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Key West Hotel Guide - Waterfront Playhouse hotels in Key West, United States of America.

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Check prices for these dates

Next weekend
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul

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Our top choices for Waterfront Playhouse hotels

Restaurant

Artist House Key West

Artist House Key West
3.5 star property
Historic Seaport, 0.5 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (446 reviews)
"Great atmosphere and location."
United States
NATHAN
The price is €119
includes taxes & fees
14 Jul - 15 Jul
Artist House Key West
Queen Deluxe ADA

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, (1,017 reviews)
"Great location"
United States
Paul
The price is €199
includes taxes & fees
13 Jul - 14 Jul
Almond Tree Inn Hotel - Adults Only
Queen with Pool View

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, (1,008 reviews)
"Perfcet location and walk to everything , we very much enjoyed our stay!"
United States
Rita
The price is €137
includes taxes & fees
15 Jul - 16 Jul
Simonton Court Historic Inn & Cottages
Exterior

The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West, 0.7 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,002 reviews)
"Friendly and helpful staff, and the rooms were exceptionally clean and comfortable. Everything was well-maintained, and the overall experience was wonderful. I will definitely be coming back again!"
United States
Helia
The price is €272
includes taxes & fees
2 Aug - 3 Aug
The Marquesa Hotel
Front of property

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, (269 reviews)
"This was the best place we have stayed at in Key West! It was super quiet but only a block from Duval. The owners really put a lot of care into the place and are super nice! Definitely would stay there again! "
United States
Jennifer
The price is €177
includes taxes & fees
20 Jul - 21 Jul
Key West Villas
Exterior detail

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, (1,005 reviews)
"Whole place is great"
United States
Joseph
The price is €226
includes taxes & fees
27 Jul - 28 Jul
The Gardens Hotel
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, (1,007 reviews)
"Great boutique hotel in the perfect location !! "
United States
Michael
The price is €189
includes taxes & fees
15 Jul - 16 Jul
Orchid Key Inn - Adults Only
Audubon Room - Adult Exclusive | Terrace/patio

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, (307 reviews)
"Great location, lovely place, clean and comfortable room. Highly recommend! "
United States
Mary
The price is €190
includes taxes & fees
14 Jul - 15 Jul
The Mermaid & Alligator
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave

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, (149 reviews)
"The staff and other guests were very friendly. The room was spacious and the bed was comfortable. "
United States
Annette
The price is €230
includes taxes & fees
2 Aug - 3 Aug
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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, (179 reviews)
"Great location "
United Kingdom
Lucy
The price is €187
includes taxes & fees
4 Aug - 5 Aug
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, (1,004 reviews)
"I love this Hotel. Great location, safe m, convenient. The staff is very accommodating."
United States
Paul
The price is €172
includes taxes & fees
20 Jul - 21 Jul
Island City House Hotel
Premium bedding, iron/ironing board, free WiFi, bed sheets

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,008 reviews)
"Quaint place to stay with access to there other more resort style property made for an amazing experience."
United States
Bret
The price is €176
includes taxes & fees
13 Jul - 14 Jul
Weatherstation Inn
Front of property

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Historic Seaport, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,006 reviews)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
United States
Richard
The price is €105
includes taxes & fees
13 Jul - 14 Jul
L'Habitation Guest House
Exterior

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (445 reviews)
"Great stay"
United States
Matthew
The price is €126
includes taxes & fees
20 Jul - 21 Jul
Douglas House - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | View from room

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, (625 reviews)
"We had a wonderful stay!"
United States
Elizabeth
The price is €383
includes taxes & fees
15 Jul - 16 Jul
H2O Suites - Adults Only
11 Gecko's Garden - Adults Only

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (420 reviews)
"It was exactly as told, it was paradise with great roosters and chameleons. We will be back. Book early they are very popular."
United States
Maryann
The price is €209
includes taxes & fees
13 Jul - 14 Jul
Tropical Inn
Lobby sitting area

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,007 reviews)
"Nice place to stay!"
United States
michael
The price is €164
includes taxes & fees
13 Jul - 14 Jul
Westwinds Inn
3 outdoor pools, a heated pool, pool 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)
The price is €177
includes taxes & fees
16 Jul - 17 Jul
Ambrosia Key West
Exterior

Coco Plum Inn

Coco Plum Inn
3.0 star property
Downtown Key West, 0.8 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (541 reviews)
"Perfect stay, we will be back!"
United States
Jake
The price is €173
includes taxes & fees
13 Jul - 14 Jul
Coco Plum 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, (1,005 reviews)
"we had a great stay, rented bikes"
United States
Duncan
The price is €141
includes taxes & fees
15 Jul - 16 Jul
The Grand Guesthouse
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
Restaurant
Artist House Key West
3.5 star property
9.8
Exceptional
446 reviews
View
Queen Deluxe ADA
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,017 reviews
View
Queen with Pool View
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
1,008 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,002 reviews
View
Front of property
Key West Villas
3.5 star property
9.8
Exceptional
269 reviews
View

Top Waterfront Playhouse Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Enter being happy to be on vacation with my husband to arrive a front desk only to be pressured into upgrading our room, we declined and was charged anyway. We then was put in a room right outside the parking lot! I wish we had known before hand getting a room on Expedia like this. Ants all over the bed!!! They came in changed bedding but did not offer a room change or did counted rate. They did however take the upgrade charge that we did not take charge back no balcony to these parking lot rooms no beach views and as stated had an ant problem."
lauren 3-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses

Hotels near other Waterfront Playhouse attractions

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

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 1438 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 La Concha Key West, Autograph Collection and Ocean Key Resort - A Noble House Resort.
How many hotels will I find near Waterfront Playhouse?
Expedia has 1438 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, 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 Coffee Butler Amphitheater if you're interested in local theatre.