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

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Top Trending Hotels Near Jackson Square

3 outdoor pools, pool umbrellas, pool loungers
Southernmost Beach Resort
4.0 star property
8.2 out of 10, Very good, (1850)
"Beautiful resort and amenities. Staff was very welcoming and accommodating. Bikes on site to rent, spend time in two of the pools had excellent service, live music, very relaxing! Beach front views with access. Cafe was convenient on site. Duval was steps away. Butterfly museum is a must see across the street. Would definitely stay everytime visiting key west!"
The price is €366
includes taxes & fees
2 Jun - 3 Jun
Southernmost Beach Resort
Exterior
Beachside Resort & Residences
4.0 star property
8.4 out of 10, Very good, (1002)
"Everything was perfect. I don’t say that lightly. It was not busy season so that could have made a difference. Every meal I ate was fresh, hot and delicious. I will definitely be back!! Everyone was extremely polite and helpful."
The price is €372
includes taxes & fees
19 May - 20 May
Beachside Resort & Residences
Outdoor spa tub
NYAH Key West - Adults Only
3.0 star property
7.8 out of 10, Good, (1001)
"The staff was so kind and helpful! The place was delightful. Clean. So enjoyed everything. "
The price is €203
includes taxes & fees
13 Jun - 14 Jun
NYAH Key West - Adults Only
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Courtyard
The Southernmost Inn - Adults Only
3.0 star property
7.8 out of 10, Good, (1004)
"At the quiet end of Duval, close to beaches and shopping. Easy to get down to the rest of Duval"
The price is €219
includes taxes & fees
27 May - 28 May
The Southernmost Inn - Adults Only
Outdoor pool, pool loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1004)
"Everything was fine "
The price is €473
includes taxes & fees
2 Jun - 3 Jun
Ocean Key Resort - A Noble House Resort
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL
2.5 star property
8.8 out of 10, Excellent, (1093)
"Great place to stay! Staff is amazing! Grounds are clean and well maintained. Notable shortages with pool towels but I brought my own for the beach so that was ok. Will definitely come back. "
The price is €237
includes taxes & fees
27 May - 28 May
Hampton Inn Key West FL
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
Winslow's Bungalows - Key West Historic Inns
4.0 star property
8.8 out of 10, Excellent, (705)
"Property is a great atmosphere. Bungalows are rather small so be prepared and air conditioning is older and was extremely loud at night. "
The price is €330
includes taxes & fees
16 Jun - 17 Jun
Winslow's Bungalows - Key West Historic Inns
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1007)
"This property was great. Everything was very clean and quiet. The staff were amazing and very helpful in regards to any questions we had. It is also extremely close to duval street which was a plus. The only “downside” would be the area did get a little loud at night but that’s out of the control of the hotel. Overall I enjoyed this hotel and would love to stay here again in the future. "
The price is €237
includes taxes & fees
28 May - 29 May
Silver Palms Inn
3 outdoor pools, pool umbrellas, pool loungers
The Marker Key West Harbor Resort
4.0 star property
8.8 out of 10, Excellent, (1004)
"Me and my wife had an amazing stay for 3 nights. Everything was great. "
The price is €322
includes taxes & fees
3 Jun - 4 Jun
The Marker Key West Harbor Resort
Courtyard
Santa Maria Suites
4.0 star property
9.6 out of 10, Exceptional, (1000)
"We had a great time! Hotel was amazing. We will definitely stay there again "
The price is €536
includes taxes & fees
28 May - 29 May
Santa Maria Suites
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1002)
"We had a wonderful stay."
The price is €347
includes taxes & fees
27 May - 28 May
Paradise Inn Key West - Adults Only
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (24)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Carey's Corner #10
The Galleria by Brightwild
3.0 star property
7.6 out of 10, Good, (20)
"Great two story condo with a water view. Really far better than I could have imagined. "
The price is €218
includes taxes & fees
21 May - 22 May
The Galleria by Brightwild
Property entrance
The Guesthouses at Southernmost Beach Resort - Adults only
4.0 star property
9.2 out of 10, Wonderful, (880)
"This property was perfect for us. We were walking distance from everywhere. Marilyn and Kadie were terrific. They were very friendly and accommodating. We really enjoyed our chats with them at breakfast. The rooms were recently renovated and our room was beautiful. The bed was very comfy too. We were upgraded from the Avalon to another house at 1012 Duval and I’m glad we were as we preferred the location of the house we stayed in. Breakfast was great and fresh and plentiful. Everything was...
The price is €325
includes taxes & fees
29 May - 30 May
The Guesthouses at Southernmost Beach Resort - Adults only
Exterior
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (891)
"Nice clean accommodations. Very friendly staff."
The price is €292
includes taxes & fees
19 May - 20 May
The Grand Guesthouse
Free daily continental breakfast
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (644)
"Great location and staff. "
The price is €336
includes taxes & fees
20 May - 21 May
Ridley House - Key West Historic Inns
Superior Villa, 2 Bedrooms, Private Pool (Room 409) | Outdoor pool
New Orleans House - Gay Men Adult Resort
2.5 star property
8.6 out of 10, Excellent, (292)
" Great spot if u want to be in the center of the action. Staff is extremely friendly and accommodating"
The price is €227
includes taxes & fees
23 May - 24 May
New Orleans House - Gay Men Adult Resort
Outdoor pool
La Pensione Inn
3.5 star property
8.8 out of 10, Excellent, (1000)
"The place was real nice. The breakfast is real good to."
The price is €216
includes taxes & fees
23 May - 24 May
La Pensione Inn
Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat) | Exterior
Suite Dreams Inn by the Beach
4.0 star property
8.4 out of 10, Very good, (47)
"The property was off the beaten path, but with easy access to the beach, and walkable to all the interesting sites and experiences of Key West. Nice, private spaces to enjoy your morning coffee or a glass of wine in the evening. Oh, and the delicious Florida oranges were great too!"
Suite Dreams Inn by the Beach
Reception
The Inn on Fleming
3.5 star property
9.2 out of 10, Wonderful, (569)
"Charming room. Clean and walking distance away from restaurants and Duval St. "
The price is €257
includes taxes & fees
22 May - 23 May
The Inn on Fleming
Don't see what you're looking for?
See all available properties in Jackson Square
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.

Jackson Square hotels information

Number of reviews
15,436
Accommodation
2,599 hotels
Lowest Price
€162
Highest Price
€495

Destinations near Key West

Image for San Carlos Institute - Casa Cuba

San Carlos Institute - Casa Cuba

You can enjoy some culture when you stop by San Carlos Institute - Casa Cuba in Key West. Stroll along the beautiful beaches or seek out the cycling trails.

See properties
San Carlos Institute - Casa Cuba

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 1777 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 is one of the top choices for your stay based on our traveller data, and this hotel offers 2 bars and a restaurant. Other good options close by include Southernmost Beach Resort and Heron House - Adult Only.

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

Expedia has 1777 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 Red Barn Theater, Waterfront Playhouse and Key West Film Society.

Recent Reviews in Jackson Square
Expedia verified reviews

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

5/5 Excellent
"Lovely resort with excellent service. "
A verified traveller stayed at Opal Key Resort & Marina, Key West
Posted 17 hours ago
Opal Key Resort & Marina, Key West