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2026-04-18
2026-04-19
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Hotels in Key West near Jackson Square

Charmayne'S Cottages - Truman @ Duval

423 Truman Avenue, Key West, United States View map

Offering a location just a 5-minute walk from Key West Lighthouse and Keeper's Quarters Museum, Charmayne'S Cottages - Truman @ Duval Key West gives access to various tourist spots in the area. More

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Scott'S Cottage - Truman @ Duval Unit F

Truman Avenue, Key West, United States View map

The 1-room Scott'S Cottage - Truman @ Duval Unit F Key West is located in the Downtown Key West district of Key West, approximately 5 minutes' walk from the Ernest Hemingway Home and Museum. More

From US$ 363 Book Now

The Lighthouse Group Suite

419 Truman Avenue, Key West, United States View map

The Lighthouse Group Suite Key West is situated in the Downtown Key West district, within 5 minutes' walk of the downtown commercial zoned Duval Street. More

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Alligator Reef Light Suite

419 Truman Avenue #1 F, Key West, United States View map

The 1-bedroom Alligator Reef Light Suite Key West villa provides easy access to various city attractions, such as the downtown commercial zoned Duval Street, situated nearly 5 minutes' walk away. More

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Sombrero Reef Light Suite

419 Truman Avenue #2F, Key West, United States View map

The 1-bedroom Sombrero Reef Light Suite Key West villa offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated nearly 5 minutes' walk away. More

From US$ 429 Book Now

Lighthouse Suites Collection

419 Truman Avenue, Key West, United States View map

Featuring a swimming pool for guests' enjoyment, Lighthouse Suites Collection Key West villa is nestled in the very heart of Key West, just 1.8 km from the Bayview Park. More

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The Lighthouse Penthouse Suite

419 Truman Avenue, Key West, United States View map

Located in the Downtown Key West district, within 200 metres of The Ernest Hemingway Home and Museum, The Lighthouse Penthouse Suite Key West villa offers sea views. More

From US$ 1303 Book Now

Tortugas Harbor Light Suite

419 Truman Avenue #2R, Key West, United States View map

**Welcome to Tortugas Harbor Light Suite, a charming retreat situated in the vibrant heart of Duval.** With its prime location, this splendid accommodation captures the essence of Key West's unique… More

From US$ 805 Book Now

Star Of The Seaport By Last Key Realty

621 Caroline Street, Key West, United States View map

Star Of The Seaport By Last Key Realty Key West villa is located 2 km from Southernmost Point of the Continental US, giving access to various tourist spots nearby. More

From US$ 2893 Book Now

Prime Downtown Key West Spot - The Cozy Little Cottage

910 Simonton Street, Key West, United States View map

27 m² Prime Downtown Key West Spot - The Cozy Little Cottage is located just 1.4 km from the Ripley's Believe It or Not and 18 minutes' walk from the bustling plaza "Mallory Square". Guests can make… More

From US$ 619 Book Now

Old Town Garden Villas - Andros Suite

921 Center Street #6, Key West, United States View map

Located around 15 minutes' walk from Audubon House and Tropical Gardens, the spacious 2-bedroom Old Town Garden Villas - Andros Suite Key West is merely 1.3 km from a top family-friendly place like… More

From US$ 326 Book Now

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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Center Court-Boutique Old Town Lodging

916 Center Street, Key West, United States View map

The 9-room Center Court-Boutique Old Town Lodging Key West villa is situated just 1.6 km from the Fort Zachary Taylor and provides a hot tub, ensuring a relaxing stay. More

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Court Cottages

905 White St, Key West, United States View map

Court Cottages Key West is a coastal retreat nestled in the vibrant heart of Duval Street. This charming development exudes warmth and sophistication, featuring plush leather armchairs and inviting… More

From US$ 261 Book Now

Road'S End

Center Street 921, Key West, United States View map

Welcome to the enchanting **Road's End Apartment Key West**, where vibrant island life meets modern comfort. Nestled in the heart of Key West, this exceptional abode places you just 700 metres from… More

From US$ 488 Book Now

Sunset Key Cottages

245 Front Street, Key West, United States View map

**Conveniently located** only 10 km from Key West International Airport, Sunset Key Cottages invites you to participate in the vibrant local culture. More

From US$ 699 Book Now

Prime Downtown Location - Truman Little Cozy Cottage

910 Simonton Street 3, Key West, United States View map

Situated 18 minutes' walk from the waterfront Mallory Square, Prime Downtown Location - Truman Little Cozy Cottage Key West entices guests to explore various tourist attractions in the area. More

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Atocha Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

The 70 m² Atocha Cottage - Harbor Walk Hideaways Key West is located just 1.8 km from USCGC Ingham Maritime Museum and 18 minutes' walk from The Ernest Hemingway Home and Museum. Offering access to a… More

From US$ 668 Book Now

African Queen - Harbor Walk Hideaways

Greene Street, Key West, United States View map

The 39 m² African Queen - Harbor Walk Hideaways Key West apartment is located 950 metres from Truman Little White House and nearly a 25-minute walk from Southernmost Point of the Continental US… More

From US$ 1001 Book Now

Pilar Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

Located just 650 m from Red Barn Theatre, the 37 m² Pilar Cottage - Harbor Walk Hideaways Key West is merely a 12-minute walk from a top family-friendly place like Key West Aquarium. Offering access… More

From US$ 400 Book Now

Harbor Walk Hideaways

Greene Street, Key West, United States View map

Situated in the Downtown Key West district, just 500 metres from The Studios of Key West Cultural Association, the 3-bedroom Harbor Walk Hideaways Villa Key West comes with a swimming pool for guests… More

