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2026-07-01
2026-07-02
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Hotels in Key West near Smathers Beach

The Flagler Room At Inn On Fleming Key West!

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

Located just an 8-minute walk from the Key West First Legal Rum Distillery, The Flagler Room At Inn On Fleming Key West! villa offers windsurfing, snorkelling, and fishing to diversify guests'… More

From US$ 452 Book Now

The Inn On Fleming

1016 Fleming Street, Key West, United States View map

**Discover Tranquility at The Inn on Fleming, Key West** More

From US$ 347 Book Now

Sans Souci

1110 Elgin Lane, Key West, United States View map

Located just a 5-minute walk from the Key West Historic Seaport, Sans Souci Villa Key West features a swimming pool and can accommodate up to 7 guests. This 3-bedroom villa features opportunities for… More

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Casa Grande By Avantstay

515 Amelia Street, Key West, United States View map

Offering a swimming pool that comes with a patio, the welcoming Casa Grande By Avantstay Key West is located merely an 8-minute walk from the downtown commercial zoned Duval Street. Offering guests… More

From US$ 1074 Book Now

Pescado Penthouse On Duval

Key West, United States View map

Pescado Penthouse On Duval Villa Key West offers proximity to such city sites as the Key West Butterfly and Nature Conservatory, located approximately a 5-minute walk away. More

From US$ 191 Book Now

Yellowfin Ledge

1201 Duval Street 2, Key West, United States View map

The 1-bedroom Yellowfin Ledge Key West villa, located merely a 6-minute walk from the historical Key West Lighthouse, can host up to 3 guests. More

From US$ 954 Book Now

Pescado Penthouse

1201 Duval Street, Key West, United States View map

The 3-bedroom Pescado Penthouse Villa Key West, located just a 6-minute walk from the historic Key West Lighthouse, can host up to 9 guests. More

From US$ 1172 Book Now

Kingfish Keep

1201 Duval Street 3, Key West, United States View map

Situated just a 5-minute walk from Southernmost Point of the Continental US Monument, Kingfish Keep Villa Key West is ideal for up to 4 guests. More

From US$ 421 Book Now

Wahoo Way

1201 Duval Street 1, Key West, United States View map

**Wahoo Way Villa: A Caribbean Haven in Key West** Lastly, location is paramount at this exquisite villa. More

From US$ 227 Book Now

Casa De Cuba

518 Virginia Street, Key West, United States View map

Situated about 5 minutes' walk from the Ernest Hemingway Home and Museum, the 3-bedroom Casa De Cuba Villa Key West entices guests with windsurfing, snorkelling, and canoeing in the area. More

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A Place In Paradise

526 Porter Lane, Key West, United States View map

A Place In Paradise Holiday home hosts up to 6 guests in vicinity of Key West Aquarium. The accommodation features a kitchen and 2 bedrooms. Guests of A Place In Paradise Holiday home can make use of… More

From US$ 500 Book Now

Crowner'S Jewel

516 Porter Lane, Key West, United States View map

Crowner'S Jewel Villa is located in Downtown Key West district of Key West and consists of 2 bedrooms, a kitchen and 3 bathrooms. More

From US$ 418 Book Now

Eden House

1015 Fleming Street, Key West, United States View map

The Eden House is the original Key West hotel laden with art-deco designs and nestled amid lush landscapes. This historic hotel offers a peaceful haven amid beautiful surroundings and brims with… More

From US$ 235 Book Now

New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool

Duval Street 1075, Key West, United States View map

Up to 6 guests can stay at the 2-bedroom New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool Key West and enjoy the Key West Lighthouse and Keeper's Quarters Museum, located approximately a 5… More

From US$ 343 Book Now

Duval Breeze By Avantstay

1075 Duval St #30, Key West, United States View map

The welcoming Duval Breeze By Avantstay Key West villa provides easy access to various city attractions, such as the Key West Butterfly and Nature Conservatory, situated merely 6 minutes' walk away. More

From US$ 1572 Book Now

Duval Sea Turtle By Avantstay

1075-29 Duval Square, Key West, United States View map

Located only 6 minutes' walk from the Key West Aquarium, the 1-bedroom Duval Sea Turtle By Avantstay Key West villa boasts a swimming pool, a hot tub for a relaxing experience. Offering Wi-Fi, this… More

From US$ 551 Book Now

New! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking

Duval Street 1075, Key West, United States View map

**Welcome to Villa Positano - Duval Square Condo** Nestled in the vibrant heart of Duval, the Villa Positano presents an exquisite retreat blending contemporary elegance with a touch of coastal charm. More

