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15 Nov - 16 Nov
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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, (1001)
"Such a lovely stay!"
United States
Mindi Kay
The price is 5.146.155 ₫
5.789.424 ₫ total
includes taxes & fees
19 Nov - 20 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, (868)
"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 6.034.150 ₫
6.788.418 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Simonton Court Historic Inn & Cottages
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, (417)
"Beautiful and lovely amenities. Highly recommend staying."
United States
Robbie
The price is 5.229.158 ₫
5.882.902 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Artist House Key West
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, (1002)
"Amazing rooms, and staff was beyond 5 star"
United States
Jennifer
The price is 6.724.520 ₫
9.047.273 ₫ 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, (244)
"Awsome staff great location "
United States
Jeffrey
Key West Villas
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, (267)
"Property had several areas to relax."
United States
Mateo
The Mermaid & Alligator
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, (127)
"Great place to stay always clean an the employees are very respectful "
United States
Charles
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, (1000)
"Was clean, convenient, great friendly staff, located in a perfect place, just what we needed :)"
United States
Michael
The price is 5.681.060 ₫
6.391.192 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Orchid Key Inn - 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, (576)
"Great place!!"
United States
Joel
The price is 8.669.150 ₫
11.531.419 ₫ total
includes taxes & fees
17 Nov - 18 Nov
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, (1002)
"great area, wonderful room, lovely staff ❣️"
United Kingdom
Sylke
The price is 4.031.550 ₫
4.535.494 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Island City House Hotel
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, (358)
"A great spot right on Duval Street. Staff are super friendly and helpful. The room was well appointed and cozy, lovely balcony overlooking the pool. "
United States
Michael
The price is 5.099.252 ₫
6.395.409 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Tropical Inn
Garden
Douglas House

Douglas House

3.0 star property
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (206)
"Spotless room, great location and free parking"
United States
Patricia
The price is 4.068.412 ₫
4.737.156 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Douglas House
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, (1001)
"This hotel is beautiful, quiet, comfortable and very friendly staff."
United States
Marie
The price is 7.484.717 ₫
10.198.931 ₫ total
includes taxes & fees
18 Nov - 19 Nov
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, (913)
"Great Location and was clean. Would stay again."
United States
Brandon
The price is 3.589.397 ₫
4.037.874 ₫ total
includes taxes & fees
17 Nov - 18 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, (985)
"Nice place to stay"
United States
Victoria
The price is 5.770.650 ₫
6.491.981 ₫ total
includes taxes & fees
16 Nov - 17 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, (1001)
"Great place!!"
United States
Kimberly
The price is 6.472.877 ₫
7.281.987 ₫ total
includes taxes & fees
16 Nov - 17 Nov
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, (1001)
"Will stay again !"
United States
Ian
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, (1002)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is 3.399.150 ₫
4.390.569 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Duval House
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, (1005)
"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 2.822.085 ₫
4.953.800 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Silver Palms Inn
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 star property
Old Town Key West, 1.1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (391)
"Loved our stay. "
United States
Cassandra D
The price is 4.980.150 ₫
6.936.771 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Ella's Cottages - 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

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

10/10 Excellent
"Good location "
Paula 3-night trip
Posted 3 months 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 1520 hotels and other accommodation options you'll find within a mile.
How many hotels will I find near Waterfront Playhouse?
Expedia has 1520 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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