Hotels near Jackson Square

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
26 Jun - 27 Jun
Tomorrow
27 Jun - 28 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Filter by

Guest rating
Guest rating
Property class

Top 10 Hotels Near Jackson Square

Coco Plum Inn
Exterior

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (421)
"The property was simply gorgeous! The staff was knowledgeable, kind, friendly, and accessible. Looking forward to my next stay there soon. "
Coco Plum Inn
Almond Tree Inn Hotel - Adults Only
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1002)
"The hotel was within walking distance to all the local tourist sites. Very safe and easy to park."
The price is S$303
includes taxes & fees
2 Jul - 3 Jul
Almond Tree Inn Hotel - Adults Only
The Gardens Hotel
Terrace/patio

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1001)
"Fantastic hotel! "
The price is S$463
includes taxes & fees
11 Jul - 12 Jul
The Gardens Hotel
Simonton Court Historic Inn & Cottages
Balcony

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (769)
"I loved how it was so close to the night life but still felt secluded. "
The price is S$243
includes taxes & fees
29 Jun - 30 Jun
Simonton Court Historic Inn & Cottages
The Marquesa Hotel
Exterior

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (978)
"This was by far the best place we have stayed in Key West!!!"
The price is S$361
includes taxes & fees
29 Jun - 30 Jun
The Marquesa Hotel
Orchid Key Inn - Adults Only
Exterior

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1004)
"Great location and environment!"
Orchid Key Inn - Adults Only
Island City House Hotel
Outdoor pool, pool loungers

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (1000)
"Nice hotel, very cute and cosy. Would definitely recommend"
Island City House Hotel
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (119)
"Great staff, great rooms, great location!"
The price is S$208
includes taxes & fees
1 Jul - 2 Jul
Douglas House
Tropical Inn
Premium bedding, pillow-top beds, individually decorated

Tropical Inn

3.5 star property
9.4 out of 10, Exceptional, (322)
"This is definitely a classy tropical oasis in the middle of Key West . Each rooms are filled with vibrant colors , and are comfortable and clean . Since it’s surrounded by a canopy of palms and trees , you can sit on the balcony with privacy and calm. So relaxing and peaceful. "
The price is S$280
includes taxes & fees
30 Jun - 1 Jul
Tropical Inn
H2O Suites - Adults Only
View from room

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (541)
"Beautiful, friendly , outstanding staff "
The price is S$488
includes taxes & fees
30 Jun - 1 Jul
H2O Suites - Adults Only
Weatherstation Inn
Lobby sitting area

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (937)
"Beautiful stay"
The price is S$257
includes taxes & fees
30 Jun - 1 Jul
Weatherstation Inn
Marrero's Guest Mansion
Outdoor pool, pool umbrellas, pool loungers

Marrero's Guest Mansion

3.5 star property
9.4 out of 10, Exceptional, (333)
"The vibes were right! Room #12 in the back poolside solo cottage is fire!! 🔥✌️🧘‍♀️😘 "
The price is S$429
includes taxes & fees
7 Jul - 8 Jul
Marrero's Guest Mansion
Ambrosia Key West
1 bedroom, in-room safe, individually decorated, individually furnished

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1000)
"Great property and location was great."
Ambrosia Key West
The Grand Guesthouse
Exterior

The Grand Guesthouse

2.5 star property
9.6 out of 10, Exceptional, (1000)
"The apartment was spacious, but very outdated and had a musty smell. "
The Grand Guesthouse
Paradise Inn Key West - Adults Only
Terrace/patio

Paradise Inn Key West - Adults Only

3.5 star property
9.2 out of 10, Wonderful, (1002)
"Key West style and great location "
The price is S$768
includes taxes & fees
19 Jul - 20 Jul
Paradise Inn Key West - Adults Only
Opal Key Resort & Marina, Key West
Front of property – evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1001)
"It is beautiful and the staff was amazing."
The price is S$452
includes taxes & fees
7 Jul - 8 Jul
Opal Key Resort & Marina, Key West
Santa Maria Suites
Courtyard

Santa Maria Suites

4.0 star property
9.6 out of 10, Exceptional, (1004)
"We had a great stay, staff was super friendly and helpful. "
The price is S$545
includes taxes & fees
30 Jun - 1 Jul
Santa Maria Suites
Ella's Cottages - Key West Historic Inns
Business centre

Ella's Cottages - Key West Historic Inns

3.5 star property
9.2 out of 10, Wonderful, (339)
"Perfect getaway! Great staff, awesome breakfast basket…quiet,tucked away, cozy, convenient…thank you! "
The price is S$337
includes taxes & fees
30 Jun - 1 Jul
Ella's Cottages - Key West Historic Inns
The Garden House
Outdoor pool

The Garden House

3.0 star property
9.2 out of 10, Wonderful, (638)
"Great place, great people. Guests and staff/hosts alike"
The price is S$216
includes taxes & fees
13 Jul - 14 Jul
The Garden House
Westwinds Inn
Lobby sitting area

Westwinds Inn

3.5 star property
9.2 out of 10, Wonderful, (1001)
"Great location, helpful staff, great stay"
Westwinds Inn
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.

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 1795 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, The Cabana Inn Key West - Adults Only is one of the top choices for your stay based on our traveller data, and this guest house offers free breakfast and an outdoor pool. 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 1795 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, Mel Fisher Maritime Museum and Ernest Hemingway Home and Museum feature a variety of fascinating exhibits to see while you're in town. Key West Lighthouse and Keeper's Quarters Museum, Saint Mary Star of the Sea 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.