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

Good Vibrations By Last Key Realty

524 Dupont Lane, Key West, United States Show map

The 4-bedroom Good Vibrations By Last Key Realty Key West villa, located in close proximity to Key West Lighthouse and Keeper's Quarters Museum, can host up to 10 guests. Located merely 14 minutes'… More

Book Now

Aqua Breeze

105 Front Street #219, Key West, United States Show map

Offering a heated pool, the 2-bedroom Aqua Breeze Villa Key West is located approximately a 5-minute walk from the fully accredited Mel Fisher Maritime Heritage Museum and is ideal for up to 5 guests… More

Book Now

A Sunset Peace

109 Front Street #210, Key West, United States Show map

Offering a heated pool, the 2-bedroom A Sunset Peace Villa Key West is located nearly a 5-minute walk from Audubon House and Tropical Gardens and is ideal for up to 4 guests. The holiday home… More

Book Now

Tropical Executive

107 Front Street #116, Key West, United States Show map

Located only a 9-minute stroll from the bustling plaza "Mallory Square", the 2-bedroom Tropical Executive Villa Key West provides a heated pool as well as snorkelling and fisheries to diversify… More

Book Now

Saltwater Angler

115 Front Street #203, Key West, United States Show map

Providing guests with an aqua park and a golf course to ensure a memorable stay, the 2-bedroom Saltwater Angler Villa Key West is merely a 9-minute walk from the waterfront Mallory Square. Located in… More

Book Now

Sweet'S Spot

109 Front Street #309, Key West, United States Show map

Located just around the corner from the Harry S. Truman Little White House, Sweet'S Spot Villa Key West boasts an outdoor swimming pool and can accommodate up to 6. The 3-bedroom holiday home… More

Book Now

Paradise On The Ocean

105 Front Street #218, Key West, United States Show map

Located only 550 metres from Mile Marker 0 Store, the 2-bedroom Paradise On The Ocean Key West villa offers opportunities for snorkelling and fisheries in the area. This Key West holiday home hosts… More

Book Now

Sundown Refuge By Avantstay

113 Front St #107, Key West, United States Show map

The 2-bedroom Sundown Refuge By Avantstay Key West apartment is situated merely a 6-minute walk from Key West Shipwreck Treasure Museum and 5 km from Key West International airport. While staying in… More

Book Now

A Gulfstream Drift

105 Front Street #319, Key West, United States Show map

Situated a mere 9 minutes on foot from the waterfront Mallory Square, the 2-bedroom A Gulfstream Drift Villa Key West is suitable for 7 guests and provides a heated pool to relax in. Offering a lift… More

Book Now

Forever Young

115 Front Street, #202, Key West, United States Show map

The 2-bedroom Forever Young Key West villa is situated nearly 5 minutes' walk from Front Street, featuring such comforts as Wi-Fi and a private parking lot. Offering a prime location in the Downtown… More

Book Now

A Sunset And Harbour View

115 Front Street #204, Key West, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom A Sunset And Harbour View Villa Key West is located merely 6 minutes' walk from Key West Shipwreck Treasure Museum and is suitable for up to 6 guests… More

Book Now

Sunset Dalite

109 Front Street #212, Key West, United States Show map

Situated approximately 5 minutes' walk from the fully accredited Mel Fisher Maritime Heritage Museum, the 2-bedroom Sunset Dalite Villa Key West is ideal for up to 4 guests. Providing guests with Wi… More

Book Now

A Harbour Roost

109 Front Street #114, Key West, United States Show map

Located just 0.6 km from the vintage parish "Saint Paul's Episcopal Church of Key West", the 2-bedroom A Harbour Roost Villa Key West has an outdoor swimming pool and is ideal for up to 5 guests. More

Book Now

Villa The Watson House

525 Simonton Street, Key West, United States Show map

The 4-bedroom Villa The Watson House Key West, located about a 5-minute walk from Key West Historic Seaport, can host up to 8 guests. This holiday home features opportunities for windsurfing… More

Book Now

Mansion The Watson House

525 Simonton Street, Key West, United States Show map

Located only 8 minutes on foot from Key West First Legal Rum Distillery, the 7-bedroom Mansion The Watson House Villa Key West provides a swimming pool as well as windsurfing, snorkelling, and… More

From US$ 3310 Book Now

Watson House Grand Estate

525 Simonton Street, Key West, United States Show map

The 11-bedroom Watson House Grand Estate Villa Key West accommodates up to 22 guests and offers proximity to Key West Historic Seaport, located merely a 5-minute walk away. This Key West villa… More

Book Now

The Pirates Penthouse By Last Key Realty

300 Petronia Street #3, Key West, United States Show map

The spacious 2-bedroom The Pirates Penthouse By Last Key Realty Key West apartment is located in the Downtown Key West district of Key West, just 6 minutes' walk from the even Southernmost Point. The… More

