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2026-03-23
2026-03-24
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Hotels in Key West near Smathers Beach

The Inn On Fleming

1016 Fleming St., 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

During the stay at Sans Souci Villa Key West, guests can indulge in windsurfing, snorkelling, and canoeing or visit South Beach, located 25 minutes' walk away. More

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Pescado Penthouse On Duval

Key West, United States View map

Pescado Penthouse On Duval Villa is located within 400 metres of The Ernest Hemingway Home and Museum and 10 minutes' drive to Key West International airport. The property features a kitchenette with… More

From US$ 191 Book Now

Casa Grande By Avantstay Dt Key West Near South Beach W Pool

515 Amelia Street, Key West, United States View map

Key West Aquarium is 1.4 km from Casa Grande By Avantstay Dt Key West Near South Beach W Pool, while Higgs Beach is 15 minutes on foot from here. The villa comprises 5 bedrooms and a fully equipped… More

From US$ 1074 Book Now

Yellowfin Ledge

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

Situated around a 25-minute walk from White Street Pier, the 1-bedroom Yellowfin Ledge Key West villa provides access to numerous tourist attractions in the area. More

From US$ 432 Book Now

Pescado Penthouse

1201 Duval Street, Key West, United States View map

The 3-bedroom Pescado Penthouse Villa Key West offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes' walk away. More

From US$ 2408 Book Now

Kingfish Keep

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

Located a 19-minute walk from Truman Little White House, Kingfish Keep Villa Key West gives access to various tourist sites in the vicinity. 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 merely 6 minutes' walk from the even Southernmost Point, the 2-bedroom Casa De Cuba Villa Key West entices guests with windsurfing, snorkelling, and canoeing in the area. More

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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

Duval Sea Turtle By Avantstay Great Location Close To Shops Shared Pool

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

This 2-bathroom villa is at 300 metres from The Ernest Hemingway Home and Museum and walking distance from the even Southernmost Point. The Key West villa also features a kitchen and amenities such… More

From US$ 551 Book Now

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

Duval Street 1075, Key West, United States View map

Situated in the Duval district, the 3-bedroom New Casa Caribe By Brightwild- Two-Story Condo Rooftop Pool right next to Key West Butterfly and Nature Conservatory and nearly 20 minutes' walk from the… More

From US$ 343 Book Now

Duval Breeze By Avantstay Great Location Close To Beach Nightlife Shared Pool Week Long Stays

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

South Beach is a mere 500 metres from the 2-bedroom and 2-bathroom villa, set right in the centre of Key West. A full kitchen with coffee/tea making equipment, fridges and an oven is included at this… More

From US$ 1572 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$ 458 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

Southernmost Vistas By Last Key Realty Key West villa offers proximity to nearby tourist spots, such as San Carlos Institute, situated around 800 metres away. More

From US$ 528 Book Now

The Green Gawdess

1325 Whitehead Street, Key West, United States View map

The 3-bedroom The Green Gawdess Key West villa is located about 200 metres from The Ernest Hemingway Home and Museum and features a swimming pool as well as a terrace for guests' pleasure. This Key… 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$ 360 Book Now

Bahama House

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

Situated in Key West, within 350 metres of Southernmost Point, the 3-bedroom Bahama House Villa provides accommodation with free self parking, an outdoor swimming pool and a picnic area. This Key… More

From US$ 2223 Book Now

Southernmost View -Pool & Water Views

Whitehead Street 1315, Key West, United States View map

Located in the Duval district with South Beach nearby, the 4-bedroom Southernmost View Villa lies 1.2 km from the vintage parish "Saint Paul's Episcopal Church of Key West". Offering free parking and… More

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Dance Of The Butterflies By Last Key Realty

1323 Whitehead Street, Key West, United States View map

The 3-bedroom Dance Of The Butterflies By Last Key Realty Key West villa offers quick access to such city attractions as Southernmost Point of the Continental US, located just 6 minutes' walk away. 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 Clinton Square Market and within 25 minutes' walk of White Street… More

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Speakeasy Inn (Adults Only)

1117 Duval Street, Key West, United States View map

Located 10 minutes by car from Smathers Beach, the 3-star Speakeasy Inn Key West offers spacious rooms 19 minutes' walk from the top family-friendly place like Key West Aquarium. This budget inn… More

From US$ 253 Book Now

Quiet Pour @ Speakeasy Inn Key West!

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

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Nightcap @ Speakeasy Inn Key West!

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

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Bootlegger Bay @ Speakeasy Inn Key West!

