Find the best hotels near Jackson Square

Downtown Key West, Key West

This bed and breakfast welcomes guests to Old Town, Key West and features a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes’ walk away. Free WiFi access and a flat-screen cable TV are provided in each room at this Key West NYAH - Adult Exclusive bed and breakfast. Guests can stroll through the garden or ask the tour desk for area recommendations. The 24-hour reception offers luggage storage. The nightlife, shops, and art galleries of Duval Street are 9 minutes’ walk from the property. Key West Aquarium and Key West Cruise Port are each 0.7 mi away.

✓ No prepayment needed — pay at the property

Location9.0Staff8.0Comfort7.7Cleanliness7.7Facilities7.7Value for money7.5

€558Price.total

Inclusive of taxes and fees

Silver Palms Inn

🚗Category.suitable_for👨‍👩‍👧‍👦Category.suitable_for

Downtown Key West, Key West

1000 m from city center

Silver Palms Inn, located in historic Key West, has an outdoor pool and is a 9-minute walk from the Ernest Hemingway Museum. Guest rooms offer private balconies and 40-inch flat-screen TVs. Complimentary continental breakfast is provided. Rooms at Silver Palms overlook the pool or city and have microwaves and refrigerators. Guests also have access to Wi-Fi, a desk and lounge chair in their rooms. Suites have an island view and sofa bed. Silver Palms has covered parking. A continental breakfast is also available to guests. The Harry S. Truman Little White House is less than one mile from Silver Palms Inn. Fort Zachary Taylor Historic State Park is 1.4 miles away.

✓ Free cancellation
✓ No prepayment needed — pay at the property

Staff9.2Location9.2Comfort9.1Cleanliness9.1Facilities8.8Value for money8.3

€1,203Price.total

Inclusive of taxes and fees

The Casablanca Hotel

Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and free Wi-Fi. A flat-screen TV with cable channels is provided in each spacious room at The Casablanca Hotel. A private bathroom is also provided in every air-conditioned guest room. Guests can enjoy a swim in the outdoor pool or relax on the sun deck at The Hotel Casablanca. Within walking distance of the beaches, shopping, dining and nightlife of Key West, this property is less than 10 minutes’ drive from Key West International Airport. South Beach and the Southernmost Point are within 1 mile of the hotel.

Downtown Key West, Key West

600 m from city center

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.6Staff9.4Cleanliness9.3Comfort9.2Facilities8.8Value for money8.6

€752Price.total

Inclusive of taxes and fees

Winslow's Bungalows - Key West Historic Inns

Downtown Key West, Key West

Located in Key West, Florida, Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary continental breakfast. The Southernmost Point is just 0.6 mi away, and Duval Street is 2461 feet from the inn. A flat-screen cable TV comes standard in each room at Winslow's Bungalows. All rooms feature a small refrigerator. Each private bathroom also comes with a hairdryer and free toiletries. Paths through landscaped gardens and a sun terrace with lounge chairs can be enjoyed at Winslow's Bungalows. Other facilities offered include 3 outdoor pools, hammocks and swings. On-site parking is available for a surcharge. Smathers Beach and Fort Zachary Taylor State Park are an 8-minute drive from Winslow's Bungalows. Guests will be just 8 minutes’ walk from The Ernest Hemingway Home and Museum and 10 minutes' walk from Key West Butterfly and Nature Conservatory.

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.4Staff9.1Comfort8.9Cleanliness8.7Facilities8.6Value for money7.8

€1,442€273 OFF

€1,169Price.total

Inclusive of taxes and fees

Pegasus International Hotel

This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV. All guest rooms at Pegasus International Hotel are equipped with free Wi-Fi. A refrigerator and microwave are provided. A year-round heated pool and a hot tub are part of this Key West hotel, and towels are included. The front desk is open 24 hours a day and laundry facilities are available. The Pegasus International Hotel is 6 blocks from the Key West Aquarium. The Ernest Hemingway Home and Museum is 3 blocks away, and Smathers Beach is 3 miles from the hotel.

