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2026-11-06
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Hotels in Classic Harbor Line area of Florida

Gypsy'S Palace In The Truman Annex

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

Located a mere 9 minutes' walk from the downtown commercial zoned Duval Street, the 2-bedroom Gypsy'S Palace In The Truman Annex Key West villa offers an outdoor swimming pool for guests to relax by.… More

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Casa De Cubana

512 Amelia Street, Key West, United States Show map

Offering a location approximately a 10-minute walk from San Carlos Institute, the 2-bedroom Casa De Cubana Villa Key West gives access to various tourist spots in the area. With a maximum capacity of… More

From US$ 2269 Book Now

A Palm Oasis

405 Emma Street Unit B, Key West, United States Show map

Along with proximity to the Harry S. Truman Little White House, just 0.7 km away, the 2-bedroom A Palm Oasis Villa Key West offers opportunities for snorkelling and fisheries in the area. Providing… 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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Good Vibrations By Last Key Realty

524 Dupont Lane, Key West, United States Show map

The 4-bedroom Good Vibrations By Last Key Realty Key West villa, located in close proximity to Key West Lighthouse and Keeper's Quarters Museum, can host up to 10 guests. Located merely 14 minutes'… More

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Banana Blossoms By Last Key Realty

407B Emma Street, Key West, United States Show map

Situated in the Downtown Key West district of Key West, around 15 minutes' walk from Fort Zachary Taylor, the 2-bedroom Banana Blossoms By Last Key Realty Key West villa comes with a swimming pool… 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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Promenade To Paradise By Last Key Realty

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

The spacious 164 m² Promenade To Paradise By Last Key Realty Key West apartment boasts a convenient location approximately 600 metres from Fort Zachary Taylor. The 2-bedroom apartment features Wi-Fi,… 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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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

The Cabana Inn Key West - Adult Exclusive

413 Appelrouth Lane, Key West, United States Show map

Offering a sun deck and a golf course, and views of the pool, The Cabana Inn Key West - Adult Exclusive is located a 7-minute walk from The Ernest Hemingway Home and Museum. Boasting a location just… More

From US$ 289 Book Now

Kokomo Korner

208 Fleming St., Key West, United States Show map

Kokomo Korner Villa Key West offers proximity to nearby tourist spots, such as USCGC Ingham Maritime Museum, situated around 800 metres away. More

From US$ 456 Book Now

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

Sailors Cabin - Prime Downtown Key West Spot - Walk To Duval

910 Simonton Street, Key West, United States Show map

The 1-bedroom Sailors Cabin - Prime Downtown Key West Spot - Walk To Duval offers a convenient location, only 1.4 km from USCGC Ingham Maritime Museum. The apartment with a terrace is located only a… More

From US$ 560 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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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

Truman Suite #3

910 Simonton Street #3, Key West, United States Show map

Offering a restaurant, the comfortable Truman Suite #3 Key West hotel lies in the Downtown Key West district of Key West, a mere 550 metres from the downtown commercial zoned Duval Street and nearly… More

From US$ 403 Book Now

Casa Caribe

506 Catherine St, Key West, United States Show map

Casa Caribe Villa Key West, located just a few steps from Key West Lighthouse and Keeper's Quarters Museum, can host up to 8 guests. The villa features opportunities for windsurfing, snorkelling, and… More

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A Royal Affair By Last Key Realty

512 Catherine Street 1-3, Key West, United States Show map

Located a mere 7 minutes' stroll from Key West Butterfly and Nature Conservatory, the 11-bedroom A Royal Affair By Last Key Realty Key West villa can accommodate up to 34 guests, providing them with… More

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The Perch On Duval

Duval Street- Upstairs Front 610, Key West, United States Show map

If you want to stay in the Downtown Key West district of Key West, the spacious 2-bedroom The Perch On Duval Apartment Key West is a good choice located, nearly 25 minutes' walk from White Street… More

From US$ 828 Book Now

Prime Downtown Location - Truman Little Cozy Cottage

910 Simonton Street 3, Key West, United States Show map

Offering access to entertainment venues such as Key West First Legal Rum Distillery, situated just 1.5 km away, Prime Downtown Location - Truman Little Cozy Cottage Key West can host up to 2 guests. More

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Petes West Cottage

505 Louisa Street, Key West, United States Show map

Featuring a swimming pool, Petes West Cottage Key West is suitable for up to 4 people and is located a 20-minute stroll from Fort Zachary Taylor. Providing guests with Wi-Fi and a car park, the 2… More

From US$ 928 Book Now

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

Rooftop Penthouse

623 Duval Street Penthouse Suite, Key West, United States Show map

Up to 6 guests can stay at Rooftop Penthouse Key West villa and enjoy The Ernest Hemingway Home and Museum, located a 5-minute walk away. Offering a car park as well as Wi-Fi, the 2-bedroom holiday… More

From US$ 1123 Book Now

Southernmost Hospitality V By Last Key Realty

1224 Duval St, Key West, United States Show map

The 5-bedroom Southernmost Hospitality V By Last Key Realty Key West villa provides easy access to various city attractions, such as Southernmost Point of the Continental US Monument, situated merely… 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

Petes Cottages

505-507 Louisa Street, Key West, United States Show map

The 4-bedroom Petes Cottages Key West hosts up to 8 guests and provides proximity to The Ernest Hemingway Home and Museum, situated merely a 5-minute walk away. This Key West villa features… More

