Top Hotels Near Jackson Square in Key West from AU$168

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

Filter by

Guest rating
Guest rating
Star rating

Accommodation near Jackson Square

Queen Deluxe ADA
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0 out of 10, Exceptional, (1013)
"Great place to stay. "
United States
Bettina
The price is AU$303
includes taxes & fees
27 Oct - 28 Oct
Almond Tree Inn Hotel - Adults Only
Exterior
The Marquesa Hotel
The Marquesa Hotel
3.5 star property
9.8 out of 10, Exceptional, (1012)
"Perfect place to stay. "
United States
Paulette
The price is AU$472
includes taxes & fees
26 Oct - 27 Oct
The Marquesa Hotel
Exterior
Coco Plum Inn
Coco Plum Inn
3.0 star property
9.6 out of 10, Exceptional, (456)
"Overall great for couple's stay. "
United States
Quazi
The price is AU$294
includes taxes & fees
27 Oct - 28 Oct
Coco Plum Inn
King Room D | Balcony
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages
2.5 star property
9.8 out of 10, Exceptional, (858)
"Extremely kind, courteous staff and just great place to stay experiencing Key West"
United States
Bill
The price is AU$309
includes taxes & fees
26 Oct - 27 Oct
Simonton Court Historic Inn & Cottages
Exterior
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (1017)
"It was very safe, clean, beautiful rooms and friendly guests. "
United States
Pamela
The price is AU$272
includes taxes & fees
28 Oct - 29 Oct
Orchid Key Inn - Adults Only
Outdoor pool, pool loungers
The Conch House Heritage Inn
The Conch House Heritage Inn
3.5 star property
9.8 out of 10, Exceptional, (136)
"Fantastic location "
United States
ANDREW
The price is AU$462
includes taxes & fees
28 Oct - 29 Oct
The Conch House Heritage Inn
Balcony
L'Habitation Guest House
L'Habitation Guest House
2.5 star property
9.4 out of 10, Exceptional, (905)
"Overall, it was a great stay. It would be nice to have parking closer and part of your stay…the closeness to walkable areas was nice."
United States
Terry
The price is AU$168
includes taxes & fees
26 Oct - 27 Oct
L'Habitation Guest House
Fountain
Island City House Hotel
Island City House Hotel
3.0 star property
9.6 out of 10, Exceptional, (1007)
"Great place i will stay again for sure "
United States
Jorge
The price is AU$305
includes taxes & fees
27 Oct - 28 Oct
Island City House Hotel
Outdoor pool, pool loungers
The Mermaid & Alligator
The Mermaid & Alligator
3.5 star property
9.8 out of 10, Exceptional, (262)
"Very Clean,Quiet and Confy"
United States
Lisa
The Mermaid & Alligator
Outdoor pool, pool umbrellas, pool loungers
Marrero's Guest Mansion
Marrero's Guest Mansion
3.5 star property
9.4 out of 10, Exceptional, (333)
"Part of a 10 day anniversary celebration! The service and convenience could not have been any better! Marrero’s felt like home and we were very happy with our stay!"
United States
Wayne
The price is AU$551
includes taxes & fees
28 Oct - 29 Oct
Marrero's Guest Mansion
11 Gecko's Garden - Adults Only
Tropical Inn
Tropical Inn
3.5 star property
9.6 out of 10, Exceptional, (353)
"Nice"
United States
Lee
The price is AU$311
includes taxes & fees
26 Oct - 27 Oct
Tropical Inn
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (189)
"Absolute awesome place to stay"
United States
Dennis
The price is AU$209
includes taxes & fees
26 Oct - 27 Oct
Douglas House
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1027)
"Very friendly, good breakfasts, clean rooms "
United States
Sandor
The price is AU$204
includes taxes & fees
26 Oct - 27 Oct
Duval House
3 outdoor pools, a heated pool, pool loungers
Ambrosia Key West
Ambrosia Key West
3.5 star property
9.4 out of 10, Exceptional, (1005)
"Loved staying here, such a cute place and the location was close to Duval St."
United States
jodi
The price is AU$336
includes taxes & fees
22 Oct - 23 Oct
Ambrosia Key West
Suite (Merlin's)
Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
3.5 star property
9.4 out of 10, Exceptional, (379)
"This was the cutest place we’ve stayed at in Key West! The room was clean and very comfortable. It was quiet and relaxing, and the pool area was perfect. We would definitely stay again. "
United States
Jessica Kaitlin
The price is AU$410
includes taxes & fees
27 Oct - 28 Oct
Ella's Cottages - Key West Historic Inns
Signature Apartment, 1 Bedroom, Kitchen, Poolside (Room 17) | Terrace/patio
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
9.8 out of 10, Exceptional, (120)
"Great place to stay always clean an the employees are very respectful "
United States
Charles
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3 restaurants, breakfast, lunch, dinner served; Caribbean cuisine
La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (235)
"Perfect place to stay in key west "
United States
Ashley
The price is AU$395
includes taxes & fees
26 Oct - 27 Oct
La Concha Key West, Autograph Collection
Outdoor pool
The Key West Hotel
The Key West Hotel
2.5 star property
9.2 out of 10, Wonderful, (500)
"My wife and I have come to KeyWest for years, this by far the nicest and affordable with great music and staff. It's our new go to place!"
United States
Michael
The price is AU$356
includes taxes & fees
28 Oct - 29 Oct
The Key West Hotel
Front of property – evening/night
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4.0 star property
9.2 out of 10, Wonderful, (1015)
"Staff was tremendous and location is perfect!! "
United States
Sheryl
The price is AU$542
includes taxes & fees
26 Oct - 27 Oct
Opal Key Resort & Marina, Key West
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1012)
"Great place to stay "
United States
Noel
Paradise Inn Key West - Adults Only
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jackson Square Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"A great place to stay!"
Jerri 4-night trip
Posted 3 days ago
Southernmost Beach Resort and Guesthouses

Hotels near other Jackson Square attractions

KEY WEST, FLORIDA, USA - September 2012: San Carlos institute is a historic Key West building also known as "La casa de Cuba"

San Carlos Institute - Casa Cuba

You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals.
See properties
Duval Street featuring signage

Duval Street

4.5/5 (9,716 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
See properties

Frequently asked questions

What's the area like around Jackson Square?
Jackson Square is located in an area of Key West known for its beautiful ocean views, bar scene and cycling. If you're looking for a convenient place to stay, take a look at the 1773 hotels and other accommodation options you'll find within a mile.
What's the best hotel to stay close to Jackson Square?
Adjacent to Jackson Square, La Concha Key West, Autograph Collection is one of the top choices for your stay based on our traveller data, and this hotel offers 3 restaurants and 2 bars. Other good options close by include Southernmost Beach Resort and Guesthouses and Hyatt Centric Key West Resort and Spa.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1773 hotels and other accommodation options within a mile from Jackson Square.
If I need to cancel the hotel reservation for my stay near Jackson Square, will I receive a refund?
Yes, you'll find most hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Add your dates and click on "Search", then you can filter by "fully refundable" to get the top deals on offer near Jackson Square.
What can I see and do near Jackson Square?
Harry S. Truman Little White House, Audubon House and Tropical Gardens and Mel Fisher Maritime Museum feature a variety of fascinating exhibits to see while you're in town. Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum and Saint Mary Star of the Sea are some of the local landmarks to explore. You can check out the local talent at Red Barn Theater, Waterfront Playhouse and Key West Film Society.