Key West Waterfront Playhouse Hotels

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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, (1,001 reviews)
"Close to everything great stay!"
United States
Cindy
The price is HK$3,506
HK$3,945 total
includes taxes & fees
21 Apr - 22 Apr
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, (920 reviews)
"Great location. Cool vibe. "
United States
Becky
The price is HK$2,876
HK$3,235 total
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, (1,001 reviews)
"Great accommodations and great staff"
United States
Julian
The price is HK$3,909
HK$4,838 total
includes taxes & fees
25 Mar - 26 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 HK$3,340
HK$3,757 total
includes taxes & fees
22 Apr - 23 Apr
The Gardens 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, (1,001 reviews)
"Wonderful stay! Want to come back!"
United States
Deborah
The price is HK$2,750
HK$3,093 total
includes taxes & fees
29 Mar - 30 Mar
Orchid Key Inn - Adults Only

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

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 HK$2,944
HK$3,312 total
includes taxes & fees
13 Apr - 14 Apr
The Conch House Heritage Inn

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, (291 reviews)
"Clean great staff wonderful breakfast"
United States
Kat
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 HK$2,881
HK$3,241 total
includes taxes & fees
12 Apr - 13 Apr
Island City House Hotel

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, (589 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 HK$4,223
HK$5,280 total
includes taxes & fees
19 Apr - 20 Apr
H2O Suites - Adults Only

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, (952 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 HK$2,185
HK$2,459 total
includes taxes & fees
14 Apr - 15 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, (384 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 HK$2,487
HK$2,994 total
includes taxes & fees
23 Mar - 24 Mar
Tropical Inn

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, (324 reviews)
"Great quiet location, short walk to all major points of interest. Friendly staff and excellent amenities "
United States
Tsvetelina
The price is HK$2,162
HK$2,676 total
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, (1,002 reviews)
"Beautiful neighborhood. Friendly staff, easy location to everything and spacious rooms"
United States
Suzy Alpert
The price is HK$2,850
HK$3,207 total
includes taxes & fees
1 Apr - 2 Apr
Weatherstation Inn

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,002 reviews)
"Beautiful property and friendly staff. Was very peaceful."
United States
Carmen
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, (500 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 HK$2,619
HK$2,946 total
includes taxes & fees
29 Mar - 30 Mar
Coco Plum Inn

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 HK$3,674
HK$4,133 total
includes taxes & fees
5 Apr - 6 Apr
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, (1,007 reviews)
"Very good breakfast and staff"
United States
Gerald
The price is HK$2,577
HK$3,068 total
includes taxes & fees
23 Mar - 24 Mar
Duval House

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, (1,002 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 HK$2,318
HK$2,803 total
includes taxes & fees
24 Mar - 25 Mar
The Grand Guesthouse

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns
3.5 star property
Old Town Key West, 1.1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (449 reviews)
"Perfect location!"
United States
Amelita
The price is HK$3,284
HK$4,091 total
includes taxes & fees
19 Apr - 20 Apr
Ella's Cottages - Key West Historic Inns
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
Free daily continental breakfast
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,001 reviews
View
Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
920 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,001 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,001 reviews
View
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,001 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 1476 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 1476 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 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 Red Barn Theater, Key West Film Society and Key West Burlesque Theater if you're interested in local theatre.