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Top Trending Hotels Near Jackson Square

Front of property
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, (245)
"Gorgeous property. Wonderful location. The owners are very sweet and nice people. You will not regret booking here! "
United States
VALERIE
Key West Villas
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
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, (1006)
"Great place to stay. "
United States
Bettina
The price is ₹20,615
₹23,192 total
includes taxes & fees
25 Nov - 26 Nov
Almond Tree Inn Hotel - Adults Only
King Room D | Balcony
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, (870)
"Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities! "
United States
Leonid
The price is ₹15,878
₹17,863 total
includes taxes & fees
3 Dec - 4 Dec
Simonton Court Historic Inn & Cottages
Exterior
The Marquesa Hotel

The Marquesa Hotel

3.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1006)
"Perfect place to stay. "
United States
Paulette
The price is ₹28,278
₹36,795 total
includes taxes & fees
7 Dec - 8 Dec
The Marquesa Hotel
Fountain
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, (1005)
"This was our fourth stay at the Island City House and we keep coming back because of the exceptional service, clean rooms and premises, as well as the great location."
United States
Joseph
The price is ₹19,001
₹21,376 total
includes taxes & fees
30 Nov - 1 Dec
Island City House Hotel
Exterior
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, (1004)
"Great location and amazing staff!"
United States
Charles
The price is ₹22,478
₹25,288 total
includes taxes & fees
24 Nov - 25 Nov
Orchid Key Inn - Adults Only
11 Gecko's Garden - Adults Only | Premium bedding, pillow-top beds, individually decorated
Tropical Inn

Tropical Inn

3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (360)
"Everything was great. Staff was very helpful. Place was outstanding. "
United States
Edward
The price is ₹19,339
₹23,971 total
includes taxes & fees
18 Dec - 19 Dec
Tropical Inn
Outdoor pool, pool loungers
The Mermaid & Alligator

The Mermaid & Alligator

3.5 star property
Old Town Key West, 0.8 km from Jackson Square
9.8 out of 10, Exceptional, (269)
"Charming and spotless room, beautiful gardens for breakfast, heated jetted pool was lovely after a long day of walking...and everything in downtown KW is within walking distance. 100% would stay again. "
United States
KATHERINE
The Mermaid & Alligator
View from property
Duval House

Duval House

3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1006)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is ₹12,330
₹15,778 total
includes taxes & fees
25 Nov - 26 Nov
Duval House
Outdoor pool, pool umbrellas, pool loungers
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, (335)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is ₹19,072
₹21,456 total
includes taxes & fees
24 Nov - 25 Nov
Marrero's Guest Mansion
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
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, (397)
"Friendly staff, Beautiful property "
United States
Ishta
The price is ₹19,001
₹25,867 total
includes taxes & fees
10 Dec - 11 Dec
Ella's Cottages - Key West Historic Inns
Lobby sitting area
Westwinds Inn

Westwinds Inn

3.5 star property
Historic Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1005)
"Staff was amazing Room super clean"
United States
JULIE
Westwinds Inn
Exterior
The Grand Guesthouse

The Grand Guesthouse

2.5 star property
Old Town Key West, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1000)
"Very nice, quaint, cute and historical. I will stay here again!"
United States
Patricia
The price is ₹15,420
₹19,565 total
includes taxes & fees
23 Nov - 24 Nov
The Grand Guesthouse
Outdoor pool
Silver Palms Inn

Silver Palms Inn

3.5 star property
Old Town Key West, 0.9 km from Jackson Square
9.4 out of 10, Exceptional, (1006)
"Nice clean room, nice pool, convenient walk to Duval Street, pleasant staff, on site parking, great breakfast, what else could you ask for?.. recommended and will visit again."
United States
Joseph
The price is ₹10,299
₹17,574 total
includes taxes & fees
24 Nov - 25 Nov
Silver Palms Inn
Exterior
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4.0 star property
Historic Seaport, 0.2 km from Jackson Square
9.0 out of 10, Wonderful, (268)
"Excellent location. "
United States
Doris
The price is ₹18,805
₹24,150 total
includes taxes & fees
14 Dec - 15 Dec
La Concha Key West, Autograph Collection
Exterior
Heron House - Adult Only

Heron House - Adult Only

3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.0 out of 10, Wonderful, (1146)
"Excellent place to stay"
United States
Johnny
The price is ₹11,993
₹16,491 total
includes taxes & fees
23 Nov - 24 Nov
Heron House - Adult Only
Outdoor pool, pool loungers
The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only

3.5 star property
Historic Seaport, 0.2 km from Jackson Square
9.0 out of 10, Wonderful, (344)
"Great spot!"
United States
Elizabeth
The price is ₹18,805
₹21,156 total
includes taxes & fees
15 Dec - 16 Dec
The Saint Hotel Key West, Autograph Collection, Adult Only
Courtyard
Santa Maria Suites

Santa Maria Suites

4.0 star property
Uptown - Upper Duval, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1003)
"Incredible stay!"
United States
Lisa
The price is ₹24,694
₹33,768 total
includes taxes & fees
1 Dec - 2 Dec
Santa Maria Suites
Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio
Southernmost House

Southernmost House

4.0 star property
Uptown - Upper Duval, 1.1 km from Jackson Square
9.4 out of 10, Exceptional, (1005)
"Great place with excellent staff. "
United States
Willie
The price is ₹21,218
₹32,103 total
includes taxes & fees
16 Dec - 17 Dec
Southernmost House
Exterior
Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 star property
Historic Seaport, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (846)
"Everything was spot on More than we had expected Would stay with them again Very very nice "
United States
John A
The price is ₹19,435
₹26,356 total
includes taxes & fees
9 Dec - 10 Dec
Ridley House - 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.
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Top Jackson Square Hotel Reviews

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Great hotel right on the water and near the heart of Key West."
Keith 4-night trip
Posted 14 hours ago
Opal Key Resort & Marina, Key West

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
Vibrant atmosphere at Duval Street showcases Key West's historic charm and cultural richness in Florida's lively district

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.
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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 1783 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 Hyatt Centric Key West Resort and Spa and Southernmost Beach Resort and Guesthouses.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1783 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 Key West Historic Seaport are some of the local landmarks to explore. You can check out the local talent at Red Barn Theater, Key West Film Society and Waterfront Playhouse.

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