Hotels near Jackson Square

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20 Jul - 21 Jul
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21 Jul - 22 Jul
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25 Jul - 27 Jul
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Top 10 Hotels Near Jackson Square

Simonton Court Historic Inn & Cottages
Relax by the serene pool surrounded by lush greenery and palm trees.

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (776)
"I highly recommend this property. Great experience, clean and well maintained with a most courteous and friendly staff."
The price is RM547
RM616 total
includes taxes & fees
21 Jul - 22 Jul
Simonton Court Historic Inn & Cottages
Coco Plum Inn
Experience a tranquil retreat amidst lush tropical surroundings and a classic colonial-style hotel with a charming front porch.

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (426)
"It was a great place to stay, and in a wonderful location. "
Coco Plum Inn
The Gardens Hotel
Relax by the serene pool surrounded by lush vegetation, complete with a clear pool, lounge chairs, and a shaded gazebo.

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1001)
"Fantastic hotel! "
The price is RM1,279
RM1,438 total
includes taxes & fees
25 Jul - 26 Jul
The Gardens Hotel
The Marquesa Hotel
Classic two-story house with a charming front porch and lush greenery.

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (987)
"Excellent property conveniently located near Duval."
The price is RM836
RM1,156 total
includes taxes & fees
7 Aug - 8 Aug
The Marquesa Hotel
Key West Villas
Experience the charm of Villa Key West, a boutique hotel with a welcoming entrance and covered porch.

Key West Villas

3.5 star property
9.8 out of 10, Exceptional, (230)
"Best place to stay in Key West. Perfect location and hospitality was over the top. Best Happy Hour in town."
Key West Villas
Orchid Key Inn - Adults Only
Relax by the pool surrounded by lush palm trees and enjoy the resort's spacious outdoor area with comfortable seating.

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1003)
"Great place!"
Orchid Key Inn - Adults Only
L'Habitation Guest House
Relax on the covered porch with comfortable wicker furniture and lush greenery.

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (864)
"beautiful place in the perfect spot!"
The price is RM495
RM557 total
includes taxes & fees
22 Jul - 23 Jul
L'Habitation Guest House
The Conch House Heritage Inn
Relax by the serene pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas providing shade.

The Conch House Heritage Inn

3.5 star property
9.8 out of 10, Exceptional, (126)
"Loved everything about this property, friendly staff, great room, awesome pool, amazing breakfast, the location was perfect!! We will be back and we highly recommend!! "
The price is RM632
RM711 total
includes taxes & fees
28 Jul - 29 Jul
The Conch House Heritage Inn
Duval House
Traditional home with a charming facade, featuring a balcony and a white picket fence.

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1006)
"Awesome place to stay in Key West!! "
The price is RM454
RM602 total
includes taxes & fees
3 Aug - 4 Aug
Duval House
The Mermaid & Alligator
Relax by the serene pool surrounded by lush foliage and unwind in comfort on the adjacent lounge chairs.

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (248)
"Beautiful property! Tranquil and private"
The Mermaid & Alligator
Island City House Hotel
Escape to a serene oasis with a tranquil garden featuring a small pond, waterfall, and koi fish.

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (1003)
"Great location, comfortable beds and cold air. Loved the private porch attached to the room. Would stay here again"
Island City House Hotel
Weatherstation Inn
Premium bedding, iron/ironing board, free WiFi, bed sheets

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (944)
"Beautiful stay"
The price is RM660
RM742 total
includes taxes & fees
21 Jul - 22 Jul
Weatherstation Inn
Ambrosia Key West
Relax by the pool with comfortable sun loungers and a refreshing pool.

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Great property and location was great."
Ambrosia Key West
Douglas House
Stroll up the staircase surrounded by lush tropical plants and enjoy the serene atmosphere.

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (137)
"Courteous staff, beautiful property, and located in Old Town Key West "
The price is RM592
RM689 total
includes taxes & fees
3 Aug - 4 Aug
Douglas House
Ella's Cottages - Key West Historic Inns
Relax in a spacious living area with a sofa, wicker chair, and pool views.

Ella's Cottages - Key West Historic Inns

3.5 star property
9.4 out of 10, Exceptional, (350)
"Amazing time at the beautiful hotel! Everything was amazing, looking forward to stay again there!"
The price is RM829
RM1,147 total
includes taxes & fees
21 Jul - 22 Jul
Ella's Cottages - Key West Historic Inns
Tropical Inn
Relax in a serene bedroom with a four-poster bed, desk, and lush views.

Tropical Inn

3.5 star property
9.4 out of 10, Exceptional, (333)
"Great spot "
The price is RM581
RM760 total
includes taxes & fees
21 Jul - 22 Jul
Tropical Inn
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Relax in a serene porch with a hammock, sofa, and table, surrounded by lush greenery.

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

3.5 star property
9.8 out of 10, Exceptional, (102)
"Awesome place! Will stay again!"
The price is RM917
RM1,163 total
includes taxes & fees
23 Jul - 24 Jul
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Westwinds Inn
Welcome to our reception area, featuring a spacious space with a curved counter, television, and comfortable seating.

Westwinds Inn

3.5 star property
9.4 out of 10, Exceptional, (1003)
"I had a great stay"
Westwinds Inn
The Key West Hotel
Relax by the serene pool surrounded by lounge chairs and umbrellas, with a view of the surrounding area from the adjacent balcony.

The Key West Hotel

2.5 star property
9.2 out of 10, Wonderful, (487)
"Great location. Close to everything and surprisingly quiet being right on duval. "
The price is RM1,271
RM1,621 total
includes taxes & fees
19 Aug - 20 Aug
The Key West Hotel
Heron House - Adult Only
Surrounded by lush greenery, this residential setting features a pool and a traditional home with a concrete deck.

Heron House - Adult Only

3.5 star property
9.0 out of 10, Wonderful, (1138)
"This was our 4th time staying and as always enjoyed our stay and we will be back. "
The price is RM537
RM726 total
includes taxes & fees
22 Jul - 23 Jul
Heron House - Adult Only
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.

Top Jackson Square Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"This property was awesome. The room was clean and reminded you of a garden home. We had a small personal pool right outside our door. The food at the restaurant and drinks was awesome. Staff is amazing and so accommodating. We definitely will be back. "
Marlon 3-night trip
Posted 23 hours ago
Southernmost Beach Resort and Guesthouses

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 1784 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 The Cabana Inn Key West - Adults Only.

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

Expedia has 1784 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.