From US$ 819 Book Now

The Zesty Lime By Last Key Realty

421 Simonton Street, Key West, United States Show map

Staying at the 3-bedroom The Zesty Lime By Last Key Realty Key West villa, guests can visit Mile Marker 0 Store, which is only 0.8 km away. The Key West holiday home features a heated pool and is… More

From US$ 2356 Book Now

The Lime And The Coconut By Last Key Realty

421-423 Simonton Street, Key West, United States Show map

Situated approximately 5 minutes' walk from Vandenberg Wreck, the 6-bedroom The Lime And The Coconut By Last Key Realty Key West villa is ideal for up to 16 guests. More

Book Now

New Orleans House - Gay Male Adult Guesthouse

724 Duval Street, Key West, United States Show map

Situated approximately 900 metres from South Beach, the 2-star New Orleans House - Gay Male Adult Guesthouse Key West offers 13 rooms. Providing access to Key West Butterfly and Nature Conservatory… More

From US$ 163 Book Now

The Gardens Hotel

526 Angela Street, Key West, United States Show map

The Gardens Hotel Key West is situated in the museum district of Key West, merely 5 minutes' walk from San Carlos Institute and features 21 rooms with views of the courtyard. While staying within… More

From US$ 309 Book Now

Golden Nugget At Scarlet Mango Inn Key West

603 Southard St., Key West, United States Show map

Offering air-conditioned rooms and Wi-Fi in the rooms, Golden Nugget At Scarlet Mango Inn Key West is a mere 550 metres from Vandenberg Wreck and just a 10-minute walk from the fully accredited Mel… More

From US$ 383 Book Now

Americana Tropicale By Last Key Realty

526 Dupont Lane, Key West, United States Show map

Featuring a swimming pool, Americana Tropicale By Last Key Realty Key West villa is suitable for up to 10 people and is located a 13-minute walk from The Oldest House Historical Place Museum. More

From US$ 1362 Book Now

Catch Of The Day

113 Front Street #106, Key West, United States Show map

The 3-bedroom Catch Of The Day Villa Key West entices guests to enjoy snorkelling and fisheries and offers proximity to the bustling plaza "Mallory Square", located only 9 minutes' stroll away. The… More

Book Now

Caribbean House

226 Petronia Street, Key West, United States Show map

Located a mere 1.2 km from the Harry S. Truman Little White House, Caribbean House Hotel Key West is 6 minutes' walk from South Beach. The hotel features Wi-Fi in public areas and a private parking… More

From US$ 142 Book Now

Sweet Americana By Last Key Realty

524-526 Dupont Lane, Key West, United States Show map

Featuring a swimming pool, Sweet Americana By Last Key Realty Key West villa is suitable for up to 20 people and is located a 20-minute walk from Fort Zachary Taylor. Providing guests with Wi-Fi and… More

Book Now

Summer Solstice By Last Key Realty

522-524 Dupont Lane, Key West, United States Show map

Located just a 6-minute walk from Southernmost Point of the Continental US Monument, the 9-bedroom Summer Solstice By Last Key Realty Key West villa boasts a heated pool and can accommodate up to 22.… More

Book Now

Rose Lane Villas

511 Eaton Street (Check-In Location), Key West, United States Show map

Situated in the Duval district of Key West, nearly a 25-minute walk from White Street Pier, the 6-room Rose Lane Villas Key West comes with a heated outdoor swimming pool for guests to unwind. Guests… More

From US$ 709 Book Now

Kw230 Last Minute

219 Whitehead St. (Rear), Key West, United States Show map

Located about a 5-minute walk from The Oldest House Historical Place Museum, the 3-bedroom Kw230 Last Minute Key West villa offers a private outdoor swimming pool for guests to relax by. The holiday… More

Book Now

Conch Easy Livin'

617 Simonton Street, Key West, United States Show map

Situated in the Duval district of Key West, within 15 minutes' walk of Saint Mary Star of the Sea Basilica, the 2-bedroom Conch Easy Livin' Villa Key West comes with a heated pool for guests to… More

Book Now

New The Cottage At James House

512 Caroline Street, Key West, United States Show map

Offering an outdoor swimming pool, the 1-bedroom New The Cottage At James House Key West is located around 5 minutes' walk from Key West Historic Seaport and is ideal for up to 3 guests. This… More

From US$ 519 Book Now

Sky Loft In Key West

Southard Street 611, Key West, United States Show map

Situated only 0.7 km from the very unusual Key West Cemetery, the 1-bedroom Sky Loft In Key West Villa is ideal for up to 4 guests. This Key West holiday home boasts an aqua park and a golf course… More

From US$ 512 Book Now

New Coastal Rose - Bright Loft With High Ceilings

Rose Lane 526, Key West, United States Show map

Located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor nearly a 5-minute walk from Vandenberg Wreck, the 1-bedroom New Coastal Rose - Bright Loft… More

From US$ 858 Book Now

Harveys Haven

611 Southard St #2, Key West, United States Show map

The spacious 44 m² Harveys Haven Apartment Key West is located only 0.8 km from the 19-acre Key West Cemetery and offers Wi-Fi for either business or leisure. Providing a prime setting in Key West… More

