Hotels near Jackson Square
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Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
3.5 star property
Downtown Key West, 0.4 mi from Jackson Square
10.0 out of 10, Exceptional, (1004)
10/10
Exceptional
(1004)
$217 nightly
The price is $245
$245 total
Oct 15 - Oct 16
Total with taxes and fees
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval, 0.4 mi from Jackson Square
9.8 out of 10, Exceptional, (1007)
9.8/10
Exceptional
(1007)
$178 nightly
The price is $201
$201 total
Oct 15 - Oct 16
Total with taxes and fees
The Marquesa Hotel
The Marquesa Hotel
3.5 star property
Historic Seaport, 0.2 mi from Jackson Square
9.8 out of 10, Exceptional, (1005)
9.8/10
Exceptional
(1005)
$257 nightly
The price is $289
$289 total
Oct 13 - Oct 14
Total with taxes and fees
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages
2.5 star property
Historic Seaport, 0.2 mi from Jackson Square
9.8 out of 10, Exceptional, (851)
9.8/10
Exceptional
(851)
$149 nightly
The price is $168
$168 total
Oct 13 - Oct 14
Total with taxes and fees
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West, 0.7 mi from Jackson Square
9.8 out of 10, Exceptional, (119)
9.8/10
Exceptional
(119)
$185 nightly
The price is $208
$208 total
Oct 12 - Oct 13
Total with taxes and fees
The Gardens Hotel
The Gardens Hotel
4.0 star property
Downtown Key West, 0.2 mi from Jackson Square
9.8 out of 10, Exceptional, (1004)
9.8/10
Exceptional
(1004)
$224 nightly
The price is $252
$252 total
Oct 28 - Oct 29
Total with taxes and fees
Ambrosia Key West
Ambrosia Key West
3.5 star property
Old Town Key West, 0.3 mi from Jackson Square
9.4 out of 10, Exceptional, (1003)
9.4/10
Exceptional
(1003)
$229 nightly
The price is $258
$258 total
Oct 12 - Oct 13
Total with taxes and fees
Duval House
Duval House
3.0 star property
Downtown Key West, 0.3 mi from Jackson Square
9.4 out of 10, Exceptional, (1013)
9.4/10
Exceptional
(1013)
$127 nightly
The price is $140
$140 total
Oct 15 - Oct 16
Total with taxes and fees
Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
3.5 star property
Old Town Key West, 0.3 mi from Jackson Square
9.4 out of 10, Exceptional, (378)
9.4/10
Exceptional
(378)
$224 nightly
The price is $252
$252 total
Oct 27 - Oct 28
Total with taxes and fees
Southernmost House
Southernmost House
4.0 star property
Uptown - Upper Duval, 0.7 mi from Jackson Square
9.4 out of 10, Exceptional, (1004)
9.4/10
Exceptional
(1004)
$266 nightly
The price is $299
$299 total
Oct 27 - Oct 28
Total with taxes and fees
The Garden House
The Garden House
3.0 star property
Historic Seaport, 0.3 mi from Jackson Square
9.2 out of 10, Wonderful, (661)
9.2/10
Wonderful
(661)
$121 nightly
The price is $133
$133 total
Oct 13 - Oct 14
Total with taxes and fees
Ridley House - Key West Historic Inns
Ridley House - Key West Historic Inns
3.5 star property
Historic Seaport, 0.3 mi from Jackson Square
9.2 out of 10, Wonderful, (823)
9.2/10
Wonderful
(823)
$228 nightly
The price is $256
$256 total
Oct 12 - Oct 13
Total with taxes and fees
Silver Palms Inn
Silver Palms Inn
3.5 star property
Old Town Key West, 0.6 mi from Jackson Square
9.4 out of 10, Exceptional, (1011)
9.4/10
Exceptional
(1011)
$159 nightly
The price is $179
$179 total
Oct 14 - Oct 15
Total with taxes and fees
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House Resort
4.0 star property
Historic Seaport, 0.5 mi from Jackson Square
9.2 out of 10, Wonderful, (1005)
9.2/10
Wonderful
(1005)
$272 nightly
The price is $306
$306 total
Oct 27 - Oct 28
Total with taxes and fees
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West, 0.3 mi from Jackson Square
9.0 out of 10, Wonderful, (1004)
9.0/10
Wonderful
(1004)
$284 nightly
The price is $320
$320 total
Oct 12 - Oct 13
Total with taxes and fees
Seascape Tropical Inn - Adult Exclusive
Seascape Tropical Inn - Adult Exclusive
3.0 star property
Downtown Key West, 0.3 mi from Jackson Square
9.0 out of 10, Wonderful, (393)
9.0/10
Wonderful
(393)
$160 nightly
The price is $180
$180 total
Oct 13 - Oct 14
Total with taxes and fees
Lighthouse Hotel - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns
3.5 star property
Bahama Village, 0.3 mi from Jackson Square
9.0 out of 10, Wonderful, (800)
9.0/10
Wonderful
(800)
$224 nightly
The price is $252
$252 total
Oct 28 - Oct 29
Total with taxes and fees
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West, 0.5 mi from Jackson Square
9.2 out of 10, Wonderful, (1017)
9.2/10
Wonderful
(1017)
$224 nightly
The price is $252
$252 total
Oct 28 - Oct 29
Total with taxes and fees
Pier House Resort & Spa
Pier House Resort & Spa
4.0 star property
Historic Seaport, 0.4 mi from Jackson Square
9.0 out of 10, Wonderful, (1013)
9.0/10
Wonderful
(1013)
$457 nightly
The price is $514
$514 total
Oct 12 - Oct 13
Total with taxes and fees
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort
4.0 star property
Historic Seaport, 0.4 mi from Jackson Square
9.2 out of 10, Wonderful, (1011)
9.2/10
Wonderful
(1011)
$235 nightly
The price is $265
$265 total
Oct 26 - Oct 27
Total with taxes and fees
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.
