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Featured Hotels Near Jackson Square

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Key West Villas

Duval, Key West (0.2 miles from Jackson Square)

Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided.

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9.7
Exceptional
337 reviews
Price from
$299
per night

The Gardens Hotel

Hotel in Duval, Key West (0.2 miles from Jackson Square)

Located in Key West, Florida, this adult-only hotel offers two outdoor pools. Duval Street is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes’ drive from the hotel.

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9.6
Exceptional
144 reviews
Price from
$367
per night

Marreros Guest Mansion - Adult Only

Duval, Key West (0.1 miles from Jackson Square)

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.

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9.4
Wonderful
141 reviews
Price from
$279
per night

Simonton Court Historic Inn & Cottages

Duval, Key West (0.3 miles from Jackson Square)

Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access.

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9.2
Wonderful
1,081 reviews
Price from
$239
per night

Andrews Inn & Garden Cottages

Duval, Key West (0.3 miles from Jackson Square)

Located right off Duval Street, the Andrews Inn and Garden Cottages are less than 5 minutes’ walk from various dining and entertainment options. Guests can enjoy free WiFi and an outdoor pool.

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9.4
Wonderful
104 reviews
Price from
$343
per night

The Artist House

Duval, Key West (0.2 miles from Jackson Square)

This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street.

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9.1
Wonderful
139 reviews
Price from
$386
per night

Top 10 trending hotels near Jackson Square

Discover our most popular hotels from the last 30 days

Enjoy breakfast at hotels near Jackson Square

  • The Capitana Key West
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2,448 reviews

    Facing the beachfront, The Capitana Key West offers 4-star accommodations in Key West and has an outdoor swimming pool, fitness center and terrace.

    property was lovely, modern, clean & well situated.

  • Truman Hotel
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2,734 reviews

    This trendy Key West boutique hotel features an outdoor pool and modern rooms equipped with iPod docking stations and flat-screen TVs. South Beach - Key West is 0.5 miles away from the property.

    Great location. Lovely room. Nice pool. Good breakfast

  • The Mermaid & The Alligator
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 180 reviews

    Featuring an outdoor swimming pool, a garden as well as a shared lounge, The Mermaid & The Alligator is located in the center of Key West, a 11-minute walk from South Beach.

    beautiful house and environment. great rooms and the garden

  • Orchid Key Inn - Adults Only
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 258 reviews

    This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House and Museum.

    cleanliness was outstanding in the room and all areas

  • Almond Tree Inn - Adults Only
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 287 reviews

    This Key West inn is a 4-minute walk from the Ernest Hemingway House and Museum.

    Fantastic breakfast, excellent location and wonderful staff.

  • The Palms Hotel
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 2,113 reviews

    Located just 1 mile from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continental breakfast. Free WiFi is available throughout the property.

    Beautiful house -old style very clean and upgraded

  • Silver Palms Inn
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 3,048 reviews

    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.

    The pool, the room, the breakfast, everything was amazing!

  • Hampton Inn Key West FL
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 1,685 reviews

    Hampton Inn Key West features a heated pool with an ocean view. Guests can grab a bite to eat at the poolside restaurant. A free continental breakfast is offered daily. Complimentary WiFi is provided.

    clean , friendly staff, ocean view great breakfast

Hotels with great access to Jackson Square!

  • The Gardens Hotel
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 144 reviews

    Located in Key West, Florida, this adult-only hotel offers two outdoor pools. Duval Street is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes’ drive from the hotel.

    The best Hotel I've never been. Loved everything.

  • Island City House
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 622 reviews

    Offering an outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port. Features include free WiFi, garden, and rooms with a kitchen.

    Loved it all,gardens,pool area we're fantastic

  • Hyatt Vacation Club at Windward Pointe
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 728 reviews

    This Hyatt Windward Pointe is located in Key West, 3.5 mi from the Southernmost Point, and features a year-round outdoor pool and hot tub. A fully equipped kitchen is provided in every apartment.

    Everything was great! I wish I could have stayed longer

  • La Te Da - Adult Only, 21 or older
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 170 reviews

    Located on Duval Street in Key West, La Te Da welcomes adult guests with a restaurant and bar. Every room has a flat-screen TV with cable channels. Extras include free toiletries and a hairdryer.

    Great atmosphere, great food!! Very friendly owner!

  • The Laureate Key West
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 2,146 reviews

    Located in Key West, 3.2 miles from Ernest Hemingway Home and Museum, The Laureate Key West features views of the pool. This 3-star hotel offers a business center and a concierge service.

    location , facilities and could use the Capitana too

  • Aqua Lodges At Hurricane Hole Marina
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 159 reviews

    Aqua Lodges At Hurricane Hole Marina is located in Key West, 4.4 miles from Ernest Hemingway Home and Museum and 4.4 miles from Duval Street.

    The entire surrounding. The bar, grill, atmosphere

  • Coconut Mallory Resort and Marina
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 282 reviews

    This Key West resort is 2 miles from historic Duval Street and one mile from the Key West International Airport. The property features 2 outdoor pools, a hot tub, and apartments with full kitchens.

    well equipped unit, good A/C, good spaces. comfortable

  • Margaritaville Beach House Key West
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 1,178 reviews

    Margaritaville Beach House Key West features a restaurant, outdoor swimming pool, a fitness center and bar in Key West.

    The interior and the location. Also the size : not too big

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