Hotels near Jackson Square

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Jul 18 - Jul 19
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Top Trending Hotels Near Jackson Square

Almond Tree Inn Hotel - Adults Only
Relax in a spacious room with a large bed, nightstand, and comfortable seating area.

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1000)
"Absolutely loved our stay here! Staff were all amazing. "
The price is P10,537
P11,854 total
includes taxes & fees
Jul 22 - Jul 23
Almond Tree Inn Hotel - Adults Only
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 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, (986)
"Excellent property conveniently located near Duval."
The price is P11,250
P15,547 total
includes taxes & fees
Aug 7 - Aug 8
The Marquesa Hotel
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 P22,748
P25,591 total
includes taxes & fees
Aug 2 - Aug 3
The Gardens Hotel
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 P7,363
P8,284 total
includes taxes & fees
Jul 20 - Jul 21
Simonton Court Historic Inn & Cottages
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, (1000)
"Very relaxing, beautiful, comfortable beds, excellent bar staff and happy hour treats. "
Orchid Key Inn - Adults Only
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, (247)
"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, (1000)
"Great location, comfortable beds and cold air. Loved the private porch attached to the room. Would stay here again"
Island City House Hotel
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
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 P12,370
P15,695 total
includes taxes & fees
Jul 22 - Jul 23
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Weatherstation Inn
Premium bedding, iron/ironing board, free WiFi, bed sheets

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (943)
"Beautiful stay"
The price is P8,875
P9,984 total
includes taxes & fees
Jul 21 - Jul 22
Weatherstation Inn
H2O Suites - Adults Only
Relax by the pool with a glass of wine in hand, surrounded by comfortable seating.

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (541)
"The star was very accommodating. "
The price is P17,067
P21,769 total
includes taxes & fees
Aug 13 - Aug 14
H2O Suites - Adults Only
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, (1000)
"Great location, helpful staff, great stay"
Westwinds Inn
Ella's Cottages - Key West Historic Inns
Experience a stylish kitchen with a minimalist design, featuring a white countertop, unique light fixture, and geometric wallpaper.

Ella's Cottages - Key West Historic Inns

3.5 star property
9.4 out of 10, Exceptional, (349)
"Amazing time at the beautiful hotel! Everything was amazing, looking forward to stay again there!"
The price is P11,184
P15,482 total
includes taxes & fees
Jul 21 - Jul 22
Ella's Cottages - Key West Historic Inns
Opal Key Resort & Marina, Key West
Stroll through the covered walkway to the welcoming porch, surrounded by lush landscaping and palm trees.

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1004)
"It was a beautiful place to stay with beautiful views and wonderful staff."
The price is P13,601
P17,549 total
includes taxes & fees
Jul 27 - Jul 28
Opal Key Resort & Marina, Key West
Paradise Inn Key West - Adults Only
Enjoy outdoor dining or relaxation on the paved patio with a table and chairs.

Paradise Inn Key West - Adults Only

3.5 star property
9.2 out of 10, Wonderful, (1003)
"Excellent stay. Just a short walk to Duval and quiet. "
Paradise Inn Key West - Adults Only
Ridley House - Key West Historic Inns
Enjoy cooking in this well-equipped kitchen with a central island, oven, and stove.

Ridley House - Key West Historic Inns

3.5 star property
9.2 out of 10, Wonderful, (796)
"Wonderful stay! Beautiful property, amazing location, and friendly staff. Would highly recommend and would stay again. Thank you!"
The price is P11,148
P15,431 total
includes taxes & fees
Jul 21 - Jul 22
Ridley House - Key West Historic Inns
Santa Maria Suites
Relax by the pool surrounded by a spacious deck and lounge chairs.

Santa Maria Suites

4.0 star property
9.6 out of 10, Exceptional, (1004)
"Best place to stay great staff and the rooms are beautiful "
The price is P18,268
P23,129 total
includes taxes & fees
Aug 17 - Aug 18
Santa Maria Suites
Winslow's Bungalows - Key West Historic Inns
Relax by the pool surrounded by lush greenery and a palm tree, with lounge chairs and umbrellas providing shade.

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.2 out of 10, Wonderful, (1001)
"Great place to stay, staff was amazing, very close to everything . "
The price is P10,784
P15,031 total
includes taxes & fees
Jul 21 - Jul 22
Winslow's Bungalows - Key West Historic Inns
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 P6,804
P9,273 total
includes taxes & fees
Jul 20 - Jul 21
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

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Room was large, updated, and clean. The location was perfect for accessing the beach, a block away from a grocery/deli, and close proximity to Duval Street. The concierge in the lobby was on staff all day. I loved that we could rent a golf cart right from the concierge desk and have it delivered to the hotel for our use. We rented a 6 seat golf cart for 24 hours to drive around the area including Fort Zachary. Parking is expensive in Key West but still glad we got the golf cart. Hotel staff was very friendly."
Diane 3-night trip
Posted 1 day ago
The Reach Key West, Curio Collection by Hilton

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 biking. If you're looking for a convenient place to stay, check out the 1792 hotels and other accommodations you'll find within a mile.

Where is the best place 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 traveler 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 will I be able to find close to Jackson Square?

Expedia has 1792 hotels and other accommodations 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! The majority of hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals near Jackson Square.

Where can I learn more about changing or cancelling my trip in the area near Jackson Square?

For more information about updating your stay near Jackson Square or cancelling it, click here.

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.