Special offers and Exclusive deals

Search Hotels

2026-11-05
2026-11-06
Guests

Filter Results

Hotels by class

Enter name

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Hotels in Jackson Square area of Florida

The Cabana Inn Key West - Adult Exclusive

413 Appelrouth Lane, Key West, United States Show map

Offering a sun deck and a golf course, and views of the pool, The Cabana Inn Key West - Adult Exclusive is located a 7-minute walk from The Ernest Hemingway Home and Museum. Boasting a location just… More

From US$ 289 Book Now

Marreros Guest Mansion - Adult Only

410 Fleming Street, Key West, United States Show map

Featuring 12 rooms, the 2-star Marreros Guest Mansion - Adult Only Bed & Breakfast Key West is located near the beach district of Key West and about 700 metres from the waterfront Mallory Square. More

From US$ 235 Book Now

Linger Longer By Avantstay

277 Southard Street, Key West, United States Show map

Situated in the Downtown Key West district of Key West, nearly 20 minutes' walk from Bayview Park, the 2-bedroom Linger Longer By Avantstay Key West villa comes with an outdoor swimming pool for… More

From US$ 400 Book Now

Kokomo Korner

208 Fleming St., Key West, United States Show map

Kokomo Korner Villa Key West offers proximity to nearby tourist spots, such as USCGC Ingham Maritime Museum, situated around 800 metres away. More

From US$ 456 Book Now

Amberjack

253 Southard Street, Key West, United States Show map

The 2-bedroom Amberjack Villa Key West is nestled only a 9-minute walk from the downtown commercial zoned Duval Street and can accommodate up to 6 guests. Located a short way from Fort Zachary Taylor… More

Book Now

Archipelago I

245 Southard Street, Key West, United States Show map

Featuring an outdoor swimming pool, Archipelago I Key West villa is suitable for up to 6 people and is located a 14-minute walk from the waterfront Mallory Square. Providing guests with Wi-Fi and… More

Book Now

Archipelago II

241 Southard Street, Key West, United States Show map

Located 8 minutes' walk from the downtown commercial zoned Duval Street, Archipelago II Key West villa is suitable for 6 guests and provides an outdoor swimming pool to relax in. Located in proximity… More

Book Now

Breezy Bungalow By Avantstay

550 Porter Lane, Key West, United States Show map

Offering an outdoor swimming pool, Breezy Bungalow By Avantstay Key West is located just 9 minutes' walk from Audubon House and Tropical Gardens and is ideal for up to 4 guests. Situated in the… More

Book Now

Conch Get Enough

546 Porter Lane, Key West, United States Show map

Situated only a 9-minute walk from The Ernest Hemingway Home and Museum, the 2-bedroom Conch Get Enough Villa Key West is ideal for up to 4 guests. This holiday home features opportunities for… More

Book Now

Coco Plum Inn

615 Whitehead Street, Key West, United States Show map

Offering 12 rooms, the 3-star Coco Plum Inn Key West is near an entertainment district, a mere 1.8 km from Key West Firehouse Museum. Located right near The Ernest Hemingway Home and Museum, this Key… More

From US$ 306 Book Now

Sailor'S Story

564 Porter Lane, Key West, United States Show map

The 2-bedroom Sailor'S Story Villa Key West, located a mere 6 minutes' walk from San Carlos Institute, can host up to 4 guests. The holiday home features opportunities for snorkelling and fisheries… More

Book Now

A Caribbean Alternative

516 Porter Lane, Key West, United States Show map

If you want to stay in the Downtown Key West district of Key West, the spacious 2-bedroom A Caribbean Alternative Apartment Key West is a good choice located, within 25 minutes' walk of Mile Marker 0… More

Book Now

Dancing Palms

518 Porter Lane, Key West, United States Show map

The 2-bedroom Dancing Palms Villa Key West is nestled just a 9-minute walk from the Harry S. Truman Little White House and can accommodate up to 4 guests. Located not far from Key West First Legal… More

Book Now

New Kamp - Rooftop Penthouse

Fleming Street 430, Key West, United States Show map

Offering an aqua park and a golf course, the 1-bedroom New Kamp - Rooftop Penthouse Key West apartment is located in Duval with leather arm chairs and couches all surrounded by glimmering candles and… More

From US$ 1477 Book Now

Paradise On Porter

514 Porter Lane, Key West, United States Show map

Offering spa therapy and a patio, the 2-bedroom Paradise On Porter Key West apartment is situated in the Downtown Key West district, nearly a 25-minute walk from the downtown commercial zoned Duval… More

From US$ 254 Book Now

High Tide

229 Southard Street, Key West, United States Show map

Located 650 metres from the Harry S. Truman Little White House, High Tide Villa Key West is suitable for 4 guests and provides an outdoor swimming pool to relax in. Located in close proximity to the… More

Book Now

Sago Palm

536 Porter Lane, Key West, United States Show map

Located a mere 10 minutes' walk from the downtown commercial zoned Duval Street, Sago Palm Villa Key West features an outdoor swimming pool and can accommodate up to 4 guests. Located in the vicinity… More

