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2026-02-27
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Hotels in Key West near Sloppy Joe's Key West

Truman @ Duval

Key West, United States View map

Nestled in the vibrant heart of Duval Street, Truman @ Duval invites guests to indulge in the quintessential Key West experience. More

From US$ 210 Book Now

Old Town Suites

517 Truman Avenue, Key West, United States View map

Indulge in a home-away-from-home experience at the Old Town Suites, immaculately nestled in Old Town Key West at the corner of Thomas and Angela Streets. This true Floridian gem is situated blocks… More

From US$ 114 Book Now

Key To Paradise

903 Windsor Ln, Key West, United States View map

**Welcome to Key To Paradise Key West**, a serene escape that perfectly combines luxury with the vibrant charm of Florida's southernmost point. Situated just 5 km from Key West International Airport,… More

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Truman Hotel

611 Truman Avenue, Key West, United States View map

Located amidst the lively color and charm of Key West's Old Town, Truman hotel is a trendy boutique property exceptional in both style and service. Distinguished as one of the area's hipper havens… More

From US$ 224 Book Now

Serenity By Avantstay Guest House In Old Town W Shared Pool Month Long Stays Only

907 Emma St, Key West, United States View map

This villa is set in Key West, 0.7 km from the even Southernmost Point and within 5 minutes' stroll of The Ernest Hemingway Home and Museum. The Key West villa is composed of 1 bedroom, an equipped… More

From US$ 204 Book Now

Almond Tree Inn - Adults Only

512 Truman Ave, Key West, United States View map

Welcome to the Almond Tree Inn - Adults Only, a tranquil oasis perfectly situated in the Key West Historic District. Discreetly nestled among towering almond trees, this unassuming two-story property… More

From US$ 201 Book Now

The Conch House Heritage Inn

625 Truman Ave, Key West, United States View map

Located within 20 minutes' walk of Ripley's Believe It or Not Museum, the 3-star The Conch House Heritage Inn Key West features Wi-Fi in public areas and private parking nearby. The bed & breakfast… More

From US$ 417 Book Now

Casa Serendipity By Last Key Realty

1101 Angela Street, Key West, United States View map

Located 25 minutes' walk from Key West Butterfly and Nature Conservatory, Casa Serendipity By Last Key Realty Key West gives access to various tourist sites in the vicinity. More

From US$ 1544 Book Now

Periwinkle Place

604 Truman Ave Unit 3, Key West, United States View map

**Welcome to Periwinkle Place Key West** Conveniently situated on Duval Street, Periwinkle Place allows easy access to the best of Key West's attractions, from vibrant nightlife to pristine beaches. More

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Orchid Key Inn - Adults Only

1004 Duval Street, Key West, United States View map

Orchid Key Inn is an adults-only haven located at the heart of Key West on Duval Street. Renowned for its distinctive decor and unique charm, this 4-star establishment prides itself on being… More

From US$ 156 Book Now

Chelsea House Hotel - Key West

709 Truman Ave, Key West, United States View map

The 3-star Chelsea House Hotel - Key West is situated in the historical district of Key West, 1.7 km from Key West Aquarium, which is highly recommended for a family visit. Located within close… More

From US$ 168 Book Now

Baya House

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

**Baya House: A Premiere Stay in Key West** Nestled in the vibrant heart of Downtown Key West, Baya House invites travelers to indulge in a blend of comfort and elegance. More

From US$ 321 Book Now

Windsor Townhomes 3

915 Windsor Lane, Key West, United States View map

To enjoy your vacation in Key West, stay at Windsor Townhomes 3 Key West, which is merely 100 metres from Key West Lighthouse and Keeper's Quarters Museum and within 10 minutes' walk of San Carlos… More

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Winslow'S Bungalows - Key West Historic Inns

725 Truman Avenue, Key West, United States View map

Comprising 85 rooms, the 4-star Winslow'S Bungalows - Key West Historic Inns is near an entertainment district, only 1.9 km from the Higgs Beach Dog Park. Situated within reach of the Ernest… More

From US$ 471 Book Now

Villa Cubana By Last Key Realty

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

The 2-bedroom Villa Cubana By Last Key Realty Key West is located only a 12-minute walk from Southernmost Point of the Continental US, giving access to various tourist spots nearby. More

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The Ibis & The Crane By Last Key Realty

909-911 Windsor Lane, Key West, United States View map

Located nearly a 20-minute walk from Bayview Park, the 8-bedroom The Ibis & The Crane By Last Key Realty Key West villa provides access to various tourist attractions in the vicinity. More

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Windsor Townhomes 4

917 Windsor Lane, Key West, United States View map

Located only 1.4 km from Mallory Square, Windsor Townhomes 4 Key West is 16 minutes' walk from a top family-friendly place like Key West Aquarium. More

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Windsor Townhomes 5

806 Johnson Lane, Key West, United States View map

**Windsor Townhomes 5: A Quintessential Key West Retreat** More

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Parrotville

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

The spacious Parrotville Key West apartment is nestled in the Downtown Key West district, a 5-minute walk from the seafood restaurant Blackfin Bistro. The opportunity for windsurfing, snorkelling… More

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The Contented Crane By Last Key Realty

909 Windsor Lane, Key West, United States View map

The 4-bedroom The Contented Crane By Last Key Realty Key West villa offers proximity to such city sites as Southernmost Point of the Continental US, located just a 6-minute walk away. More

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The Smiling Ibis By Last Key Realty

911 Windsor Lane, Key West, United States View map

Nestled in the vibrant heart of Key West, The Smiling Ibis By Last Key Realty offers guests a charming escape just 5 km from Key West International Airport. More

