Find hotels near Waterfront Playhouse, Key West from AED 1,434

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
26 Feb - 27 Feb
Tomorrow
27 Feb - 28 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Waterfront Playhouse hotels

Free daily continental breakfast

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, (1,003 reviews)
"Excellent hotel in a great location just off Duval Street. The staff were very attentive, rooms clean. "
United Kingdom
Stephen
The price is AED 2,112
AED 2,376 total
includes taxes & fees
25 Mar - 26 Mar
Almond Tree Inn Hotel - Adults Only
Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished

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, (912 reviews)
"Great stay, clean room, and amazing staff!"
United States
Jennifer
The price is AED 1,465
AED 1,649 total
includes taxes & fees
5 Mar - 6 Mar
Simonton Court Historic Inn & Cottages
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | Free WiFi, bed sheets

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)
"We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. "
United States
Sammy
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, (1,008 reviews)
"Clean room, great breakfast and nice staff"
United States
Tari
The price is AED 2,062
AED 2,320 total
includes taxes & fees
1 Mar - 2 Mar
Orchid Key Inn - Adults Only
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, (154 reviews)
"Large clean room and excellent staff! Made for a great stay. "
United States
Daniel
The price is AED 1,931
AED 2,172 total
includes taxes & fees
5 Mar - 6 Mar
The Conch House Heritage Inn
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, (999 reviews)
"Excellent stay"
United States
Emily Barbara
The price is AED 1,609
AED 1,810 total
includes taxes & fees
26 Mar - 27 Mar
Island City House Hotel
Exterior

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (297 reviews)
"Great place with a perfect location. "
United States
Brandon
The price is AED 1,159
AED 1,434 total
includes taxes & fees
3 Mar - 4 Mar
Douglas House
Sports facility

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (379 reviews)
"Nice place to stay "
United States
yulio
The price is AED 1,478
AED 1,755 total
includes taxes & fees
2 Mar - 3 Mar
Tropical Inn
Courtyard

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West, 1.7 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,002 reviews)
"Great location and really nice room. Def stay here again. "
United States
Daniel
The Grand Guesthouse
3 outdoor pools, a heated pool, sun 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, (1,006 reviews)
"Great place to stay"
United States
Melody
The price is AED 1,332
AED 1,498 total
includes taxes & fees
3 Mar - 4 Mar
Ambrosia Key West
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, (1,018 reviews)
"Great place! "
United States
David
The price is AED 1,392
AED 1,645 total
includes taxes & fees
8 Mar - 9 Mar
Duval House
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, (335 reviews)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is AED 1,833
AED 2,062 total
includes taxes & fees
10 Mar - 11 Mar
Marrero's Guest Mansion
View from room

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, (1,051 reviews)
"Awsome resort. Great food and staff"
United States
Doug
The price is AED 2,163
AED 2,578 total
includes taxes & fees
9 Mar - 10 Mar
Opal Key Resort & Marina, Key West
Outdoor pool, free cabanas, sun 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)
"The staff and management were super friendly and accommodating!"
United States
burton
The price is AED 1,878
AED 2,397 total
includes taxes & fees
29 Mar - 30 Mar
Ocean Key Resort - A Noble House Resort
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns
3.5 star property
Old Town Key West, 1.1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (439 reviews)
"Excellent food, location, friendly staff and pool was awesome."
United States
Karen
The price is AED 1,664
AED 2,059 total
includes taxes & fees
2 Mar - 3 Mar
Ella's Cottages - Key West Historic Inns
Front of property - evening/night

Southernmost House

Southernmost House
4.0 star property
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,000 reviews)
"Excellent location, friendly staff, great amenities. Very happy we stayed there!"
United States
Gregory
The price is AED 1,760
AED 2,321 total
includes taxes & fees
11 Mar - 12 Mar
Southernmost House
Exterior

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns
3.5 star property
Historic Seaport, 0.4 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (881 reviews)
"Love our stay here. The location is the best , just two blocks from the heart of Duval , but quiet and quaint. The rooms were clean , small pool in the center. Friendly staff and a lovely breakfast each morning. Will definitely be back ! "
United States
Melissa
The price is AED 1,864
AED 2,283 total
includes taxes & fees
9 Mar - 10 Mar
Ridley House - Key West Historic Inns
Exterior

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, (1,016 reviews)
"Great place to stay!"
United States
Caleb
The price is AED 2,314
AED 2,835 total
includes taxes & fees
29 Mar - 30 Mar
The Marker Key West Harbor Resort
Outdoor pool

The Key West Hotel

The Key West Hotel
2.5 star property
Historic Seaport, 0.4 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (532 reviews)
"Great location, very clean, and great staff"
United States
William
The price is AED 1,387
AED 1,762 total
includes taxes & fees
1 Mar - 2 Mar
The Key West Hotel
Exterior

The Garden House

The Garden House
3.0 star property
Historic Seaport, 0.6 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (684 reviews)
"Room was spotless, breakfast by the pool is a plus, host is always attentive to making everything right!"
United States
Robert
The price is AED 1,311
AED 1,554 total
includes taxes & fees
11 Mar - 12 Mar
The Garden House
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.
View all properties

Compare popular hotels close to Waterfront Playhouse

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Free daily continental breakfast
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,003 reviews
View
Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
912 reviews
View
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | Free WiFi, bed sheets
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
9.8
Exceptional
142 reviews
View
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,008 reviews
View
Veranda Room | Terrace/patio
The Conch House Heritage Inn
3.5 star property
9.8
Exceptional
154 reviews
View

Top Waterfront Playhouse Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Staff was exceptional. Room was spotless. "
David 5-night trip
Posted 3 days ago
Pier House Resort & Spa

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum showing street scenes

Key West Shipwreck Museum

4.2/5 (358 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
Mallory Square featuring outdoor art, a square or plaza and signage

Mallory Square

4.5/5 (7,700 reviews)
You can find out about the history of Key West with a stop at Mallory Square. Stroll along the area's seaside or experience its lively festivals.
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 1471 hotels and other accommodations you'll find within a mile.
What's the best hotel to stay near Waterfront Playhouse?
Adjacent to Waterfront Playhouse, Hyatt Centric Key West Resort and Spa is one of the top choices for your stay based on our traveler data, and this resort offers a marina and a full-service spa. Other good options within a short distance include Pier House Resort & Spa and Opal Key Resort & Marina, Key West.
How many hotels will I be able to find near Waterfront Playhouse?
Expedia has 1471 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, 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 Key West Burlesque Theater if you're interested in local theater.