From US$ 718 Book Now

Sea Esta Suite - Duval Square

1075 Duval Street R11, Key West, United States View map

The 115 m² Sea Esta Suite - Duval Square Key West is situated merely a 6-minute walk from Southernmost Point of the Continental US Monument and 5 km from Key West International airport. More

From US$ 748 Book Now

Southernmost Vistas By Last Key Realty

1327 Whitehead Street, Key West, United States View map

Situated just a 5-minute walk from the Ernest Hemingway Home and Museum, Southernmost Vistas By Last Key Realty Key West villa is ideal for up to 10 guests. More

From US$ 528 Book Now

The Green Gawdess

1325 Whitehead Street, Key West, United States View map

Featuring a swimming pool, the 4-bedroom The Green Gawdess Key West villa is located within 5 minutes' walk of the Ernest Hemingway Home and Museum and is suitable for up to 8 guests. Guests can… More

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La Te Da - Adult Only, 21 Or Older

1125 Duval Street, Key West, United States View map

Experience the unparalleled beauty and charm of the La Te Da Hotel, an adult-only retreat nestled on the historic 1125 Duval Street. The property, crafted in 1892, is an establishment soaked in Key… More

From US$ 320 Book Now

Kw42 Bahama House

522 Bahama Street Key West Historic District, Key West, United States View map

Situated in the Downtown Key West district, a mere 1.9 km from the Fort Zachary Taylor, Bahama House Villa Key West comes with a swimming pool for guests to unwind. Guests can enjoy cycling and… More

From US$ 1360 Book Now

Southernmost View -Pool & Water Views

Whitehead Street 1315, Key West, United States View map

Situated approximately a 5-minute walk from the even Southernmost Point, the 4-bedroom Southernmost View -Pool & Water Views Key West villa is ideal for up to 8 guests. Located a mere 1.6 km from the… More

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Dance Of The Butterflies By Last Key Realty

1323 Whitehead Street, Key West, United States View map

Dance Of The Butterflies By Last Key Realty Key West villa provides easy access to various city attractions, such as the Key West Lighthouse and Keeper's Quarters Museum, situated approximately a 5… More

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Duval Square Penthouse

1075 Duval Street, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious 228 m² Duval Square Penthouse Apartment Key West, which is just 1.2 km from the shopping mall "Clinton Square Market" and approximately 10… More

From US$ 1378 Book Now

Bahamian Reed

510 Porter Lane, Key West, United States View map

Bahamian Reed Holiday home is set in Downtown Key West district of Key West and offers accommodation with a fully equipped kitchen and 1 bedrooms. More

From US$ 600 Book Now

Quiet Pour @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States View map

Featuring Wi-Fi in the rooms, Quiet Pour @ Speakeasy Inn Key West! sits merely an 8-minute walk from the historic Saint Mary Star of the Sea Church. This guest house also includes a car park. More

From US$ 301 Book Now

Smuggler'S Cove @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States View map

Featuring Wi-Fi in the rooms, Smuggler'S Cove @ Speakeasy Inn Key West! is about a 20-minute walk from the Bayview Park. This guest house also includes a car park. More

From US$ 521 Book Now

Nightcap @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States View map

Located around 400 metres from the Key West Lighthouse and Keeper's Quarters Museum, Nightcap @ Speakeasy Inn Key West! is around 5 minutes' walk from the Key West Butterfly and Nature Conservatory. More

From US$ 251 Book Now

Bootlegger Bay @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States View map

Bootlegger Bay @ Speakeasy Inn Key West! is situated in the centre of Key West merely 1.5 km from the Key West Aquarium. This Key West guest house provides Wi-Fi in the rooms. More

From US$ 242 Book Now

After Hours @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States View map

Featuring Wi-Fi in the rooms, After Hours @ Speakeasy Inn Key West! sits 18 minutes' walk from the Ripley's Believe It or Not. This guest house also includes a car park. More

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Hideaway @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States View map

Located only 400 metres from the historic Key West Lighthouse, Hideaway @ Speakeasy Inn Key West! offers Wi-Fi in the rooms and parking. This Key West guest house is in the Downtown Key West district… More

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Night Watch @ Speakeasy Inn Key West!

