Key West Hotel Guide - Waterfront Playhouse hotels in Key West, United States of America.

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Waterfront Playhouse hotels

Artist House Key West

Artist House Key West
3.5 star property
Historic Seaport, 0.5 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (432 reviews)
"We loved the location and amenities. Sophia was great. "
United States
Karen
The price is €231
includes taxes & fees
6 May - 7 May
Artist House Key West

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Historic Seaport, 0.5 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (930 reviews)
"Great location. Cool vibe. "
United States
Becky
The price is €287
includes taxes & fees
13 Apr - 14 Apr
Simonton Court Historic Inn & Cottages

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Downtown Key West, 1.3 km from Waterfront Playhouse
10.0 out of 10, Exceptional, (1,009 reviews)
"perfect location close the action but still in quieter are, nice staff, highly recommend for a stay in Key West"
United States
stephane
The price is €321
includes taxes & fees
13 Apr - 14 Apr
Almond Tree Inn Hotel - Adults Only

The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West, 0.7 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,003 reviews)
"Great accommodations and great staff"
United States
Julian
The price is €392
includes taxes & fees
10 May - 11 May
The Marquesa Hotel

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,002 reviews)
"Great stay"
United States
Julia
The price is €327
includes taxes & fees
13 Apr - 14 Apr
Orchid Key Inn - Adults Only

The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (162 reviews)
"Large clean room and excellent staff! Made for a great stay. "
United States
Daniel
The price is €309
includes taxes & fees
13 Apr - 14 Apr
The Conch House Heritage Inn

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West, 1.2 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (142 reviews)
"Staff very courteous and friendly, public spaces lovely."
United States
Paul
The price is €277
includes taxes & fees
13 Apr - 14 Apr
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (296 reviews)
"Clean rooms, wonderful gardens, friendly staff."
United States
Rodney Layne
The price is €363
includes taxes & fees
27 Apr - 28 Apr
The Mermaid & Alligator

Island City House Hotel

Island City House Hotel
3.0 star property
Historic Seaport, 0.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,001 reviews)
"We absolutely loved staying here!"
United States
Victoria E
The price is €315
includes taxes & fees
4 May - 5 May
Island City House Hotel

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Historic Seaport, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (961 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
The price is €234
includes taxes & fees
13 Apr - 14 Apr
L'Habitation Guest House

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,001 reviews)
"Perfect stay!"
United States
A. Elise
The price is €249
includes taxes & fees
11 May - 12 May
Weatherstation Inn

H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval, 1.6 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (594 reviews)
"Very nice place. Great location. "
United States
Colleen Tom
The price is €498
includes taxes & fees
10 May - 11 May
H2O Suites - Adults Only

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (346 reviews)
"We really enjoyed our stay at the Douglas House, great location and the staff was very friendly and gave wonderful tips on great places to dine. Would highly recommend choosing Douglas House for your stay."
United States
Timothy
The price is €230
includes taxes & fees
20 Apr - 21 Apr
Douglas House - Adults Only

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (391 reviews)
"This place is a gem with Lovely accommodations,peaceful pooland great staff we will always come back when in KW. "
United States
Garda
The price is €318
includes taxes & fees
13 Apr - 14 Apr
Tropical Inn

Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West, 0.7 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,004 reviews)
"The property is beautiful and the location is perfect. It has a lovely chill Key West vibe. Management is on-site and helpful."
United States
Ann Elizabeth
The price is €295
includes taxes & fees
19 Apr - 20 Apr
Ambrosia Key West

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,004 reviews)
"Room was clean and the staff was very friendly. Garden area and pool were peaceful. Would definitely stay here again."
United States
Bryan
The price is €285
includes taxes & fees
14 Apr - 15 Apr
Westwinds Inn

Coco Plum Inn

Coco Plum Inn
3.0 star property
Downtown Key West, 0.8 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (512 reviews)
"A/C was great, very clean place, great and helpful staff."
United States
Paul
The price is €309
includes taxes & fees
26 Apr - 27 Apr
Coco Plum Inn

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Historic Seaport, < 0.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,003 reviews)
"Staff was great. Rooms were spotless. Best location in Key West."
United States
Matthew
The price is €441
includes taxes & fees
11 May - 12 May
Ocean Key Resort - A Noble House Resort

Marrero's Guest Mansion

Marrero's Guest Mansion
3.5 star property
Downtown Key West, 0.6 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (337 reviews)
"It was nice. Get a smart tv 😂"
United States
Robert
The price is €306
includes taxes & fees
6 May - 7 May
Marrero's Guest Mansion

Duval House

Duval House
3.0 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,015 reviews)
"Great place, great location, great staff"
United States
Victoria
The price is €248
includes taxes & fees
20 Apr - 21 Apr
Duval House
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.

Compare popular hotels close to Waterfront Playhouse

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Restaurant
Artist House Key West
3.5 star property
9.8
Exceptional
432 reviews
View
Queen with Pool View
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
930 reviews
View
Queen Deluxe ADA
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,009 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,003 reviews
View
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,002 reviews
View

Top Waterfront Playhouse Hotel Reviews

Hotels near other Waterfront Playhouse attractions

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, take a look at the 1472 hotels and other accommodation options you'll find within a mile.
Where is the best place to stay near Waterfront Playhouse?
Adjacent to Waterfront Playhouse, Pier House Resort & Spa is one of the top choices for your stay based on our traveller data, and this resort offers a full-service spa and a private beach. Other good options within a short distance include Opal Key Resort & Marina, Key West and Ocean Key Resort - A Noble House Resort.
How many hotels will I find near Waterfront Playhouse?
Expedia has 1472 hotels and other accommodation options 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 room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within a 24-hour period of booking. Add your dates and click on "Search", then use the filter option "fully refundable" to view the best deals near Waterfront Playhouse.
What can I see and do near Waterfront Playhouse?
Key West Shipwreck Museum, Audubon House and Tropical Gardens and Mel Fisher Maritime Museum feature a variety of fascinating exhibits to see while you're in town. Sights like Harry S. Truman Little White House, Key West Historic Seaport and Ernest Hemingway Home and Museum 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 theatre.