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2026-11-05
2026-11-06
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Hotels in Jackson Square area of Florida

Kw302Flr Key Rest

821 Thomas St., Key West, United States Show map

The 3-bedroom Kw302Flr Key Rest Villa Key West offers proximity to nearby tourist spots, such as the historic Key West Lighthouse, situated approximately a 5-minute walk away. Offering a prime… More

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Hyatt Vacation Club At Sunset Harbor

200 Sunset Lane, Key West, United States Show map

The 4-star smoke-free Hyatt Vacation Club At Sunset Harbor Hotel Key West is located only 1 km from the vintage parish "Saint Paul's Episcopal Church of Key West" and has a swimming pool with a hot… More

From US$ 326 Book Now

Contra House -Luxury Home With Pool

Simonton Street 720, Key West, United States Show map

Offering an outdoor swimming pool, the 4-bedroom Contra House -Luxury Home With Pool Key West is situated merely 7 minutes' walk from The Ernest Hemingway Home and Museum and can accommodate up to 12… More

From US$ 1909 Book Now

Casa Loca

535 Petronia Street, Key West, United States Show map

Featuring guided snorkelling trips to make your visit more entertaining, Casa Loca Villa Key West is 7 minutes' walk from the downtown commercial zoned Duval Street. Guests can enjoy windsurfing… More

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6 Bedroom 6 Bath Guesthouse On Duval Street

824 Duval Street, Key West, United States Show map

Situated around 5 minutes' walk from The Ernest Hemingway Home and Museum, the 6-bedroom 6 Bedroom 6 Bath Guesthouse On Duval Street Key West villa is ideal for up to 24 guests. The property features… More

From US$ 4873 Book Now

Duval Street Suite W Parking And Pool

824 Duval Street, Key West, United States Show map

The 1-bedroom Duval Street Suite W Parking And Pool Key West is around a 5-minute stroll from the downtown commercial zoned Duval Street and can accommodate up to 4 guests. It enjoys a prime location… More

From US$ 636 Book Now

Duval Street Suite W Parking And Heated Pool

824 Duval Street, Key West, United States Show map

Located nearly 5 minutes' walk from Key West Lighthouse and Keeper's Quarters Museum and The Ernest Hemingway Home and Museum, the 1-bedroom Duval Street Suite W Parking And Heated Pool Key West… More

From US$ 636 Book Now

Duval Street Suite With Pool

Duval Street 824, Key West, United States Show map

Located in the Downtown Key West district, 5 minutes' walk from The Ernest Hemingway Home and Museum, Duval Street Suite With Pool Key West accommodates up to 4 guests. Offering access to a swimming… More

From US$ 323 Book Now

Duval Street Suite Overlooking Duval W Parking And Pool

Duval Street 824, Key West, United States Show map

Featuring views of the city, the 37 m² Duval Street Suite Overlooking Duval W Parking And Pool Key West is located around 5 minutes' walk from The Ernest Hemingway Home and Museum. This 1-bedroom… More

From US$ 421 Book Now

Two Duval Street Suites W Pool

Duval Street 824, Key West, United States Show map

The 74 m² Two Duval Street Suites W Pool Key West is a great place to stay in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, around a 15-minute walk… More

From US$ 979 Book Now

Two Duval Street Condos W Parking And Pool

Duval Street 824, Key West, United States Show map

Two Duval Street Condos W Parking And Pool Key West villa is located about a 15-minute walk from Key West First Legal Rum Distillery and provides cycling and fisheries for active guests. Located not… More

From US$ 834 Book Now

Duval Street Suite W Kitchen And Shared Heated Pool

824 Duval Street, Key West, United States Show map

To enjoy your vacation in Key West, stay at the 1-bedroom Duval Street Suite W Kitchen And Shared Heated Pool Key West, which is approximately 5 minutes' drive from the natural history museum… More

