Key West hotels near Jackson Square

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Recommended by KAYAK

Best Key West hotels near Jackson Square

Most recommended Jackson Square hotels

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Pegasus International Hotel - Key West - Bedroom
Pegasus International Hotel
Old Town North of Truman
7.5Good(1813)
Parking
Free Wi-Fi
Pool
$254+
Check availability
The Curry House - Key West - Living room
The Curry House
Old Town North of Truman
8.0Very good(169)
Free Wi-Fi
$273+
Check availability
Eden House - Key West - Living room
Eden House
Old Town North of Truman
8.5Very good(1752)
Parking
Free Wi-Fi
Pool
$255+
Check availability
The Artist House - Key West - Bedroom
The Artist House
Old Town North of Truman
9.3Wonderful(561)
Free Wi-Fi
Pet friendly
$247+
Check availability
The Garden House - Key West - Pool
The Garden House
Old Town North of Truman
8.7Very good(607)
Free Wi-Fi
Pet friendly
$207+
Check availability
Southernmost Beach Resort - Key West - Beach
Southernmost Beach Resort
Old Town South of Truman
7.7Good(87)
Free Wi-Fi
Pool
Spa
$334+
Check availability
Colors On White - Key West - Bedroom
Colors On White
Old Town North of Truman
7.4Good(427)
Parking
Free Wi-Fi
Pool
Pet friendly
$233+
Check availability
Seascape Tropical Inn - Key West - Bedroom
Seascape Tropical Inn
Old Town North of Truman
8.5Very good(829)
Parking
Free Wi-Fi
$291+
Check availability
Hyatt Vacation Club at Sunset Harbor - Key West - Pool
Hyatt Vacation Club at Sunset Harbor
Truman Annex
8.2Very good(34)
Free Wi-Fi
$375+
Check availability
Wicker Guesthouse - Key West - Balcony
Wicker Guesthouse
Old Town North of Truman
7.9Good(4485)
Parking
Free Wi-Fi
Pool
Pet friendly
$256+
Check availability
Key West Villas - Key West - Front desk
Key West Villas
Old Town North of Truman
9.7Wonderful(575)
Free Wi-Fi
Pool
$374+
Check availability
Southwinds Motel - Key West - Patio
Southwinds Motel
Old Town South of Truman
8.0Very good(3690)
Pool
$213+
Check availability
Casa Marina Key West, Curio Collection by Hilton - Key West - Restaurant
Casa Marina Key West, Curio Collection by Hilton
Casa Marina
7.1Good(1313)
Free Wi-Fi
Pool
Pet friendly
Spa
$424+
Check availability
Duval Inn - Key West - Key West - Pool
Duval Inn - Key West
Old Town North of Truman
8.0Very good(1396)
Parking
Free Wi-Fi
Pool
$259+
Check availability
Fairfield Inn & Suites by Marriott Key West - Key West - Restaurant
Fairfield Inn & Suites by Marriott Key West
Mid Town East
7.3Good(2159)
Free Wi-Fi
Pool
$232+
Check availability
Kona Kai Oasis - Key West - Bedroom
Kona Kai Oasis
Casa Marina
7.4Good(332)
Parking
Free Wi-Fi
Pool
Pet friendly
$336+
Check availability
Almond Tree Inn - Key West - Bedroom
Almond Tree Inn
Old Town North of Truman
9.5Wonderful(481)
Free Wi-Fi
Pool
$393+
Check availability
The Grand Guesthouse - Key West - Bedroom
The Grand Guesthouse
Old Town South of Truman
8.5Very good(1415)
Parking
Free Wi-Fi
$364+
Check availability
Old Town Suites - Key West
Old Town Suites
Old Town North of Truman
8.1Very good(722)
Parking
Free Wi-Fi
$226+
Check availability
Key West Bed and Breakfast - Key West
Key West Bed and Breakfast
Old Town North of Truman
8.7Very good(260)
Parking
Free Wi-Fi
$270+
Check availability
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$90 - $377$377 - $664$664 - $951$951 - $1,238$1,238+ per night

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Useful Info

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 August, with average rates of $227. In comparison, January is the most expensive month, with prices at $1,162.

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

Tuesday offers the lowest rates near Jackson Square, with an average nightly price of $194. The highest prices are found on Friday, with average rates at $295.

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 $102, while a 4-star hotel the lowest price was $207. The cheapest room found overall was for $102.

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 $73 per night. For the same dates, 3-star hotel rooms have been found for as low as $136 per night and 4-star hotel rooms from $259 per night.
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How much is a hotel near Jackson Square?

Here are our most popular & best value hotels

Good to know

Low season

August

High season

January

Average price (weeknight)

$240

Average price (weekend night)

$286
Cheapest month to stay with an average 24% drop in price.
Most expensive month to stay with an average 289% 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 August and June.
  • 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 Tuesday. The opposite is true for Friday, 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 $58, while the most expensive was $652.
  • 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 Hyatt Centric Key West Resort And Spa, Opal Key Resort & Marina and Ocean Key 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 $73 in the last 3 days. The average price is $97.

  • Which hotels near Jackson Square are good for couples?

    If you’re looking for a romantic stay during your time in Jackson Square, then Opal Key Resort & Marina, Casa Marina Key West, Curio Collection by Hilton, and Silver Palms Inn 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 Hyatt Centric Key West Resort And Spa, Casa Marina Key West, Curio Collection by Hilton, and Silver Palms Inn.

