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Find hotels near Waterfront Playhouse, Key West from NT$3,963

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Tonight
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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Our top choices for Waterfront Playhouse hotels

1. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Downtown Key West, 1.3 km from Waterfront Playhouse
United States
Michelle
NT$5,151
NT$5,795 total
includes taxes & fees
Aug 23 - Aug 24
Almond Tree Inn Hotel - Adults Only

2. Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
Historic Seaport, 0.5 km from Waterfront Playhouse
United States
Robin
NT$4,761
NT$5,356 total
includes taxes & fees
Aug 25 - Aug 26
Simonton Court Historic Inn & Cottages

3. Artist House Key West

Artist House Key West
Historic Seaport, 0.5 km from Waterfront Playhouse
United States
NATHAN
NT$3,523
NT$3,963 total
includes taxes & fees
Aug 23 - Aug 24
Artist House Key West

4. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Uptown - Upper Duval, 1.3 km from Waterfront Playhouse
United States
Nicholas
NT$5,151
NT$5,795 total
includes taxes & fees
Aug 23 - Aug 24
Orchid Key Inn - Adults Only

5. The Conch House Heritage Inn

The Conch House Heritage Inn
Old Town Key West, 1.3 km from Waterfront Playhouse
United States
Ashlee
NT$5,292
NT$5,953 total
includes taxes & fees
Aug 26 - Aug 27
The Conch House Heritage Inn

6. Key West Villas

Key West Villas
Downtown Key West, 0.9 km from Waterfront Playhouse
United States
Margaret
NT$8,311
NT$9,350 total
includes taxes & fees
Sep 3 - Sep 4
Key West Villas

7. The Mermaid & Alligator

The Mermaid & Alligator
Old Town Key West, 1.3 km from Waterfront Playhouse
United States
Johnny
NT$6,262
NT$7,045 total
includes taxes & fees
Aug 24 - Aug 25
The Mermaid & Alligator

8. The Gardens Hotel

The Gardens Hotel
Downtown Key West, 0.9 km from Waterfront Playhouse
United States
Salvatore
NT$6,435
NT$7,239 total
includes taxes & fees
Sep 16 - Sep 17
The Gardens Hotel

9. H2O Suites - Adults Only

H2O Suites - Adults Only
Uptown - Upper Duval, 1.6 km from Waterfront Playhouse
United States
Shermeka
NT$8,915
NT$12,186 total
includes taxes & fees
Sep 7 - Sep 8
H2O Suites - Adults Only

10. The Marquesa Hotel

The Marquesa Hotel
Old Town Key West, 0.7 km from Waterfront Playhouse
United States
Darrell
NT$7,220
NT$9,920 total
includes taxes & fees
Sep 9 - Sep 10
The Marquesa Hotel

11. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Old Town Key West, 1.2 km from Waterfront Playhouse
United States
Jaime
NT$4,047
NT$5,785 total
includes taxes & fees
Aug 22 - Aug 23
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

12. Douglas House - Adults Only

Douglas House - Adults Only
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
United Kingdom
Dylan
NT$3,728
NT$4,613 total
includes taxes & fees
Aug 25 - Aug 26
Douglas House - Adults Only

13. The Grand Guesthouse

The Grand Guesthouse
Old Town Key West, 1.7 km from Waterfront Playhouse
United States
Travis
NT$4,773
NT$6,169 total
includes taxes & fees
Aug 31 - Sep 1
The Grand Guesthouse

14. Island City House Hotel

Island City House Hotel
Historic Seaport, 0.8 km from Waterfront Playhouse
United States
Paul
NT$5,476
NT$6,161 total
includes taxes & fees
Sep 8 - Sep 9
Island City House Hotel

15. Tropical Inn

Tropical Inn
Downtown Key West, 1.1 km from Waterfront Playhouse
United States
Joel
NT$4,600
NT$5,974 total
includes taxes & fees
Aug 27 - Aug 28
Tropical Inn

16. Santa Maria Suites

Santa Maria Suites
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
United States
Nila
NT$8,915
NT$12,186 total
includes taxes & fees
Aug 23 - Aug 24
Santa Maria Suites

17. Westwinds Inn

Westwinds Inn
Historic Seaport, 0.9 km from Waterfront Playhouse
United States
Karen
NT$4,235
NT$4,764 total
includes taxes & fees
Sep 2 - Sep 3
Westwinds Inn

18. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West, 1.4 km from Waterfront Playhouse
Canada
Nadja
NT$2,703
NT$5,198 total
includes taxes & fees
Aug 24 - Aug 25
Silver Palms Inn & Historic Homes

19. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
United States
Mark
NT$4,451
NT$9,052 total
includes taxes & fees
Sep 3 - Sep 4
Southernmost House - Adult Exclusive

20. Coco Plum Inn

Coco Plum Inn
Downtown Key West, 0.8 km from Waterfront Playhouse
United States
Jake
NT$4,776
NT$5,373 total
includes taxes & fees
Aug 30 - Aug 31
Coco Plum Inn
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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 | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Almond Tree Inn Hotel - Adults Only
10.0
Exceptional
1,019 reviews
View
Queen with Pool View | Minibar, in-room safe, iron/ironing board, WiFi (free)
Simonton Court Historic Inn & Cottages
9.8
Exceptional
1,005 reviews
View
Restaurant
Artist House Key West
9.8
Exceptional
452 reviews
View
Property grounds
Orchid Key Inn - Adults Only
9.8
Exceptional
1,017 reviews
View
Veranda Room | Terrace/patio
The Conch House Heritage Inn
9.8
Exceptional
184 reviews
View