From US$ 375 Book Now

New Rose Petal Petite Suite - Pool & Parking

Rose Lane 526, Key West, United States Show map

Located in a historical neighbourhood, about 5 minutes' walk from Vandenberg Wreck, the spacious 1-bedroom New Rose Petal Petite Suite - Pool & Parking Key West accommodates up to 2 guests. With a… More

Book Now

New Rose Retreat - Pool & Parking

Rose Lane 526, Key West, United States Show map

Located just 0.6 km from Key West First Legal Rum Distillery, the 2-bedroom New Rose Retreat - Pool & Parking Villa Key West boasts an outdoor swimming pool and can accommodate up to 6. Providing… More

From US$ 741 Book Now

Conch Cove

720 Rr Simonton Lane, Key West, United States Show map

Along with proximity to the even Southernmost Point, only a 6-minute walk away, the 3-bedroom Conch Cove Villa Key West offers opportunities for snorkelling and fisheries in the area. The… More

From US$ 2178 Book Now

Knot A Worry

625 Simonton Street, Key West, United States Show map

Located just 8 minutes' walk from the vintage parish "Saint Paul's Episcopal Church of Key West", Knot A Worry Villa Key West offers a swimming pool for guests to relax by. The villa features… More

Book Now

La Casita By Avantstay

819 Terry Lane, Key West, United States Show map

The welcoming La Casita By Avantstay Key West villa hosts up to 4 guests and provides proximity to the downtown commercial zoned Duval Street, situated about a 5-minute walk away. More

Book Now

Kw369Flr The Conch-Out Cottage

821 Terry Ln, Key West, United States Show map

Located only a 7-minute walk from Mile Marker 0 Store, the 1-bedroom Kw369Flr The Conch-Out Cottage Key West boasts a swimming pool and can accommodate up to 5. This villa features opportunities for… More

Book Now

Ambrosia Key West

622 Fleming Street, Key West, United States Show map

The 3-star Ambrosia Key West Motel is located near the entertainment district of Key West, merely 6 minutes' walk from US 1 Mile Marker 0. Opened in 1903, the motel with air-conditioned rooms and 3… More

From US$ 299 Book Now

Orange Blossom Suite Conch Republic Cottage

510 Petronia St #2, Key West, United States Show map

Located in Duval with leather arm chairs and couches all surrounded by glimmering candles and chic decor, fairly close to Key West Lighthouse and Keeper's Quarters Museum, the 1-bedroom Orange… More

From US$ 284 Book Now

Porchside Paradise Conch Republic Cottage

510 Petronia St #3, Key West, United States Show map

The 1-bedroom Porchside Paradise Conch Republic Cottage Key West is located just 1 km from the performing arts theater "Red Barn Theatre" and just a 7-minute walk from Key West Butterfly and Nature… More

From US$ 674 Book Now

Conch Republic Cottage

510 Petronia St, Key West, United States Show map

Situated only 7 minutes on foot from Key West Butterfly and Nature Conservatory, the 3-bedroom Conch Republic Cottage Key West ensures a great leisure experience by offering windsurfing, snorkelling,… More

From US$ 952 Book Now

Deckside Suite Conch Republic Cottage

510 Petronia St #1, Key West, United States Show map

Set in the Downtown Key West district, a 14-minute walk from USCGC Ingham Maritime Museum, the spacious Deckside Suite Conch Republic Cottage Key West accommodates up to 2 guests. Wi-Fi and a car… More

From US$ 458 Book Now

Tropical Inn

812 Duval Street, Key West, United States Show map

The 3-star Tropical Inn Key West is located near the entertainment district of Key West, merely 1.2 km from Memorial Sculpture Garden. Boasting a location in the vicinity of Key West Butterfly and… More

From US$ 158 Book Now

Casa Rosa

331 Simonton Street, Key West, United States Show map

Located in the Downtown Key West district, 6 minutes' walk from US 1 Mile Marker 0, Casa Rosa Villa Key West offers pool views. Providing guests with Wi-Fi and parking, the 4-bedroom holiday home is… More

Book Now

Amsterdam'S Curry Mansion Inn

511 Caroline St, Key West, United States Show map

Providing guests with currency exchange and a lift, the 3-star Amsterdam'S Curry Mansion Inn Key West is located near the beach district of Key West, only 7 minutes' walk from the bustling plaza… More

From US$ 754 Book Now

Duval House - Adult Only

815 Duval Street, Key West, United States Show map

Featuring a vending machine and free newspapers, the 3-star Duval House - Adult Only Motel Key West stands around 5 minutes' walk from the historical Key West Lighthouse. Offering views of the… More

From US$ 94 Book Now

Key West Conch

707 Simonton Street, Key West, United States Show map

Situated right around the corner from Key West Lighthouse and Keeper's Quarters Museum, the 3-bedroom Key West Conch Villa provides access to numerous tourist attractions in the area. This Key West… More

Book Now