From US$ 501 Book Now

Duval Street Suite Overlooking Duval With Parking And Pool

824 Duval Street, Key West, United States Show map

The 1-bedroom Duval Street Suite Overlooking Duval With Parking And Pool Key West villa is located around a 15-minute walk from Key West Aquarium and provides cycling and fisheries for active guests.… More

From US$ 763 Book Now

Two Duval Street Suites W Parking And Pool

Duval Street 824, Key West, United States Show map

Located only 5 minutes on foot from The Ernest Hemingway Home and Museum, the 2-bedroom Two Duval Street Suites W Parking And Pool Key West villa provides an outdoor swimming pool as well as cycling… More

From US$ 807 Book Now

Three Duval Street Suites W Parking And Pool

824 Duval Street, Key West, United States Show map

Located around 5 minutes' walk from the downtown commercial zoned Duval Street, the 3-bedroom Three Duval Street Suites W Parking And Pool Key West villa offers a swimming pool for guests to relax by… More

From US$ 2562 Book Now

Four Suites On Duval Street W Parking And Pool

Duval Street 824, Key West, United States Show map

The 149 m² Four Suites On Duval Street W Parking And Pool Key West is a great place to stay in the Downtown Key West district, around a 15-minute walk from the Harry S. Truman Little White House. More

From US$ 1630 Book Now

Curry Mansion Inn

Caroline Street 511, Key West, United States Show map

Featuring air-conditioned rooms and an American-style restaurant, the comfortable Curry Mansion Inn Key West is about 25 minutes' walk from Higgs Beach Dog Park. Situated a stone's throw from… More

From US$ 431 Book Now

King Suite Balcony - At James House

Caroline Street 511, Key West, United States Show map

King Suite Balcony - At James House Key West hotel offers its guests air-conditioned rooms 6 minutes' walk from the bustling plaza "Mallory Square". Located in proximity to the natural history museum… More

From US$ 242 Book Now

Deluxe King With Balcony - At James House With Parking!

Caroline Street 511, Key West, United States Show map

Nestled in the Downtown Key West district, approximately 5 minutes' walk from Key West First Legal Rum Distillery, the comfortable Deluxe King With Balcony - At James House With Parking! Key West… More

From US$ 478 Book Now

Classic King Balcony At The James House

Caroline Street 511, Key West, United States Show map

The comfortable Classic King Balcony At The James House Key West hotel, located only a 9-minute stroll from the downtown commercial zoned Duval Street, offers an outdoor swimming pool, Wi-Fi in… More

From US$ 696 Book Now

Deluxe Queen At The Curry Mansion - Parking & Heated Pool!

Caroline Street 511, Key West, United States Show map

Located just 550 metres from the Harry S. Truman Little White House, the comfortable Deluxe Queen At The Curry Mansion - Parking & Heated Pool! Key West hotel offers air-conditioned rooms within 5… More

From US$ 533 Book Now

Classic King With Balcony At Curry Mansion

Caroline Street 511, Key West, United States Show map

The comfortable Classic King With Balcony At Curry Mansion Key West hotel, located around a 5-minute walk from Ripley's Believe It or Not Museum and around 300 metres from Key West First Legal Rum… More

From US$ 394 Book Now

Deluxe King - Curry Mansion With Pool!

Caroline Street 511, Key West, United States Show map

The comfortable Deluxe King - Curry Mansion With Pool! Hotel Key West, located only a 6-minute walk from Key West Shipwreck Treasure Museum and merely 1.4 km from USCGC Ingham Maritime Museum… More

From US$ 420 Book Now

Classic King- Curry Mansion With Heated Pool!