Downtown Key West, Key West

300 m from city center

✓ No prepayment needed — pay at the property

Location9.3Comfort7.9Cleanliness7.8Staff7.7Facilities7.5Value for money7.1

€847Price.total

Inclusive of taxes and fees

Hyatt Centric Key West Resort & Spa

Downtown Key West, Key West

💼Category.suitable_for🚗Category.suitable_for

This waterfront resort features an on-site spa and fitness center and is located on Key West Island. Guests can enjoy the nightlife and restaurants of Duval Street, which is only 3 minutes’ walk from the resort. A private balcony and free WiFi are included in every cozy room at the Hyatt Key West Resort and Spa. Additional amenities include a flat-screen cable TV and a small refrigerator. On-site Jala Spa offers a number of services, including body wraps, facials, and deep tissue massages. Nail care and renewal rituals are also available, as is an on-site fitness center. An outdoor pool and hot tub offer the perfect space to rejuvenate while scuba diving, jet boats, and snorkeling are available on site or nearby. A Jet Ski island tour is available for guests looking to explore the surrounding area. Two on-site restaurants are located at Hyatt Key West Resort and Spa. Shor American Seafood Grill offers coastal fares while Blue Mojito Pool Bar and Grill serves cocktails and light bites.

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.4Comfort8.9Staff8.7Cleanliness8.6Facilities8.2Value for money7.0

€1,830Price.total

Inclusive of taxes and fees

Courtney's Place Historic Cottages & Inns

Courtney's Place Historic Cottages & Inns

★★

Downtown Key West, Key West

500 m from city center

🚗Category.suitable_for👨‍👩‍👧‍👦Category.suitable_for

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests. All air-conditioned rooms include a cable TV and private bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns. Guests can grill a meal at the barbecue facilities. This Key West Courtney's Place Historic Cottages and Inns provides free on-site parking as well. The shops and restaurants of Mallory Square are 15 minutes’ walk away. Guests can also cool off at Smathers Beach 1.9 mi from the property.

✓ No prepayment needed — pay at the property

Location9.7Staff9.3Comfort9.1Cleanliness9.1Facilities8.8Value for money8.3

€836Price.total

Inclusive of taxes and fees

Eden House

Downtown Key West, Key West

1000 m from city center

Locally owned and operated since 1975, this art deco hotel offers relaxing amenities and first-rate services in the center of Old Town Key West, within walking distance of Duval Street. The Eden House is a completely nonsmoking hotel that is surrounded by a lush, tropical setting. Guests can go for a swim in the pool, relax in a hammock or soak up the Florida sun on the elevated sundeck. The helpful concierge service can arrange a variety of activities or guests can explore with a hired bicycle. Coffee and tea is also available 24 hours a day in the lobby.

✓ No prepayment needed — pay at the property

Staff9.2Location9.2Comfort9.0Cleanliness8.9Facilities8.8Value for money8.1

€971€146 OFF

€825Price.total

Inclusive of taxes and fees

The Cabana Inn Key West - Adult Exclusive

Downtown Key West, Key West

100 m from city center

Located in Key West, Florida, The Cabana Inn Key West is an adults only inn that features a swimming pool, hot tub and a daily continental breakfast. Guests can enjoy a daily cheese and wine happy hour as well as free WiFi throughout the property. A flat-screen TV comes standard in each room at The Cabana Inn Key West. Select suites feature a microwave and refrigerator. Parking is available for an additional fee. The Southernmost Point is just 13 minute’s walk from this inn. Guests will be a 1-minute walk from historic Duval Street and 0.3 miles from The Ernest Hemingway Home and Museum.

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.5Staff8.8Comfort8.3Cleanliness8.2Facilities8.1Value for money7.7

€871Price.total

Inclusive of taxes and fees

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and the Keeper's Quarters Museum. Guests can enjoy an outdoor heated pool, complimentary continental breakfast, and on-site bar. Isabel's Poolside Bar serves island favorites and specialty drinks. Guests can explore the area by renting one of the bicycles from a specialized company. Free WiFi and a flat-screen cable TV are included in all accommodations at Lighthouse Hotel. A private bathroom is also provided in each guestroom. Duval Street is 5 minutes' walk from the hotel, and the Southernmost Point is 7 minutes’ walk away. Guests will also be 8 minutes' walk from Key West Butterfly and Nature Conservatory.