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.
Other landmarks near Jackson Square
San Carlos Institute - Casa Cuba
San Carlos Institute - Casa Cuba is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Duval Street, Harry S. Truman Little White House, and Audubon House and Tropical Gardens.
Key West Film Society
If you want to see a show while you're in town, try and grab some tickets at Key West Film Society in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy the show and want to see another, Red Barn Theater and Waterfront Playhouse are both a short walk away.
Red Barn Theater
If you want to see a show while you're in town, try and grab some tickets at Red Barn Theater in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy the show and want to see another, Waterfront Playhouse and Key West Film Society are both a short walk away.
Hellings House Museum
Hellings House Museum is just one of the attractions in Key West Historic District, Key West so you might want to stop by during your trip. If you want to experience more of the culture Key West has to offer, head to Audubon House and Tropical Gardens, Mel Fisher Maritime Museum, and Harry S. Truman Little White House.
Frequently asked questions
What are the best hotels near Jackson Square?
- Guests love staying at La Concha Key West, Autograph Collection, which is a hotel near Jackson Square.
- Another highly rated hotel is The Saint Hotel Key West, Autograph Collection, Adult Only, which is just steps away.
- The area has plenty to choose from with 3,507 lodging options including hotels and vacation rentals.
How much does it cost to stay in a hotel near Jackson Square?
Visit Hotels.com, enter your search criteria, and sort by price to see the lowest rates. You'll find a variety of room prices depending on when and where you plan to go.
- Search for the lowest price per night from $133
What cheap hotels are close to Jackson Square?
- For a wallet-friendly hotel close to Jackson Square, take a look at Southwinds Motel, which offers 2 outdoor pools, a bar/lounge, and a free continental breakfast.
- Another low-cost alternative is Ibis Bay Beach Resort, which is a short drive away.
Can I find hotels close to Jackson Square that are fully refundable?
Yes, there are many hotels offering refundable rates, but make sure to review the cancellation deadline before you book. To find those rates, use the "Fully refundable" filter when you search for hotels.
- A couple of highly rated hotels near Jackson Square that offer these rates are La Concha Key West, Autograph Collection and Opal Key Resort & Marina, Key West.
What are the best romantic hotels near Jackson Square?
- For a romantic stay, The Gardens Hotel offers a garden-view restaurant, 2 outdoor pools, and a poolside bar. It's steps from Jackson Square.
- Another great option is Pier House Resort & Spa, which is just steps away.
What are the best hotels close to Jackson Square with free breakfast?
- Start your day nourished with a free continental breakfast at Key West Villas, which is steps from Jackson Square.
- Ambrosia Key West is also a recommended place to stay with a free continental breakfast, and it's located just steps away.
Which hotels near Jackson Square have rooms with great views?
- Travelers can enjoy rooms with city views at La Concha Key West, Autograph Collection, which is steps from Jackson Square.
- Another great choice nearby is The Saint Hotel Key West, Autograph Collection, Adult Only, which has rooms with city or pool views.
What are the best family hotels close to Jackson Square?
- Keep the family happy with a stay at La Concha Key West, Autograph Collection which offers free cribs, children's meals, and an outdoor pool. Jackson Square is just steps away.
- Another great option for your family's trip is Ocean Key Resort - A Noble House Resort.
What are the best luxury hotels near Jackson Square?
- Treat yourself when you stay at The Porch on Frances Inn, which is a 15-minute walk from Jackson Square and offers proposal/romance packages, a hair salon, and concierge services.
- Another luxe option is Oceans Edge Key West Resort, Hotel & Marina, which is a short drive away.
What are the best hotels near Jackson Square with free parking?
- If you're traveling by car, Pegasus International Hotel offers free parking and you'll be steps from Jackson Square.
- Suite Dreams Inn by the Beach also has free parking and is a short drive away.
What are the best hotels near Jackson Square with a pool?
- Travelers can enjoy the outdoor pool at La Concha Key West, Autograph Collection. Jackson Square is steps from the hotel.
- Another great choice for a hotel with a pool is The Saint Hotel Key West, Autograph Collection, Adult Only.
What cheap motels can I book close to Jackson Square?
- To save on your stay near Jackson Square, take a look at Custom House Inn, which offers proposal/romance packages and a terrace.
What are the best things to see and do around my hotel near Jackson Square?
- You may also want to see sights near Jackson Square like Southernmost Point, Smathers Beach, and Ernest Hemingway Home and Museum.
- Other places in the area are Fort Zachary Taylor Historic State Park, South Beach, and Key West Golf Club.
What are the best pet-friendly hotels close to Jackson Square?
- Bring your furry friend to La Concha Key West, Autograph Collection, which is steps from Jackson Square.
- Another pet-friendly spot is The Gardens Hotel. The bed & breakfast offers food and water bowls.
Are all taxes and fees included in the prices shown on Hotels.com for hotels near Jackson Square?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.