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25 Nov - 26 Nov
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26 Nov - 27 Nov
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Top Trending Hotels Near Waterfront Playhouse

King Room D | Balcony
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, (872)
"Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities! "
United States
Leonid
The price is ₹15,974
₹17,971 total
includes taxes & fees
30 Nov - 1 Dec
Simonton Court Historic Inn & Cottages
Exterior
The Marquesa Hotel

The Marquesa Hotel

3.5 star property
Historic Seaport, 0.7 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1007)
"Perfect place to stay. "
United States
Paulette
The price is ₹28,468
₹37,046 total
includes taxes & fees
30 Nov - 1 Dec
The Marquesa Hotel
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
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, (1008)
"Great place to stay. "
United States
Bettina
The price is ₹19,615
₹22,067 total
includes taxes & fees
30 Nov - 1 Dec
Almond Tree Inn Hotel - Adults Only
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, (245)
"Gorgeous property. Wonderful location. The owners are very sweet and nice people. You will not regret booking here! "
United States
VALERIE
Key West Villas
Carriage House | Terrace/patio
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, (1001)
"Amazing hotel, the perfect Key West vibe. Clean rooms, delicious breakfast. We will come back again"
United States
Isis
The price is ₹19,979
₹22,476 total
includes taxes & fees
1 Dec - 2 Dec
The Gardens Hotel
Fountain
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, (1007)
"This was our fourth stay at the Island City House and we keep coming back because of the exceptional service, clean rooms and premises, as well as the great location."
United States
Joseph
The price is ₹19,115
₹21,505 total
includes taxes & fees
30 Nov - 1 Dec
Island City House Hotel
Exterior
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, (1008)
"Great location and amazing staff!"
United States
Charles
The price is ₹21,239
₹23,894 total
includes taxes & fees
2 Dec - 3 Dec
Orchid Key Inn - Adults Only
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, (915)
"Great Location and was clean. Would stay again."
United States
Brandon
The price is ₹12,156
₹13,675 total
includes taxes & fees
30 Nov - 1 Dec
L'Habitation Guest House
Exterior
Coco Plum Inn

Coco Plum Inn

3.0 star property
Downtown Key West, 0.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (458)
"Overall great for couple's stay. "
United States
Quazi
The price is ₹15,107
₹16,996 total
includes taxes & fees
1 Dec - 2 Dec
Coco Plum Inn
Outdoor pool, pool loungers
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, (142)
"Fantastic location "
United States
ANDREW
The price is ₹22,938
₹25,806 total
includes taxes & fees
30 Nov - 1 Dec
The Conch House Heritage Inn
Outdoor pool, pool loungers
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, (269)
"Property had several areas to relax."
United States
Mateo
The Mermaid & Alligator
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, (986)
"Nice place to stay"
United States
Victoria
The price is ₹21,033
₹23,663 total
includes taxes & fees
30 Nov - 1 Dec
Weatherstation Inn
11 Gecko's Garden - Adults Only | Premium bedding, pillow-top beds, individually decorated
Tropical Inn

Tropical Inn

3.5 star property
Downtown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (360)
"Everything was great. Staff was very helpful. Place was outstanding. "
United States
Edward
The price is ₹19,477
₹24,142 total
includes taxes & fees
9 Dec - 10 Dec
Tropical Inn
Outdoor pool, pool 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, (1006)
"Great stay."
United States
Sarit
The price is ₹21,509
₹31,125 total
includes taxes & fees
16 Dec - 17 Dec
Ocean Key Resort - A Noble House Resort
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, (1005)
"Great place!!"
United States
Kimberly
The price is ₹19,646
₹22,102 total
includes taxes & fees
30 Nov - 1 Dec
Ambrosia Key West
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, (1007)
"Staff was amazing Room super clean"
United States
JULIE
Westwinds Inn
View from property
Duval House

Duval House

3.0 star property
Downtown Key West, 1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1011)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is ₹11,510
₹14,867 total
includes taxes & fees
9 Dec - 10 Dec
Duval House
Outdoor pool, pool umbrellas, pool loungers
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)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is ₹23,649
₹26,605 total
includes taxes & fees
30 Nov - 1 Dec
Marrero's Guest Mansion
Outdoor pool
Silver Palms Inn

Silver Palms Inn

3.5 star property
Old Town Key West, 1.4 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1011)
"Nice clean room, nice pool, convenient walk to Duval Street, pleasant staff, on site parking, great breakfast, what else could you ask for?.. recommended and will visit again."
United States
Joseph
The price is ₹10,361
₹17,680 total
includes taxes & fees
30 Nov - 1 Dec
Silver Palms Inn
Exterior
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, (1002)
"Very nice, quaint, cute and historical. I will stay here again!"
United States
Patricia
The price is ₹13,526
₹17,448 total
includes taxes & fees
30 Nov - 1 Dec
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

Top Waterfront Playhouse Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Had a 1-bedroom suite. Great location. "
Kristine 2-night trip
Posted 3 days ago
Pier House Resort & Spa

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)
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
Sunset sailing at Mallory Square in Key West, Florida, featuring multiple sailboats against an orange sky

Mallory Square

4.5/5 (7,700 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.
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 1515 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, Hyatt Centric Key West Resort and Spa is one of the top choices for your stay based on our traveller 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 La Concha Key West, Autograph Collection.
How many hotels will I find near Waterfront Playhouse?
Expedia has 1515 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.

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