Hotels near Waterfront Playhouse

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Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

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Top 10 Hotels Near Waterfront Playhouse

Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
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, (1003)
"Very nice & peaceful with a wonderful staff. Our second time staying here"
United States
Sandra
The price is S$326
includes taxes & fees
15 Dec - 16 Dec
Almond Tree Inn Hotel - Adults Only
Balcony
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, (876)
"The staff was really nice"
United States
doug
The price is S$246
includes taxes & fees
9 Dec - 10 Dec
Simonton Court Historic Inn & Cottages
Exterior
The Marquesa Hotel

The Marquesa Hotel

3.5 star property
Historic Seaport, 0.7 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1001)
"Perfect place to stay. "
United States
Paulette
The price is S$582
includes taxes & fees
9 Dec - 10 Dec
The Marquesa Hotel
Terrace/patio
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, (1000)
"Amazing hotel, the perfect Key West vibe. Clean rooms, delicious breakfast. We will come back again"
United States
Isis
The price is S$474
includes taxes & fees
9 Dec - 10 Dec
The Gardens Hotel
Outdoor pool, pool loungers
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, (144)
"Fantastic location "
United States
ANDREW
The price is S$280
includes taxes & fees
9 Dec - 10 Dec
The Conch House Heritage Inn
Exterior
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, (1000)
"Great location and amazing staff!"
United States
Charles
The price is S$320
includes taxes & fees
15 Dec - 16 Dec
Orchid Key Inn - Adults Only
Outdoor pool, pool loungers
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, (271)
"Property had several areas to relax."
United States
Mateo
The Mermaid & Alligator
View from room
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, (580)
"Great place!!"
United States
Joel
The price is S$523
includes taxes & fees
16 Dec - 17 Dec
H2O Suites - Adults Only
Fountain
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, (1000)
"This is the best place to stay near all the waterfront spots but still in the neighborhoods. Nice pool, ice, washer/dryer, great staff - it is so warm n friendly! Would stay again and again!"
United States
Gregory
The price is S$285
includes taxes & fees
15 Dec - 16 Dec
Island City House Hotel
Exterior
Coco Plum Inn

Coco Plum Inn

3.0 star property
Downtown Key West, 0.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (461)
"Overall great for couple's stay. "
United States
Quazi
The price is S$301
includes taxes & fees
14 Dec - 15 Dec
Coco Plum Inn
Garden
Douglas House

Douglas House

3.0 star property
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (218)
"Very clean room, loved the location!"
United States
Jeffrey Ray
The price is S$220
includes taxes & fees
15 Dec - 16 Dec
Douglas House
Premium bedding, pillow-top beds, individually decorated
Tropical Inn

Tropical Inn

3.5 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (363)
"The place was excellent and the service amazing "
United States
Janae
The price is S$351
includes taxes & fees
9 Dec - 10 Dec
Tropical Inn
Exterior
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, (1001)
"Great stay"
United States
Ginger
The Grand Guesthouse
Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn

Weatherstation Inn

2.5 star property
Truman Annex, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (992)
"Wonderful property safe neighborhood convenient to all activities would stay here again."
United States
William
The price is S$284
includes taxes & fees
18 Dec - 19 Dec
Weatherstation Inn
3 outdoor pools, a heated pool, pool loungers
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, (1003)
"Great breakfast options, quiet, clean. Walkable where we wanted to go"
United States
Alma D
The price is S$358
includes taxes & fees
14 Dec - 15 Dec
Ambrosia Key West
Lobby sitting area
Westwinds Inn

Westwinds Inn

3.5 star property
Historic Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1002)
"Staff was amazing Room super clean"
United States
JULIE
Westwinds Inn
View from property
Duval House

Duval House

3.0 star property
Downtown Key West, 1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1002)
"Had a great stay"
United States
Bren Albert
The price is S$215
includes taxes & fees
9 Dec - 10 Dec
Duval House
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
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, (402)
"Friendly staff, Beautiful property "
United States
Ishta
The price is S$370
includes taxes & fees
15 Dec - 16 Dec
Ella's Cottages - Key West Historic Inns
Outdoor pool
Silver Palms Inn

Silver Palms Inn

3.5 star property
Old Town Key West, 1.4 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1009)
"We had a wonderful stay and it was a convenient location for all the activities along Duval Street. The room was clean & comfortable with a great breakfast."
United States
Susanne
The price is S$244
includes taxes & fees
16 Dec - 17 Dec
Silver Palms Inn
Terrace/patio
Southernmost House

Southernmost House

4.0 star property
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1001)
"Great place with excellent staff. "
United States
Willie
The price is S$513
includes taxes & fees
16 Dec - 17 Dec
Southernmost 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.
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Top Waterfront Playhouse Hotel Reviews

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

10/10 Excellent
"Great stay!"
Shelly 1-night trip
Posted 5 days ago
Ridley House - Key West Historic Inns

Hotels near other Waterfront Playhouse attractions

Exploring the view from Key West Shipwreck Museum in Key West, Florida on a sunny day with vibrant skies and coastal charm

Key West Shipwreck Museum

4.2/5 (358 reviews)
This interactive museum is home to unbelievable relics pulled from the bottom of the sea and a watchtower with views across the Gulf of Mexico.
See properties
Sunset sailing at Mallory Square in Key West, Florida, featuring multiple sailboats against an orange sky

Mallory Square

4.5/5 (7,700 reviews)
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.
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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 1510 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 La Concha Key West, Autograph Collection and Opal Key Resort & Marina, Key West.
How many hotels will I find near Waterfront Playhouse?
Expedia has 1510 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.

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