Caroline Street 511, Key West, United States Show map

Offering a patio and a golf course, the comfortable Classic King- Curry Mansion With Heated Pool! Key West hotel is nestled in Duval with leather arm chairs and couches all surrounded by glimmering… More

From US$ 402 Book Now

Papa'S Casita

405 Olivia Street, Key West, United States Show map

Located in close proximity to The Ernest Hemingway Home and Museum, Papa'S Casita Villa Key West has a heated pool and is ideal for up to 6 guests. Offering private car parking as well as Wi-Fi, this… More

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Blue Room At The Grand Maloney

Caroline Street 529, Key West, United States Show map

The comfortable Blue Room At The Grand Maloney Key West hotel, located only a 7-minute walk from the waterfront Mallory Square and about 500 metres from the Harry S. Truman Little White House… More

From US$ 377 Book Now

Green Room At The Grand Maloney

Caroline Street 529, Key West, United States Show map

Offering a patio and a golf course, the comfortable Green Room At The Grand Maloney Key West hotel is situated in Key West, approximately a 20-minute walk from the even Southernmost Point. This inn… More

From US$ 420 Book Now

Yellow Room At Grand Maloney

Caroline Street 529, Key West, United States Show map

Featuring a swimming pool, the comfortable Yellow Room At Grand Maloney Key West hotel is located in the Downtown Key West district of Key West, just 1.8 km from the secluded pocket Dog Beach. More

From US$ 350 Book Now

Carriage House At Grand Maloney

Caroline Street 529, Key West, United States Show map

Featuring Wi-Fi in public areas, Carriage House At Grand Maloney Hotel Key West is 25 minutes' walk from the secluded pocket Dog Beach. Located 1.7 km from Southernmost Point of the Continental US… More

From US$ 311 Book Now

Takeover At The Grand Maloney

Caroline Street 529, Key West, United States Show map

Located just a 9-minute walk from the downtown commercial zoned Duval Street, the 6-bedroom Takeover At The Grand Maloney Key West villa is suitable for 16 guests and provides a swimming pool to… More

From US$ 4224 Book Now

The Bartlum-Luxurious Studio

533 Caroline Street, Key West, United States Show map

Located merely 1.9 km from Fort Zachary Taylor, the 51 m² The Bartlum-Luxurious Studio Key West is just an 8-minute walk from a top family-friendly place like Key West Aquarium. Wi-Fi and parking are… More

From US$ 186 Book Now

Bunk Room At The Grand Maloney

Caroline Street 529, Key West, United States Show map

Offering a patio and a golf course, Bunk Room At The Grand Maloney Key West hotel is located 5 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum in Duval with one of Key… More

From US$ 370 Book Now

Creme Brulee Suite

Caroline Street 537, Key West, United States Show map

Situated merely 0.8 km from the downtown commercial zoned Duval Street, the comfortable Creme Brulee Suite Key West hotel offers air-conditioned rooms, Wi-Fi, and a private parking lot. Featuring a… More

From US$ 223 Book Now

Sweet Caroline

Caroline Street 537, Key West, United States Show map

Situated in the historical Downtown Key West district, merely 650 metres from Mile Marker 0 Store, the 2-bedroom Sweet Caroline Villa Key West comes with a swimming pool for guests to unwind. This… More

From US$ 2148 Book Now

Key Lime Cottage

Caroline Street 537, Key West, United States Show map

Key Lime Cottage Key West hotel, located a 20-minute walk from Key West Butterfly and Nature Conservatory, features Wi-Fi in public areas. This inn lies within reach of the downtown commercial zoned… More

From US$ 363 Book Now

Sugar Pie Suite

Caroline Street 537, Key West, United States Show map

Located merely 1.2 km from The Ernest Hemingway Home and Museum, the comfortable Sugar Pie Suite Key West hotel is nearly a 5-minute walk from Key West First Legal Rum Distillery. Boasting access to… More

From US$ 352 Book Now

Honey Bun Hideaway

Caroline Street 537, Key West, United States Show map

The comfortable Honey Bun Hideaway Hotel Key West, located just an 8-minute walk from the waterfront Mallory Square and a mere 1.4 km from USCGC Ingham Maritime Museum, features an outdoor swimming… More

