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Check prices for these dates

Tonight
13 Sept - 14 Sept
Tomorrow
14 Sept - 15 Sept
Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

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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
John
Rp2.866.190
Rp3.224.464 total
includes taxes & fees
14 Sept - 15 Sept
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
Rp3.328.479
Rp3.744.539 total
includes taxes & fees
15 Sept - 16 Sept
Simonton Court Historic Inn & Cottages

3. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Uptown - Upper Duval, 1.3 km from Waterfront Playhouse
United States
Nicholas
Rp2.866.190
Rp3.224.464 total
includes taxes & fees
14 Sept - 15 Sept
Orchid Key Inn - Adults Only

4. The Marquesa Hotel

The Marquesa Hotel
Old Town Key West, 0.7 km from Waterfront Playhouse
United States
LISA
Rp3.382.545
Rp4.795.828 total
includes taxes & fees
28 Sept - 29 Sept
The Marquesa Hotel

5. The Porch on Frances Inn

The Porch on Frances Inn
Old Town Key West, 1.2 km from Waterfront Playhouse
United States
Marcos
Rp2.042.867
Rp2.826.555 total
includes taxes & fees
16 Sept - 17 Sept
The Porch on Frances Inn

6. The Gardens Hotel

The Gardens Hotel
Downtown Key West, 0.9 km from Waterfront Playhouse
United States
Robert
Rp2.955.346
Rp3.324.765 total
includes taxes & fees
21 Sept - 22 Sept
The Gardens Hotel

7. H2O Suites - Adults Only

H2O Suites - Adults Only
Uptown - Upper Duval, 1.6 km from Waterfront Playhouse
United States
Kourosh
Rp4.913.469
Rp6.716.396 total
includes taxes & fees
14 Sept - 15 Sept
H2O Suites - Adults Only

8. The Conch House Heritage Inn

The Conch House Heritage Inn
Old Town Key West, 1.3 km from Waterfront Playhouse
United States
John
Rp3.127.714
Rp3.518.678 total
includes taxes & fees
29 Sept - 30 Sept
The Conch House Heritage Inn

9. Alexander's Guesthouse - Adult Exclusive

Alexander's Guesthouse - Adult Exclusive
Old Town Key West, 1.2 km from Waterfront Playhouse
United States
Justin
Rp1.569.140
Rp2.425.915 total
includes taxes & fees
14 Sept - 15 Sept
Alexander's Guesthouse - Adult Exclusive

10. Douglas House - Adults Only

Douglas House - Adults Only
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
United States
michael
Rp1.378.941
Rp1.706.440 total
includes taxes & fees
21 Sept - 22 Sept
Douglas House - Adults Only

11. Tropical Inn

Tropical Inn
Downtown Key West, 1.1 km from Waterfront Playhouse
United States
Anthony
Rp1.698.933
Rp2.351.597 total
includes taxes & fees
14 Sept - 15 Sept
Tropical Inn

12. Island City House Hotel

Island City House Hotel
Historic Seaport, 0.8 km from Waterfront Playhouse
United States
Paul
Rp2.707.691
Rp3.046.152 total
includes taxes & fees
14 Sept - 15 Sept
Island City House Hotel

13. Duval House

Duval House
Downtown Key West, 1.1 km from Waterfront Playhouse
United States
Robert
Rp1.743.489
Rp2.340.063 total
includes taxes & fees
16 Sept - 17 Sept
Duval House

14. The Grand Guesthouse

The Grand Guesthouse
Old Town Key West, 1.7 km from Waterfront Playhouse
United States
Alissa
Rp1.986.785
Rp2.675.408 total
includes taxes & fees
14 Sept - 15 Sept
The Grand Guesthouse

15. Key West Villas

Key West Villas
Downtown Key West, 0.9 km from Waterfront Playhouse
United States
Margaret
Rp5.214.617
Rp5.866.576 total
includes taxes & fees
6 Oct - 7 Oct
Key West Villas

16. The Mermaid & Alligator

The Mermaid & Alligator
Old Town Key West, 1.3 km from Waterfront Playhouse
United States
Johnny
Rp3.169.980
Rp3.566.228 total
includes taxes & fees
14 Sept - 15 Sept
The Mermaid & Alligator

