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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, 0.8 mi from Waterfront Playhouse
10.0 out of 10, Exceptional, (1,008 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 £286
includes taxes & fees
13 Apr - 14 Apr
Almond Tree Inn Hotel - Adults Only

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Historic Seaport, 0.3 mi from Waterfront Playhouse
9.8 out of 10, Exceptional, (928 reviews)
"Great location. Cool vibe. "
United States
Becky
The price is £244
includes taxes & fees
12 Apr - 13 Apr
Simonton Court Historic Inn & Cottages

The Gardens Hotel

The Gardens Hotel
4.0 star property
Downtown Key West, 0.6 mi from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,001 reviews)
"A little slice of heaven nestled amongst quaint downtown location. Quiet and relaxing atmosphere perfect Key West getaway."
United States
Wendall
The price is £276
includes taxes & fees
10 May - 11 May
The Gardens Hotel

Island City House Hotel

Island City House Hotel
3.0 star property
Historic Seaport, 0.5 mi from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,001 reviews)
"We absolutely loved staying here!"
United States
Victoria E
The price is £266
includes taxes & fees
10 May - 11 May
Island City House Hotel

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.3 mi from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,000 reviews)
"Perfect stay!"
United States
A. Elise
The price is £202
includes taxes & fees
11 May - 12 May
Weatherstation Inn

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.7 mi 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 £278
includes taxes & fees
12 Apr - 13 Apr
Tropical Inn

H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval, 1 mi from Waterfront Playhouse
9.8 out of 10, Exceptional, (594 reviews)
"Very nice place. Great location. "
United States
Colleen Tom
The price is £408
includes taxes & fees
10 May - 11 May
H2O Suites - Adults Only

Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West, 0.4 mi 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 £237
includes taxes & fees
15 Apr - 16 Apr
Ambrosia Key West

Duval House

Duval House
3.0 star property
Downtown Key West, 0.7 mi from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,014 reviews)
"Great place, great location, great staff"
United States
Victoria
The price is £216
includes taxes & fees
27 Apr - 28 Apr
Duval House

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West, 1 mi from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,001 reviews)
"The location is pretty good, it's about a mile and a little bit more to Mallory square, but there are many things to see along the way. It has a nice Key West vibe to it, especially having the breakfast outside in the morning. And coffee is available 24 hours which we like"
United States
Glenn
The price is £228
includes taxes & fees
13 Apr - 14 Apr
The Grand Guesthouse

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West, 0.9 mi from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,021 reviews)
"Great location and very nice ataff"
Australia
fernando
The price is £230
includes taxes & fees
28 Apr - 29 Apr
Silver Palms Inn

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval, 1.1 mi from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,000 reviews)
"Wonderful pool "
United States
lloyd
The price is £435
includes taxes & fees
11 May - 12 May
Santa Maria Suites

The Key West Hotel

The Key West Hotel
2.5 star property
Historic Seaport, 0.3 mi from Waterfront Playhouse
9.2 out of 10, Wonderful, (547 reviews)
"Excellent location on Duval st. Would definitely stay here again."
United States
Deborah S.
The price is £267
includes taxes & fees
13 Apr - 14 Apr
The Key West Hotel

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns
3.5 star property
Historic Seaport, 0.3 mi from Waterfront Playhouse
9.2 out of 10, Wonderful, (900 reviews)
"Lovely spot, great location."
United States
Carolyn
The price is £296
includes taxes & fees
4 May - 5 May
Ridley House - Key West Historic Inns

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West, < 0.1 mi from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,080 reviews)
"Great location! Pool area was awesome!"
United States
Sheri
The price is £263
includes taxes & fees
10 May - 11 May
Opal Key Resort & Marina, Key West

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Historic Seaport, < 0.1 mi from Waterfront Playhouse
9.0 out of 10, Wonderful, (1,079 reviews)
"Great hotel, excellent staff and location is perfect. "
United States
David
The price is £450
includes taxes & fees
20 Apr - 21 Apr
Pier House Resort & Spa

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns
3.5 star property
Old Town Key West, 0.7 mi from Waterfront Playhouse
9.4 out of 10, Exceptional, (458 reviews)
"Perfect location!"
United States
Amelita
The price is £406
includes taxes & fees
29 Apr - 30 Apr
Ella's Cottages - Key West Historic Inns

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Uptown - Upper Duval, 1.1 mi from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,003 reviews)
"Terrific small hotel on beach"
United States
Dan
The price is £295
includes taxes & fees
3 May - 4 May
Southernmost House - Adult Exclusive

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West, 0.8 mi from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,241 reviews)
"Great accommodations and staff ! "
United States
Raymond
The price is £322
includes taxes & fees
4 May - 5 May
Winslow's Bungalows - Key West Historic Inns

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Historic Seaport, 0.7 mi from Waterfront Playhouse
9.0 out of 10, Wonderful, (1,011 reviews)
"Had a wonderful stay with friendly and helpful staff!"
United States
James
The price is £170
includes taxes & fees
16 Apr - 17 Apr
Heron House Court - Adult Only
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
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,008 reviews
View
Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
928 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,001 reviews
View
Cigar House King Suite w/ Poolside porch | Balcony view
Island City House Hotel
3.0 star property
9.6
Exceptional
1,001 reviews
View
Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn
2.5 star property
9.4
Exceptional
1,000 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.