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Find hotels near Waterfront Playhouse, Key West from CA $186

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Our top choices for Waterfront Playhouse hotels

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, (1,006 reviews)
"Perfcet location and walk to everything , we very much enjoyed our stay!"
United States
Rita
The price is CA $212
CA $238 total
includes taxes & fees
Jul 13 - Jul 14
Simonton Court Historic Inn & Cottages

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, (446 reviews)
"Great atmosphere and location."
United States
NATHAN
The price is CA $207
CA $233 total
includes taxes & fees
Jul 19 - Jul 20
Artist House Key West

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, (1,011 reviews)
"Excellent accommodations"
United States
Jimmy
The price is CA $272
CA $306 total
includes taxes & fees
Jul 14 - Jul 15
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, (1,000 reviews)
"Friendly and helpful staff, and the rooms were exceptionally clean and comfortable. Everything was well-maintained, and the overall experience was wonderful. I will definitely be coming back again!"
United States
Helia
The price is CA $321
CA $441 total
includes taxes & fees
Aug 3 - Aug 4
The Marquesa Hotel

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, (267 reviews)
"This was the best place we have stayed at in Key West! It was super quiet but only a block from Duval. The owners really put a lot of care into the place and are super nice! Definitely would stay there again! "
United States
Jennifer
The price is CA $254
CA $286 total
includes taxes & fees
Jul 8 - Jul 9
Key West Villas

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, (1,005 reviews)
"Whole place is great"
United States
Joseph
The price is CA $354
CA $398 total
includes taxes & fees
Aug 4 - Aug 5
The Gardens Hotel

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)
"I love this Hotel. Great location, safe m, convenient. The staff is very accommodating."
United States
Paul
The price is CA $253
CA $285 total
includes taxes & fees
Jul 8 - Jul 9
Island City House 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, (1,003 reviews)
"Great boutique hotel in the perfect location !! "
United States
Michael
The price is CA $266
CA $300 total
includes taxes & fees
Jul 12 - Jul 13
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, (149 reviews)
"The staff and other guests were very friendly. The room was spacious and the bed was comfortable. "
United States
Annette
The price is CA $280
CA $373 total
includes taxes & fees
Aug 2 - Aug 3
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

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, (1,005 reviews)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
United States
Richard
The price is CA $166
CA $186 total
includes taxes & fees
Jul 13 - Jul 14
L'Habitation Guest House

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, (179 reviews)
"Great location "
United Kingdom
Lucy
The price is CA $303
CA $341 total
includes taxes & fees
Aug 5 - Aug 6
The Conch House Heritage Inn

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (305 reviews)
"Great location, lovely place, clean and comfortable room. Highly recommend! "
United States
Mary
The price is CA $304
CA $341 total
includes taxes & fees
Jul 9 - Jul 10
The Mermaid & Alligator

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,005 reviews)
"Quaint place to stay with access to there other more resort style property made for an amazing experience."
United States
Bret
The price is CA $246
CA $277 total
includes taxes & fees
Jul 12 - Jul 13
Weatherstation 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, (1,002 reviews)
"Great location and breakfast"
United States
Lori
The price is CA $217
CA $244 total
includes taxes & fees
Jul 8 - Jul 9
Ambrosia Key West

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, (441 reviews)
"Great stay"
United States
Matthew
The price is CA $166
CA $205 total
includes taxes & fees
Jul 9 - Jul 10
Douglas House - 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, (417 reviews)
"Very friendly staff and a prime location."
United States
Akhenaton
The price is CA $270
CA $339 total
includes taxes & fees
Jul 14 - Jul 15
Tropical Inn

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,005 reviews)
"Great location!!"
United States
Kelly
The price is CA $236
CA $266 total
includes taxes & fees
Jul 21 - Jul 22
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, (1,043 reviews)
"Great location and clean rooms. Breakfast staff is so sweet! Will stay here again for sure!!"
United States
Wendy S
The price is CA $159
CA $210 total
includes taxes & fees
Jul 21 - Jul 22
Duval 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, (623 reviews)
"We had a wonderful stay!"
United States
Elizabeth
The price is CA $457
CA $610 total
includes taxes & fees
Aug 2 - Aug 3
H2O Suites - Adults Only

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, (541 reviews)
"Loved the property and staff was super friendly."
United States
Brinkley
The price is CA $237
CA $267 total
includes taxes & fees
Jul 13 - Jul 14
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.

Compare popular hotels close to Waterfront Playhouse

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Queen with Pool View
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
1,006 reviews
View
Restaurant
Artist House Key West
3.5 star property
9.8
Exceptional
446 reviews
View
Queen Deluxe ADA
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,011 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,000 reviews
View
Front of property
Key West Villas
3.5 star property
9.8
Exceptional
267 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, check out the 1443 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 La Concha Key West, Autograph Collection and Opal Key Resort & Marina, Key West.
How many hotels will I be able to find near Waterfront Playhouse?
Expedia has 1443 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.
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 Coffee Butler Amphitheater if you're interested in local theater.

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