Top Hotels Near Waterfront Playhouse in Key West from NZ$338

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Check prices for these dates

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26 Apr - 27 Apr
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27 Apr - 28 Apr
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1 May - 3 May
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8 May - 10 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, (1,000 reviews)
"Great location, great staff"
United States
Kurt Lee
The price is NZ$574
includes taxes & fees
28 Apr - 29 Apr
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, (939 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 NZ$381
includes taxes & fees
29 Apr - 30 Apr
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, (1,000 reviews)
"Great accommodations and great staff"
United States
Julian
The price is NZ$782
includes taxes & fees
10 May - 11 May
The Marquesa Hotel
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 NZ$590
includes taxes & fees
11 May - 12 May
The Gardens Hotel
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave

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, (142 reviews)
"Staff very courteous and friendly, public spaces lovely."
United States
Paul
The price is NZ$411
includes taxes & fees
27 Apr - 28 Apr
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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, (1,002 reviews)
"Enjoyed our stay, loved the location. Hotel and staff were friendly and accommodating."
United States
Mark
The price is NZ$624
includes taxes & fees
29 Apr - 30 Apr
Orchid Key Inn - Adults Only
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, (1,002 reviews)
"A beautiful place to stay. Lovely room and very helpful staff. The gardens were beautiful."
United States
Margaret
The price is NZ$520
includes taxes & fees
13 May - 14 May
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, (164 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 NZ$684
includes taxes & fees
27 Apr - 28 Apr
The Conch House Heritage 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, (971 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
The price is NZ$373
includes taxes & fees
28 Apr - 29 Apr
L'Habitation Guest House
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, (1,002 reviews)
"Awesome location, comfortable, clean room. Very helpful and nice staff"
United States
Kyle
The price is NZ$466
includes taxes & fees
27 Apr - 28 Apr
Weatherstation Inn
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, (365 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 NZ$381
includes taxes & fees
28 Apr - 29 Apr
Douglas House - Adults Only
11 Gecko's Garden - 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, (395 reviews)
"We stayed for three nights and it was a great place. The room was lovely with a balcony overlooking the pool. It’s a great location, within walking distance of everything. Brandy was very helpful and accommodating, making sure everything went well with our stay. Would definitely come back again."
Canada
Lisa
The price is NZ$426
includes taxes & fees
29 Apr - 30 Apr
Tropical Inn
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, (1,003 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 NZ$830
includes taxes & fees
25 May - 26 May
Ocean Key Resort - A Noble House Resort
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, (1,001 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 NZ$482
includes taxes & fees
4 May - 5 May
Ambrosia Key West
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, (519 reviews)
"Great location, pleasant staff & cute pool. "
United States
julie
The price is NZ$523
includes taxes & fees
27 Apr - 28 Apr
Coco Plum Inn
Porch

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, (1,135 reviews)
"Love the Heron House, it s quaint and very comfortable, we absolutely love our stays there. "
United States
Burt
The price is NZ$338
includes taxes & fees
3 May - 4 May
Heron House - Adult Only
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 NZ$591
includes taxes & fees
20 May - 21 May
Marrero's Guest Mansion
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, (1,000 reviews)
"Quant little bungalow in great location - heated pool and outside breakfast were very welcoming. "
United States
Peter
The price is NZ$499
includes taxes & fees
27 Apr - 28 Apr
Westwinds Inn
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, (1,023 reviews)
"Great place & location !!"
United States
Carl
The price is NZ$455
includes taxes & fees
3 May - 4 May
Duval House
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, (1,087 reviews)
"Loved the location and the prximity to so many things we wanted to visit. The pool and services there were great!"
United States
Pamela
The price is NZ$543
includes taxes & fees
7 May - 8 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
1,000 reviews
View
Queen with Pool View
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
939 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,000 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,002 reviews
View
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
9.8
Exceptional
142 reviews
View

Top Waterfront Playhouse Hotel Reviews

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

8/10 Good
"Lovely older inn with charm and great location to walk around Key West. Virtual staff very responsive. Pool was closed for renovation just after our arrival, although pool area is very small. Rooms are good size, however could use some refreshing. Our room had a private patio, which we did not use because it was creepy and not very clean. Suggestion to add seating area in room, ours had the space but only 1 wicker chair. With the charm of the older inn you also get thin walls 😂. Overall nice, but probably wouldn’t stay there again."
Pamela 4-night trip
Posted 2 hours ago
Amsterdam's Curry Mansion Inn

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

4.3/5 (361 reviews)
Engage with stories of salvagers who recover cargo from sunken ships, view relics and climb this museum’s watchtower for views of the city.
See properties

Mallory Square

4.6/5 (15,939 reviews)
Enjoy the lively crowds, energetic performers and stunning sunset that make this city square the most popular meeting place in the evenings.
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 1462 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 Opal Key Resort & Marina, Key West and La Concha Key West, Autograph Collection.
How many hotels will I find near Waterfront Playhouse?
Expedia has 1462 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?
Audubon House and Tropical Gardens, Mel Fisher Maritime Museum and Harry S. Truman Little White House feature a variety of fascinating exhibits to see while you're in town. Sights like Key West Historic Seaport, 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.