Hotels near Waterfront Playhouse

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Our top choices for Waterfront Playhouse hotels

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, (1,004 reviews)
"Close to everything great stay!"
United States
Cindy
The price is S$588
includes taxes & fees
22 Mar - 23 Mar
Almond Tree Inn Hotel - Adults Only

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, (919 reviews)
"Great location. Cool vibe. "
United States
Becky
The price is S$562
includes taxes & fees
15 Apr - 16 Apr
Simonton Court Historic Inn & Cottages

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, (1,000 reviews)
"Great accommodations and great staff"
United States
Julian
The price is S$763
includes taxes & fees
18 Mar - 19 Mar
The Marquesa Hotel

The Gardens Hotel

The Gardens Hotel
4.0 star property
Downtown Key West, 0.9 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,001 reviews)
"Loved this place. First time we felt hanging at the resort might be better than being out. We absolutely loved it. "
United States
Jim
The price is S$807
includes taxes & fees
23 Mar - 24 Mar
The Gardens Hotel

Key West Villas

Key West Villas
3.5 star property
Downtown Key West, 0.9 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (253 reviews)
"Awsome staff great location "
United States
Jeffrey
Key West Villas

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, (1,001 reviews)
"Wonderful stay! Want to come back!"
United States
Deborah
The price is S$583
includes taxes & fees
22 Mar - 23 Mar
Orchid Key Inn - Adults Only

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, (290 reviews)
"Clean great staff wonderful breakfast"
United States
Kat
The price is S$589
includes taxes & fees
15 Apr - 16 Apr
The Mermaid & Alligator

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)
"We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. "
United States
Sammy
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

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, (1,004 reviews)
"We absolutely loved staying here!"
United States
Victoria E
The price is S$543
includes taxes & fees
23 Mar - 24 Mar
Island City House Hotel

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, (318 reviews)
"Great quiet location, short walk to all major points of interest. Friendly staff and excellent amenities "
United States
Tsvetelina
The price is S$437
includes taxes & fees
29 Mar - 30 Mar
Douglas House - Adults Only

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)
"Beautiful neighborhood. Friendly staff, easy location to everything and spacious rooms"
United States
Suzy Alpert
The price is S$476
includes taxes & fees
31 Mar - 1 Apr
Weatherstation Inn

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, (157 reviews)
"Large clean room and excellent staff! Made for a great stay. "
United States
Daniel
The price is S$540
includes taxes & fees
13 Apr - 14 Apr
The Conch House Heritage Inn

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, (951 reviews)
"Nice place with a great staff. Would definitely stay here again. also, it was in a fantastic location"
United States
Michael
The price is S$421
includes taxes & fees
16 Apr - 17 Apr
L'Habitation Guest House

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (382 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 S$611
includes taxes & fees
22 Mar - 23 Mar
Tropical 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, (588 reviews)
"Very nice, very clean with great staff and convenient parking. The "private" pools are all in a courtyard so you can make awkward eye contact with the"
United States
Jessica
The price is S$1,019
includes taxes & fees
5 Apr - 6 Apr
H2O Suites - Adults Only

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, (1,003 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 S$488
includes taxes & fees
23 Mar - 24 Mar
Ambrosia Key West

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, (1,006 reviews)
"Staff was great. Rooms were spotless. Best location in Key West."
United States
Matthew
The price is S$868
includes taxes & fees
12 Apr - 13 Apr
Ocean Key Resort - A Noble House Resort

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West, 1.7 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,001 reviews)
"We loved our stay here. The room was very clean and the staff was very kind and helpful. Loved the courtyard where we enjoyed our continental breakfast. "
United States
Mabel
The price is S$532
includes taxes & fees
25 Mar - 26 Mar
The Grand Guesthouse

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, (496 reviews)
"Great location, clean room, amazing staff!! The property was so cozy and intimate- the breakfast was great too. "
United States
Arturo
The price is S$490
includes taxes & fees
14 Apr - 15 Apr
Coco Plum Inn

Duval House

Duval House
3.0 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,008 reviews)
"Great place in an excellent location! Staff were lovely, had a great time."
United Kingdom
Maurice
The price is S$472
includes taxes & fees
24 Mar - 25 Mar
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.

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 1479 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 1479 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, Mel Fisher Maritime Museum and Harry S. Truman Little White House feature a variety of fascinating exhibits to see while you're in town. Sights like Key West Historic Seaport, Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum are landmarks to visit in the area. You can watch performances at Key West Burlesque Theater, Red Barn Theater and Key West Film Society if you're interested in local theatre.