17. Santa Maria Suites

Santa Maria Suites
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
United States
June Young
Rp4.913.469
Rp6.716.396 total
includes taxes & fees
14 Sept - 15 Sept
Santa Maria Suites

18. Westwinds Inn

Westwinds Inn
Historic Seaport, 0.9 km from Waterfront Playhouse
United States
Tricia
Rp2.047.278
Rp2.303.188 total
includes taxes & fees
14 Sept - 15 Sept
Westwinds Inn

19. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West, 1.4 km from Waterfront Playhouse
United States
Alexey
Rp1.410.641
Rp2.775.846 total
includes taxes & fees
14 Sept - 15 Sept
Silver Palms Inn & Historic Homes

20. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
United States
Mark
Rp2.453.212
Rp4.988.755 total
includes taxes & fees
27 Sept - 28 Sept
Southernmost House - Adult Exclusive
View all properties

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
10.0
Exceptional
1,002 reviews
View
Queen with Pool View
Simonton Court Historic Inn & Cottages
9.8
Exceptional
1,000 reviews
View
Property grounds
Orchid Key Inn - Adults Only
9.8
Exceptional
1,000 reviews
View
Exterior
The Marquesa Hotel
9.8
Exceptional
1,000 reviews
View
Front of property
The Porch on Frances Inn
9.8
Exceptional
142 reviews
View

Top Waterfront Playhouse Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Best location in Key West. The private beach and service on the beach are the best"
Michael 4-night trip
Posted 4 hours ago
Pier House Resort & Spa
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Property was clean and well maintained. Only negative was the big pool closed to be resurfaced."
Jenine Shanks 5-night trip
Posted 5 hours ago
Southernmost Beach Resort and Guesthouses
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

8/10 Good
"No fresh coffee at a Resort Hotel is preposterous. A select few of the staff choose to be rude to patrons, which is odd as most are great."
Michael 6-night trip
Posted 1 day ago
Opal Key Resort & Marina, Key West
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

10/10 Excellent
"Excellent spot to stay right off Duval street...authentic Key West vibe"
kevin 1-night trip
Posted 1 day ago
The Cabana Inn Key West - Adults Only
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

10/10 Excellent
"A"
Allison 2-night trip
Posted 2 days ago
Hyatt Vacation Club at Sunset Harbor, Key West
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Love the history of La Concha, the vibe, bar, size and the location, almost mid-way on Duval Street, the hub of activity. It’s also one of the stops on the “hop-on hop-off “(every 30min) Old Town Trolley Key West Tours, which is a really big deal. There are no doubt other excellent properties in Key West, but La Concha was a great fit for me. I will definitely stay there on my next trip to the island."
Bonnie Gayle 5-night trip
Posted 2 days ago
La Concha Key West, Autograph Collection
Ocean Key Resort & Spa

Ocean Key Resort & Spa

10/10 Excellent
"This resort was amazing! The best area and most beautiful in Old Town. Craig and the whole staff were lovely! Would def return!"
Lola 1-night trip
Posted 3 days ago
Ocean Key Resort & Spa
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

10/10 Excellent
"The staff was very friendly and helpful. The lady working the breakfast was amazing! She had a wonderful attitude and smiled as she engaged us. Great location!"
Tim 4-night trip
Posted 4 days ago
Simonton Court Historic Inn & Cottages
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

10/10 Excellent
"Great staff nice property"
Alidad 2-night trip
Posted 5 days ago
Ocean Key Resort - A Noble House Resort

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.
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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 find the perfect gifts to bring home at Mallory Dock during your trip 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 studying the exhibits at Museum of Art & History at the Custom House during your trip to Key West. Discover the area's lively bars and its lively festivals.
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A room with a harp, a round table with chairs, and a view of greenery outside.

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.
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Roy John-Karl Gallery

You can spend time browsing the exhibits at Roy John-Karl Gallery in Key West. Stroll along the area's seaside or simply savour its lively bars.
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Sloppy Joe's Bar

Sloppy Joe's Bar is just one of the places to see in Key West, so why not enjoy the other things to explore during your travels? Experience the area's great live music and entertainment choices.
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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 1404 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 Hyatt Centric Key West Resort and Spa and Ocean Key Resort - A Noble House Resort.
How many hotels will I find near Waterfront Playhouse?
Expedia has 1404 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, 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 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 The Key West Theater if you're interested in local theatre.