From US$ 1650 Book Now

Windward Breeze

606 Truman Ave #7, Key West, United States View map

Located right in the centre of Key West, the 117 m² Windward Breeze Apartment Key West offers fast access to Fort Zachary Taylor about 20 minutes' walk away. Guests can make the most of their stay at… More

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Absolutely Paradise

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

During the stay at Absolutely Paradise Key West villa, guests can indulge in canoeing, cycling, and fishing or visit the Fort Zachary Taylor, located 20 minutes' walk away. More

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Ecco Domani By Avantstay Gorgeous Home W Pool Balcony In Great Location Month Long Stays Only

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

The villa is set in Key West, 15 minutes' walk from the shopping mall "Clinton Square Market" and about 10 minutes' drive from Key West Garden Club. The Key West villa features 2 bathrooms and boasts… More

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Windsor Townhomes 6

808 Johnson Lane, Key West, United States View map

Windsor Townhomes 6 Key West is situated right in the centre of Key West, just 1.6 km from Fort Zachary Taylor. Guests can also enhance their experience by participating in canoeing, hiking, and… More

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The Mermaid & The Alligator

729 Truman Avenue, Key West, United States View map

Key West is as you unwind at 'The Mermaid & The Alligator'. Set within a 1904 Queen Anne Victorian mansion, explore the distinctive style of angled bay windows, sloping gabled rooftops, and lush… More

From US$ 519 Book Now

Julia Whitehead Guest Suites

1011 Whitehead St Master, Key West, United States View map

Julia Whitehead Guest Suites is situated in Key West, at 450 metres from Duval Street and merely 0.6 km from South Beach. The 3-bedroom villa also comes with a kitchen complete with a microwave oven,… More

From US$ 458 Book Now

Breezy Retreat

606 Truman Avenue, Key West, United States View map

The 2-bedroom Breezy Retreat Villa Key West is located just 1.5 km from Key West First Legal Rum Distillery and provides a swimming pool, ensuring a relaxing stay. More

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Mermaid'S Retreat

1011 Whitehead St. #3 (Middle Unit), Key West, United States View map

Guests can stay at the 2-room Mermaid'S Retreat Apartment Key West, which is located in the centre of Key West and approximately 25 minutes' walk from Fort Zachary Taylor Historic State Park. More

From US$ 365 Book Now

The Coral Cove

1011 Whitehead St. Unit 4 (Lower Unit), Key West, United States View map

The 1-room The Coral Cove Apartment Key West is situated in the centre of Key West, just 6 minutes' walk from the even Southernmost Point. This 37 m^2 apartment with a patio is located not far from… More

From US$ 159 Book Now

Dancing Palms

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

The enchanting Dancing Palms Villa is ideally nestled in the heart of Duval. This exquisite retreat seamlessly combines the vibrant energy of Key West with the tranquility you crave, making it a… More

From US$ 533 Book Now

Seagrass Suite

1011 Whitehead St. # 2 (Upper Unit), Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Seagrass Suite Key West, which is within 1 km of Red Barn Theatre and only 13 minutes on foot from the natural history museum "Florida Keys Eco… More

From US$ 289 Book Now

Tumis Time Out By Avantstay Heart Of Old Town W Shared Pool Month Long Stays Only

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

Discover the charm of Tumis Time Out By Avantstay Heart Of Old Town, an exquisite retreat nestled in the vibrant heart of Duval. This enchanting accommodation beckons with its stylish interiors… More

From US$ 251 Book Now

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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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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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

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 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

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

Artist Condo Duval Square 7

1075 Duval Street, Key West, United States View map

If you want to stay right in the centre of Key West, the 3-room Artist Condo Duval Square 7 Key West is a perfect choice located just 1.4 km from Papa's Pilar Rum Distillery. To elevate their stay… More

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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

Villa Serena Duval Square

1075 Duval Street, Key West, United States View map

Situated a mere 1.4 km from Papa's Pilar Rum Distillery, the spacious 3-bedroom Villa Serena Duval Square Key West is right in the centre of Key West. To diversify your journey experience… More

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Duval Square Retreat

1075 Duval Street, Key West, United States View map

Duval Square Retreat Apartment Key West is located right in the centre of Key West, 19 minutes' walk from Key West First Legal Rum Distillery. Guests can make the most of their stay at this spacious… More

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Paradise Place Duval Square

1075 Duval Street, Key West, United States View map

The spacious Paradise Place Duval Square Key West apartment is located within 800 metres of US 1 Mile Marker 0 and a 19-minute walk from Key West First Legal Rum Distillery. While staying at this… 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

La Pensione Inn - Adult Exclusive

809 Truman Avenue, Key West, United States View map

**Discover the Charm of La Pensione Inn - Adult Exclusive** La Pensione Inn also offers complimentary guided tours of iconic sites such as the historic Ernest Hemingway House and Museum, where the… More

From US$ 139 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

Duval Square Courtyard Condo 31

1075 Duval Street, Key West, United States View map

The spacious 2-bedroom Duval Square Courtyard Condo 31 Key West welcomes travellers right in the centre of Key West, located around 20 minutes' walk from Fort Zachary Taylor. Such activities as… More

From US$ 952 Book Now

Casa Havana @ Duval Square R22

1075 Duval St Unit R22, Key West, United States View map

Situated in the centre of Key West, the spacious 3-bedroom Casa Havana @ Duval Square R22 Apartment Key West is just 5 minutes on foot from The Ernest Hemingway Home and Museum. More

From US$ 390 Book Now