Hotels near Mallory Square Key West

September 2026
11
October 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Where to stay near Mallory Square?

1. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Uptown - Upper Duval, 1.3 km from Mallory Square
United States
Michael
$163
$183 total
includes taxes & fees
Sep 15 - Sep 16
Orchid Key Inn - Adults Only

2. Island City House Hotel

Island City House Hotel
Historic Seaport, 0.8 km from Mallory Square
United States
Richard
$174
$196 total
includes taxes & fees
Sep 13 - Sep 14
Island City House Hotel

3. Douglas House - Adults Only

Douglas House - Adults Only
Uptown - Upper Duval, 1.5 km from Mallory Square
United States
Ruben
$134
$166 total
includes taxes & fees
Sep 29 - Sep 30
Douglas House - Adults Only

4. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
Uptown - Upper Duval, 1.8 km from Mallory Square
United States
Richard
$149
$294 total
includes taxes & fees
Oct 1 - Oct 2
Southernmost House - Adult Exclusive

5. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West, 1.4 km from Mallory Square
United States
Kristi
$200
$276 total
includes taxes & fees
Sep 13 - Sep 14
Winslow's Bungalows - Key West Historic Inns

6. The Key West Hotel

The Key West Hotel
Historic Seaport, 0.5 km from Mallory Square
United States
Gustavo A
$321
$434 total
includes taxes & fees
Sep 13 - Sep 14
The Key West Hotel

7. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
Downtown Key West, 0.7 km from Mallory Square
United States
Lark
$125
$186 total
includes taxes & fees
Sep 22 - Sep 23
The Cabana Inn Key West - Adults Only

8. Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns
Historic Seaport, 1.1 km from Mallory Square
United States
Jeremy
$150
$219 total
includes taxes & fees
Sep 13 - Sep 14
Fitch Lodge - Key West Historic Inns

9. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Uptown - Upper Duval, 1.7 km from Mallory Square
United States
Dolores
$76
$130 total
includes taxes & fees
Sep 13 - Sep 14
The Southernmost Inn - Adults Only

10. Banana's Foster Guesthouse

Banana's Foster Guesthouse
Historic Seaport, 0.5 km from Mallory Square
United States
Kristen
$127
$306 total
includes taxes & fees
Sep 27 - Sep 28
Banana's Foster Guesthouse

11. Seashell Motel

Seashell Motel
Casa Marina, 1.9 km from Mallory Square
United States
Debra
$83
$94 total
includes taxes & fees
Sep 22 - Sep 23
Seashell Motel

12. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Downtown Key West, 1.3 km from Mallory Square
United States
Timothy
$163
$183 total
includes taxes & fees
Sep 15 - Sep 16
Almond Tree Inn Hotel - Adults Only

13. The Gardens Hotel

The Gardens Hotel
Downtown Key West, 1 km from Mallory Square
United States
Lydia
$190
$214 total
includes taxes & fees
Sep 21 - Sep 22
The Gardens Hotel

14. The Marquesa Hotel

The Marquesa Hotel
Old Town Key West, 0.7 km from Mallory Square
United States
Colleen
$192
$272 total
includes taxes & fees
Sep 28 - Sep 29
The Marquesa Hotel

15. Duval House

Duval House
Downtown Key West, 1.1 km from Mallory Square
United States
James
$99
$133 total
includes taxes & fees
Sep 16 - Sep 17
Duval House

16. The Grand Guesthouse

The Grand Guesthouse
Old Town Key West, 1.7 km from Mallory Square
United States
Glenn
$127
$168 total
includes taxes & fees
Sep 24 - Sep 25
The Grand Guesthouse

17. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West, 1.5 km from Mallory Square
United States
Kim
$89
$168 total
includes taxes & fees
Sep 13 - Sep 14
Silver Palms Inn & Historic Homes

18. Weatherstation Inn

Weatherstation Inn
Truman Annex, 0.5 km from Mallory Square
United States
Janice
$169
$190 total
includes taxes & fees
Sep 14 - Sep 15
Weatherstation Inn

19. Ambrosia Key West

Ambrosia Key West
Old Town Key West, 0.8 km from Mallory Square
United States
Dalton
$152
$171 total
includes taxes & fees
Sep 27 - Sep 28
Ambrosia Key West

20. H2O Suites - Adults Only

H2O Suites - Adults Only
Uptown - Upper Duval, 1.6 km from Mallory Square
United States
Ammon
$279
$381 total
includes taxes & fees
Sep 13 - Sep 14
H2O Suites - Adults Only
View all properties

Compare popular hotels close to Mallory Square

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Property grounds
Orchid Key Inn - Adults Only
9.8
Exceptional
1,015 reviews
View
Cigar House King Suite w/ Poolside porch | Balcony view
Island City House Hotel
9.6
Exceptional
999 reviews
View
Exterior
Douglas House - Adults Only
9.6
Exceptional
526 reviews
View
Exterior
Southernmost House - Adult Exclusive
9.4
Exceptional
1,000 reviews
View
Front of property
Winslow's Bungalows - Key West Historic Inns
9.2
Wonderful
1,411 reviews
View

Other landmarks near Mallory Square

A historic building with a tall tower, palm trees, and a vintage trolley.

Key West Shipwreck Museum

8.6/10 (361 reviews)
Key West Shipwreck Museum is just one of the attractions in Key West Historic District, 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 Mallory Square, Mel Fisher Maritime Museum, and Harry S. Truman Little White House.
See properties
A large cruise ship docked at a pier with palm trees and a clear sky.

Mallory Dock

8.8/10 (1,152 reviews)
If you want to give your credit card some exercise, head out to Mallory Dock in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here? Splash some more cash at Duval Street and We Cycle Key West.
See properties
A red brick building with arched windows and a clock on the facade.

Museum of Art & History at the Custom House

8.4/10 (15 reviews)
Museum of Art & History at the Custom House 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 Mel Fisher Maritime Museum, Key West Shipwreck Museum, and Mallory Square.
See properties
A historic building with maritime museum banners, a rusty boat, and a tree-lined street.

Mel Fisher Maritime Museum

9.2/10 (56 reviews)
Mel Fisher Maritime Museum 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 Key West Shipwreck Museum, Harry S. Truman Little White House, and Mallory Square.
See properties
A room with a harp, a round table with chairs, and a view of greenery outside.

Audubon House and Tropical Gardens

8.8/10 (378 reviews)
If you're planning a bit of sightseeing head to Audubon House and Tropical Gardens— just one of the monuments in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here?
See properties

Waterfront Playhouse

8.4/10 (7 reviews)
If you want to see a show while you're in town, try and grab some tickets at Waterfront Playhouse 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, Key West Film Society, and The Key West Theater are all a short walk away.
See properties

Roy John-Karl Gallery

If you like art, you might want to browse the collections at Roy John-Karl Gallery in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to see more of the art galleries in Key West, you can easily walk to Museum of Art & History at the Custom House.
See properties

Sloppy Joe's Bar

If you find yourself in Key West Historic District, you can stop off for a few drinks or snacks at Sloppy Joe's Bar.
See properties