From US$ 937 Book Now

Petes East Cottage

507 Louisa Street, Key West, United States Show map

The 2-bedroom Petes East Cottage Key West is situated approximately 5 minutes' walk from The Ernest Hemingway Home and Museum, featuring such comforts as Wi-Fi and a car park. Providing opportunities… More

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Duke Of Catherine By Last Key Realty

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

Located just 550 metres from the downtown commercial zoned Duval Street, the 2-bedroom Duke Of Catherine By Last Key Realty Key West villa provides a swimming pool, a Jacuzzi for a more relaxing… More

From US$ 1203 Book Now

Duchess Of Catherine By Last Key Realty

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

Located nearly 15 minutes' walk from the Harry S. Truman Little White House, the 5-bedroom Duchess Of Catherine By Last Key Realty Key West villa has a swimming pool and is ideal for up to 14 guests.… More

From US$ 2610 Book Now

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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Dos Casitas By Last Key Realty

512 Catherine #2 & 516 Catherine Street, Key West, United States Show map

Located merely 550 metres from The Ernest Hemingway Home and Museum, the 5-bedroom Dos Casitas By Last Key Realty Key West villa provides a heated pool, a Jacuzzi for a more relaxing experience. More

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Americana Tropicale By Last Key Realty

526 Dupont Lane, Key West, United States Show map

Featuring a swimming pool, Americana Tropicale By Last Key Realty Key West villa is suitable for up to 10 people and is located a 13-minute walk from The Oldest House Historical Place Museum. More

From US$ 1362 Book Now

Casa Amarilla By Last Key Realty

516 Catherine Street, Key West, United States Show map

The 3-bedroom Casa Amarilla By Last Key Realty Key West is nestled about a 5-minute walk from Key West Butterfly and Nature Conservatory and can accommodate up to 6 guests. Located 2.5 km from… More

From US$ 761 Book Now

Casa Loca

535 Petronia Street, Key West, United States Show map

Featuring guided snorkelling trips to make your visit more entertaining, Casa Loca Villa Key West is 7 minutes' walk from the downtown commercial zoned Duval Street. Guests can enjoy windsurfing… More

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Mermaid Cove

1219 Duval Street, Key West, United States Show map

Located approximately a 10-minute walk from San Carlos Institute, Mermaid Cove Key West villa provides access to various tourist attractions in the vicinity. More

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Porter Paradise

Key West, United States Show map

Located nearly 5 minutes' walk from Jackson Square, Porter Paradise Key West hotel gives quick access to various city sites. More

From US$ 535 Book Now

Sea Captains Haven By Last Key Realty

413 Porter Court, Key West, United States Show map

During the stay at Sea Captains Haven By Last Key Realty Key West villa, guests can indulge in a Jacuzzi or visit the historic fort "West Martello Tower", located a 25-minute walk away. Offering… More

From US$ 742 Book Now

Catherine House

518 Catherine Street, Key West, United States Show map

The 2-bedroom Catherine House Key West villa offers quick access to such tourist spots as Key West Lighthouse and Keeper's Quarters Museum, situated only 5 minutes' walk away. Providing guests with… More

From US$ 759 Book Now

Dance Of The Butterflies By Last Key Realty

1323 Whitehead Street, Key West, United States Show map

Offering a swimming pool, the 3-bedroom Dance Of The Butterflies By Last Key Realty Key West villa is situated just a 7-minute walk from the downtown commercial zoned Duval Street and can accommodate… 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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Southernmost View -Pool & Water Views

Whitehead Street 1315, Key West, United States Show map

Situated about a 25-minute walk from Higgs Beach Dog Park, the 4-bedroom Southernmost View -Pool & Water Views Key West villa offers guests to enjoy an aqua park and a golf course. The holiday home… More

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Soul Of Duval By Last Key Realty

615½ Duval Street, Unit 1, Key West, United States Show map

The 2-bedroom Soul Of Duval By Last Key Realty Key West villa is situated nearly 5 minutes' walk from The Ernest Hemingway Home and Museum, featuring such comforts as Wi-Fi and private car parking. More

From US$ 500 Book Now

Queen Of Louisa By Last Key Realty

515 Louisa Street, Key West, United States Show map

Located just 1 km from Key West Firehouse Museum, the 4-bedroom Queen Of Louisa By Last Key Realty Key West villa has a swimming pool and is ideal for up to 12 guests. Offering a car park as well as… More

From US$ 1649 Book Now

Porter Paradise

417 Porter Court, Key West, United States Show map

Porter Paradise Key West villa boasts an aqua park and a golf course and enjoys its location in the Downtown Key West district, 6 minutes' walk from the downtown commercial zoned Duval Street. More

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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

The Gardens Hotel

526 Angela Street, Key West, United States Show map

The Gardens Hotel Key West is situated in the museum district of Key West, merely 5 minutes' walk from San Carlos Institute and features 21 rooms with views of the courtyard. While staying within… More

From US$ 309 Book Now

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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Louisa'S Hideaway

508 Louisa Street #4, Key West, United States Show map

Located 6 minutes' walk from the even Southernmost Point, Louisa'S Hideaway Villa Key West offers windsurfing, snorkelling, and canyoning to diversify guests' leisure. Offering a convenient location… More

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