Key West hotels near Jackson Square

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Booking Insights
Recommended by KAYAK

Best Key West hotels near Jackson Square

These are the best prices for Aug 5 - 12.
Silver Palms Inn - Key West
Silver Palms Inn
0.6 mi from Jackson Square, Key West, United States
8.7Very good(5060)
Parking
Free Wi-Fi
Pool
$234+
Check availability
The Palms Hotel - Key West - Bedroom
The Palms Hotel
0.7 mi from Jackson Square, Key West, United States
8.6Very good(3956)
Free Wi-Fi
Pool
Pet friendly
$227+
Check availability
Casa Marina Key West, Curio Collection by Hilton - Key West - Restaurant
Casa Marina Key West, Curio Collection by Hilton
1.0 mi from Jackson Square, Key West, United States
7.4Good(1353)
Free Wi-Fi
Pool
Pet friendly
Spa
$448+
Check availability
Pier House Resort & Spa - Key West - Balcony
Pier House Resort & Spa
0.4 mi from Jackson Square, Key West, United States
8.4Very good(1151)
Free Wi-Fi
Pool
Pet friendly
Spa
$428+
Check availability
Eden House - Key West
Eden House
0.6 mi from Jackson Square, Key West, United States
8.8Very good(1822)
Parking
Free Wi-Fi
Pool
Spa
$286+
Check availability
Duval Inn - Key West - Pool
Duval Inn
0.2 mi from Jackson Square, Key West, United States
8.0Very good(1509)
Parking
Free Wi-Fi
Pool
$290+
Check availability
The Reach Key West, Curio Collection by Hilton - Key West - Pool
The Reach Key West, Curio Collection by Hilton
0.8 mi from Jackson Square, Key West, United States
7.3Good(828)
Free Wi-Fi
Pool
Pet friendly
Spa
$408+
Check availability
Westwinds Inn - Key West - Lobby
Westwinds Inn
0.5 mi from Jackson Square, Key West, United States
8.6Very good(2733)
Free Wi-Fi
Pool
$220+
Check availability
Margaritaville Beach House Key West - Key West - Restaurant
Margaritaville Beach House Key West
2.0 mi from Jackson Square, Key West, United States
8.2Very good(1097)
Pool
Pet friendly
$289+
Check availability
Winslow's Bungalows - Key West Historic Inns - Key West - Living room
Winslow's Bungalows - Key West Historic Inns
0.5 mi from Jackson Square, Key West, United States
8.4Very good(1356)
Free Wi-Fi
Pool
Pet friendly
$279+
Check availability
Fairfield Inn & Suites by Marriott Key West - Key West - Restaurant
Fairfield Inn & Suites by Marriott Key West
1.8 mi from Jackson Square, Key West, United States
7.6Good(2241)
Free Wi-Fi
Pool
Pet friendly
$239+
Check availability
La Concha Key West, Autograph Collection - Key West - Restaurant
La Concha Key West, Autograph Collection
0.1 mi from Jackson Square, Key West, United States
7.6Good(1530)
Free Wi-Fi
Pool
Pet friendly
$336+
Check availability
The Capitana Key West - Key West - Pool
The Capitana Key West
1.7 mi from Jackson Square, Key West, United States
9.0Wonderful(2870)
Pool
Pet friendly
$306+
Check availability
Lighthouse Hotel - Key West - Bedroom
Lighthouse Hotel
0.3 mi from Jackson Square, Key West, United States
8.4Very good(411)
Free Wi-Fi
Pool
Pet friendly
$234+
Check availability
Southernmost House - Adult Exclusive - Key West - Pool
Southernmost House - Adult Exclusive
0.7 mi from Jackson Square, Key West, United States
8.3Very good(699)
Free Wi-Fi
Pool
$385+
Check availability
Duval House - Key West - Patio
Duval House
0.3 mi from Jackson Square, Key West, United States
8.9Very good(1336)
Free Wi-Fi
Pool
$185+
Check availability
H2O Suites- Adults Only - Key West - Bedroom
H2O Suites- Adults Only
0.6 mi from Jackson Square, Key West, United States
9.3Wonderful(786)
Pool
$492+
Check availability
Hyatt Vacation Club at Sunset Harbor - Key West - Building
Hyatt Vacation Club at Sunset Harbor
0.3 mi from Jackson Square, Key West, United States
8.0Very good(83)
Free Wi-Fi
Pool
$367+
Check availability
The Saint Hotel Key West Autograph Collection, Adult Only - Key West - Lounge
The Saint Hotel Key West Autograph Collection, Adult Only
0.1 mi from Jackson Square, Key West, United States
8.2Very good(104)
Free Wi-Fi
Pool
$363+
Check availability
Truman Hotel - Key West
Truman Hotel
0.4 mi from Jackson Square, Key West, United States
8.9Very good(5726)
Free Wi-Fi
Pool
$246+
Check availability
Booking Insights

