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2026-11-05
2026-11-06
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Hotels in Smathers Beach area of Florida

Osprey Colony

714 Olivia St, Key West, United States Show map

At Osprey Colony Villa Key West, guests can enjoy windsurfing, snorkelling, and canyoning as well as a location just 7 minutes' walk from Key West Butterfly and Nature Conservatory. Located right… More

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Island Style Colony

714 Olivia St, Key West, United States Show map

Located 0.6 km from the downtown commercial zoned Duval Street, Island Style Colony Villa Key West boasts a swimming pool and can accommodate up to 4. This 1-bedroom villa features opportunities for… More

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Hidden Oasis Colony

714 Olivia St, Key West, United States Show map

Located just a 7-minute walk from the downtown commercial zoned Duval Street, the 1-bedroom Hidden Oasis Colony Villa Key West is suitable for 4 guests and provides a swimming pool to relax in. This… More

From US$ 406 Book Now

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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Tumis Time Out By Avantstay

606 Truman Ave #4, Key West, United States Show map

Located in the Duval district, a 6-minute walk from Saint Mary Star of the Sea Basilica, Tumis Time Out By Avantstay Key West villa offers pool views. Providing guests with Wi-Fi and parking, the 2… More

From US$ 251 Book Now

Southernmost Point Guest House & Garden Bar

1327 Duval Sreet, Key West, United States Show map

Offering a terrace and a picnic area, Southernmost Point Guest House & Garden Bar Key West lies in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, 17… More

From US$ 253 Book Now

Avalon Bed And Breakfast (Adults Only)

1317 Duval Street, Key West, United States Show map

Located merely 1 km from the downtown commercial zoned Duval Street, Avalon Bed And Breakfast Key West is a mere 5 minutes' walk from Key West Butterfly and Nature Conservatory. Offering a plunge… More

From US$ 273 Book Now

Escape On Fleming

1110 Fleming Street #1, Key West, United States Show map

The spacious 119 m² Escape On Fleming Apartment Key West boasts a prime location merely 9 minutes on foot from Nancy Forrester's Secret Garden. Located in the Downtown Key West district, a stone's… More

From US$ 145 Book Now

Louisa House

521 Louisa Street, Key West, United States Show map

Offering a swimming pool, the 4-bedroom Louisa House Villa Key West is situated just a 6-minute walk from Southernmost Point of the Continental US Monument and can accommodate up to 10 guests. This 1… More

From US$ 1399 Book Now

Southernmost House - Adult Exclusive

1400 Duval Street, Key West, United States Show map

The smoke-free Southernmost House - Adult Exclusive Key West hotel is situated in Duval with one of Key West's top culinary experiences, about a 10-minute walk from The Ernest Hemingway Home and… More

From US$ 232 Book Now

Villa Cubana By Last Key Realty

606 Truman Avenue #5, Key West, United States Show map

Located within a 700-metre distance of the downtown commercial zoned Duval Street, Villa Cubana By Last Key Realty Key West is suitable for 4 guests and provides a swimming pool to relax in. Located… More

From US$ 848 Book Now

Parrotville

606 Truman Ave #12, Key West, United States Show map

Featuring a swimming pool, the spacious 2-bedroom Parrotville Key West apartment is within 5 minutes' walk of The Ernest Hemingway Home and Museum. Also, windsurfing, snorkelling, and canyoning can… More

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The Conch House Heritage Inn

625 Truman Ave, Key West, United States Show map

Offering luggage storage, The Conch House Heritage Inn Key West lies in the Downtown Key West district, about 500 metres from Key West Lighthouse and Keeper's Quarters Museum and 16 minutes' walk… More

From US$ 345 Book Now

Keys Please!

Louisa Street 514, Key West, United States Show map

Keys Please! Villa Key West accommodates guests in the Duval district, a 12-minute walk from the vintage parish "Saint Paul's Episcopal Church of Key West", and offers a private garden for guests to… More

From US$ 1910 Book Now

Maison Tropicale By Last Key Realty

510 Frances Street, Key West, United States Show map

Maison Tropicale By Last Key Realty Key West enjoys a prime location, a 12-minute walk from the bustling plaza "Mallory Square", and offers guests to unwind in a Jacuzzi. Offering parking as well as… More

From US$ 367 Book Now

Old Town Getaway

730 Passover Lane, Key West, United States Show map

Up to 4 guests can stay at the 1-bedroom Old Town Getaway Villa Key West and enjoy Papa's Pilar Rum Distillery, located approximately 500 metres away. Located merely 5 minutes' walk from the 19… More

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Passover Cottage

Passover Lane, Key West, United States Show map

Featuring a swimming pool, the 2-bedroom Passover Cottage Key West is located around a 5-minute walk from the very unusual Key West Cemetery and is suitable for up to 4 guests. More

