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24 Nov - 25 Nov
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25 Nov - 26 Nov
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5 Dec - 7 Dec

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Top Trending Hotels Near Waterfront Playhouse

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, (1007)
"Great place to stay. "
United States
Bettina
The price is 5.886.635 ₫
6.622.464 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Almond Tree Inn Hotel - Adults Only
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 4.718.798 ₫
5.308.648 ₫ 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, (1006)
"Perfect place to stay. "
United States
Paulette
The price is 8.409.478 ₫
10.943.658 ₫ total
includes taxes & fees
30 Nov - 1 Dec
The Marquesa Hotel
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 5.901.793 ₫
6.639.517 ₫ total
includes taxes & fees
26 Nov - 27 Nov
The Gardens 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, (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
Signature Apartment, 1 Bedroom, Kitchen, Poolside (Room 17) | Terrace/patio
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, (129)
"Great place to stay always clean an the employees are very respectful "
United States
Charles
The price is 4.594.897 ₫
6.221.432 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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, (1007)
"Great location and amazing staff!"
United States
Charles
The price is 6.181.889 ₫
6.954.625 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Orchid Key Inn - Adults Only
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 6.776.088 ₫
7.623.099 ₫ 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)
"Charming and spotless room, beautiful gardens for breakfast, heated jetted pool was lovely after a long day of walking...and everything in downtown KW is within walking distance. 100% would stay again. "
United States
KATHERINE
The Mermaid & Alligator
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, (578)
"Great place!!"
United States
Joel
The price is 8.101.043 ₫
10.893.108 ₫ total
includes taxes & fees
1 Dec - 2 Dec
H2O Suites - Adults Only
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, (1006)
"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 5.646.740 ₫
6.352.583 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Island City House Hotel
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 4.462.823 ₫
5.020.643 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Coco Plum 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 4.199.467 ₫
5.383.648 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Tropical 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 4.604.368 ₫
5.838.964 ₫ total
includes taxes & fees
1 Dec - 2 Dec
The Grand Guesthouse
Courtyard
Santa Maria Suites

Santa Maria Suites

4.0 star property
Uptown - Upper Duval, 1.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1003)
"Incredible stay!"
United States
Lisa
The price is 7.488.126 ₫
10.203.577 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Santa Maria Suites
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 3.664.318 ₫
4.122.490 ₫ total
includes taxes & fees
26 Nov - 27 Nov
L'Habitation Guest House
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 5.246.038 ₫
5.901.793 ₫ total
includes taxes & fees
26 Nov - 27 Nov
Weatherstation 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, (1004)
"Great place!!"
United States
Kimberly
The price is 5.803.594 ₫
6.529.043 ₫ 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, (1005)
"Staff was amazing Room super clean"
United States
JULIE
Westwinds Inn
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 6.985.930 ₫
7.859.303 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Marrero's Guest Mansion
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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Top Waterfront Playhouse Hotel Reviews

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

10/10 Excellent
"Spacious suite fully furnished and equipped. Spectacular view and great location"
Dave 3-night trip
Posted 6 days ago
Hyatt Vacation Club at Sunset Harbor, Key West

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

Mallory Square

4.5/5 (7,700 reviews)
You can find out about the history of Key West with a trip to Mallory Square. Stroll along the area's beautiful beaches 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, take a look at the 1515 hotels and other accommodation options you'll find within a mile.
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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