Key West hotels near Jackson Square

Search hundreds of travel sites at once for Jackson Square hotels in Key West

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Key West hotels near Jackson Square

Most recommended Jackson Square hotels

Show all
Pegasus International Hotel - Key West - Bedroom
Pegasus International Hotel
7.7 Good
Old Town North of TrumanC$ 721+
C$ 721+
Parking
Free Wi-Fi
Pool
Curry House - Key West - Living room
Curry House
8 Very good
Old Town North of TrumanC$ 595+
C$ 595+
Free Wi-Fi
Eden House
8.3 Very good
Old Town North of TrumanC$ 670+
C$ 670+
Parking
Free Wi-Fi
Pool
The Garden House
8.7 Very good
Old Town North of TrumanC$ 643+
C$ 643+
Free Wi-Fi
Pet friendly
Southernmost Beach Resort
7.7 Good
Old Town South of TrumanC$ 1,058+
C$ 1,058+
Free Wi-Fi
Pool
Spa
Seascape Tropical Inn
8.4 Very good
Old Town North of TrumanC$ 725+
C$ 725+
Parking
Free Wi-Fi
Wicker Guesthouse
7.9 Good
Old Town North of TrumanC$ 581+
C$ 581+
Parking
Free Wi-Fi
Pool
Pet friendly
Southwinds Motel
8.1 Very good
Old Town South of TrumanC$ 564+
C$ 564+
Pool
Duval Inn - Key West
8.1 Very good
Old Town North of TrumanC$ 698+
C$ 698+
Parking
Free Wi-Fi
Pool
An Island Oasis
7.1 Good
Casa MarinaC$ 734+
C$ 734+
Free Wi-Fi
Pool
Pet friendly
Almond Tree Inn
9.4 Wonderful
Old Town North of TrumanC$ 993+
C$ 993+
Free Wi-Fi
Pool
The Grand Guesthouse
9.1 Wonderful
Old Town South of TrumanC$ 806+
C$ 806+
Parking
Free Wi-Fi
Heron House - Adult Only
8.1 Very good
Old Town North of TrumanC$ 635+
C$ 635+
Free Wi-Fi
Pool
Sunset Key Cottages
9 Wonderful
Truman AnnexC$ 1,751+
C$ 1,751+
Free Wi-Fi
Pet friendly
Spa
Alexander Palms Court
8.6 Very good
Casa MarinaC$ 778+
C$ 778+
Parking
Free Wi-Fi
Pool
Heron House Court - Adult Only
8.7 Very good
Old Town North of TrumanC$ 686+
C$ 686+
Free Wi-Fi
Pool
The Casablanca Hotel
8.9 Very good
Old Town North of TrumanC$ 674+
C$ 674+
Free Wi-Fi
Pool

How much is a hotel near Jackson Square?

Here are our most popular & best value hotels

2 stars and below

3 stars

4 stars and above

Good to know

Low season

October

High season

December

Average price (weeknight)

C$ 565

Average price (weekend night)

C$ 582
Cheapest month to stay with an average 46% drop in price.
Most expensive month to stay with an average 72% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a Jackson Square hotel in Key West

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

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 October and May.
  • 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 Monday. The opposite is true for Tuesday, which is usually the most expensive day.
  • If you want to ensure you grab a bargain, try to book more than 90 days before your stay to get the best price for a Key West Jackson Square hotel.
  • The cheapest 3-star hotel close to Jackson Square found on KAYAK in the last 2 weeks was C$ 197, while the most expensive was C$ 905.
  • Don’t know how much time you need to see all the sights? KAYAK users usually book their hotel near Jackson Square for 2 days.

FAQs when booking a Key West Jackson Square hotel

  • What are the best hotels near Jackson Square?

    Hyatt Centric Key West Resort And Spa, Opal Key Resort & Marina and Winslow's Bungalows - Key West Historic Inns are very popular with users who want to stay within walking distance of Jackson Square.

  • How much does a hotel near Jackson Square cost?

    KAYAK users have found double rooms near Jackson Square for as cheap as C$ 91 in the last 3 days. The average price is C$ 117.

  • How much is a hotel close to Jackson Square for tonight?

    In the last 3 hours, users have found hotels near Jackson Square for tonight for as low as C$ 91. Users have also found 3-star hotels from C$ 91 and 4-star hotels from C$ 222.

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

    In the last 72 hours, users have found hotels close to Jackson Square for this weekend for as low as C$ 142 per night. Users have also found 3-star hotels from C$ 142 and 4-star hotels from C$ 350.

  • Which hotels near Jackson Square are good for couples?

    If you’re looking for a romantic stay during your time in Jackson Square, then Hyatt Centric Key West Resort And Spa, Opal Key Resort & Marina, and NYAH Key West - Adult Exclusive 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, Opal Key Resort & Marina, and The Reach Key West, Curio Collection by Hilton.

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

Show all

Hotels about topic

Show all
Oceans Edge Key West - Key West - Pool
Oceans Edge Key West
8.6 Very good
C$ 688+
C$ 688+
Free Wi-Fi
Pool
Pet friendly
Eden House - Key West - Living room
Eden House
8.3 Very good
Old Town North of TrumanC$ 670+
C$ 670+
Parking
Free Wi-Fi
Pool
The Gates Hotel Key West
7.1 Good
New TownC$ 679+
C$ 679+
Parking
Free Wi-Fi
Pool
Pet friendly
The Palms Hotel
8.1 Very good
The MeadowsC$ 626+
C$ 626+
Free Wi-Fi
Pool
Pet friendly
The Laureate Key West
8.8 Very good
New TownC$ 708+
C$ 708+
Parking
Pool
Pet friendly
Parrot Key Hotel & Villas
8.4 Very good
New TownC$ 865+
C$ 865+
Free Wi-Fi
Pool
The Capitana Key West
9 Wonderful
Mid Town EastC$ 951+
C$ 951+
Pool
Pet friendly
The Southernmost House
8.3 Very good
Old Town South of TrumanC$ 1,011+
C$ 1,011+
Free Wi-Fi
Pool
Havana Cabana at Key West
8 Very good
New TownC$ 622+
C$ 622+
Parking
Free Wi-Fi
Pool
Pet friendly
24 North Hotel Key West
7 Good
New TownC$ 624+
C$ 624+
Free Wi-Fi
Pool
Pet friendly
The Marker Key West Harbor Resort
8.6 Very good
Old Town North of TrumanC$ 1,069+
C$ 1,069+
Free Wi-Fi
Pool
Pet friendly
Weatherstation Inn
8.6 Very good
Truman AnnexC$ 457+
C$ 457+
Parking
Free Wi-Fi
Pool
Truman Hotel
8.9 Very good
Old Town North of TrumanC$ 622+
C$ 622+
Free Wi-Fi
Pool
Silver Palms Inn
8.6 Very good
Old Town South of TrumanC$ 741+
C$ 741+
Parking
Free Wi-Fi
Pool
Orchid Key Inn - Adults Only
9.4 Wonderful
Old Town South of TrumanC$ 951+
C$ 951+
Free Wi-Fi
Pool
The Gardens Hotel
9.6 Wonderful
Old Town North of TrumanC$ 1,024+
C$ 1,024+
Free Wi-Fi
Pool
Pet friendly

Popular topics

Everything you need to know for your stay in Key West

Hotels near airports in Key West

Hotel deals near Jackson Square. Search for hotels near Jackson Square in Key West. Find cheap hotels near Jackson Square. KAYAK searches hundreds of travel sites to help you find cheap hotels and book the room that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.