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2026-06-03
2026-06-04
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Hotels in Key West near Jackson Square

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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Casa Havana @ Duval Square R22

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

To enjoy your vacation in Key West, stay at Casa Havana @ Duval Square R22 Key West apartment, which is around a 10-minute drive from the Smathers Beach and only 1 km from the performing arts theater… More

From US$ 390 Book Now

Lazy Gecko By Avantstay

817 Eaton Street #2, Key West, United States View map

The welcoming Lazy Gecko By Avantstay Key West villa offers swift access to various city sites, such as the Grinnell Caroline Street, situated about a 5-minute walk away. More

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Casa Havana - Duval Square

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

Situated within 5 minutes' walk of the Ernest Hemingway Home and Museum, Casa Havana - Duval Square Key West offers quick access to numerous city landmarks nearby. 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 Square Delight

1075 Duval Street R24, Key West, United States View map

Guests can stay at the spacious Duval Square Delight Apartment Key West, which is located in the centre of Key West and approximately 15 minutes' walk from the Harry S. Truman Little White House. More

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Old Town Getaway

730 Passover Lane, Key West, United States View map

The 1-bedroom Old Town Getaway Villa Key West offers quick access to such city attractions as Key West Historic Seaport, located nearly a 5-minute walk away. More

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Duval Square Courtyard Condo 31

1075 Duval Street, Key West, United States View map

Located merely 13 minutes' walk from the secluded pocket Dog Beach, the 2-room Duval Square Courtyard Condo 31 Key West is a mere 1.2 km from a top family-friendly place like the Key West Aquarium. More

From US$ 952 Book Now

Tranquility By Avantstay

714-5 Olivia St, Key West, United States View map

Located in the Downtown Key West district of Key West, a mere 6 minutes' walk from the Minor Saint Mary Star of the Sea Basilica, the 0-bedroom Tranquility By Avantstay Key West villa offers patio… More

From US$ 448 Book Now

Ibis By Avantstay

714 Olivia #11, Key West, United States View map

Staying at the 0-bedroom Ibis By Avantstay Key West villa, guests can visit Mile Marker 0 Store, which is only 1 km away. More

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Hidden Oasis Colony

714 Olivia St, Key West, United States View map

Offering a location nearly a 10-minute walk from San Carlos Institute, the 1-bedroom Hidden Oasis Colony Villa Key West gives access to various tourist spots in the area. Guests can enjoy snorkelling… More

From US$ 406 Book Now

Hidden Treasure Colony

714 Olivia St, Key West, United States View map

Situated just a 6-minute walk from Southernmost Point of the Continental US, the 2-bedroom Hidden Treasure Colony Villa Key West offers guests to relax by a heated pool. This 2-bathroom villa… More

From US$ 671 Book Now

Osprey Colony

714 Olivia St, Key West, United States View map

Located just 200 metres from The Ernest Hemingway Home and Museum, Osprey Colony Villa Key West provides a heated pool as well as snorkelling, canoeing, and cycling to diversify guests' leisure. More

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Island Style Colony

714 Olivia St, Key West, United States View map

Situated about a 5-minute walk from The Ernest Hemingway Home and Museum, the 1-bedroom Island Style Colony Villa Key West entices guests to explore various tourist attractions in the area. Guests… More

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Sunset Suite Colony

714 Olivia Street, Key West, United States View map

**Sunset Suite Colony Key West** invites guests to experience an oasis of tranquility in the heart of Florida's vibrant Key West. Positioned just 10 km from Key West International Airport, the resort… More

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Passover Cottage

Key West, United States View map

Passover Cottage is located merely 1.2 km from the waterfront Mallory Square and within 15 minutes' walk of Key West Garden Club. This villa is equipped with 2 bedrooms plus a kitchen with a… More

From US$ 564 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

Passover Cottage

Passover Lane, Key West, United States View map

The 2-bedroom Passover Cottage Key West offers easy access to such tourist spots as Key West Room Escape, located just a 6-minute walk away. More

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The Conch House Heritage Inn

625 Truman Ave, Key West, United States View map

Offering luggage storage, the 3-star The Conch House Heritage Inn Key West lies in the Downtown Key West district of Key West, around 20 minutes' walk from the bustling plaza "Mallory Square" and 500… More

From US$ 417 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

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

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

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

Ecco Domani By Avantstay

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

The 0-bedroom Ecco Domani By Avantstay Gorgeous Home W Pool Balcony In Great Location Month Long Stays Only Key West is located in close proximity to the Key West Lighthouse and Keeper's Quarters… More

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Ole' Olivia

716 Olivia Street, Key West, United States View map

Offering a location nearly a 15-minute walk from the Harry S. Truman Little White House, Ole' Olivia Villa Key West gives access to various tourist spots in the area. Guests can enjoy windsurfing… 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