KAYAK’s insights for hotels near Jackson Square

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay near Jackson Square with confidence.

Which month has the cheapest hotel rates near Jackson Square?

Hotels are cheapest near Jackson Square in June, with average rates of $218/night. In comparison, April is the most expensive month, with prices at $1,007/night.

What is the cheapest day of the week to book a hotel near Jackson Square?

Sunday offers the lowest rates near Jackson Square, with an average nightly price of $223/night. The highest prices are found on Wednesday, with average rates at $380/night.

How much is a hotel near Jackson Square for tonight?

The best deal for a 3-star hotel room near Jackson Square found by KAYAK users in the last 3 days was $177, while a 4-star hotel the lowest price was $184. The cheapest room found overall was for $177.

How much is a hotel near Jackson Square for this weekend?

The cheapest hotel room near Jackson Square for the upcoming weekend found on KAYAK in the last 3 days was for $175 per night. For the same dates, 3-star hotel rooms have been found for as low as $175 per night and 4-star hotel rooms from $199 per night.

Find deals

How much is a hotel near Jackson Square?

Here are our most popular & best value hotels

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

June
April
$273
$357
Cheapest month to stay with an average 34% drop in price.
Most expensive month to stay with an average 205% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding hotel deals near Jackson Square

  • If you’re looking for a cheap hotel close to Jackson Square in Key West, you should consider going during the low season. You’ll generally find lower-priced Jackson Square hotels in June and September.
  • Hotel room prices vary depending on many factors but you’ll likely find the best hotel deals in Key West Jackson Square if you stay on a Sunday. The opposite is true for Wednesday, which is usually the most expensive day.
  • The cheapest 3-star hotel close to Jackson Square found on KAYAK in the last 2 weeks was $123, while the most expensive was $629.
  • Don’t know how much time you need to see all the sights? KAYAK users usually book their hotel near Jackson Square for 3 days.

FAQs when booking a Key West Jackson Square hotel

  • What are the best hotels near Jackson Square?

    KAYAK users like staying at The Cabana Inn Key West - Adults Only, Opal Key Resort & Marina and Pier House Resort & Spa when looking for a hotel in close proximity to Jackson Square.

  • How much does a hotel near Jackson Square cost?

    KAYAK users have found double rooms near Jackson Square for as cheap as $52 in the last 3 days. The average price is $108.

  • Which hotels near Jackson Square are good for couples?

    If you’re looking for a romantic stay during your time in Jackson Square, then Casa Marina Key West, Curio Collection by Hilton, Silver Palms Inn, and The Palms Hotel are recommended options.

  • Which hotels near Jackson Square are good for families?

    If you’re taking a trip to Key West with the whole family, staying close to Jackson Square makes sense. Recommended family-friendly hotels are Casa Marina Key West, Curio Collection by Hilton, Silver Palms Inn, and The Palms Hotel.

Find the best hotels around Jackson Square

Our map will help you find the perfect place to stay near Jackson Square, Key West by showing you the exact location of each hotel.

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