Downtown Key West, Key West

500 m from city center

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.5Staff8.8Comfort8.7Cleanliness8.6Facilities8.5Value for money7.9

€1,410€267 OFF

€1,143Price.total

Inclusive of taxes and fees

The Conch House Heritage Inn

Downtown Key West, Key West

This adult-only Conch House Heritage Inn offers accommodations in Key West with breakfast included and complimentary mimosas. Every room at this bed and breakfast is air conditioned and is fitted with a flat-screen TV. The rooms come with a private bathroom equipped with a shower. For your comfort, you will find bath robes and free toiletries. A TV is featured. You will find luggage storage space at the property. Ernest Hemingway Home and Museum is 1312 feet from The Conch House Heritage Inn, while Duval Street is 1640 feet away.

✓ Free cancellation
✓ No prepayment needed — pay at the property

Staff9.8Cleanliness9.8Facilities9.6Comfort9.6Location9.6Value for money8.6

€796Price.total

Inclusive of taxes and fees

New Orleans House - Gay Male Adult Guesthouse

★★

Downtown Key West, Key West

400 m from city center

👨‍👩‍👧‍👦Category.suitable_for💕Category.suitable_for

Located above a nightclub on historic Duval Street in Key West, Florida, this gay male guest house features an outdoor swimming pool, a clothing-optional sundeck, and an on-site restaurant. A daily continental breakfast is available, as is daily complimentary happy hour. A microwave, refrigerator and coffee-making facilities come standard in each room at New Orleans House. A flat-screen cable TV is included. Free Wi-Fi and a fitness center are accessible at the Key West New Orleans House. Other facilities include luggage storage and laundry facilities. The property is located above Bourbon Street Pub. The Southernmost Point is just 10 minutes’ walk from this guest house. Guests will be 4 minutes’ walk from The Ernest Hemingway Home and Museum.

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.7Staff9.4Comfort9.0Cleanliness8.8Facilities8.7Value for money8.0

€480Price.total

Inclusive of taxes and fees

La Concha Key West, Autograph Collection

💼Category.suitable_for🚗Category.suitable_for

Downtown Key West, Key West

200 m from city center

Located along Duval Street in Old Town Key West, Florida, this historic hotel offers modern amenities such as free wireless high-speed internet access and an on-site restaurant. La Concha Key West, Autograph Collection features an outdoor pool, Pool Bar, and contemporary fitness center. Mater sports (within 2 miles) and same day Dry Cleaning available. The guestrooms at the La Concha Key West, Autograph Collection boast unique services for a memorable stay. Guests can enjoy a 55-inch flat-screen TV. After a busy day, the pillow-top mattress offers a restful night's sleep. The restaurant at La Concha, Perla, offers unique, island-inspired small plates and fresh local seafood. The historic Duval Street is also home to a variety of fine dining, nightclubs, and more.

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.6Comfort8.6Cleanliness8.6Staff8.5Facilities8.3Value for money7.1

€1,084Price.total

Inclusive of taxes and fees

Almond Tree Inn - Adults Only

This Key West inn is a 4-minute walk from the Ernest Hemingway House and Museum. Guests of the Almond Tree Inn - Adults Only will enjoy an outdoor pool with a hot tub and a daily continental breakfast. All accommodations feature satellite TV, microwave, and small refrigerator. Tea and coffee-making facilities and a patio are also included. Almond Tree Inn - Adults Only guests can lounge in the Florida sun on the deck alongside the pool and enjoy a happy hour with complimentary beverages. Guests can also stay connected during their stay with free Wi-Fi. The inn is a 4-minute walk from the Historic Lighthouse and a 9-minute walk from the Southernmost Point. The Key West Butterfly and Nature Conservatory is a 6-minute walk away.

