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, (1,006 reviews)
"Clean room , friendly staff , excellent location . Would stay again ! "
United States
Kathleen
The price is HK$3,575
HK$4,022 total
includes taxes & fees
1 Feb - 2 Feb
Almond Tree Inn Hotel - Adults Only

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, (1,002 reviews)
"Perfect place to stay. "
United States
Paulette
The price is HK$3,400
HK$4,263 total
includes taxes & fees
27 Jan - 28 Jan
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, (1,002 reviews)
"Wonderful all around! "
United States
Elena
The price is HK$4,377
HK$4,924 total
includes taxes & fees
1 Feb - 2 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, (1,005 reviews)
"Room was great along with the staff. The hotel is in a great location "
United States
James
The price is HK$3,548
HK$3,991 total
includes taxes & fees
1 Feb - 2 Feb
Orchid Key Inn - 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, (140 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

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, (1,002 reviews)
"Excellent stay"
United States
Emily Barbara
The price is HK$3,074
HK$3,458 total
includes taxes & fees
27 Jan - 28 Jan
Island City House Hotel

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, (934 reviews)
"Great location "
United States
Scott
The price is HK$2,514
HK$2,828 total
includes taxes & fees
3 Feb - 4 Feb
L'Habitation Guest House

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, (583 reviews)
"Great place!!"
United States
Joel
The price is HK$6,074
HK$7,359 total
includes taxes & fees
27 Jan - 28 Jan
H2O Suites - Adults Only

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (371 reviews)
"Nice place to stay "
United States
yulio
The price is HK$3,671
HK$4,325 total
includes taxes & fees
3 Feb - 4 Feb
Tropical Inn

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, (1,006 reviews)
"Great place to stay"
United States
Melody
The price is HK$2,843
HK$3,199 total
includes taxes & fees
16 Feb - 17 Feb
Ambrosia Key West

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (264 reviews)
"Loved the hotel will definitely stay again "
United States
Christina
The price is HK$2,769
HK$3,426 total
includes taxes & fees
28 Jan - 29 Jan
Douglas 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, (1,005 reviews)
"Clean room and front desk very friendly."
United States
Jennifer Renee
The price is HK$4,984
HK$6,212 total
includes taxes & fees
10 Feb - 11 Feb
Ocean Key Resort - A Noble House Resort

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, (1,006 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, (1,009 reviews)
"Great place to stay. Walking distance to Duval St."
United States
Compton
Westwinds Inn

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, (1,037 reviews)
"Great location great staff"
United States
Lori
The price is HK$3,293
HK$4,011 total
includes taxes & fees
27 Jan - 28 Jan
Opal Key Resort & Marina, Key West

Duval House

Duval House
3.0 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,008 reviews)
"Great place! "
United States
David
The price is HK$2,721
HK$3,229 total
includes taxes & fees
5 Feb - 6 Feb
Duval House

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, (1,002 reviews)
"Great place to stay! Hope to come back!"
United States
Scott G.
The price is HK$4,470
HK$5,554 total
includes taxes & fees
2 Feb - 3 Feb
Santa Maria Suites

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, (520 reviews)
"Great location, very clean, and great staff"
United States
William
The price is HK$3,850
HK$4,761 total
includes taxes & fees
28 Jan - 29 Jan
The Key West Hotel

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, (871 reviews)
"What a amazing place to stay from the service to the rooms spectacular "
United States
John
The price is HK$3,970
HK$4,861 total
includes taxes & fees
3 Feb - 4 Feb
Ridley House - Key West Historic Inns

The Garden House

The Garden House
3.0 star property
Historic Seaport, 0.6 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (677 reviews)
"The room was clean. The breakfast was amazing and the Host was available tent I’ve to our needs and a fun person to be around . We slept great and we wanted to know what kind of mattress it was."
United States
Hollie
The price is HK$2,339
HK$2,799 total
includes taxes & fees
2 Feb - 3 Feb
The Garden 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.

Top Waterfront Playhouse Hotel Reviews

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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 1532 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 Ocean Key Resort - A Noble House Resort and Opal Key Resort & Marina, Key West.
How many hotels will I find near Waterfront Playhouse?
Expedia has 1532 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.