Search Hotels Near Waterfront Playhouse, Key West

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2 Dec - 3 Dec
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3 Dec - 4 Dec
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5 Dec - 7 Dec
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12 Dec - 14 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, (1010)
"Great place to stay. "
United States
Bettina
The price is Rp3.930.802
Rp4.422.152 total
includes taxes & fees
9 Dec - 10 Dec
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, (874)
"The staff was really nice"
United States
doug
The price is Rp2.316.157
Rp2.605.677 total
includes taxes & fees
3 Dec - 4 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, (1011)
"Perfect place to stay. "
United States
Paulette
The price is Rp5.718.742
Rp7.370.878 total
includes taxes & fees
17 Dec - 18 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, (1002)
"Amazing hotel, the perfect Key West vibe. Clean rooms, delicious breakfast. We will come back again"
United States
Isis
The price is Rp4.105.346
Rp4.618.514 total
includes taxes & fees
16 Dec - 17 Dec
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)
"Awsome staff great location "
United States
Jeffrey
Key West Villas
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, (1009)
"Great location and amazing staff!"
United States
Charles
The price is Rp4.053.692
Rp4.560.403 total
includes taxes & fees
15 Dec - 16 Dec
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 Rp1.854.592
Rp2.721.901 total
includes taxes & fees
3 Dec - 4 Dec
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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, (143)
"Fantastic location "
United States
ANDREW
The price is Rp3.383.256
Rp3.806.162 total
includes taxes & fees
3 Dec - 4 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
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 Rp5.148.867
Rp6.917.229 total
includes taxes & fees
16 Dec - 17 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, (1012)
"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 Rp3.569.215
Rp4.015.366 total
includes taxes & fees
14 Dec - 15 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, (460)
"Overall great for couple's stay. "
United States
Quazi
The price is Rp3.090.820
Rp3.477.068 total
includes taxes & fees
14 Dec - 15 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, (361)
"Everything was great. Staff was very helpful. Place was outstanding. "
United States
Edward
The price is Rp3.637.533
Rp4.508.841 total
includes taxes & fees
3 Dec - 4 Dec
Tropical Inn
Garden
Douglas House

Douglas House

2.5 star property
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (214)
"Very clean room, loved the location!"
United States
Jeffrey Ray
The price is Rp2.176.279
Rp2.693.145 total
includes taxes & fees
3 Dec - 4 Dec
Douglas House
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, (1004)
"Very nice, quaint, cute and historical. I will stay here again!"
United States
Patricia
The price is Rp2.586.752
Rp3.326.971 total
includes taxes & fees
4 Dec - 5 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, (1006)
"Wilfredo was phenomenal and the resort takes such good care of you!!"
United States
Brad
The price is Rp4.653.976
Rp6.360.476 total
includes taxes & fees
3 Dec - 4 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, (916)
"Great Location and was clean. Would stay again."
United States
Brandon
The price is Rp2.269.834
Rp2.553.438 total
includes taxes & fees
9 Dec - 10 Dec
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, (988)
"Nice place to stay"
United States
Victoria
The price is Rp3.318.325
Rp3.733.116 total
includes taxes & fees
3 Dec - 4 Dec
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, (1008)
"Great place!!"
United States
Kimberly
The price is Rp3.668.359
Rp4.126.904 total
includes taxes & fees
3 Dec - 4 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, (1011)
"Staff was amazing Room super clean"
United States
JULIE
Westwinds Inn
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

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Great location and food!"
Chad 3-night trip
Posted 5 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 1510 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 Opal Key Resort & Marina, Key West.
How many hotels will I find near Waterfront Playhouse?
Expedia has 1510 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 Mel Fisher Maritime Museum feature a variety of fascinating exhibits to see while you're in town. Sights like Harry S. Truman Little White House, Key West Historic Seaport and Ernest Hemingway Home and 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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