Top Hotels Near Waterfront Playhouse in Key West from AU$239

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Check prices for these dates

Next weekend
22 May - 24 May
In two weeks
29 May - 31 May

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Our top choices for Waterfront Playhouse hotels

Queen Deluxe ADA

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, (1,014 reviews)
"Great staff, breakfast and happy hour. "
United States
Tina
The price is AU$393
includes taxes & fees
21 May - 22 May
Almond Tree Inn Hotel - Adults Only
Queen with Pool View

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, (954 reviews)
"Defiantly would stay again and so close to everything"
United States
kelly
The price is AU$376
includes taxes & fees
20 May - 21 May
Simonton Court Historic Inn & Cottages
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, (1,005 reviews)
"Great accommodations and great staff"
United States
Julian
The price is AU$533
includes taxes & fees
16 June - 17 June
The Marquesa 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)
"This is an amazing place ! If you are coming to Key West you won’t find a nicer place. "
United States
Vicki
The price is AU$383
includes taxes & fees
21 May - 22 May
Orchid Key Inn - Adults Only
Front of property

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)
"Nice location "
United States
Michael
The price is AU$366
includes taxes & fees
2 June - 3 June
Island City House Hotel
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, (604 reviews)
"This resort was in the perfect location for exploring Key West. Highly recommend!"
United States
Barton
The price is AU$659
includes taxes & fees
2 June - 3 June
H2O Suites - Adults Only
Exterior

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (385 reviews)
"Great location, helpful staff and fun people. Would stay here again…the pool and room were fantastic"
United States
Scott
The price is AU$310
includes taxes & fees
18 May - 19 May
Douglas House - Adults Only
Front of property

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, (981 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
The price is AU$239
includes taxes & fees
20 May - 21 May
L'Habitation Guest House
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, (1,019 reviews)
"Very clean rooms staff was very helpful. Pools we’re nice little small you continental breakfast could add a couple more things like bananas all in all 10 out of 10"
United States
Bruce
The price is AU$375
includes taxes & fees
25 May - 26 May
Westwinds Inn
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, (1,001 reviews)
"Perfect stay!"
United States
A. Elise
The price is AU$313
includes taxes & fees
19 May - 20 May
Weatherstation Inn
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)
"This is a great place to stay, quiet and nice accommodations. Awesome little courtyard for breakfast."
United States
Jacqueline
The price is AU$266
includes taxes & fees
18 May - 19 May
The Grand Guesthouse
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)
"Breakfast by the pool was excellent! Pools were nice, with plenty of areas for privacy. We especially enjoyed the private patios and courtyards. Fantastic location!"
United States
Tina
The price is AU$332
includes taxes & fees
18 May - 19 May
Ambrosia Key West
Courtyard

Duval House

Duval House
3.0 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,040 reviews)
"Nice place clean, good breakfast right on Duval for easy walk to everything "
Canada
Parmjit
The price is AU$327
includes taxes & fees
20 May - 21 May
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, (475 reviews)
"Cute place. Great location to everything on Duval. Service was great and friendly."
United States
DJS Darren Jay
The price is AU$355
includes taxes & fees
25 May - 26 May
Ella's Cottages - Key West Historic Inns
Outdoor pool, free pool cabanas, 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, (1,001 reviews)
"Room was neat, very friendly and kind staff, beautiful place, great view, breakfast was delicious, we will definitely come back "
United States
IRENE
The price is AU$520
includes taxes & fees
4 June - 5 June
Ocean Key Resort - A Noble House Resort
Outdoor pool

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West, 1.4 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,041 reviews)
"Great continental breakfast options. Onsite parking was convenient."
United States
Keith
The price is AU$277
includes taxes & fees
25 May - 26 May
Silver Palms Inn & Historic Homes
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, (1,006 reviews)
"Great hotel and room. Very clean, great location."
United States
Cindy
The price is AU$581
includes taxes & fees
25 May - 26 May
Santa Maria Suites
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, (908 reviews)
"Staff was amazing from check in to check out. Located in a great location, close to everything but far enough its not loud while sleeping."
United States
Brennan
The price is AU$362
includes taxes & fees
28 May - 29 May
Ridley House - Key West Historic Inns
View from room

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.7 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,148 reviews)
"Wonderful stay! Loved the property and location. "
United States
Janet
The price is AU$250
includes taxes & fees
17 May - 18 May
Heron House - Adult Only
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, (1,100 reviews)
"Amazing stay.. will definitely be back!!!"
United States
Jennifer
The price is AU$463
includes taxes & fees
25 May - 26 May
Opal Key Resort & Marina, Key West
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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Compare popular hotels close to Waterfront Playhouse

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Queen Deluxe ADA
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,014 reviews
View
Queen with Pool View
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
954 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,005 reviews
View
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,004 reviews
View
Front of property
Island City House Hotel
3.0 star property
9.6
Exceptional
1,000 reviews
View

Top Waterfront Playhouse Hotel Reviews

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Fabulous location and amenities. The drinks at the pool bar were fantastic."
MARISA 3-night trip
Posted 3 hours ago
La Concha Key West, Autograph Collection

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

4.3/5 (361 reviews)
Costumed actors performing re-enactments and treasures from sunken ships give an insight into Key West’s history of salvaging and the lives of “wreckers”.
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 1461 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 1461 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, 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.