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.

What Jackson Square hotel guests are talking about

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Hotels about topic

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Oceans Edge Key West - Key West - Pool
Oceans Edge Key West
Key West, FL
8.4Very good(4196)
Free Wi-Fi
Pool
Pet friendly
$278+
Check availability
Santa Maria Suites - Key West - Bedroom
Santa Maria Suites
Old Town South of Truman
9.3Wonderful(1157)
Pool
$516+
Check availability
Eden House - Key West - Living room
Eden House
Old Town North of Truman
8.5Very good(1752)
Parking
Free Wi-Fi
Pool
$255+
Check availability
The Casablanca Hotel - Key West - Bedroom
The Casablanca Hotel
Old Town North of Truman
8.8Very good(1451)
Free Wi-Fi
Pool
$231+
Check availability
The Gates Hotel Key West - Key West - Living room
The Gates Hotel Key West
New Town
7.3Good(2276)
Parking
Free Wi-Fi
Pool
Pet friendly
$246+
Check availability
The Palms Hotel - Key West - Bedroom
The Palms Hotel
The Meadows
8.2Very good(3421)
Free Wi-Fi
Pool
Pet friendly
$222+
Check availability
The Inn On Fleming - Key West - Balcony
The Inn On Fleming
Old Town North of Truman
8.9Very good(901)
Free Wi-Fi
Pool
$246+
Check availability
The Laureate Key West - Key West - Building
The Laureate Key West
New Town
8.7Very good(1886)
Parking
Pool
Pet friendly
$252+
Check availability
Parrot Key Hotel & Villas - Key West - Balcony
Parrot Key Hotel & Villas
New Town
8.5Very good(3382)
Free Wi-Fi
Pool
$273+
Check availability
The Capitana Key West - Key West - Bedroom
The Capitana Key West
Mid Town East
8.8Very good(2260)
Pool
Pet friendly
$327+
Check availability
The Mansion on the Sea - Southernmost House in the USA - Key West - Pool
The Mansion on the Sea - Southernmost House in the USA
Old Town South of Truman
8.3Very good(703)
Free Wi-Fi
Pool
$416+
Check availability
Havana Cabana at Key West - Key West - Pool
Havana Cabana at Key West
New Town
8.2Very good(1897)
Parking
Free Wi-Fi
Pool
Pet friendly
$265+
Check availability
24 North Hotel - Key West - Patio
24 North Hotel
New Town
7.2Good(2462)
Free Wi-Fi
Pool
Pet friendly
$237+
Check availability
The Perry Hotel & Marina Key West - Key West - Lobby
The Perry Hotel & Marina Key West
Key West, FL
9.0Wonderful(742)
Pool
Pet friendly
$255+
Check availability
Fairfield Inn & Suites by Marriott Key West - Key West - Restaurant
Fairfield Inn & Suites by Marriott Key West
Mid Town East
7.3Good(2159)
Free Wi-Fi
Pool
$232+
Check availability
Courtyard by Marriott Key West Waterfront - Key West - Bedroom
Courtyard by Marriott Key West Waterfront
New Town
8.2Very good(1034)
Parking
Free Wi-Fi
Pool
Spa
$261+
Check availability
Hilton Garden Inn Key West/The Keys Collection - Key West - Pool
Hilton Garden Inn Key West/The Keys Collection
New Town
7.2Good(2847)
Free Wi-Fi
Pool
Pet friendly
$198+
Check availability
Fairfield Inn & Suites by Marriott Key West at The Keys Collection - Key West - Lounge
Fairfield Inn & Suites by Marriott Key West at The Keys Collection
New Town
8.0Very good(2876)
Free Wi-Fi
Pool
$220+
Check availability
Hyatt Residence Club Key West, Beach House - Key West - Dining room
Hyatt Residence Club Key West, Beach House
New Town
8.7Very good(1183)
Parking
Free Wi-Fi
Pool
$394+
Check availability
Weatherstation Inn Circa 1911 - Key West - Living room
Weatherstation Inn Circa 1911
Truman Annex
8.9Very good(377)
Parking
Free Wi-Fi
Pool
$257+
Check availability
La Pensione Inn - Adult Exclusive - Key West
La Pensione Inn - Adult Exclusive
Old Town North of Truman
8.6Very good(886)
Parking
Free Wi-Fi
Pool
$303+
Check availability
Truman Hotel - Key West
Truman Hotel
Old Town North of Truman
8.9Very good(4939)
Free Wi-Fi
Pool
$246+
Check availability
The Reach Key West, Curio Collection by Hilton - Key West - Beach
The Reach Key West, Curio Collection by Hilton
Old Town South of Truman
7.3Good(840)
Pool
Pet friendly
Spa
$425+
Check availability
Silver Palms Inn - Key West - Pool
Silver Palms Inn
Old Town South of Truman
8.7Very good(4081)
Parking
Free Wi-Fi
Pool
$287+
Check availability
Orchid Key Inn - Adults Only - Key West - Pool
Orchid Key Inn - Adults Only
Old Town South of Truman
9.4Wonderful(457)
Free Wi-Fi
Pool
$346+
Check availability
The Gardens Hotel - Key West - Living room
The Gardens Hotel
Old Town North of Truman
9.7Wonderful(491)
Free Wi-Fi
Pool
Pet friendly
$369+
Check availability

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