From US$ 1973 Book Now

Almost Southernmost

1100 Whitehead Street, Key West, United States View map

During the stay at Almost Southernmost Key West villa, guests can indulge in windsurfing, snorkelling, and fisheries or visit Ripley's Believe It or Not Museum, located a 17-minute walk away. More

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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$ 2061 Book Now

Pier House Resort & Spa

One Duval Street, Key West, United States View map

**Discover Tranquility at Pier House Resort & Spa Key West** More

From US$ 319 Book Now

Colony Poolside

714 Olivia Street, Key West, United States View map

**Colony Poolside Villa: A Coastal Sanctuary** Conveniently located, Colony Poolside serves as a gateway to the enchanting sites of Key West. More

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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

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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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

Ocean Key Resort & Spa, A Noble House Resort

Zero Duval, Key West, United States View map

Positioned around a 25-minute walk from the Fort Zachary Taylor, the 4-star Ocean Key Resort & Spa, A Noble House Resort Key West presents a banquet hall ideal for different occasions. Featuring a… More

From US$ 361 Book Now

Parrotville

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

The spacious Parrotville Key West apartment is located within 500 metres of the historic Saint Mary Star of the Sea Church and a 14-minute walk from the fully accredited Mel Fisher Maritime Heritage… More

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Windward Breeze

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

Windward Breeze Apartment Key West is located only 1.2 km from the Harry S. Truman Little White House and about a 20-minute walk from the Fort Zachary Taylor. Guests have the opportunity to make… More

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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

From US$ 848 Book Now

Nyah - Adult Exclusive

420 Margaret Street, Key West, United States View map

Welcome to the exceptional experience awaiting at the Nyah - Adult Exclusive located near the culturally vibrant Duval Street on an island paradise filled with historical landmarks and exciting… More

From US$ 79 Book Now

Cuban Paradise Cuban Club

1102 Duval St #D, Key West, United States View map

The spacious Cuban Paradise Cuban Club Key West apartment is located within 500 metres of the South Beach and an 18-minute walk from the waterfront Mallory Square. For those travelling by car, this… More

From US$ 666 Book Now

La Casa Cubana The Cuban Club

1108 Duval St #G, Key West, United States View map

The spacious 1-bedroom La Casa Cubana Apartment Key West is nestled in the Downtown Key West district, within 15 minutes' walk of the Memorial Sculpture Garden. Guests will benefit from private car… More

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A Cuban Club Suite Cuban Club

1102 Duval St, Key West, United States View map

**Indulge in Sophistication at A Cuban Club Suite** Conveniently located, A Cuban Club Suite serves as an ideal base to explore the rich history, stunning beaches, and vibrant nightlife of Key West. More

From US$ 678 Book Now

Tumis Time Out By Avantstay

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

The welcoming Tumis Time Out By Avantstay Key West villa is located just a 6-minute walk from the historic Saint Mary Star of the Sea Church and offers guests to relish a patio as well as a swimming… More

From US$ 251 Book Now

Margaret Street Retreat

628 Margaret St, Key West, United States View map

The 2-bedroom Margaret Street Retreat Villa is located within 15 minutes' walk of South Beach and offers quick access to the downtown commercial zoned Duval Street. A fully equipped kitchen with… More

From US$ 615 Book Now

Margarets Magic Compound By Last Key Realty

515-517 Margaret Street, Key West, United States View map

Nestled in the vibrant heart of Key West, Margarets Magic Compound By Last Key Realty offers an enchanting retreat just 10 km from the bustling Key West International Airport. More

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Duval Delight

1108 Duval St, Key West, United States View map

Situated about a 20-minute walk from Key West Historic Seaport, the 1-bedroom Duval Delight Villa Key West provides access to numerous tourist attractions in the area. More

From US$ 587 Book Now

The Marker Waterfront Resort

200 William Street, Key West, United States View map

The Marker Key West Harbor Resort is a tranquil hideaway connecting guests to the unique, eclectic charm of the Florida Keys filtered through a luxury resort experience. Tucked away in Old Town Key… More

From US$ 320 Book Now

The Marker Key West Harbor Resort

200 William Street, Key West, United States View map

The Marker Key West Harbor Resort, located 750 metres from the Key West Aquarium and only 0.8 km from the waterfront Mallory Square, features an indoor swimming pool for guests to take a dip in. The… More

From US$ 928 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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Casa Margarita

314 Margaret Street, Key West, United States View map

Casa Margarita Villa Key West is located just an 8-minute walk from Key West First Legal Rum Distillery and offers a Jacuzzi, ensuring guests a relaxing stay. This 3-bedroom villa features… More

From US$ 1354 Book Now