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Check prices for these dates

This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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Our top choices for Waterfront Playhouse hotels

A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.

1. 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, (1,007 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
United States
Teresa
The price is SAR 752
SAR 845 total
includes taxes & fees
16 Nov - 17 Nov
Almond Tree Inn Hotel - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.

2. Douglas House - Adults Only

Douglas House - Adults Only
3.5 star property
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (593 reviews)
"Clean place, courteous staff, great location"
United States
Sandra
The price is SAR 729
SAR 1,053 total
includes taxes & fees
17 Nov - 18 Nov
Douglas House - Adults Only
A pool area with lounge chairs and a table, surrounded by palm trees.

3. 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, (1,007 reviews)
"Fantastic property. Love staying here 💗"
United States
Jessica
The price is SAR 948
SAR 1,066 total
includes taxes & fees
1 Dec - 2 Dec
Orchid Key Inn - Adults Only
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.

4. 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, (1,000 reviews)
"Great location beautiful property we enjoyed our stay !"
United States
daniela
The price is SAR 781
SAR 878 total
includes taxes & fees
29 Nov - 30 Nov
Ambrosia Key West
A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

5. Alexander Palms Court

Alexander Palms Court
2.5 star property
Casa Marina, 1.8 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,007 reviews)
"We love staying at Alexander’s!!!"
United States
Brenda
The price is SAR 638
SAR 718 total
includes taxes & fees
1 Dec - 2 Dec
Alexander Palms Court
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

6. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West, 1.4 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,040 reviews)
"Very central location"
United States
TODD
The price is SAR 571
SAR 896 total
includes taxes & fees
2 Dec - 3 Dec
Silver Palms Inn & Historic Homes
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

7. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
5.0 star property
Old Town Key West, 0.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,224 reviews)
"have stayed here many times. nice location in old Town."
United States
A
The price is SAR 972
SAR 1,241 total
includes taxes & fees
29 Nov - 30 Nov
Opal Key Resort & Marina, Key West
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

8. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Historic Seaport, 0.6 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,051 reviews)
"Great location!"
United States
Katherine
The price is SAR 901
SAR 1,259 total
includes taxes & fees
29 Nov - 30 Nov
The Marker Key West Harbor Resort
A hotel with a swimming pool, balconies, and a view of the sea.

9. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Historic Seaport, 0.4 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,005 reviews)
"Wonderful property with wonderful staff"
United States
Michael Joseph
The price is SAR 906
SAR 1,294 total
includes taxes & fees
29 Nov - 30 Nov
Hyatt Centric Key West Resort and Spa
A wooden deck with wicker furniture, a white staircase, and a lush garden area.

10. 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, (1,142 reviews)
"Great staff and clean rooms"
United States
Dan
The price is SAR 583
SAR 785 total
includes taxes & fees
15 Nov - 16 Nov
Heron House - Adult Only
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

11. Duval Gardens - Adults Only

Duval Gardens - Adults Only
4.0 star property
Uptown - Upper Duval, 1.3 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (926 reviews)
"Great rooms and staff, the breakfast is amazing "
United States
JoAnn
The price is SAR 597
SAR 820 total
includes taxes & fees
8 Dec - 9 Dec
Duval Gardens - Adults Only
A pool area with a wooden deck, lounge chairs, and umbrellas.

12. The Key West Hotel

The Key West Hotel
3.0 star property
Historic Seaport, 0.4 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (565 reviews)
"Great place to stay - highly recommend."
United States
Preston
The price is SAR 1,242
SAR 1,672 total
includes taxes & fees
17 Nov - 18 Nov
The Key West Hotel
Room

13. The Independent Inn

The Independent Inn
3.0 star property
Historic Seaport, 1.1 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (73 reviews)
"Dan and Emma own the property and they go out of their way to give you the best experience you can receive. They are continuously on the property, working trying to maintain and make improvements. Thoroughly enjoyed the stay."
United States
Malcolm
The price is SAR 690
SAR 927 total
includes taxes & fees
14 Dec - 15 Dec
The Independent Inn
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

14. Eden House

Eden House
4.0 star property
Historic Seaport, 1.1 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (1,001 reviews)
"Staff is very friendly. The location is excellent! We were going to Dry Tortugas National Park and Eden House was a short 7 min walk to the port. The rooms had everything we needed for our stay and it was very clean."
United States
Telma
The price is SAR 573
SAR 722 total
includes taxes & fees
30 Nov - 1 Dec
Eden House
A poolside area with lounge chairs, a small pool, and a white building with a balcony.

15. Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
3.0 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (489 reviews)
"Nice and quiet."
United States
Carl
The price is SAR 733
SAR 1,015 total
includes taxes & fees
26 Nov - 27 Nov
Seascape Tropical Inn - Adult Exclusive
A swimming pool with clear water, surrounded by lush greenery and palm trees.

16. Tranquility Guest House

Tranquility Guest House
2.0 star property
Bahama Village, 0.9 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (40 reviews)
"The room was clean and the location was perfect."
United States
Sandra
The price is SAR 491
SAR 886 total
includes taxes & fees
17 Nov - 18 Nov
Tranquility Guest House
A narrow pathway flanked by white buildings with balconies, leading to a gated entrance.

17. The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Historic Seaport, 0.5 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (378 reviews)
"Great place for couples!"
United States
R Frederick
The price is SAR 796
SAR 895 total
includes taxes & fees
8 Dec - 9 Dec
The Saint Hotel Key West, Autograph Collection, Adult Only
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

18. Duval Inn

Duval Inn
3.0 star property
Downtown Key West, 0.9 km from Waterfront Playhouse
8.8 out of 10, Excellent, (853 reviews)
"Bed was very comfortable, and the location was a quick walk to anything."
United States
April
The price is SAR 710
SAR 988 total
includes taxes & fees
14 Dec - 15 Dec
Duval Inn
A balcony with two rocking chairs facing a beach with palm trees and a pier.

19. Coconut Beach Resort

Coconut Beach Resort
2.5 star property
Casa Marina, 2 km from Waterfront Playhouse
8.8 out of 10, Excellent, (230 reviews)
"Clean room,comfortable bed. Beautiful beach view and lovely pool area."
United States
Angela
The price is SAR 1,700
SAR 1,912 total
includes taxes & fees
14 Dec - 15 Dec
Coconut Beach Resort
A deck with sun loungers and a railing overlooking the sea.

20. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval, 1.7 km from Waterfront Playhouse
8.6 out of 10, Excellent, (3,663 reviews)
"Beautiful hotel, loved our stay"
United States
Damian
The price is SAR 792
SAR 1,178 total
includes taxes & fees
30 Nov - 1 Dec
Southernmost Beach Resort and Guesthouses
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
A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,007 reviews
View
A tropical outdoor area with palm trees, hanging plants, and string lights.
Douglas House - Adults Only
3.5 star property
9.8
Exceptional
593 reviews
View
A pool area with lounge chairs and a table, surrounded by palm trees.
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,007 reviews
View
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.
Ambrosia Key West
3.5 star property
9.4
Exceptional
1,000 reviews
View
A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.
Alexander Palms Court
2.5 star property
9.4
Exceptional
1,007 reviews
View

Hotels recommended for families near Waterfront Playhouse

A pool area with lounge chairs and a cabana.

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1,000)
The price is SAR 954
SAR 1,377 total
includes taxes & fees
29 Nov - 30 Nov
Ocean Key Resort - A Noble House Resort

Top Waterfront Playhouse Hotel Reviews

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

10/10 Excellent
"This resort is amazing. Absolutely prime location within a few minutes walking distance to Mallory square, duval street and the Truman annex. The resort is older but it is well kept. Highly recommended."
Joshua 5-night trip
Posted 2 days ago
Hyatt Vacation Club at Sunset Harbor, Key West

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)
You can spend an afternoon studying the exhibits at Key West Shipwreck Museum during your trip to Key West. In the area, take in the lively festivals and beautiful sunsets.
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 1400 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 Opal Key Resort & Marina, Key West.
How many hotels will I be able to find near Waterfront Playhouse?
Expedia has 1400 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?
Harry S. Truman Little White House, Florida Keys Eco - Discovery Center, and Ernest Hemingway Home and Museum feature a variety of fascinating exhibits to see while you're in town. Sights like Key West Lighthouse and Keeper's Quarters Museum, Fort Zachary Taylor Historic State Park, and Fort East Martello Museum and Gallery 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.