Book Now

Gulf Getaway

Porter Lane 524, Key West, United States Show map

Featuring an outdoor swimming pool, Gulf Getaway Villa Key West is suitable for up to 6 people and is located a 25-minute walk from the vintage parish "Saint Paul's Episcopal Church of Key West". More

From US$ 342 Book Now

Sea Captains Haven By Last Key Realty

413 Porter Court, Key West, United States Show map

During the stay at Sea Captains Haven By Last Key Realty Key West villa, guests can indulge in a Jacuzzi or visit the historic fort "West Martello Tower", located a 25-minute walk away. Offering… More

From US$ 742 Book Now

Porter Paradise

Key West, United States Show map

Located nearly 5 minutes' walk from Jackson Square, Porter Paradise Key West hotel gives quick access to various city sites. More

From US$ 535 Book Now

Bahamian Reed By Avantstay

510 Porter Lane, Key West, United States Show map

Located in the Downtown Key West district, a 6-minute walk from San Carlos Institute, the welcoming Bahamian Reed By Avantstay Key West villa offers pool views. Providing guests with Wi-Fi and… More

From US$ 627 Book Now

Beautiful Downtown Truman Annex Condo

210-5 Southard Street, Key West, United States Show map

Beautiful Downtown Truman Annex Condo Key West villa is located an 8-minute walk from the Harry S. Truman Little White House and invites guests to enjoy massage therapy and a golf course. The 2… More

From US$ 383 Book Now

Ascension Truman Annex

225 Southard Street, Key West, United States Show map

Located only 8 minutes on foot from the downtown commercial zoned Duval Street, the 2-bedroom Ascension Truman Annex Key West villa provides an outdoor swimming pool as well as snorkelling and… More

Book Now

A Wave From It All

504 Porter Lane, Key West, United States Show map

The 2-bedroom A Wave From It All Key West villa is situated approximately 5 minutes' walk from Jackson Square, featuring such comforts as Wi-Fi and parking. Providing opportunities for snorkelling… More

Book Now

Peachy Keen

619 Thomas Street, Key West, United States Show map

Along with proximity to The Ernest Hemingway Home and Museum, just a 5-minute walk away, the 3-bedroom Peachy Keen Key West villa offers opportunities for snorkelling, diving, and canyoning in the… More

Book Now

L'Habitation Guesthouse- Adult Exclusive

408 Eaton Street, Key West, United States Show map

The 3-star L'Habitation Guesthouse- Adult Exclusive Key West is situated near the beach district of Key West, around 25 minutes' walk from White Street Pier. Boasting a location in the vicinity of… More

From US$ 199 Book Now

The Poetic Pineapple By Last Key Realty

4 Aronovitz Lane, Key West, United States Show map

Featuring a swimming pool, The Poetic Pineapple By Last Key Realty Key West villa is suitable for up to 4 people and is located an 18-minute walk from the bustling plaza "Mallory Square". More

Book Now

The Collins On Duval

Duval Street 505, Key West, United States Show map

Set in Duval with one of Key West's top culinary experiences, a 9-minute walk from the historical Key West Lighthouse, the spacious The Collins On Duval Apartment Key West accommodates up to 8 guests… More

From US$ 655 Book Now

Porter Paradise

417 Porter Court, Key West, United States Show map

Porter Paradise Key West villa boasts an aqua park and a golf course and enjoys its location in the Downtown Key West district, 6 minutes' walk from the downtown commercial zoned Duval Street. More

Book Now

The Perch On Duval

Duval Street- Upstairs Front 610, Key West, United States Show map

If you want to stay in the Downtown Key West district of Key West, the spacious 2-bedroom The Perch On Duval Apartment Key West is a good choice located, nearly 25 minutes' walk from White Street… More

From US$ 828 Book Now

Duval Dream Loft On Duval

Duval Street 503, Key West, United States Show map

The welcoming 150 m² Duval Dream Loft On Duval Apartment Key West features a prime location just 500 metres from The Oldest House Historical Place Museum and hosts up to 8 guests. This spacious… More

From US$ 627 Book Now

Shady Nook

620 Thomas Street, #149, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Shady Nook Villa Key West is located about 5 minutes' walk from Mile Marker 0 Store and is suitable for up to 4 guests. Providing guests with Wi-Fi… More

Book Now

Blue Lagoon

205 Southard Street, Key West, United States Show map

Offering an outdoor swimming pool, the 3-bedroom Blue Lagoon Key West villa is located approximately 10 minutes' walk from The Ernest Hemingway Home and Museum and is ideal for up to 6 guests. More

Book Now

Island Time

202-6 Southard Street, Key West, United States Show map

Situated a mere 8 minutes' stroll from the Harry S. Truman Little White House, the 2-bedroom Island Time Villa Key West is suitable for 4 guests and provides an outdoor swimming pool to relax in. More