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Passover Cottage

Key West, United States Show map

Located within 5 minutes' walk of Key West Historic Seaport, Passover Cottage Key West offers quick access to various city attractions in the vicinity. More

From US$ 564 Book Now

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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Breezy Retreat

606 Truman Avenue, Key West, United States Show map

Featuring an outdoor swimming pool, Breezy Retreat Villa Key West is suitable for up to 4 people and is located a 16-minute walk from Key West Aquarium. Providing guests with Wi-Fi and parking, this… More

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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

Kw335Wk Dancing Palms

606 Truman Ave 9, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Kw335Wk Dancing Palms Villa Key West is suitable for up to 4 people and is located nearly a 25-minute walk from Fort Zachary Taylor. The villa boasts… More

From US$ 533 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

Margaret Street Retreat

628 Margaret St, Key West, United States Show map

Situated about a 5-minute walk from Key West Historic Seaport, Margaret Street Retreat Villa Key West provides access to numerous tourist attractions in the area. More

From US$ 615 Book Now

Baya House

606 Truman Ave, #13, Key West, United States Show map

Situated within 5 minutes' walk of Saint Mary Star of the Sea Basilica, Baya House Villa Key West offers easy access to numerous tourist spots in the area. More

From US$ 321 Book Now

Kw271Flr Sunset Bay

H31 Miriam St., Key West, United States Show map

Kw271Flr Sunset Bay Villa Key West is located a 10-minute walk from Thompson Island and invites guests to join snorkelling, diving, and canyoning. The 3-bedroom villa hosts up to 11 guests and… 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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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

Relaxing Island Home Great Location Stylish

Olivia Street 709, Key West, United States Show map

Offering access to entertainment venues such as Papa's Pilar Rum Distillery, situated only 1.4 km away, the 1-bedroom Relaxing Island Home Great Location Stylish Key West can host up to 4 guests. 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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Absolutely Paradise

1011 Simonton Street #3, Key West, United States Show map

Located around 5 minutes on foot from The Ernest Hemingway Home and Museum, the 3-bedroom Absolutely Paradise Key West villa can accommodate up to 8 guests, providing them with a sauna for a relaxing… More

From US$ 1973 Book Now

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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Ecco Domani By Avantstay

1011-2 Simonton St, Key West, United States Show map

Located only 6 minutes' walk from The Ernest Hemingway Home and Museum, the 3-bedroom Ecco Domani By Avantstay Key West villa boasts an outdoor swimming pool and can accommodate up to 6. Providing… More

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Elizabeth'S Secret - Old Town Key West

910 Elizabeth St, Key West, United States Show map

Nestled an 18-minute walk from Papa's Pilar Rum Distillery, Elizabeth'S Secret - Old Town Key West Villa entices guests to explore various tourist destinations nearby. More

From US$ 1566 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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Truman Hotel

611 Truman Avenue, Key West, United States Show map

The 3-star Truman Hotel Key West, located merely a 9-minute walk from the downtown commercial zoned Duval Street and about 2 km from Key West Garden Club, features a heated pool for guests to take a… More

From US$ 224 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

Paradise Found

711 William Street, Key West, United States Show map

Offering a steam room and a sauna for a relaxing experience, Paradise Found Key West villa is located an 18-minute walk from the waterfront Mallory Square. The 2-bedroom holiday home features… 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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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

Kw143Flr Olivia Street Retreat

630 Olivia Street, Key West, United States Show map

The 1-bedroom Kw143Flr Olivia Street Retreat Villa Key West offers quick access to such city attractions as the 19 - acre Key West Cemetery, located just a 6-minute walk away. Offering a prime… More

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Kw378Flr Periwinkle Place

604 Truman Ave, Key West, United States Show map

The 1-bedroom Kw378Flr Periwinkle Place Key West villa, located just 5 minutes' walk from the historic Key West Lighthouse, can host up to 4 guests. This property features opportunities for… More

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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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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

Carsten Lane Cottage

816 Carsten Lane, Key West, United States Show map

Situated 9 minutes' walk from the downtown commercial zoned Duval Street, Carsten Lane Cottage Key West is ideal for up to 5 guests. Located a short way from The Ernest Hemingway Home and Museum, the… More

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The Geiger Suite At Inn On Fleming Key West!

1016 Fleming St., Key West, United States Show map

Offering air-conditioned rooms and Wi-Fi in the rooms, the 3-star The Geiger Suite At Inn On Fleming Key West! is a mere 1 km from US 1 Mile Marker 0 and a 14-minute stroll from the downtown… More

From US$ 380 Book Now

The Truman Room At Inn On Fleming Key West!

1016 Fleming St., Key West, United States Show map

The comfortable The Truman Room At Inn On Fleming Key West! is located in Key West, nearly a 25-minute walk from the even Southernmost Point, and offers an outdoor swimming pool. Wi-Fi is included in… More

From US$ 305 Book Now