Hotels near Jackson Square

Rotate the image to find the location of Jackson Square.

If you visit Key West, be sure to see Jackson Square, which is a popular spot in Key West. There are many hotel options near Jackson Square to suit your preferences. You can find many budget hotels near Jackson Square, or places farther away at various price points. Below are the closest hotels to Jackson Square in Key West, United States of America.

Hotels near Jackson Square

12 nearby hotels 2 Oct 2026 – 3 Oct 2026 · 2 guests

  • Duval Inn - Key West

    ★★★ (35 reviews) 8.8

    318 m from Jackson Square

    📶 Free Wi-Fi 🍳 Breakfast included
    $195 per night
  • Lighthouse Hotel - Key West Historic Inns

    Lighthouse Hotel - Key West Historic Inns

    ★★★ (79 reviews) 9

    502 m from Jackson Square

    📶 Free Wi-Fi 🍳 Breakfast included
    $290 per night
  • The Paradise Inn - Adults Only

    The Paradise Inn - Adults Only

    ★★★ (89 reviews) 8.9

    547 m from Jackson Square

    📶 Free Wi-Fi 🍳 Breakfast included
    $399 per night
  • The Marker Key West Harbor Resort

    The Marker Key West Harbor Resort

    ★★★★ (98 reviews) 8.8

    779 m from Jackson Square

    📶 Free Wi-Fi
    $549 per night

  • Douglas House Adult Only

    ★★★ (28 reviews) 8.9

    785 m from Jackson Square

    $341 per night
  • Winslow's Bungalows - Key West Historic Inns

    Winslow's Bungalows - Key West Historic Inns

    ★★★★ (82 reviews) 9

    818 m from Jackson Square

    📶 Free Wi-Fi 🍳 Breakfast included
    $300 per night
  • The Southernmost Inn Adult Exclusive

    The Southernmost Inn Adult Exclusive

    ★★★ (148 reviews) 7.7

    927 m from Jackson Square

    🍳 Breakfast included
    $192 per night
  • Silver Palms Inn

    Silver Palms Inn

    ★★★ (55 reviews) 8.5

    936 m from Jackson Square

    🍳 Breakfast included
    $239 per night

  • Fitch Lodge - Key West Historic Inns

    ★★★ (86 reviews) 8.1

    1.0 km from Jackson Square

    📶 Free Wi-Fi
    $230 per night
  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    ★★★★ (60 reviews) 8.2

    1.1 km from Jackson Square

    📶 Free Wi-Fi
    $284 per night
  • Southwinds Motel

    Southwinds Motel

    ★★ (60 reviews) 8.3

    1.2 km from Jackson Square

    🍳 Breakfast included
    $149 per night
  • The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    ★★★★ (37 reviews) 8.4

    1.3 km from Jackson Square

    🍳 Breakfast included
    $430 per night