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2026-11-09
2026-11-10
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Holiday Homes in Key West

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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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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Blue Gem

5 Sapphire Dr, Key West, United States Show map

Located around a 10-minute walk from Big Coppitt Key Island, the 4-bedroom Blue Gem Villa Key West offers a heated pool for guests to relax by. This holiday home features opportunities for… More

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Heavenly Zen By Last Key Realty

404 Grinnell Street, Key West, United States Show map

Situated nearly a 25-minute stroll from Southernmost Point of the Continental US Monument, the 4-bedroom Heavenly Zen By Last Key Realty Key West villa includes a heated pool, as well as a Jacuzzi to… More

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The Lighthouse Penthouse Suite

419 Truman Avenue, Key West, United States Show map

The Lighthouse Penthouse Suite Key West villa is located about a 15-minute walk from the Harry S. Truman Little White House and provides cycling and fisheries for active guests. Located in proximity… More

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Helluva Happy Place

315 Catherine St, Key West, United States Show map

Situated merely a 5-minute walk from The Ernest Hemingway Home and Museum, Helluva Happy Place Key West villa is ideal for up to 6 guests. 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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Land Of Love By Avantstay

611 Grinnell St #7, Key West, United States Show map

Situated approximately a 25-minute walk from the bustling plaza "Mallory Square", the welcoming Land Of Love By Avantstay Key West villa offers guests to enjoy grill and a golf course. This 2-bedroom… More

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Sombrero Reef Light Suite

419 Truman Avenue, Key West, United States Show map

Located only a 9-minute walk from Mile Marker 0 Store, the 1-bedroom Sombrero Reef Light Suite Key West villa features an outdoor swimming pool and can accommodate up to 4 guests. The holiday home… More

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A Sunkissed Bungalow-B205

2601 S Roosevelt Blvd, Key West, United States Show map

Situated 2.3 km from Key West Garden Club, A Sunkissed Bungalow-B205 Key West provides access to numerous tourist attractions in the area. This 2-bedroom villa hosts up to 4 guests and provides them… More

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Casa Havana - Duval Square

1075 Duval Street Unit R22, Key West, United States Show map

Offering an outdoor swimming pool, Casa Havana - Duval Square Key West is situated merely 7 minutes' walk from the downtown commercial zoned Duval Street and can accommodate up to 4 guests. 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 Lighthouse Group Suite

419 Truman Avenue, Key West, United States Show map

The Lighthouse Group Suite Key West villa is nestled 7 minutes' walk from Key West Butterfly and Nature Conservatory and can accommodate up to 12 guests. More

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The Polynesian House Bylast Key Realty

1415 Alberta Street, Key West, United States Show map

Located merely a 7-minute walk from Key West Firehouse Museum, the 4-bedroom The Polynesian House Bylast Key Realty Key West villa entices guests with a Jacuzzi. This holiday home boasts spa therapy… More

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L'Archipel

Martinique Lane, Key West, United States Show map

The 2-bedroom L'Archipel Villa Key West is situated merely a 6-minute walk from Looe Key Dive Center, featuring such comforts as Wi-Fi and a car park. More

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The Cozy Starfish By Last Key Realty

204 Southard Street #6, Key West, United States Show map

Situated in the Downtown Key West district, only 0.9 km from the vintage parish "Saint Paul's Episcopal Church of Key West", the 2-bedroom The Cozy Starfish By Last Key Realty Key West villa comes… More

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Southernmost Hospitality VII By Last Key Realty

1224 Duval St, Key West, United States Show map

Located 9 minutes on foot from Mile Marker 0 Store, Southernmost Hospitality VII By Last Key Realty Key West villa features a heated pool and can accommodate up to 16 guests. Located in close… More

From US$ 3730 Book Now

Seafarer'S Refuge

719 Eisenhower Drive #2, #2, Key West, United States Show map

Seafarer'S Refuge Villa Key West is located around a 25-minute walk from Southernmost Point of the Continental US Monument and provides a heated pool, ensuring a relaxing stay. Featuring a hot tub… More

From US$ 1483 Book Now

A Latitude Adjustment

101 Front Street, #17, Key West, United States Show map

Situated just a 7-minute walk from Key West Aquarium, the 2-bedroom A Latitude Adjustment Villa Key West offers guests to relax by an outdoor swimming pool. This 2-bathroom villa features… More

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Key West Light Suite

419 Truman Avenue, Key West, United States Show map

Located just an 8-minute walk from the even Southernmost Point, the 2-bedroom Key West Light Suite villa offers cycling and fisheries to diversify guests' leisure. Offering city views as well as an… More

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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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Kokomo Suite By Last Key Realty

329 William Street #1, Key West, United States Show map

Located 750 metres from US 1 Mile Marker 0, Kokomo Suite By Last Key Realty Key West villa is suitable for 2 guests and provides a heated pool to relax in. More

From US$ 297 Book Now

The Samana Cay -Private Balcony

Seaside Drive 3625, Key West, United States Show map

Located approximately 10 minutes' drive from the even Southernmost Point, The Samana Cay -Private Balcony Villa Key West provides access to various tourist attractions in the vicinity. More

From US$ 402 Book Now

Bay364Flr- Coral Queen Palm

83 Palm Dr, Key West, United States Show map

The 3-bedroom Bay364Flr- Coral Queen Palm Key West villa offers proximity to such city sites as Lower Sugarloaf Sound, located about a 5-minute walk away. This accommodation features opportunities… More

