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Check prices for these dates

Tonight
17 Jan - 18 Jan
Tomorrow
18 Jan - 19 Jan
Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb

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Our top choices for Waterfront Playhouse hotels

Queen Deluxe ADA | 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, (1,001 reviews)
"Clean room , friendly staff , excellent location . Would stay again ! "
United States
Kathleen
The price is Rp7.636.301
Rp8.590.839 total
includes taxes & fees
19 Jan - 20 Jan
Almond Tree Inn Hotel - Adults Only
Exterior

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)
"Perfect place to stay. "
United States
Paulette
The price is Rp6.976.020
Rp8.798.127 total
includes taxes & fees
19 Jan - 20 Jan
The Marquesa Hotel
Exterior detail

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, (1,000 reviews)
"Good place"
United States
Salvador
The price is Rp7.580.152
Rp8.527.672 total
includes taxes & fees
18 Jan - 19 Jan
The Gardens Hotel
Cigar House King Suite w/ Poolside porch | Balcony view

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, (1,000 reviews)
"Excellent stay"
United States
Emily Barbara
The price is Rp5.343.029
Rp6.010.907 total
includes taxes & fees
18 Jan - 19 Jan
Island City House Hotel
Property grounds

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, (1,004 reviews)
"Staff awesome, good breakfast great location"
United States
Carin helen
The price is Rp7.636.301
Rp8.590.839 total
includes taxes & fees
19 Jan - 20 Jan
Orchid Key Inn - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | 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, (582 reviews)
"Great place!!"
United States
Joel
The price is Rp11.972.883
Rp14.609.366 total
includes taxes & fees
25 Jan - 26 Jan
H2O Suites - Adults Only
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, (1,000 reviews)
"Great place to stay"
United States
Melody
The price is Rp4.865.989
Rp5.474.239 total
includes taxes & fees
26 Jan - 27 Jan
Ambrosia Key West
Outdoor pool, pool loungers

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)
"Upon arrival everything about this resort, the staff the room the views made our trip to Key West that much better thank you"
United States
Randy
The price is Rp9.439.833
Rp11.930.750 total
includes taxes & fees
20 Jan - 21 Jan
Ocean Key Resort - A Noble House Resort
Courtyard

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)
"Great stay"
United States
Ginger
The Grand Guesthouse
Front of property – evening/night

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West, 0.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,014 reviews)
"The staff was so friendly and the amenities were perfect. Great location to watch the sunset at. "
United States
Jamie
The price is Rp8.679.918
Rp10.429.918 total
includes taxes & fees
25 Jan - 26 Jan
Opal Key Resort & Marina, Key West
2 outdoor pools, pool loungers

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,000 reviews)
"Great place to stay! Hope to come back!"
United States
Scott G.
The price is Rp7.751.133
Rp9.859.897 total
includes taxes & fees
21 Jan - 22 Jan
Santa Maria Suites
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, (425 reviews)
"Excellent food, location, friendly staff and pool was awesome."
United States
Karen
The price is Rp7.808.111
Rp9.639.113 total
includes taxes & fees
19 Jan - 20 Jan
Ella's Cottages - Key West Historic Inns
Exterior

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns
3.5 star property
Historic Seaport, 0.4 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (867 reviews)
"What a amazing place to stay from the service to the rooms spectacular "
United States
John
The price is Rp6.890.010
Rp8.606.249 total
includes taxes & fees
19 Jan - 20 Jan
Ridley House - Key West Historic Inns
Front of property – evening/night

Southernmost House

Southernmost House
4.0 star property
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,000 reviews)
"Good staff, clean room, nice breakfast, good location"
United States
Noelle
The price is Rp10.794.170
Rp13.710.766 total
includes taxes & fees
4 Feb - 5 Feb
Southernmost House
Outdoor pool

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West, 1.4 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,006 reviews)
"Clean room, nice bed, nice staff, great location."
United States
Valerie
The price is Rp5.152.224
Rp6.936.335 total
includes taxes & fees
19 Jan - 20 Jan
Silver Palms Inn
Porch

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.7 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (1,141 reviews)
"Great location to Duval street and restaurants "
United States
Kelly
The price is Rp5.870.766
Rp7.276.376 total
includes taxes & fees
8 Feb - 9 Feb
Heron House - Adult Only
Front of property

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West, 1.3 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,118 reviews)
"Great place , amazing breakfast, staff was very nice "
United States
Robert
The price is Rp7.768.695
Rp9.594.687 total
includes taxes & fees
25 Jan - 26 Jan
Winslow's Bungalows - Key West Historic Inns
Exterior

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Historic Seaport, 0.4 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (1,001 reviews)
"Staff was courteous and the location is perfect for a weekend in Key West."
United States
TIMOTHY
The price is Rp8.679.918
Rp10.934.333 total
includes taxes & fees
19 Jan - 20 Jan
Hyatt Centric Key West Resort and Spa
Porch

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Historic Seaport, 1.1 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (1,001 reviews)
"Loved our stay! Nice clean room in a good location, staff was VERY friendly! "
Canada
Sydney
The price is Rp3.910.523
Rp5.016.051 total
includes taxes & fees
19 Jan - 20 Jan
Heron House Court - Adult Only
King Suite #1, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Room amenity

Alexander Palms Court

Alexander Palms Court
2.5 star property
Casa Marina, 1.8 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,000 reviews)
"Excellent stay, beautiful property"
United States
Ivan
The price is Rp6.520.071
Rp7.335.206 total
includes taxes & fees
18 Jan - 19 Jan
Alexander Palms Court
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

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"The staff were all great, especially Colleen. She made our check-in and stay extra special. "
Carol Marie 6-night trip
Posted 1 day ago
Pier House Resort & Spa

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.
See properties

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 1528 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 Hyatt Centric Key West Resort and Spa and Opal Key Resort & Marina, Key West.
How many hotels will I find near Waterfront Playhouse?
Expedia has 1528 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.