Hotels near Jackson Square

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Check prices for these dates

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul

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Guest rating
Guest rating
Star rating

Our top choices for Jackson Square hotels

Exterior detail

1. The Gardens Hotel

The Gardens Hotel
4.0 star property
Downtown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,000 reviews)
"Whole place is great"
United States
Joseph
The price is RM823
RM926 total
includes taxes & fees
6 Jul - 7 Jul
The Gardens Hotel
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

2. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Downtown Key West, 0.6 km from Jackson Square
10.0 out of 10, Exceptional, (1,001 reviews)
"Excellent accommodations"
United States
Jimmy
The price is RM932
RM1,048 total
includes taxes & fees
6 Jul - 7 Jul
Almond Tree Inn Hotel - Adults Only
Minibar, in-room safe, individually decorated, individually furnished

3. Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Historic Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (987 reviews)
"Perfcet location and walk to everything , we very much enjoyed our stay!"
United States
Rita
The price is RM616
RM693 total
includes taxes & fees
22 Jun - 23 Jun
Simonton Court Historic Inn & Cottages
Exterior

4. The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,000 reviews)
"Friendly and helpful staff, and the rooms were exceptionally clean and comfortable. Everything was well-maintained, and the overall experience was wonderful. I will definitely be coming back again!"
United States
Helia
The price is RM845
RM1,183 total
includes taxes & fees
6 Jul - 7 Jul
The Marquesa Hotel
Front of property

5. Key West Villas

Key West Villas
3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (262 reviews)
"This was the best place we have stayed at in Key West! It was super quiet but only a block from Duval. The owners really put a lot of care into the place and are super nice! Definitely would stay there again! "
United States
Jennifer
The price is RM853
RM959 total
includes taxes & fees
29 Jun - 30 Jun
Key West Villas
Property grounds

6. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1,001 reviews)
"Great boutique hotel in the perfect location !! "
United States
Michael
The price is RM932
RM1,048 total
includes taxes & fees
6 Jul - 7 Jul
Orchid Key Inn - Adults Only
Premium bedding, pillow-top beds, individually decorated

7. Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (412 reviews)
"Very friendly staff and a prime location."
United States
Akhenaton
The price is RM630
RM812 total
includes taxes & fees
22 Jun - 23 Jun
Tropical Inn
Front of property

8. L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Historic Seaport, 0.2 km from Jackson Square
9.4 out of 10, Exceptional, (995 reviews)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
United States
Richard
The price is RM518
RM582 total
includes taxes & fees
28 Jun - 29 Jun
L'Habitation Guest House
Exterior

9. Coco Plum Inn

Coco Plum Inn
3.0 star property
Downtown Key West, 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (536 reviews)
"Loved the property and staff was super friendly."
United States
Brinkley
The price is RM743
RM836 total
includes taxes & fees
12 Jul - 13 Jul
Coco Plum Inn
Terrace/patio

10. Marrero's Guest Mansion

Marrero's Guest Mansion
3.5 star property
Downtown Key West, < 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (337 reviews)
"It was nice. Get a smart tv 😂"
United States
Robert
The price is RM823
RM926 total
includes taxes & fees
29 Jun - 30 Jun
Marrero's Guest Mansion
Premium bedding, iron/ironing board, free WiFi, bed sheets

11. Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (1,002 reviews)
"Quaint place to stay with access to there other more resort style property made for an amazing experience."
United States
Bret
The price is RM740
RM833 total
includes taxes & fees
28 Jun - 29 Jun
Weatherstation Inn
Property grounds

12. Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,035 reviews)
"Great location and clean rooms. Breakfast staff is so sweet! Will stay here again for sure!!"
United States
Wendy S
The price is RM530
RM685 total
includes taxes & fees
29 Jun - 30 Jun
Duval House
Terrace/patio

13. The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West, 0.7 km from Jackson Square
9.8 out of 10, Exceptional, (177 reviews)
"Great location "
United Kingdom
Lucy
The price is RM983
RM1,106 total
includes taxes & fees
22 Jun - 23 Jun
The Conch House Heritage Inn
3 outdoor pools, a heated pool, pool loungers

14. Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,000 reviews)
"Great location and breakfast"
United States
Lori
The price is RM669
RM752 total
includes taxes & fees
29 Jun - 30 Jun
Ambrosia Key West
Balcony view

15. Island City House Hotel

Island City House Hotel
3.0 star property
Historic Seaport, 0.6 km from Jackson Square
9.6 out of 10, Exceptional, (1,000 reviews)
"I love this Hotel. Great location, safe m, convenient. The staff is very accommodating."
United States
Paul
The price is RM717
RM807 total
includes taxes & fees
23 Jun - 24 Jun
Island City House Hotel
Exterior

16. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (426 reviews)
"Great stay"
United States
Matthew
The price is RM418
RM517 total
includes taxes & fees
23 Jun - 24 Jun
Douglas House - Adults Only
View from room

17. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (616 reviews)
"We had a wonderful stay!"
United States
Elizabeth
The price is RM1,361
RM1,810 total
includes taxes & fees
22 Jun - 23 Jun
H2O Suites - Adults Only
Porch

18. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (1,152 reviews)
"Hotel was amazing and breakfast was delicious!"
United States
Cameron
The price is RM491
RM690 total
includes taxes & fees
22 Jun - 23 Jun
Heron House - Adult Only
Free WiFi, bed sheets

19. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West, 1.1 km from Jackson Square
9.8 out of 10, Exceptional, (149 reviews)
"The staff and other guests were very friendly. The room was spacious and the bed was comfortable. "
United States
Annette
The price is RM964
RM1,257 total
includes taxes & fees
22 Jun - 23 Jun
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

20. Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns
3.5 star property
Old Town Key West, 0.5 km from Jackson Square
9.4 out of 10, Exceptional, (483 reviews)
"Breakfast was delicious!! Fresh breads, fruit, meat and cheese, etc. Staff super friendly!!"
United States
Michelle
The price is RM876
RM1,194 total
includes taxes & fees
22 Jun - 23 Jun
Ella's Cottages - Key West Historic Inns
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

Compare popular hotels close to Jackson Square

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,000 reviews
View
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,001 reviews
View
Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
987 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,000 reviews
View
Front of property
Key West Villas
3.5 star property
9.8
Exceptional
262 reviews
View

Top Jackson Square Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"This was a great stay. The staff were very kind, the property well kept, and the events / amenities were perfect. The location relative to Duval St. was perfect. The cafe, pools, pool bars and beach chairs were mostly available while we were there (mid june)."
Raymond 4-night trip
Posted 7 hours 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

8.6/5 (34 reviews)
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

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 1722 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 1722 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 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, Fort Zachary Taylor Historic State Park and Curry Mansion Museum 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.