Find hotels near Waterfront Playhouse, Key West from ￥35,310

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Check prices for these dates

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May 6 - May 7
Tomorrow
May 7 - May 8
This weekend
May 8 - May 10
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May 15 - May 17

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Our top choices for Waterfront Playhouse hotels

Restaurant

Artist House Key West

Artist House Key West
3.5 star property
Historic Seaport, 0.5 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (436 reviews)
"Property is amazing. Parking, not so much. "
United States
Tommy
The price is ￥32,956
￥37,076 total
includes taxes & fees
Jun 2 - Jun 3
Artist House Key West
Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished

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, (943 reviews)
"Loved our stay here. The staff is so friendly and helpful. The property so quaint and well taken care of. Would recommend to anyone. We will be back for sure!! "
United States
Peter
The price is ￥44,272
￥49,807 total
includes taxes & fees
Jun 7 - Jun 8
Simonton Court Historic Inn & Cottages
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop 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, (1,004 reviews)
"Great location, great staff"
United States
Kurt Lee
The price is ￥45,620
￥51,322 total
includes taxes & fees
May 10 - May 11
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, (1,003 reviews)
"Great accommodations and great staff"
United States
Julian
The price is ￥48,303
￥63,135 total
includes taxes & fees
Jun 7 - Jun 8
The Marquesa Hotel
Front of property

Key West Villas

Key West Villas
3.5 star property
Downtown Key West, 0.9 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (261 reviews)
"Fabulous staff, our villa had everything we needed, perfect location off Duval with a peaceful vibe at the swimming pool and patio, and the happy hour cocktails were the best! "
United States
Sarah
The price is ￥49,540
￥55,734 total
includes taxes & fees
May 14 - May 15
Key West Villas
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, (1,002 reviews)
"Breakfasts were great and they had a very good selection of drinks at the bar."
United States
Dennis
The price is ￥44,211
￥49,737 total
includes taxes & fees
May 19 - May 20
The Gardens 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, (1,001 reviews)
"Enjoyed our stay, loved the location. Hotel and staff were friendly and accommodating."
United States
Mark
The price is ￥46,030
￥51,784 total
includes taxes & fees
May 11 - May 12
Orchid Key Inn - Adults Only
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | Free WiFi, bed sheets

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, (143 reviews)
"Staff very courteous and friendly, public spaces lovely."
United States
Paul
The price is ￥28,248
￥38,096 total
includes taxes & fees
May 10 - May 11
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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)
"A beautiful place to stay. Lovely room and very helpful staff. The gardens were beautiful."
United States
Margaret
The price is ￥40,674
￥45,758 total
includes taxes & fees
May 30 - May 31
Island City House Hotel
Veranda Room | Terrace/patio

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, (171 reviews)
"Lovely staff with classic old school key west vibe. Perfect location as its cental to just about everything but just far away from the crowds. Very clean and bed was firm but comfortable."
United States
Mark
The price is ￥48,830
￥54,934 total
includes taxes & fees
Jun 1 - Jun 2
The Conch House Heritage 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, (1,004 reviews)
"The location was great, and a quiet neighborhood, but near to everything we wanted to see in Key West."
United States
Lauren
The price is ￥34,541
￥38,859 total
includes taxes & fees
May 10 - May 11
Weatherstation Inn
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, (977 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
The price is ￥31,386
￥35,310 total
includes taxes & fees
Jun 2 - Jun 3
L'Habitation Guest House
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, (374 reviews)
"Great location near Duval Street but a couple blocks away so it much quieter than staying right on Duval. "
United States
Aaron
The price is ￥33,219
￥41,110 total
includes taxes & fees
May 10 - May 11
Douglas House - 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, (602 reviews)
"This resort was in the perfect location for exploring Key West. Highly recommend!"
United States
Barton
The price is ￥61,353
￥79,668 total
includes taxes & fees
Jun 2 - Jun 3
H2O Suites - Adults Only
Outdoor pool, free cabanas, sun 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)
"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 ￥51,145
￥69,674 total
includes taxes & fees
Jun 7 - Jun 8
Ocean Key Resort - A Noble House Resort
3 outdoor pools, a heated pool, sun 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, (1,001 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 ￥35,345
￥39,763 total
includes taxes & fees
May 26 - May 27
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, (1,008 reviews)
"Quant little bungalow in great location - heated pool and outside breakfast were very welcoming. "
United States
Peter
The price is ￥37,283
￥41,944 total
includes taxes & fees
Jun 7 - Jun 8
Westwinds Inn
Terrace/patio

Marrero's Guest Mansion

Marrero's Guest Mansion
3.5 star property
Downtown Key West, 0.6 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (337 reviews)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is ￥48,735
￥54,828 total
includes taxes & fees
May 20 - May 21
Marrero's Guest Mansion
Property grounds

Duval House

Duval House
3.0 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,033 reviews)
"Great place & location !!"
United States
Carl
The price is ￥29,809
￥36,927 total
includes taxes & fees
May 12 - May 13
Duval House
Exterior

Coco Plum Inn

Coco Plum Inn
3.0 star property
Downtown Key West, 0.8 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (524 reviews)
"Great location, pleasant staff & cute pool. "
United States
julie
The price is ￥41,709
￥46,923 total
includes taxes & fees
May 11 - May 12
Coco Plum Inn
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
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Restaurant
Artist House Key West
3.5 star property
9.8
Exceptional
436 reviews
View
Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
943 reviews
View
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,004 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,003 reviews
View
Front of property
Key West Villas
3.5 star property
9.8
Exceptional
261 reviews
View

Top Waterfront Playhouse Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Great front counter staff"
Chris 3-night trip
Posted 2 hours ago
Pier House Resort & Spa

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

4.3/5 (361 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

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, check out the 1469 hotels and other accommodations you'll find within a mile.
What's the best hotel 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 traveler data, and this resort offers a full-service spa and a private beach. Other good options within a short distance include Opal Key Resort & Marina, Key West and Ocean Key Resort - A Noble House Resort.
How many hotels will I be able to find near Waterfront Playhouse?
Expedia has 1469 hotels and other accommodations 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 hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Add your dates and click on "Search", then you can use the "fully refundable" filter to get the top deals on offer near Waterfront Playhouse.
Where can I learn more about changing or cancelling my trip in the area near Waterfront Playhouse?
To access more information about rescheduling or cancelling your stay near Waterfront Playhouse, go to https://www.expedia.com/service/.
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 theater.