From US$ 2171 Book Now

Harborwalk Hideaways

614 Greene St, Key West, United States View map

The 4-bedroom Harborwalk Hideaways Villa puts you in the very heart of Key West, just steps from Mallory Square and 1 km from The Ernest Hemingway Home and Museum. This Key West villa also features a… More

From US$ 3034 Book Now

Road'S End - Old Town Garden Villas

921 Center Street #2, Key West, United States View map

Road'S End - Old Town Garden Villas Key West is located about a 10-minute walk from the Southernmost Point of the Continental US, giving access to various tourist spots nearby. More

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Harbor Luxe Celebration Suites

423 Front Street A + B, Key West, United States View map

Staying at the spacious Harbor Luxe Celebration Suites Key West, guests can reach Key West Lighthouse, situated 16 minutes' walk away. More

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Seaport Sensation By Last Key Realty

121 Simonton Street, Key West, United States View map

Seaport Sensation By Last Key Realty Key West villa offers swift access to various city sites, such as Caroline Street, situated about 5 minutes' walk away. More

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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

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

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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Esperanza Suite

921 Center Street #9, Key West, United States View map

Nestled in the vibrant heart of Duval, the Esperanza Suite offers an enchanting retreat that embodies the essence of island living. 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

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

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

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

Curry House- 3Rd Floor, King Bed, & Balcony Room 8

Fleming Street 806, Key West, United States View map

Featuring Wi-Fi throughout the property, Curry House- 3Rd Floor, King Bed, & Balcony Room 8 Key West hotel is a mere 1.3 km from The Ernest Hemingway Home and Museum. Indulge in this inn's garden… More

From US$ 205 Book Now

Curry House - Room 5

Fleming Street 806, Key West, United States View map

Located merely 350 metres from The Oldest House, Curry House - Room 5 Key West hotel includes an outdoor swimming pool and a patio. More

From US$ 346 Book Now

Curry House - Room 9

Fleming Street 806, Key West, United States View map

Nestled in the picturesque island of Key West, the Curry House offers a charming blend of tropical elegance and modern comfort. Just 10 km from the bustling Key West International Airport, this… More

From US$ 184 Book Now

Curry House - Room 1

Fleming Street 806, Key West, United States View map

Notable for its location only 1.3 km from South Beach in the Downtown Key West district, the 1-room Curry House Room 1 apartment is placed within a 5-minute walk of Key West Express. The apartment… More

From US$ 234 Book Now

Curry House - Rooms 3 & 4

Fleming Street 806, Key West, United States View map

Featuring a patio and a swimming pool, Curry House - Rooms 3 & 4 Key West hotel lies approximately 10 minutes' drive from Smathers Beach. Immerse yourself in this Key West inn's garden, complete with… More

From US$ 622 Book Now

Curry House - Pool, King Bed & Balcony! Room 7

Fleming Street 806, Key West, United States View map

Featuring Wi-Fi throughout the property, Curry House - Pool, King Bed & Balcony! Room 7 Key West hotel is within a 5-minute drive of Dog Beach. Indulge in this inn's garden, offering guests a private… More

From US$ 301 Book Now

Curry House Room 6

Fleming Street 806, Key West, United States View map

The 1-room Curry House Room 6 Key West is situated in the Downtown Key West district of Key West, just 5 minutes' stroll from the performing arts theater "Red Barn Theatre". Set right near Key West… More

From US$ 340 Book Now

Curry House - Room 2

Fleming Street 806, Key West, United States View map

The 19 m^2 Curry House - Room 2 Key West lies in the Downtown Key West district of Key West and offers swift access to US 1 Mile Marker 0, which is merely 5 minutes' walk away. Situated at a distance… More

From US$ 342 Book Now

The Curry House - Entire Complex

Fleming Street 806, Key West, United States View map

Offering a swimming pool, The Curry House - Entire Complex is set in the Downtown Key West district of Key West only 1.3 km from Mallory Square. More

From US$ 1415 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

Key West Bed And Breakfast

415 William Street, Key West, United States View map

Key West Bed And Breakfast, located in the Downtown Key West district, a mere 400 metres from Key West First Legal Rum Distillery, offers bicycles for rent. This bed & breakfast has views of the… More

From US$ 306 Book Now

Key West Harbor Inn - Adults Only

219 Elizabeth Street, Key West, United States View map

Offering bike loans, Key West Harbor Inn - Adults Only is located around a 5-minute ride from Vandenberg Wreck. This Key West bed & breakfast is in the Downtown Key West district of Key West, a 25… More

From US$ 200 Book Now

Seaport Inn

329 William Street, Key West, United States View map

Offering location around 5 minutes' walk from Vandenberg Wreck, Seaport Inn Key West offers 8 rooms. More

From US$ 329 Book Now

The Wicked Tuna By Last Key Realty

312 William Street, Key West, United States View map

Featuring a swimming pool for guests' enjoyment, The Wicked Tuna By Last Key Realty Key West villa is nestled right in the centre of Key West, 11 minutes' walk from US 1 Mile Marker 0. More

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Paradise Found

711 William Street, Key West, United States View map

The 2-bedroom Paradise Found Key West villa offers swift access to various city sites, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes' walk away. This… More

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Tortuga Suite By Last Key Realty

329 William Street #2, Key West, United States View map

Situated in the Downtown Key West district, 950 m from Key West Aquarium, the 1-bedroom Tortuga Suite By Last Key Realty Key West villa comes with a heated swimming pool for guests to unwind. More

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