From US$ 237 Book Now

Banana Split

Caroline Street 537, Key West, United States Show map

Banana Split Apartment Key West is located in Duval with one of Key West's top culinary experiences 10 minutes' walk from the downtown commercial zoned Duval Street and accommodates up to 4 guests. More

From US$ 383 Book Now

Bananas Foster Guesthouse

Caroline Street 537, Key West, United States Show map

Located in Duval with unique, island inspired Small Plates with bold Caribbean spices and fresh local seafood, a 6-minute walk from Nancy Forrester's Secret Garden, the spacious Bananas Foster… More

From US$ 3573 Book Now

Bahama Dreams

903 Thomas Street, Key West, United States Show map

Up to 6 guests can stay at the 3-bedroom Bahama Dreams Villa Key West and enjoy Key West Lighthouse and Keeper's Quarters Museum, located nearly a 5-minute walk away. This property features… More

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Bali Hideaway

217 Ann Street Rear, Key West, United States Show map

Located a mere 5 minutes' walk from Key West Historic Seaport, Bali Hideaway Villa Key West is suitable for 2 guests and provides a heated pool to relax in. This 1-bathroom villa features… More

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Tranquility On Ann Street

219 Ann Street #1, Key West, United States Show map

Situated in the Duval district of Key West, within 25 minutes' walk of the even Southernmost Point, the 1-bedroom Tranquility On Ann Street Villa Key West comes with a heated pool for guests to… More

From US$ 931 Book Now

Casa Avila By Last Key Realty

625 Eaton Street, Key West, United States Show map

The 3-bedroom Casa Avila By Last Key Realty Key West is located nearly a 25-minute walk from White Street Pier and provides a swimming pool, ensuring a relaxing stay. Offering a prime location in the… More

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The Duke And The Queen By Last Key Realty

512 Catherine Street #2 & 515 Louisa Street, Key West, United States Show map

Located merely 500 metres from Southernmost Point of the Continental US Monument, the 6-bedroom The Duke And The Queen By Last Key Realty Key West villa provides a swimming pool, a Jacuzzi for a more… More

From US$ 3243 Book Now

Ann Street Cottage

219 Ann Street #2, Key West, United States Show map

Featuring a heated pool, Ann Street Cottage Key West is suitable for up to 2 people and is located 20 minutes' walk from Key West Firehouse Museum. The 1-bedroom holiday home features opportunities… More

From US$ 711 Book Now

Seascape Tropical Inn (Adults Only)

420 Olivia Street, Key West, United States Show map

Seascape Tropical Inn Key West enjoys a central location and provides easy access to San Carlos Institute 7 minutes' walk away. This inn has views of the pool and features Wi-Fi in public areas. More

From US$ 130 Book Now

Namaste

219 Ann Street Rear, Key West, United States Show map

The 1-bedroom Namaste Villa Key West entices guests to enjoy windsurfing, snorkelling, and canyoning and offers proximity to Key West Historic Seaport, located approximately a 5-minute stroll away. More

From US$ 835 Book Now

Courtney'S Place Historic Cottages & Inns

720 Whitmarsh Lane, Key West, United States Show map

Featuring luggage storage, the 2-star Courtney'S Place Historic Cottages & Inns Key West lies merely 9 minutes' walk from The Ernest Hemingway Home and Museum. The guest house offers Wi-Fi in public… More

From US$ 219 Book Now

Mesa House, Uno-Perfect Location

Simonton Street 220, Key West, United States Show map

The 1-bedroom Mesa House, Uno-Perfect Location Apartment Key West boasts a prime setting and in just 8 minutes' walk from the waterfront Mallory Square. The 74 m² apartment offers modern facilities… More

From US$ 474 Book Now

Mesa House, Dos -Unreal Location

Simonton Street 220, Key West, United States Show map

Located just an 8-minute walk from the bustling plaza "Mallory Square", the 65 m² Mesa House, Dos -Unreal Location Apartment Key West accommodates up to 6 guests. This 2-bedroom apartment features Wi… More

From US$ 565 Book Now