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Tropical Cottage Tropical Village

708 South St #C, Key West, United States Show map

Staying at the 4-bedroom Tropical Cottage Tropical Village Key West, guests can visit the downtown commercial zoned Duval Street, which is nearly a 20-minute walk away. This Key West villa is located… More

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It'S A Salt Life After All

159 Golf Club Drive, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom It'S A Salt Life After All Key West villa is suitable for up to 6 people and is located around 3 km from Fort East Martello Museum. Providing guests… 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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Kw275Bflr Island Hideaway

1216 Margaret St., Key West, United States Show map

Offering an aqua park and playground for an enjoyable stay, Kw275Bflr Island Hideaway Villa Key West is merely a 5-minute walk from Key West Firehouse Museum. This 2-bedroom villa features… More

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Truman

Key West, United States Show map

Situated merely 5 minutes' stroll from the downtown commercial zoned Duval Street, Truman Key West villa offers quick access to numerous city landmarks nearby. More

From US$ 227 Book Now

Seaport Serenity Cottage - Quiet And Quaint

1025 Elgin Lane, Key West, United States Show map

Featuring guided snorkelling trips to make your visit more entertaining, Seaport Serenity Cottage - Quiet And Quaint Key West is 25 minutes' walk from Key West Butterfly and Nature Conservatory. More

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Coconut Palm Suite At Travelers Palm Inn Key West

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

Featuring an outdoor swimming pool, the 1-bedroom Coconut Palm Suite At Travelers Palm Inn Key West villa is located about 5 minutes' walk from Saint Mary Star of the Sea Basilica and is suitable for… More

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Gumbo Limbo Cottage

1112 Margaret Street, Key West, United States Show map

The 2-bedroom Gumbo Limbo Cottage Key West hosts up to 4 guests and provides proximity to Higgs Beach, situated merely 650 metres away. The villa features opportunities for snorkelling and fisheries… More

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A Sunset View

104-5 Southard Street, Key West, United States Show map

Located merely a 6-minute walk from the downtown commercial zoned Duval Street, A Sunset View Villa Key West features an outdoor swimming pool and can accommodate up to 5 guests. Located in close… 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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Kw49E Papa

309 Louisa St, Key West, United States Show map

Featuring a heated pool, Kw49E Papa Villa Key West is suitable for up to 6 people and is located a 19-minute walk from the Harry S. Truman Little White House. More

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Casa Suite Casa By Last Key Realty

731 Waddell Street, Key West, United States Show map

Situated 7 minutes on foot from Key West Firehouse Museum, Casa Suite Casa By Last Key Realty Key West offers a Jacuzzi and can accommodate up to 8 guests. Located 2.4 km from the shopping mall… 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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Brand New & Private Pool - Palmgale House

Mangrove Lane 5, Key West, United States Show map

Featuring a swimming pool, the 6-bedroom Brand New & Private Pool - Palmgale House Villa Key West is suitable for up to 16 people and is located around 25 minutes' walk from Key West Golf Club. This… 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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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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The Wicked Tuna By Last Key Realty

312 William Street, Key West, United States Show map

The 3-bedroom The Wicked Tuna By Last Key Realty Key West villa offers quick access to such city attractions as Papa's Pilar Rum Distillery, located only a 6-minute walk away. This Key West holiday… More

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Peachy Keen

619 Thomas Street, Key West, United States Show map

Along with proximity to The Ernest Hemingway Home and Museum, just a 5-minute walk away, the 3-bedroom Peachy Keen Key West villa offers opportunities for snorkelling, diving, and canyoning in the… More

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Private & Haven-Ly Pool Home On Boating Canal

11 Aster Terrace, Key West, United States Show map

Featuring a swimming pool, Private & Haven-Ly Pool Home On Boating Canal Key West is suitable for up to 9 people and is located about 25 minutes' walk from the newly developed Stock Island Marina… More

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Kw41 Amelia House

505 Amelia Street, Key West, United States Show map

Suitable for 6 guests, the 3-bedroom Kw41 Amelia House Villa Key West is located around a 5-minute walk from Key West Butterfly and Nature Conservatory and provides a Jacuzzi for a relaxing stay. More

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A Fish Bowl

620 Thomas Street #189, Key West, United States Show map

Situated just 6 minutes on foot from the downtown commercial zoned Duval Street, the 1-bedroom A Fish Bowl Villa Key West is suitable for 2 guests and provides a heated pool to relax in. Offering a… 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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Kw375Flr Key To Paradise

903 Windsor Ln, Key West, United States Show map

Up to 6 guests can stay at the 3-bedroom Kw375Flr Key To Paradise Key West villa and enjoy the very unusual Key West Cemetery, located only 5 minutes' walk away. This Key West holiday home features… More

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Lovely Cottage Downtown Key West

1030 James Street, Key West, United States Show map

The 3-bedroom Lovely Cottage Downtown Key West accommodates up to 6 guests and offers proximity to Key West Historic Seaport, located a mere 0.6 km away. More

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Kw84Flr Conched Out Cottage

1117 Grinnell St - 2, Key West, United States Show map

During the stay at Kw84Flr Conched Out Cottage Key West, guests can indulge in fisheries or visit Memorial Sculpture Garden, located a 25-minute walk away. Offering a prime location in the Downtown… More

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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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