Top Hotels Near Waterfront Playhouse in Key West from AU$401

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
1 Jan - 2 Jan
Tomorrow
2 Jan - 3 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Waterfront Playhouse hotels

Exterior
The Marquesa Hotel

The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Historic Seaport, 0.7 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1001)
"Perfect place to stay. "
United States
Paulette
The price is AU$757
includes taxes & fees
4 Jan - 5 Jan
The Marquesa Hotel
Queen Deluxe ADA
Almond Tree Inn Hotel - Adults Only

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, (1005)
"Great location, spotless rooms, attentive and friendly staff, great value."
United States
David
The price is AU$578
includes taxes & fees
7 Jan - 8 Jan
Almond Tree Inn Hotel - Adults Only
Carriage House | Terrace/patio
The Gardens Hotel

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, (1002)
"Good place"
United States
Salvador
The price is AU$567
includes taxes & fees
5 Jan - 6 Jan
The Gardens Hotel
Fountain
Island City House Hotel

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, (1002)
"Excellent stay"
United States
Emily Barbara
The price is AU$660
includes taxes & fees
11 Jan - 12 Jan
Island City House Hotel
Front of property
Key West Villas

Key West Villas

Key West Villas
3.5 star property
Downtown Key West, 0.9 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (247)
"Awsome staff great location "
United States
Jeffrey
Key West Villas
Exterior
Orchid Key Inn - Adults Only

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, (1001)
"Staff awesome, good breakfast great location"
United States
Carin helen
The price is AU$572
includes taxes & fees
6 Jan - 7 Jan
Orchid Key Inn - Adults Only
Signature Apartment, 1 Bedroom, Kitchen, Poolside (Room 17) | Terrace/patio
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

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, (136)
"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
Outdoor pool, pool loungers
The Mermaid & Alligator

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (276)
"Great place"
United States
Carol A
The Mermaid & Alligator
Outdoor pool, pool loungers
The Conch House Heritage Inn

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, (148)
"The Veranda Room was spacious, clean, and unique offering seating on a balcony overlooking the street. We loved our 1 night stay. Staff were helpful and the property is really lovely."
United States
Eddie
The price is AU$603
includes taxes & fees
5 Jan - 6 Jan
The Conch House Heritage Inn
Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (997)
"Wonderful property safe neighborhood convenient to all activities would stay here again."
United States
William
The price is AU$504
includes taxes & fees
6 Jan - 7 Jan
Weatherstation Inn
11 Gecko's Garden - Adults Only
Tropical Inn

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (364)
"Nice place to stay "
United States
yulio
The price is AU$501
includes taxes & fees
4 Jan - 5 Jan
Tropical Inn
3 outdoor pools, a heated pool, pool loungers
Ambrosia Key West

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, (1001)
"Great place to stay"
United States
Melody
The price is AU$457
includes taxes & fees
7 Jan - 8 Jan
Ambrosia Key West
Outdoor pool, pool loungers
Ocean Key Resort - A Noble House Resort

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, (1003)
"Location, large rooms"
United States
george
The price is AU$957
includes taxes & fees
5 Jan - 6 Jan
Ocean Key Resort - A Noble House Resort
Deluxe Suite, 1 King Bed, Private Pool | View from room
H2O Suites - Adults Only

H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval, 1.6 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (582)
"Great place!!"
United States
Joel
The price is AU$939
includes taxes & fees
6 Jan - 7 Jan
H2O Suites - Adults Only
View from property
Duval House

Duval House

Duval House
3.0 star property
Downtown Key West, 1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1006)
"Great place! "
United States
David
The price is AU$401
includes taxes & fees
4 Jan - 5 Jan
Duval House
Lobby sitting area
Westwinds Inn

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1008)
"Enjoyed our stay."
United States
Cindy
Westwinds Inn
3 outdoor pools, pool umbrellas, pool loungers
The Marker Key West Harbor Resort

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, (1007)
"Perfect location.. close to the wharf for the best dining experience."
United States
Marty
The price is AU$685
includes taxes & fees
21 Jan - 22 Jan
The Marker Key West Harbor Resort
Private beach, white sand, sun-loungers, beach umbrellas
Pier House Resort & Spa

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Historic Seaport, 0.1 km from Waterfront Playhouse
9.0 out of 10, Wonderful, (1008)
"All accommodations were outstanding!"
United States
Bob
Pier House Resort & Spa
Exterior
The Grand Guesthouse

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, (1000)
"Great stay"
United States
Ginger
The Grand Guesthouse
Front of property – evening/night
Opal Key Resort & Marina, Key West

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, (1017)
"Our stay was great!"
United States
Richard
The price is AU$765
includes taxes & fees
4 Jan - 5 Jan
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.
View all properties

Top Waterfront Playhouse Hotel Reviews

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

10/10 Excellent
"Will definitely be going back in the future. Everything was clean comfortable and close and convenient to everything Key West has to offer. "
Laura 3-night trip
Posted 2 days ago
Amsterdam's Curry Mansion Inn

Hotels near other Waterfront Playhouse attractions

Exploring the view from Key West Shipwreck Museum in Key West, Florida on a sunny day with vibrant skies and coastal charm

Key West Shipwreck Museum

4.2/5 (358 reviews)
Costumed actors performing re-enactments and treasures from sunken ships give an insight into Key West’s history of salvaging and the lives of “wreckers”.
See properties
Sunset sailing at Mallory Square in Key West, Florida, featuring multiple sailboats against an orange sky

Mallory Square

4.5/5 (7,700 reviews)
Enjoy the Sunset Celebration, a nightly festival with street performers and market stalls, as you watch the sun sink into the Gulf of Mexico from this town square.
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 1527 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 1527 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, 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 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.