Downtown Key West, Key West

700 m from city center

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.9Staff9.8Cleanliness9.7Comfort9.7Facilities9.4Value for money9.0

€1,776€533 OFF

€1,243Price.total

Inclusive of taxes and fees

Orchid Key Inn - Adults Only

Downtown Key West, Key West

700 m from city center

This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum. Features include a daily continental breakfast, heated pool with a hot tub, and a bar. A 42-inch flat-screen cable TV, microwave, and small refrigerator as well as an iPod dock are standard in each room. Extras include a Keurig® coffee machine, and some suites have a spa bath and a sofa bed. A Complementary single welcome drink voucher upon check in. The Orchid Bar serves specialty cocktails made with fresh herbs and infused spirits from early afternoon to late evening. Guests will receive 1 complimentary beverage per day. The inn is 3 minutes’ walk from the Historic Lighthouse and 7 minutes’ walk from the Southernmost Point. Key West city center is 1 mi away.

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.7Staff9.6Cleanliness9.6Comfort9.6Facilities9.3Value for money8.7

€1,776€533 OFF

€1,243Price.total

Inclusive of taxes and fees

Ella's Cottages - Key West Historic Inns

Offering a heated outdoor pool, this boutique Ella's Cottages is located in Old Town Key West 2 minutes' walk from Duval Street. Free WiFi and a poolside continental breakfast are provided. A flat-screen cable TV, an en suite, and hardwood floors and furnishings are standard in all rooms and suites. All rooms have a mini fridge. Both rooms and suites include access to a tropical garden. The guest house is 1476 feet from Ernest Hemingway Home and Museum and 15 minutes' walk from the Sunset Pier. Higgs Beach is 1.2 mi away.

Downtown Key West, Key West

600 m from city center

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.6Staff9.2Comfort9.1Cleanliness8.8Facilities8.6Value for money7.9

€1,183Price.total

Inclusive of taxes and fees

Pier House Resort & Spa

💼Category.suitable_for🚗Category.suitable_for

Downtown Key West, Key West

700 m from city center

Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness center. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa.

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.6Comfort8.9Staff8.8Cleanliness8.7Facilities8.5Value for money7.5

€1,601Price.total

Inclusive of taxes and fees

The Key West Hotel

Downtown Key West, Key West

300 m from city center

Ideally set in the center of Key West, The Key West Hotel has air-conditioned rooms, an outdoor swimming pool, free WiFi and a bar. Popular points of interest nearby include Mallory Square, Ernest Hemingway Home and Museum and Southernmost Point. The property is non-smoking throughout and is located a 8-minute walk from Simonton Street Beach. At the hotel, rooms come with a desk and a flat-screen TV. Rooms are equipped with a private bathroom with a shower, free toiletries and a hairdryer. The rooms will provide guests with a fridge. Popular points of interest near The Key West Hotel include Duval Street, Key West Aquarium and Mallory Dock. Key West International Airport is 2.5 miles from the property.

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.6Staff9.1Cleanliness8.6Comfort8.6Facilities7.7Value for money6.8

€2,907€1,041 OFF

€1,866Price.total

Inclusive of taxes and fees

Ridley House - Key West Historic Inns

Downtown Key West, Key West

500 m from city center

This boutique hotel is just 10 minutes’ walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool. Museums, water-sports and shopping are located within walking distance of the property. The Southernmost Point of the USA is 1 mile away. Mallory Square and the Key West Aquarium are also less than 7 minutes' walk away.

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location9.6Staff9.3Comfort8.9Cleanliness8.8Facilities8.7Value for money7.9

€1,149Price.total

Inclusive of taxes and fees

Marreros Guest Mansion - Adult Only

★★

Downtown Key West, Key West

100 m from city center

Offering a year-round outdoor pool and terrace, this adult-only (21 years +) Marreros Guest Mansion is set in the Duval district in Key West. Duval Street is a 1 minute walk from the property. Each room at this bed and breakfast is air conditioned and comes with a flat-screen TV. Some units have a seating area where you can relax. The afternoon happy hour offers complimentary beer, wine, and light snacks. Premium beverages are available for a fee. Concierge service are available on site during operating hours. Ernest Hemingway Home and Museum is 1969 feet from Marreros Guest Mansion, while Mallory Dock is 1969 feet away.

