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24 Nov - 25 Nov
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25 Nov - 26 Nov
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28 Nov - 30 Nov
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5 Dec - 7 Dec

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Compare hotels close to Waterfront Playhouse with room rates, reviews, and availability. Most hotels are fully refundable.

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 AED 657
AED 740 total
includes taxes & fees
30 Nov - 1 Dec
Simonton Court Historic Inn & Cottages
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop 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 AED 1,052
AED 1,183 total
includes taxes & fees
1 Dec - 2 Dec
Almond Tree Inn Hotel - Adults Only
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 AED 1,172
AED 1,525 total
includes taxes & fees
30 Nov - 1 Dec
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, (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 AED 822
AED 925 total
includes taxes & fees
26 Nov - 27 Nov
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, (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 AED 874
AED 983 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, (1007)
"Great location and amazing staff!"
United States
Charles
The price is AED 905
AED 1,018 total
includes taxes & fees
26 Nov - 27 Nov
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

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 AED 640
AED 867 total
includes taxes & fees
30 Nov - 1 Dec
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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 AED 500
AED 563 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 AED 691
AED 777 total
includes taxes & fees
1 Dec - 2 Dec
Coco Plum Inn
Outdoor pool, sun 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 AED 944
AED 1,062 total
includes taxes & fees
30 Nov - 1 Dec
The Conch House Heritage Inn
Outdoor pool, sun 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
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 AED 643
AED 724 total
includes taxes & fees
30 Nov - 1 Dec
Weatherstation Inn
11 Gecko's Garden - Adults Only | Premium bedding, pillowtop 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 AED 802
AED 994 total
includes taxes & fees
30 Nov - 1 Dec
Tropical Inn
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 AED 1,129
AED 1,518 total
includes taxes & fees
1 Dec - 2 Dec
H2O Suites - Adults Only
Outdoor pool, 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, (1006)
"Great stay."
United States
Sarit
The price is AED 885
AED 1,281 total
includes taxes & fees
16 Dec - 17 Dec
Ocean Key Resort - A Noble House Resort
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, (1005)
"Great place!!"
United States
Kimberly
The price is AED 809
AED 910 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
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 AED 474
AED 612 total
includes taxes & fees
30 Nov - 1 Dec
Duval 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, (848)
"Everything was spot on More than we had expected Would stay with them again Very very nice "
United States
John A
The price is AED 747
AED 1,027 total
includes taxes & fees
9 Dec - 10 Dec
Ridley House - Key West Historic Inns
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"A1"
Paul 3-night trip
Posted 6 hours ago
Southernmost Beach Resort and Guesthouses

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 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, check out the 1515 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 La Concha Key West, Autograph Collection.
How many hotels will I be able to find near Waterfront Playhouse?
Expedia has 1515 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 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 theater.

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