Hotels near Jackson Square
Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices
Check prices for these dates
Where to stay near Jackson Square?
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
3.5 star property
Old Town Key West
10.0 out of 10, Exceptional, (1002)
10.0/10
Exceptional
(1002)
$206 nightly
The price is $232
$232 total
Jul 3 - Jul 4
Total includes taxes and fees
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1004)
9.8/10
Exceptional
(1004)
$185 nightly
The price is $209
$209 total
Jun 29 - Jun 30
Total includes taxes and fees
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (769)
9.8/10
Exceptional
(769)
$158 nightly
The price is $178
$178 total
Jun 30 - Jul 1
Total includes taxes and fees
The Marquesa Hotel
The Marquesa Hotel
3.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (978)
9.8/10
Exceptional
(978)
$251 nightly
The price is $283
$283 total
Jun 29 - Jun 30
Total includes taxes and fees
The Gardens Hotel
The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1001)
9.8/10
Exceptional
(1001)
$203 nightly
The price is $228
$228 total
Jul 27 - Jul 28
Total includes taxes and fees
Coco Plum Inn
Coco Plum Inn
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (421)
9.6/10
Exceptional
(421)
$178 nightly
The price is $200
$200 total
Jul 6 - Jul 7
Total includes taxes and fees
H2O Suites - Adults Only
H2O Suites - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (541)
9.8/10
Exceptional
(541)
$339 nightly
The price is $381
$381 total
Jun 30 - Jul 1
Total includes taxes and fees
Tropical Inn
Tropical Inn
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (322)
9.4/10
Exceptional
(322)
$193 nightly
The price is $214
$214 total
Jun 29 - Jun 30
Total includes taxes and fees
Island City House Hotel
Island City House Hotel
3.0 star property
Key West Historic District
9.6 out of 10, Exceptional, (1000)
9.6/10
Exceptional
(1000)
$166 nightly
The price is $186
$186 total
Jul 6 - Jul 7
Total includes taxes and fees
Douglas House
Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (119)
9.6/10
Exceptional
(119)
$159 nightly
The price is $181
$181 total
Jul 1 - Jul 2
Total includes taxes and fees
Santa Maria Suites
Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1004)
9.6/10
Exceptional
(1004)
$390 nightly
The price is $439
$439 total
Jun 29 - Jun 30
Total includes taxes and fees
Ambrosia Key West
Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1000)
9.4/10
Exceptional
(1000)
$199 nightly
The price is $224
$224 total
Jun 29 - Jun 30
Total includes taxes and fees
The Grand Guesthouse
The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1000)
9.6/10
Exceptional
(1000)
$131 nightly
The price is $148
$148 total
Jun 29 - Jun 30
Total includes taxes and fees
Weatherstation Inn
Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (937)
9.4/10
Exceptional
(937)
$179 nightly
The price is $201
$201 total
Jun 30 - Jul 1
Total includes taxes and fees
Marrero's Guest Mansion
Marrero's Guest Mansion
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (333)
9.4/10
Exceptional
(333)
$299 nightly
The price is $336
$336 total
Jul 6 - Jul 7
Total includes 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
9.2 out of 10, Wonderful, (339)
9.2/10
Wonderful
(339)
$234 nightly
The price is $263
$263 total
Jun 30 - Jul 1
Total includes taxes and fees
Westwinds Inn
Westwinds Inn
3.5 star property
Key West Historic District
9.2 out of 10, Wonderful, (1001)
9.2/10
Wonderful
(1001)
$170 nightly
The price is $191
$191 total
Jul 23 - Jul 24
Total includes taxes and fees
The Garden House
The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (638)
9.2/10
Wonderful
(638)
$148 nightly
The price is $164
$164 total
Jun 29 - Jun 30
Total includes taxes and fees
Silver Palms Inn
Silver Palms Inn
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1013)
9.2/10
Wonderful
(1013)
$174 nightly
The price is $196
$196 total
Jun 30 - Jul 1
Total includes taxes and fees
Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1002)
9.2/10
Wonderful
(1002)
$156 nightly
The price is $176
$176 total
Jul 21 - Jul 22
Total includes 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 in Old Town Key West
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.
Duval Street
If you want to give your credit card some exercise, head out to Duval Street, a popular place for shoppers in Key West Historic District. Splash some more cash at We Cycle Key West and Mallory Dock.
Oldest House Museum and Garden
You can spend time studying the exhibits at Oldest House Museum and Garden during your trip to Key West. Discover the area's beautiful sunsets and lively bars.
Harry S. Truman Little White House
If you're planning a bit of sightseeing head to Harry S. Truman Little White House— just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?
Curry Mansion Museum
You can spend time studying the exhibits at Curry Mansion Museum during your trip to Key West. Stroll along the area's seaside or experience its lively festivals.
Audubon House and Tropical Gardens
You can spend an afternoon exploring the galleries in Audubon House and Tropical Gardens in Key West. Discover the area's lively bars and its lively festivals.
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 3,505 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 $148
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.