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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, (1,002 reviews)
"Excellent hotel in a great location just off Duval Street. The staff were very attentive, rooms clean. "
United Kingdom
Stephen
The price is 9.745.820 ₫
10.964.048 ₫ total
includes taxes & fees
10 Feb - 11 Feb
Almond Tree Inn Hotel - Adults Only

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, (141 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

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)
"Wonderful all around! "
United States
Elena
The price is 13.412.840 ₫
15.089.445 ₫ total
includes taxes & fees
10 Feb - 11 Feb
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, (1,002 reviews)
"Clean room, great breakfast and nice staff"
United States
Tari
The price is 9.818.550 ₫
11.045.869 ₫ total
includes taxes & fees
9 Feb - 10 Feb
Orchid Key Inn - Adults Only

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 location and really nice room. Def stay here again. "
United States
Daniel
The Grand Guesthouse

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,006 reviews)
"Great place to stay. Walking distance to Duval St."
United States
Compton
Westwinds Inn

Duval House

Duval House
3.0 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,004 reviews)
"Great place! "
United States
David
The price is 7.766.525 ₫
9.295.804 ₫ total
includes taxes & fees
9 Feb - 10 Feb
Duval House

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, (1,004 reviews)
"The staff and management were super friendly and accommodating!"
United States
burton
The price is 17.377.275 ₫
21.565.873 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Ocean Key Resort - A Noble House Resort

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, (1,038 reviews)
"Great location great staff"
United States
Lori
The price is 13.358.423 ₫
16.050.992 ₫ total
includes taxes & fees
7 Feb - 8 Feb
Opal Key Resort & Marina, Key West

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)
"Excellent location, friendly staff, great amenities. Very happy we stayed there!"
United States
Gregory
The price is 12.447.220 ₫
16.413.927 ₫ total
includes taxes & fees
1 Mar - 2 Mar
Southernmost House

The Key West Hotel

The Key West Hotel
2.5 star property
Historic Seaport, 0.4 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (523 reviews)
"Great location, very clean, and great staff"
United States
William
The price is 9.059.413 ₫
11.620.464 ₫ total
includes taxes & fees
8 Feb - 9 Feb
The Key West Hotel

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,001 reviews)
"Great location and very clean and quaint! Great front desk staff as well!"
United States
Krista
Paradise Inn Key West - Adults Only

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, (873 reviews)
"Love our stay here. The location is the best , just two blocks from the heart of Duval , but quiet and quaint. The rooms were clean , small pool in the center. Friendly staff and a lovely breakfast each morning. Will definitely be back ! "
United States
Melissa
The price is 15.565.519 ₫
18.826.323 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Ridley House - Key West Historic Inns

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, (1,016 reviews)
"Staff was very helpful, room was lovely and pool area. "
United States
Susan
The price is 10.262.723 ₫
13.299.201 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Silver Palms Inn

Alexander Palms Court

Alexander Palms Court
2.5 star property
Casa Marina, 1.8 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,003 reviews)
"Wonderful stay as always "
United States
Julianne
The price is 10.028.948 ₫
11.282.761 ₫ total
includes taxes & fees
11 Feb - 12 Feb
Alexander Palms Court

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Historic Seaport, 0.4 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (8 reviews)
"The room was spotless and very comfortable."
United States
KARLA
Banana's Foster Guesthouse

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, (1,147 reviews)
"Friendly staff and a great stay!"
United States
Teri
The price is 13.487.475 ₫
16.488.524 ₫ total
includes taxes & fees
10 Feb - 11 Feb
Winslow's Bungalows - Key West Historic Inns

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, (1,005 reviews)
"Our room was clean, staff was very friendly and accommodating. The location was perfect…plan to return. "
United States
Carol
The price is 11.644.864 ₫
14.900.487 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Hyatt Centric Key West Resort and Spa

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Historic Seaport, 0.5 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (329 reviews)
"Nice rooms and the staff was amazing way beyond what i expected, i will definitely be back again "
United States
Joshua
The price is 15.221.350 ₫
18.000.674 ₫ total
includes taxes & fees
8 Mar - 9 Mar
La Concha Key West, Autograph Collection

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Downtown Key West, 0.7 km from Waterfront Playhouse
8.8 out of 10, Excellent, (1,006 reviews)
"Great Location and Very Friendly Staff! Would come back here again!"
United States
Milos
The Cabana Inn Key West - Adults 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
Free daily continental breakfast
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,002 reviews
View
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | Free WiFi, bed sheets
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
9.8
Exceptional
141 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,000 reviews
View
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,002 reviews
View
Courtyard
The Grand Guesthouse
2.5 star property
9.6
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 1475 hotels and other accommodation options you'll find within a mile.
How many hotels will I find near Waterfront Playhouse?
Expedia has 1475 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 Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum and Fort Zachary Taylor Historic State Park 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.