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 12 Aug 2026 – 13 Aug 2026 · 2 guests

  • Heron House - Adult Only

    Heron House - Adult Only

    ★★★ (78 reviews) 9.1

    329 m from Jackson Square

    🍳 Breakfast included
    $126 per night

  • Caribbean House

    ★★★ (28 reviews) 8.2

    378 m from Jackson Square

    📶 Free Wi-Fi 🍳 Breakfast included
    $110 per night
  • Lighthouse Hotel - Key West Historic Inns

    Lighthouse Hotel - Key West Historic Inns

    ★★★ (71 reviews) 9.1

    502 m from Jackson Square

    📶 Free Wi-Fi 🍳 Breakfast included
    $87 per night
  • Ridley House - Key West Historic Inns

    Ridley House - Key West Historic Inns

    ★★★ (32 reviews) 9.1

    520 m from Jackson Square

    📶 Free Wi-Fi 🍳 Breakfast included
    $245 per night

  • Pier House Resort & Spa

    ★★★★ (38 reviews) 8.9

    739 m from Jackson Square

    📶 Free Wi-Fi 🍳 Breakfast included
    $288 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
    $259 per night
  • Winslow's Bungalows - Key West Historic Inns

    Winslow's Bungalows - Key West Historic Inns

    ★★★★ (75 reviews) 8.9

    818 m from Jackson Square

    📶 Free Wi-Fi 🍳 Breakfast included
    $225 per night
  • Silver Palms Inn

    Silver Palms Inn

    ★★★ (50 reviews) 8.4

    936 m from Jackson Square

    🍳 Breakfast included
    $109 per night

  • Fitch Lodge - Key West Historic Inns

    ★★★ (82 reviews) 8.2

    1.0 km from Jackson Square

    📶 Free Wi-Fi
    $175 per night
  • Southernmost Beach Resort & Guesthouses

    Southernmost Beach Resort & Guesthouses

    ★★★★ (59 reviews) 8.1

    1.1 km from Jackson Square

    📶 Free Wi-Fi
    $153 per night
  • Southwinds Motel

    Southwinds Motel

    ★★ (53 reviews) 8.1

    1.2 km from Jackson Square

    $140 per night
  • The Grand Guesthouse

    The Grand Guesthouse

    ★★★ (35 reviews) 8.6

    1.2 km from Jackson Square

    📶 Free Wi-Fi 🍳 Breakfast included
    $157 per night