! Conch Cottage W/ Patio Key West is located a mere 9 minutes' stroll from Southernmost Point… More

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Villa Bahama By Last Key Realty

101 Front Street #11, Key West, United States Show map

Located 9 minutes' walk from Mile Marker 0 Store, Villa Bahama By Last Key Realty Key West is suitable for 6 guests and provides a swimming pool to relax in. Located 2.3 km from Key West Garden Club,… 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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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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