The Best Hotels Closest to Waterfront Playhouse in Key West for 2026

Q: What's the area like around Waterfront Playhouse?

Waterfront Playhouse is located in an area of Key West known for its beautiful ocean views, sailing, and lively festivals. If you're looking for a convenient place to stay, check out the 1466 hotels and other accommodations you'll find within a mile.

Q: What's the best hotel to stay near Waterfront Playhouse?

Adjacent to Waterfront Playhouse, Hyatt Centric Key West Resort and Spa is one of the top choices for your stay based on our traveler data, and this resort offers a marina and a full-service spa. Other good options within a short distance include Pier House Resort & Spa and Opal Key Resort & Marina, Key West .

Q: How many hotels will I be able to find near Waterfront Playhouse?

Expedia has 1466 hotels and other accommodations within a mile from Waterfront Playhouse.

Q: If I need to cancel the hotel reservation for my stay near Waterfront Playhouse, will I receive a refund?

Yes, you'll find most hotel reservations are refundable if you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Add your dates and click on "Search", then you can use the "fully refundable" filter to get the top deals on offer near Waterfront Playhouse.

Q: Where can I learn more about changing or cancelling my trip in the area near Waterfront Playhouse?

To access more information about rescheduling or cancelling your stay near Waterfront Playhouse, go to https://www.expedia.com/service/ .

Q: What can I see and do near Waterfront Playhouse?

Key West Shipwreck Museum, Audubon House and Tropical Gardens, and Harry S. Truman Little White House feature a variety of fascinating exhibits to see while you're in town. Sights like Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Fort Zachary Taylor Historic State Park are landmarks to visit in the area. You can watch performances at Red Barn Theater, Key West Film Society, and Key West Burlesque Theater if you're interested in local theater.

Our top choices for Waterfront Playhouse hotels

Almond Tree Inn Hotel - Adults Only

Downtown Key West, 1.3 km from Waterfront Playhouse

Stephen

AED 2,213 total

includes taxes & fees

4 Mar - 5 Mar

Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished

Simonton Court Historic Inn & Cottages

Historic Seaport, 0.5 km from Waterfront Playhouse

Jennifer

AED 1,649 total

includes taxes & fees

9 Mar - 10 Mar

Orchid Key Inn - Adults Only

Uptown - Upper Duval, 1.3 km from Waterfront Playhouse

Tari

AED 2,210 total

includes taxes & fees

4 Mar - 5 Mar

H2O Suites - Adults Only

Uptown - Upper Duval, 1.6 km from Waterfront Playhouse

Joel

AED 3,261 total

includes taxes & fees

22 Mar - 23 Mar

Cigar House King Suite w/ Poolside porch | Balcony view

Island City House Hotel

Historic Seaport, 0.8 km from Waterfront Playhouse

Emily Barbara

AED 1,639 total

includes taxes & fees

4 Mar - 5 Mar

Tropical Inn

Downtown Key West, 1.1 km from Waterfront Playhouse

yulio

AED 1,404 total

includes taxes & fees

5 Mar - 6 Mar

L'Habitation Guest House

Historic Seaport, 0.5 km from Waterfront Playhouse

Scott

AED 1,413 total

includes taxes & fees

4 Mar - 5 Mar

The Grand Guesthouse

Old Town Key West, 1.7 km from Waterfront Playhouse

Daniel

AED 1,451 total

includes taxes & fees

12 Mar - 13 Mar

Westwinds Inn

Historic Seaport, 0.9 km from Waterfront Playhouse

Cindy

Santa Maria Suites

Uptown - Upper Duval, 1.8 km from Waterfront Playhouse

Scott G.

AED 3,219 total

includes taxes & fees

4 Mar - 5 Mar

Marrero's Guest Mansion

Downtown Key West, 0.6 km from Waterfront Playhouse

Scott

AED 1,649 total

includes taxes & fees

1 Apr - 2 Apr

Opal Key Resort & Marina, Key West

Old Town Key West, 0.1 km from Waterfront Playhouse

Doug

AED 2,455 total

includes taxes & fees

4 Mar - 5 Mar

Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Ella's Cottages - Key West Historic Inns

