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

Harbor House Suite A

Front Street, Key West, United States View map

Located 14 minutes' walk from Nancy Forrester's Secret Garden, Harbor House Suite A Key West villa gives access to various tourist sites in the vicinity. More

From US$ 1520 Book Now

Crawl To Duval W/ Hot Tub

415 Truman Avenue, Key West, United States View map

Crawl To Duval W/ Hot Tub Villa is an 8-minute stroll from the even Southernmost Point, and within 8 minutes' stroll of Southernmost Point of the Continental US Monument. The 1-bedroom villa… More

From US$ 1642 Book Now

Tobago House

911 Center Street, Key West, United States View map

Southernmost Point of the Continental US is 6 minutes' walk from Tobago House Villa Key West, offering a hot tub for guests' relaxation. This 3-bedroom villa features opportunities for windsurfing… More

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Fleming-O

726 Fleming St, Key West, United States View map

Staying at the 1-bedroom Fleming-O Villa Key West, guests can visit Higgs Beach Dog Park, which is nearly a 25-minute walk away. This Key West holiday home is located in the Downtown Key West… More

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Just Steps To Duval- Sleeps 10- Heated Pool House

Truman Avenue 417, Key West, United States View map

Set in the vibrant heart of Duval, the Just Steps To Duval- Sleeps 10- Heated Pool House offers a unique retreat blending casual elegance with island-inspired charm. This exquisite villa is renowned… More

From US$ 1183 Book Now

Bachelorparty Hq For 16-Feet To Duval-Pool-Hot Tub

Truman Avenue 417, Key West, United States View map

The 4-bedroom Bachelorparty Hq For 16-Feet To Duval-Pool-Hot Tub Villa is situated in Key West, a 10-minute drive from Key West Garden Club and nearly a 9-minute walk from Mile Marker 0 Store. The… More

From US$ 1984 Book Now

Welcome Matt'S - Truman @ Duval Unit B

Truman Avenue, Key West, United States View map

Located about 20 minutes' walk from the Fort Zachary Taylor, the 39 m² Welcome Matt'S - Truman @ Duval Unit B Key West apartment is 1.2 km from a top family-friendly place like the Key West Aquarium. More

From US$ 422 Book Now

Jerry'S Escape - Truman @ Duval Unit C

Truman Avenue, Key West, United States View map

Located about a 5-minute walk from the historic Key West Lighthouse, the 36 m² Jerry'S Escape - Truman @ Duval Unit C Key West apartment is only 1.2 km from a top family-friendly place like the Key… More

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Ricky'S Retreat - Truman @ Duval Unit A

Truman Avenue, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Ricky'S Retreat - Truman @ Duval Unit A Key West apartment, which is about 200 metres from the Ernest Hemingway Home and Museum and a mere 0.9… More

From US$ 363 Book Now

Abbey'S Attic - Truman @ Duval Unit E

Truman Avenue, Key West, United States View map

The 14 m² Abbey'S Attic - Truman @ Duval Unit E Key West apartment is situated merely 5 minutes' walk from the historical Key West Lighthouse and 5 km from Key West International airport. More

From US$ 350 Book Now

Truman

Key West, United States View map

Truman Key West is an idyllic retreat that captures the essence of laid-back island living. Nestled in the heart of Duval, this charming studio destination is only a short stroll from the vibrant… More

From US$ 227 Book Now

Holly'S Hideaway - Truman @ Duval Unit D

Truman Avenue, Key West, United States View map

The historical Key West Lighthouse is just 150 metres from the 1-room Holly'S Hideaway - Truman @ Duval Unit D Key West apartment, while the even Southernmost Point is situated nearby. More

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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

From US$ 1650 Book Now

Scott'S Cottage - Truman @ Duval Unit F

Truman Avenue, Key West, United States View map

To enjoy your vacation in Key West, stay at the 1-room Scott'S Cottage - Truman @ Duval Unit F Key West, which is 2.3 km from the Higgs Beach Dog Park and approximately 10 minutes' walk from the US 1… More

From US$ 372 Book Now

The Lighthouse Group Suite

419 Truman Avenue, Key West, United States View map

To enjoy your vacation in Key West, stay at the spacious 139 m² The Lighthouse Group Suite Key West, which is 18 minutes on foot from the waterfront Mallory Square and just 1.2 km from the Emerald's… 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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American Shoal Light Suite

419 Truman Avenue, Key West, United States View map

The 1-bedroom American Shoal Light Suite Key West villa provides easy access to various city attractions, such as Key West Lighthouse and Keeper's Quarters Museum, situated approximately 5 minutes'… 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

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

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

Sailors Cabin - Prime Downtown Key West Spot - Walk To Duval

910 Simonton Street, Key West, United States View map

The 27 m² Sailors Cabin - Prime Downtown Key West Spot - Walk To Duval is located just 1.6 km from the waterfront Mallory Square and 19 minutes' walk from the Key West Aquarium. Guests can make use… More

From US$ 619 Book Now

Old Town Garden Villas - Andros Suite

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

If you want to stay in the Downtown Key West district of Key West, Old Town Garden Villas - Andros Suite Key West is a good choice located, around 20 minutes' walk from the Higgs Beach. 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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Old Town Garden Villas

1001 Whitehead St., Key West, United States View map

Old Town Garden Villas is located within a 20-minute walk from the Harry S. Truman Little White House and a 15-minute walk away from Fort Zachary Taylor. An ironing set, cable channels and multi… More

From US$ 418 Book Now

Atocha Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

The 70 m² Atocha Cottage - Harbor Walk Hideaways Key West is situated 6 minutes' walk from the Memorial Sculpture Garden and 5 km from Key West International airport. More

From US$ 668 Book Now

Pilar Cottage - Harbor Walk Hideaways

Greene Street, Key West, United States View map

The 37 m² Pilar Cottage - Harbor Walk Hideaways Key West is located only 1.6 km from the Key West Firehouse Museum and just an 11-minute walk from the US 1 Mile Marker 0. Offering access to a… More

From US$ 400 Book Now

African Queen - Harbor Walk Hideaways

Greene Street, Key West, United States View map

Located only 650 metres from the arts theater "Red Barn Theatre", the 40 m² African Queen - Harbor Walk Hideaways Key West apartment is 0.9 km from a top family-friendly place like the Key West… More

From US$ 1001 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 House Penthouse- B

423 Front Street, Key West, United States View map

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Harbor Luxe Celebration Suites

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

Harbor Luxe Celebration Suites Key West is located 2.3 km from the secluded pocket Dog Beach and about a 25-minute walk from the historic Saint Mary Star of the Sea Church. More

From US$ 4158 Book Now

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

Featuring a private pool, the 1-room Bonaire Suite Key West is just 6 minutes' walk from Southernmost Point of the Continental US Monument. The apartment with a patio is located within reach of the… 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 features convenient proximity to such city attractions as the even Southernmost Point, situated a mere 6 minutes' walk away. A range of activities, such as… 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

Kw353C Mermaid

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

To enjoy your vacation in Key West, stay at Kw353C Mermaid Key West apartment, which is just 13 minutes' walk from the natural history museum "Florida Keys Eco-Discovery Center" and a mere 1.4 km… More

From US$ 365 Book Now

The Coral Cove

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

Located just 14 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum, The Coral Cove Apartment Key West is merely 1.3 km from a top family-friendly place like the Key West… 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 Seagrass Suite Key West, which is merely a 13-minute stroll from The Oldest House Historical Place Museum and only 1.4 km from the waterfront Mallory… More

From US$ 289 Book Now