1117 Duval St., Key West, United States View map

Offering snorkelling and fishing, Night Watch @ Speakeasy Inn Key West! is located right in the centre of Key West, only 5 minutes' walk from the Key West Butterfly and Nature Conservatory. The guest… More

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Heron House Court (Adults Only)

412 Frances St, Key West, United States View map

With Key West International Airport a mere 10 km away, and easily accessible trolley and walking tours available, Heron House and Heron House Court redefine your Key West experience, blending… More

From US$ 339 Book Now

Casa Bonita @ Duval Square R1

Key West, United States View map

To enjoy your vacation in Key West, stay at Casa Bonita @ Duval Square R1 Apartment Key West, which is nearly a 5-minute walk from the historical Key West Lighthouse and 2.3 km from the USCGC Ingham… More

From US$ 352 Book Now

Casa Key West-Pool & Free Parking

Duval Street 1075, Key West, United States View map

The 3-bedroom Casa Key West-Pool & Free Parking Villa accommodates up to 8 guests and offers proximity to Southernmost Point of the Continental US Monument, located merely a 5-minute walk away. More

From US$ 1170 Book Now

The Speakeasy Inn And Rum Bar

1117 Duval Street, Key West, United States View map

The Speakeasy Inn And Rum Bar Key West offers proximity to the Harry S. Truman Little White House, which is located 18 minutes' walk away. More

From US$ 189 Book Now

Casabella Duval Square

1075 Duval Street, Key West, United States View map

The 3-room Casabella Duval Square Apartment Key West is situated just a 6-minute walk from the even Southernmost Point and 5 km from Key West International airport. The spacious 115 m² apartment also… More

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Thalias Retreat

1075 Duval St #R23, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious 113 m² Thalias Retreat Apartment Key West, which is only 1.1 km from the 19 - acre Key West Cemetery and just moments from the Key West… More

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Bahama Breeze

416 Louisa Street, Key West, United States View map

The 3-bedroom Bahama Breeze Villa Key West offers swift access to various city sites, such as the Key West Lighthouse and Keeper's Quarters Museum, situated approximately a 5-minute walk away. Guests… More

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First Breath By Avantstay

1106 Eaton Street, Key West, United States View map

Situated a 6-minute walk from the Papa's Pilar Rum Distillery, the welcoming First Breath By Avantstay Key West villa entices guests with views of the pool. More

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Speakeasy Inn & Rum Bar

1117 Duval Street, Key West, United States View map

Guests of Speakeasy Inn & Rum Bar Key West can enjoy access to the USCGC Ingham Maritime Museum, located 17 minutes' walk away. More

From US$ 179 Book Now

Amelia House

Key West Florida 33040, Key West, United States View map

Amelia House Villa Key West offers quick access to such city attractions as the South Beach, located nearly a 5-minute walk away. More

From US$ 270 Book Now

Slack Tide On Duval Street

1130 Duval Street, Key West, United States View map

The 116 m² Slack Tide On Duval Street Key West apartment lies in the Downtown Key West district of Key West and offers swift access to the downtown commercial zoned Duval Street, which is just an 8… More

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Casa Lima

718 Windsor Lane, Key West, United States View map

Located merely 5 minutes' walk from the Key West Historic Seaport, Casa Lima Villa Key West boasts a swimming pool and can accommodate up to 6. This villa features opportunities for windsurfing… More

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Duval Street Retreat

1124 Duval Street A, Key West, United States View map

The 2-bedroom Duval Street Retreat Villa Key West offers swift access to various city sites, such as the historic Key West Lighthouse, situated about a 5-minute walk away. More

From US$ 515 Book Now

Duval Hideaway

1124 Duval Street B, Key West, United States View map

**Discover the Duval Hideaway Villa in the Heart of Key West** Conveniently located, the villa is within walking distance to the bustling nightlife and unique shops that Duval Street is renowned for. More

From US$ 515 Book Now

Southernmost Retreat

1124 Duval Street, Key West, United States View map

Welcome to the Southernmost Retreat, a luxurious haven nestled in the vibrant heart of Duval Street. This exquisite retreat captures the essence of Key West's charm, blending chic decor with a… More

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Casita De Catherine By Avantstay

427 B Catherine St, Key West, United States View map

Located around 5 minutes' walk from the Key West Butterfly and Nature Conservatory, the 0-bedroom Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub Key West villa offers quick access to… More

From US$ 446 Book Now

Nassau Suite Key West

921 Center Street #12, Key West, United States View map

**Nassau Suite Key West** is nestled in the vibrant heart of Duval, offering an enchanting retreat that perfectly blends luxury with a lively atmosphere. This striking suite boasts elegant leather… More

From US$ 431 Book Now