Key West Hotel Guide - Jackson Square hotels in Key West, United States of America.

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Check prices for these dates

Tonight
10 Mar - 11 Mar
Tomorrow
11 Mar - 12 Mar
This weekend
14 Mar - 16 Mar
Next weekend
21 Mar - 23 Mar

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Top Trending Hotels Near Jackson Square

Almond Tree Inn Hotel - Adults Only
Queen Deluxe ADA

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1013)
"Staff was super friendly and accommodating. "
The price is €516
includes taxes & fees
17 Mar - 18 Mar
Almond Tree Inn Hotel - Adults Only
Simonton Court Historic Inn & Cottages
King Room D | Balcony

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (725)
"This has to be the best place to stay in Key West. The staff is very friendly and accommodating. The property grounds are beautiful - lush and green with orchids growing everywhere. The four pools make it easy to find someplace to relax. Minutes from everything on Duvall. "
The price is €445
includes taxes & fees
27 Mar - 28 Mar
Simonton Court Historic Inn & Cottages
The Gardens Hotel
Carriage House | Terrace/patio

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1002)
"Enjoyable. Loved every bit of it. Quiet off crazy crowded duvall just a block or two. "
The price is €376
includes taxes & fees
12 Mar - 13 Mar
The Gardens Hotel
The Marquesa Hotel
Exterior

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (945)
"We had a fine stay. Our room was secluded. That is a good description. All the little balconies had a real secluded feel. Views to the other balconies were all obscured. Staff was game on. The cafe is recognized as one of the best restaurants on the island, get a dinner reservation well in advance of your stay."
The price is €617
includes taxes & fees
1 Apr - 2 Apr
The Marquesa Hotel
Orchid Key Inn - Adults Only
Exterior

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1013)
"Super quiet. It was nice being able to enjoy the pool and hot tub without kids. Extremely friendly staff. Minutes to the hot spots."
The price is €520
includes taxes & fees
13 Mar - 14 Mar
Orchid Key Inn - Adults Only
Coco Plum Inn
Exterior

Coco Plum Inn

3.0 star property
9.4 out of 10, Exceptional, (391)
"What a great spot in Key West, so close to port, beach and Duval, but still very quite. Great place to stay, we'll be back!"
The price is €374
includes taxes & fees
6 Apr - 7 Apr
Coco Plum Inn
The Conch House Heritage Inn
Outdoor pool, pool loungers

The Conch House Heritage Inn

3.5 star property
9.8 out of 10, Exceptional, (119)
"We had an amazing stay at the Conch House! Beautiful historic home with wonderful service! The breakfast was a very pleasant surprise, delicious home made treats and even mimosas. Great location, everything was walkable for us.We will definitely be back! "
The price is €421
includes taxes & fees
3 Apr - 4 Apr
The Conch House Heritage Inn
Weatherstation Inn
Front of property

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (900)
"The only downside was the outside stairs to the second floor rooms"
The price is €331
includes taxes & fees
23 Mar - 24 Mar
Weatherstation Inn
Island City House Hotel
Arch House Garden View Studio w/ Balcony

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (1002)
"Peaceful setting, enjoyed the trickling water feature! Abundant greenery, relaxing porch with a very cozy vibe. I’d return. "
The price is €384
includes taxes & fees
26 Mar - 27 Mar
Island City House Hotel
L'Habitation Guest House
Deluxe Room, 1 King Bed | View from room

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (813)
"The location is excellent and the staff friendly. They give a complimentary continental breakfast and happy hour which was a nice surprise. The rooms were spacious which can be hard to find at a guesthouse in Key West. The only negative is there's no on site parking and parking in the area isn't the easiest to find."
The price is €274
includes taxes & fees
13 Mar - 14 Mar
L'Habitation Guest House
Duval House
View from property

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1024)
"A lovely property, charming in every way. The courtyard and gardens are beautiful and the pool is delightful. Duval House USA find. Enjoy! "
The price is €320
includes taxes & fees
13 Mar - 14 Mar
Duval House
Marrero's Guest Mansion
Outdoor pool, pool umbrellas, pool loungers

Marrero's Guest Mansion

3.5 star property
9.4 out of 10, Exceptional, (331)
"This is a gorgeously maintained and updated property built in 1891. Perfect location less than a block from historic Duvall street, but quiet inside. Staff is super friendly and focused on what it takes to make the stay fun! Highly recommend!"
The price is €514
includes taxes & fees
31 Mar - 1 Apr
Marrero's Guest Mansion
Ambrosia Key West
In-room safe, individually decorated, individually furnished

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1004)
"No need for a rental car. 1 uber to property from airport and walked everywhere from there which is great for us. Staff was awesome. Quiet and safe (locked gate to property with easy code). Continental breakfast was on time each day with plenty of food, but the only negative comment is that it could have been a better quality for the price. Equivalent to a lower quality hotel chain."
The price is €378
includes taxes & fees
24 Mar - 25 Mar
Ambrosia Key West
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (37)
"Douglas house is a unique property that is a series of older homes converted to rental suites. It has a lovely courtyard in the back of the property with a small pool, lounges and tables. The staff is friendly and very helpful. Room 1 was adequate, but toilet needs an upgrade and towels definitely could be thirstier. Property is very convenient to Duval St. and all points in the old town are walkable from this property. If you want a boutique experience in an older property rather than a big...
The price is €342
includes taxes & fees
30 Mar - 31 Mar
Douglas House
H2O Suites - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | View from room

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (530)
"We had such a great time, the staff was friendly and the room was one of a kind. Excellent stay"
The price is €612
includes taxes & fees
30 Mar - 31 Mar
H2O Suites - Adults Only
Alexander's Gay and Lesbian Guesthouse - Adults Only
Signature Apartment, 1 Bedroom, Kitchen, Poolside (Room 17) | Terrace/patio

Alexander's Gay and Lesbian Guesthouse - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (95)
"Lovely property and staff. Great welcome and 4pm drinks. "
The price is €519
includes taxes & fees
30 Mar - 31 Mar
Alexander's Gay and Lesbian Guesthouse - Adults Only
The Grand Guesthouse
Exterior

The Grand Guesthouse

2.5 star property
9.6 out of 10, Exceptional, (1001)
"The guest house is tucked away in a nice neighborhood fairly central to the attractions. It’s quiet and well maintained."
The price is €405
includes taxes & fees
14 Mar - 15 Mar
The Grand Guesthouse
The Key West Hotel
Outdoor pool

The Key West Hotel

2.5 star property
9.2 out of 10, Wonderful, (474)
"Little bit noisy but was expected right on Duval St"
The price is €614
includes taxes & fees
8 Apr - 9 Apr
The Key West Hotel
Paradise Inn Key West - Adults Only
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio

Paradise Inn Key West - Adults Only

3.5 star property
9.2 out of 10, Wonderful, (1009)
"This is a great property. I have stayed here before and would happily stay here again. The grounds are beautiful and peaceful. "
The price is €379
includes taxes & fees
12 Mar - 13 Mar
Paradise Inn Key West - Adults Only
The Garden House
Outdoor pool

The Garden House

3.0 star property
9.2 out of 10, Wonderful, (613)
"Wonderful location, close to everything but on a quiet street. Charming property would stay there again."
The price is €309
includes taxes & fees
30 Mar - 31 Mar
The Garden House
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.
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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 1860 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 Opal Key Resort & Marina, Key West.

How many hotels can I expect to find close to Jackson Square?

Expedia has 1860 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 Fort Zachary Taylor Historic State Park are some of the local landmarks to explore. You can check out the local talent at Waterfront Playhouse, Key West Film Society and Red Barn Theater.