Top Waterfront Playhouse Hotel Reviews

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

8/10 Good
"The staff was friendly and we upgraded our room once we arrived (for a fee) and the room was great! I will say I was a little disappointed on the “beach”. There was a small access spot to the water which was very rocky and even had a sign to wear water shoes."
Stacey 3-night trip
Posted less than an hour ago
Hyatt Centric Key West Resort and Spa
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Great location, helpful staff with places to eat and sites to see. Pool was warm but that’s because it was 100 out there! Floats for beach area great idea but maybe need more in the busy season. Restaurant and bar area very nice. Would stay there again any day."
Kim 6-night trip
Posted 3 hours ago
Pier House Resort & Spa
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Great location. Clean rooms. Very pleased with the hotel."
Shelley 1-night trip
Posted 7 hours ago
Southernmost Beach Resort and Guesthouses
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"We had a wonderful stay at La Concha Hotel in Key West! The location on Duval Street was one of the biggest highlights..it was within perfect walking distance of so many of Key West’s attractions, restaurants, bars, and things to do, which made exploring the area incredibly convenient. Having onsite parking was also a huge benefit, especially in Key West where parking can be difficult to find. The hotel bar was excellent, and the staff throughout the hotel were incredibly friendly and welcoming. Overall, La Concha was a great choice for a Key West stay, especially if you want to be right in the heart of everything!"
Janet 1-night trip
Posted 18 hours ago
La Concha Key West, Autograph Collection
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

10/10 Excellent
"Everything is amazing. Love this hotel"
Beckie 7-night trip
Posted 1 day ago
Simonton Court Historic Inn & Cottages
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

10/10 Excellent
"The fact they have an EV charger in their garage was a HUGE PLUS! The property is really nice and the staff was awesome!"
Denise 1-night trip
Posted 2 days ago
The Marker Key West Harbor Resort
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

8/10 Good
"We booked a 1-bedroom unit it was updated and very nice. We had a beautiful view and saw amazing sunsets. The one big negative was we didn't realize the bed was a full size and not a Queen, outside our window a rooster woke us up every day at about 4am and kept crowing every few minutes. The cruise ships park in front of property and blocks most of the view they depart by 5:00 pm."
Sandy 5-night trip
Posted 3 days ago
Hyatt Vacation Club at Sunset Harbor, Key West
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"This hotel was really truly excellent. We thoroughly enjoyed our stay."
Melissa 3-night trip
Posted 5 days ago
Opal Key Resort & Marina, Key West
Weatherstation Inn

Weatherstation Inn

10/10 Excellent
"Nice place"
daniel 2-night trip
Posted 5 days ago
Weatherstation Inn

Other attractions near Waterfront Playhouse

A historic building with a tall tower, palm trees, and a vintage trolley.

Key West Shipwreck Museum

8.6/10 (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
A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

Mallory Square

9.2/10 (15,939 reviews)
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.
See properties
A large cruise ship docked at a pier with palm trees and a clear sky.

Mallory Dock

8.8/10 (1,152 reviews)
You can search for that perfect souvenir at Mallory Dock during your visit to Key West. Wander the area's seaside or simply enjoy one of its lively bars.
See properties
A red brick building with arched windows and a clock on the facade.

Museum of Art & History at the Custom House

8.4/10 (15 reviews)
You can spend time exploring the galleries in Museum of Art & History at the Custom House during your trip to Key West. Discover the area's lively bars and its lively festivals.
See properties
A red brick building with arched windows and a statue in front.
Photo by Rob O’Neal

Custom House Museum

9.0/10 (30 reviews)
Visit this historic work of architecture to explore an award-winning museum, learn about the early Key West community and gaze across the Key West Harbor.
See properties
A red brick building with arched windows and a red roof, surrounded by palm trees.

Key West Museum of Art and History

9.0/10 (2 reviews)
You can spend an afternoon exploring the galleries in Key West Museum of Art and History during your trip to Key West. In the area, take in the lively festivals and beautiful sunsets.
See properties
A two-story house with green shutters and a wooden balcony.

Audubon House and Tropical Gardens

8.8/10 (378 reviews)
Visit a house named after famed naturalist John James Audubon. Learn the history of why the house came to be here.
See properties
A historic building with maritime museum banners, a rusty boat, and a tree-lined street.

Mel Fisher Maritime Museum

9.2/10 (56 reviews)
Key West’s definitive maritime museum is an important attraction for anyone wanting to learn about early life in the Keys. Hear stories of slavery, pirates and fishermen.
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 1401 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 Hyatt Centric Key West Resort and Spa and Ocean Key Resort - A Noble House Resort.
How many hotels will I be able to find near Waterfront Playhouse?
Expedia has 1401 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, Harry S. Truman Little White House, and Florida Keys Eco - Discovery Center 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 The Key West Theater if you're interested in local theater.

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