Book Now

1 Aqua Oasis

202-4 Southard Street, Key West, United States Show map

The 2-bedroom 1 Aqua Oasis Villa Key West hosts up to 4 guests and provides proximity to The Ernest Hemingway Home and Museum, situated merely 0.7 km away. Providing guests with Wi-Fi and private… More

Book Now

Southard Comfort

202-9 Southard Street, Key West, United States Show map

Located 18 minutes' walk from South Beach, Southard Comfort Key West villa has an outdoor swimming pool and is ideal for up to 4 guests. Offering private parking as well as Wi-Fi, the 2-bedroom… More

Book Now

Bahamian Bamboo By Last Key Realty

510 Emma Street, Key West, United States Show map

Located merely 1 km from the waterfront Mallory Square, the 3-bedroom Bahamian Bamboo By Last Key Realty Key West villa has a heated pool and is ideal for up to 6 guests. Offering a private parking… More

Book Now

Envy Of The Island By Last Key Realty

317 Angela Street, Key West, United States Show map

Up to 10 guests can stay at the 5-bedroom Envy Of The Island By Last Key Realty Key West villa and enjoy Southernmost Point of the Continental US Monument, located just a 6-minute walk away. More

Book Now

Southard Getaway By Avantstay

203 Southard #3, Key West, United States Show map

Along with access to such natural sites as Higgs Beach Dog Park, nearly a 25-minute walk away, the 2-bedroom Southard Getaway By Avantstay Key West villa offers an outdoor swimming pool. Providing… More

From US$ 612 Book Now

Colorful Cocktail

210-3 Southard Street, Key West, United States Show map

Nestled 13 minutes' walk from the 19-acre Key West Cemetery, Colorful Cocktail Villa Key West is boasting an aqua park and a golf course for guests' enjoyment. Located not far from the shopping mall… More

Book Now

Queen Emma

514 Emma Street, Key West, United States Show map

Located approximately a 25-minute walk from Front Street, the 4-bedroom Queen Emma Key West villa has a swimming pool and is ideal for up to 8 guests. Guests can enjoy snorkelling and fisheries at… More

Book Now

Pegasus International Hotel

501 Southard Street, Key West, United States Show map

The 3-star Pegasus International Hotel Key West is situated in a busy area of Key West, merely 1 km from Key West Butterfly and Nature Conservatory and only 5 minutes' walk from Nancy Forrester's… More

From US$ 114 Book Now

Trumans Trove By Last Key Realty

110 Admirals Lane, Key West, United States Show map

Featuring a swimming pool, Trumans Trove By Last Key Realty Key West villa is suitable for up to 6 people and is located a 25-minute walk from Higgs Beach Dog Park. Providing guests with Wi-Fi and… More

From US$ 1216 Book Now

Elegant Escape By Last Key Realty

500 Emma Street, Key West, United States Show map

Located merely 0.6 km from Fort Zachary Taylor, the 4-bedroom Elegant Escape By Last Key Realty Key West villa offers a swimming pool for guests to relax by. Providing guests with Wi-Fi and a private… More

Book Now

Garden Of Emma By Last Key Realty

518 Emma Street, Key West, United States Show map

Staying at the 4-bedroom Garden Of Emma By Last Key Realty Key West villa, guests can visit USCGC Ingham Maritime Museum, which is only 1.4 km away. Offering private car parking as well as Wi-Fi, the… More

Book Now

Jasmine Jule By Last Key Realty

108 Admirals Lane, Key West, United States Show map

Situated only 5 minutes' stroll from the bustling plaza "Mallory Square", the 2-bedroom Jasmine Jule By Last Key Realty Key West villa is suitable for 6 guests and provides a swimming pool to relax… More

Book Now

Rooftop Penthouse

623 Duval Street Penthouse Suite, Key West, United States Show map

Up to 6 guests can stay at Rooftop Penthouse Key West villa and enjoy The Ernest Hemingway Home and Museum, located a 5-minute walk away. Offering a car park as well as Wi-Fi, the 2-bedroom holiday… More

From US$ 1123 Book Now

Saltwater Harmony By Last Key Realty

620 Thomas Street #162, Key West, United States Show map

Offering a location within 25 minutes' walk of the historic fort "West Martello Tower", the 2-bedroom Saltwater Harmony By Last Key Realty Key West villa gives access to various tourist spots in the… More

From US$ 774 Book Now

The Saint Hotel Key West, Autograph Collection, Adult Only

417 Eaton Street, Key West, United States Show map

Offering air-conditioned rooms and Wi-Fi in public areas, the 4-star The Saint Hotel Key West, Autograph Collection, Adult Only is a 10-minute stroll from The Ernest Hemingway Home and Museum and 0.8… More

From US$ 258 Book Now

Bikes Provided! Central Condo W/ Pool In Key West

620 Thomas St Unit 252, Key West, United States Show map

Staying at the 2-bedroom Bikes Provided! Central Condo W/ Pool In Key West villa, guests can visit the Harry S. Truman Little White House, which is only 0.8 km away. The Key West holiday home is… More

Book Now