✓ Free cancellation
✓ No prepayment needed — pay at the property

Location10.0Comfort9.8Staff9.7Facilities9.1Cleanliness9.1Value for money8.6

€1,374Price.total

Inclusive of taxes and fees

Cloud Suite On Duval

Cloud Suite On Duval is located in Key West, just a 12-minute walk from Key West Aquarium and 0.7 miles from Mallory Dock. Guests staying at this apartment have access to free Wifi and a patio. The property is a few steps from the city center and a 10-minute walk from South Beach. The air-conditioned apartment is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 3 bathrooms. Towels and bed linen are available in the apartment. For added privacy, the accommodation features a private entrance. A water park is available on-site and cycling can be enjoyed close to the apartment. Popular points of interest near Cloud Suite On Duval include Duval Street, Ernest Hemingway Home and Museum, and Southernmost Point. Key West International Airport is 2.5 miles from the property.

Downtown Key West, Key West

400 m from city center

✓ Free cancellation

Cleanliness10.0Comfort9.9Location9.9Staff9.8Facilities9.1Value for money8.6

€1,638Price.total

Inclusive of taxes and fees

Casa Key West-Pool & Free Parking

Downtown Key West, Key West

Casa Key West-Pool & Free Parking offers accommodations in Key West, a 19-minute walk from Key West Aquarium and one mile from Mallory Dock. Both free Wifi and parking on-site are accessible at the vacation home free of charge. The property is 400 yards from the city center and a 6-minute walk from South Beach. The air-conditioned vacation home is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Guests at Casa Key West-Pool & Free Parking can enjoy cycling nearby, or make the most of the outdoor pool. Popular points of interest near the accommodation include Ernest Hemingway Home and Museum, Duval Street, and Southernmost Point. Key West International Airport is 2.5 miles from the property.

✓ Free cancellation

Location9.1Comfort8.9Staff8.5Cleanliness8.4Facilities7.0Value for money7.0

€2,253Price.total

Inclusive of taxes and fees

Sky Suite On Duval

Sky Suite On Duval is located in Key West, just a 12-minute walk from Key West Aquarium and 0.7 miles from Mallory Dock. Both free Wifi and parking on-site are accessible at the apartment free of charge. The property is a few steps from the city center and a 10-minute walk from South Beach. The air-conditioned apartment is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 3 bathrooms. Towels and bed linen are offered in the apartment. For added privacy, the accommodation features a private entrance. A water park is available on-site and cycling can be enjoyed close to Sky Suite On Duval. Popular points of interest near the accommodation include Duval Street, Ernest Hemingway Home and Museum, and Southernmost Point. Key West International Airport is 2.5 miles from the property.

Downtown Key West, Key West

400 m from city center

✓ Free cancellation

Staff9.8Location9.6Comfort9.4Cleanliness9.0Facilities9.0Value for money7.7

€1,671Price.total

Inclusive of taxes and fees

Duval Dream Loft on Duval

Duval Dream Loft on Duval is located in Key West, just a 9-minute walk from Mallory Dock and half a mile from Mallory Square. This apartment features air-conditioned accommodations with free Wifi. The property is 400 yards from the city center and a 10-minute walk from Simonton Street Beach. Featuring a patio and city views, the spacious apartment includes 2 bedrooms, a living room, cable TV, an equipped kitchen, and 1 bathroom with a bath. Towels and bed linen are available in the apartment. For added privacy, the accommodation features a private entrance. A water park is available on-site and cycling can be enjoyed close to the apartment. Popular points of interest near Duval Dream Loft on Duval include Duval Street, Ernest Hemingway Home and Museum, and Key West Aquarium. Key West International Airport is 2.5 miles from the property.

Downtown Key West, Key West

200 m from city center

✓ Free cancellation

Location9.3Staff8.7Cleanliness7.3Comfort7.2Facilities7.2Value for money7.2

€1,517Price.total

Inclusive of taxes and fees

Crawl to Duval w/ Hot tub