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

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After Hours @ Speakeasy Inn Key West!

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

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Hideaway @ Speakeasy Inn Key West!

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

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Night Watch @ Speakeasy Inn Key West!

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

Featuring Wi-Fi in the rooms, Night Watch @ Speakeasy Inn Key West! is just 1.5 km from the Truman Little White House|the Harry S. Truman Little White House. The guest house also includes a car park. More

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Smuggler'S Cove @ Speakeasy Inn Key West!

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

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From US$ 498 Book Now

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 Key West-Pool & Free Parking

Duval Street 1075, Key West, United States View map

The 3-bedroom Casa Key West At Duval Square Villa in Key West is a mere 1.3 km from Higgs Beach. A fully furnished kitchen with a microwave, coffee/tea making facilities and fridges is included at… More

From US$ 1090 Book Now

Casa Bonita @ Duval Square R1

Key West, United States View map

Located 16 minutes' stroll from Key West Garden Club, Casa Bonita @ Duval Square R1 Apartment Key West is 1.6 km from a top family-friendly place like Key West Aquarium. More

From US$ 352 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 a terrace, located merely 1.8 km from White Street Pier. Featuring 7 rooms with views of the city, the hotel is a few minutes' drive from Florida Keys… More

From US$ 189 Book Now

Casabella Duval Square

1075 Duval Street, Key West, United States View map

Located a mere 1 km from Red Barn Theatre, the 3-room Casabella Duval Square Apartment Key West is within a 5-minute drive of a top family-friendly place like Key West Aquarium. Guests have the… More

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Thalias Retreat

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

Curry Mansion is 16 minutes' stroll from Thalias Retreat Apartment Key West, while The Ernest Hemingway Home and Museum is situated nearby. Active guests might as well try windsurfing, snorkelling… More

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Bahama Breeze

416 Louisa Street, Key West, United States View map

Located a mere 6 minutes' walk from Southernmost Point of the Continental US, the 3-bedroom Bahama Breeze Villa Key West offers opportunities for windsurfing, snorkelling, and canoeing in the area. More

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First Breath By Avantstay Close To Old Town W Pool Month Long Stays Only

1106 Eaton Street, Key West, United States View map

The 3-bedroom villa is just 1.2 km from Truman Little White House and less than 10 minutes on foot from from the Minor Saint Mary Star of the Sea Basilica. Guests, staying at this villa, can use an… More

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Speakeasy Inn & Rum Bar

1117 Duval Street, Key West, United States View map

Set in Duval with unique, island inspired Small Plates with bold Caribbean spices and fresh local seafood, 1.5 km from the bustling plaza "Mallory Square", the quaint Speakeasy Inn & Rum Bar Key West… More

From US$ 179 Book Now

Amelia House

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

The 3-bedroom Amelia House Villa is located near the downtown commercial zoned Duval Street, at a 1.2 km distance from the fully accredited Mel Fisher Maritime Heritage Museum. The property also has… More

From US$ 270 Book Now

Slack Tide On Duval Street

1130 Duval Street, Key West, United States View map

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Casa Lima

718 Windsor Lane, Key West, United States View map

The 2-bedroom Casa Lima Villa Key West offers quick access to such city attractions as Caroline Street, located approximately 5 minutes' walk away. This villa features opportunities for windsurfing… More

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Casa Bonita - Duval Square

1075 Duval Street R1, Key West, United States View map

Casa Bonita - Duval Square Villa Key West offers proximity to such city sites as Southernmost Point of the Continental US, located only a 6-minute walk away. More

From US$ 951 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$ 1284 Book Now

Duval Street Retreat

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

Located just 1.5 km from Memorial Sculpture Garden, the 1-bedroom Duval Street Retreat Villa Key West provides access to various tourist attractions in the vicinity. More

From US$ 1284 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 1 Block To Duval St W Hot Tub

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

The even Southernmost Point is set about a 5-minute stroll from the 1-bedroom Casita De Catherine By Avantstay 1 Block To Duval St W Hot Tub. Located off South Beach, this Key West villa is just near… 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$ 546 Book Now

Bonaire Suite

921 Center St #7, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Bonaire Suite Key West, which is approximately 25 minutes' walk from Key West Express and a mere 1.4 km from Vandenberg Wreck. The apartment… More

From US$ 515 Book Now

Orchid Suite

921 Center St #4, Key West, United States View map

The 1-room Orchid Suite Key West is situated a few moments from Key West Lighthouse and Keeper's Quarters Museum and 10 km from Key West International airport. Guests can enrich their stay with… More

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