Old Town Key West, 1.1 km from Waterfront Playhouse

Karen

AED 1,886 total

includes taxes & fees

24 Mar - 25 Mar

Outdoor pool, free cabanas, sun loungers

Ocean Key Resort - A Noble House Resort

Historic Seaport, < 0.1 km from Waterfront Playhouse

burton

AED 3,302 total

includes taxes & fees

3 Apr - 4 Apr

Duval House

Downtown Key West, 1.1 km from Waterfront Playhouse

David

AED 1,558 total

includes taxes & fees

8 Mar - 9 Mar

Southernmost House

Uptown - Upper Duval, 1.8 km from Waterfront Playhouse

Gregory

AED 2,569 total

includes taxes & fees

5 Mar - 6 Mar

The Marker Key West Harbor Resort

Historic Seaport, 0.6 km from Waterfront Playhouse

Caleb

AED 2,422 total

includes taxes & fees

4 Mar - 5 Mar

Ridley House - Key West Historic Inns

Historic Seaport, 0.4 km from Waterfront Playhouse

Melissa

AED 2,206 total

includes taxes & fees

1 Apr - 2 Apr

The Key West Hotel

Historic Seaport, 0.4 km from Waterfront Playhouse

William

AED 1,890 total

includes taxes & fees

4 Mar - 5 Mar

Caribbean House

Bahama Village, 1 km from Waterfront Playhouse

Wendy

AED 1,335 total

includes taxes & fees

1 Apr - 2 Apr

View all properties

Top Waterfront Playhouse Hotel Reviews

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Exceptional staff. "

Amsterdam's Curry Mansion Inn

6/10 Okay

"The room was not very clean. There were boards missing on the floor. If there wasn't a dirty rug on the floor, we would have fallen to the room below. There was minimal space for anything in the bathroom. There was no fire escape. If a fire broke out, unless you got down the stairs, you would die jumping from the balcony. The room could use a table or two to put things on. The TV was worthless as you would need to break your neck to look at it. The only thing positive about it is the location. I would never stay there again. "

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

4.2/5 (358 reviews)

You can spend an afternoon studying the exhibits at Key West Shipwreck Museum during your trip to Key West. In the area, take in the lively festivals and beautiful sunsets.

See properties

Mallory Square

4.5/5 (7,700 reviews)

You can find out about the history of Key West with a stop at Mallory Square. Stroll along the area's seaside or experience its lively festivals.

See properties

Frequently asked questions

What's the area like around Waterfront Playhouse?

Waterfront Playhouse is located in an area of Key West known for its beautiful ocean views, sailing, and lively festivals. If you're looking for a convenient place to stay, check out the 1466 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay near Waterfront Playhouse?

Adjacent to Waterfront Playhouse, Hyatt Centric Key West Resort and Spa is one of the top choices for your stay based on our traveler data, and this resort offers a marina and a full-service spa. Other good options within a short distance include Pier House Resort & Spa and Opal Key Resort & Marina, Key West.

How many hotels will I be able to find near Waterfront Playhouse?

Expedia has 1466 hotels and other accommodations within a mile from Waterfront Playhouse.

If I need to cancel the hotel reservation for my stay near Waterfront Playhouse, will I receive a refund?

Yes, you'll find most hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Add your dates and click on "Search", then you can use the "fully refundable" filter to get the top deals on offer near Waterfront Playhouse.

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

To access more information about rescheduling or cancelling your stay near Waterfront Playhouse, go to https://www.expedia.com/service/.

What can I see and do near Waterfront Playhouse?

Key West Shipwreck Museum, Audubon House and Tropical Gardens, and Harry S. Truman Little White House feature a variety of fascinating exhibits to see while you're in town. Sights like Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Fort Zachary Taylor Historic State Park are landmarks to visit in the area. You can watch performances at Red Barn Theater, Key West Film Society, and Key West Burlesque Theater if you're interested in local theater.

Find hotels near Waterfront Playhouse, Key West from AED 1,335

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Our top choices for Waterfront Playhouse hotels

Almond Tree Inn Hotel - Adults Only

Simonton Court Historic Inn & Cottages

Orchid Key Inn - Adults Only

H2O Suites - Adults Only

Island City House Hotel

Tropical Inn

L'Habitation Guest House

The Grand Guesthouse

Westwinds Inn

Santa Maria Suites

Marrero's Guest Mansion

Opal Key Resort & Marina, Key West

Ella's Cottages - Key West Historic Inns

Ocean Key Resort - A Noble House Resort

Duval House

Southernmost House

The Marker Key West Harbor Resort

Ridley House - Key West Historic Inns

The Key West Hotel

Caribbean House

Top Waterfront Playhouse Hotel Reviews

Southernmost Beach Resort and Guesthouses

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

Mallory Square

Frequently asked questions

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Other Hotels near Waterfront Playhouse, Key West Historic District

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