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14 Oct - 15 Oct
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15 Oct - 16 Oct
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17 Oct - 19 Oct
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24 Oct - 26 Oct

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Top Trending Hotels Near Waterfront Playhouse

Simonton Court Historic Inn & Cottages
King Room D | Balcony
Simonton Court Historic Inn & Cottages
2.5 star property
9.8 out of 10, Exceptional, (853)
"Extremely kind, courteous staff and just great place to stay experiencing Key West"
The price is Rp2.468.930
Rp2.777.546 total
includes taxes & fees
16 Oct - 17 Oct
Simonton Court Historic Inn & Cottages
Artist House Key West
Restaurant
Artist House Key West
3.5 star property
9.8 out of 10, Exceptional, (417)
"Great location one block off of Duval St and central to everything. Beautiful accommodations in a safe area, hot showers, comfortable beds, and delicious complimentary breakfast. The staff was great and very accommodating. I loved sitting on the front porch to people watch and read in the afternoon. I would definitely stay here again!"
The price is Rp2.349.223
Rp2.643.062 total
includes taxes & fees
28 Oct - 29 Oct
Artist House Key West
The Marquesa Hotel
Exterior
The Marquesa Hotel
3.5 star property
9.8 out of 10, Exceptional, (1007)
"Excellent accommodations! "
The price is Rp3.433.304
Rp4.794.530 total
includes taxes & fees
15 Oct - 16 Oct
The Marquesa Hotel
Almond Tree Inn Hotel - Adults Only
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0 out of 10, Exceptional, (1008)
"Great place to stay. "
The price is Rp3.788.730
Rp4.262.321 total
includes taxes & fees
27 Oct - 28 Oct
Almond Tree Inn Hotel - Adults Only
The Gardens Hotel
Carriage House | Terrace/patio
The Gardens Hotel
4.0 star property
9.8 out of 10, Exceptional, (1006)
"Great location and rooms. Lovely gardens and pool. "
The price is Rp3.709.609
Rp4.173.309 total
includes taxes & fees
16 Oct - 17 Oct
The Gardens Hotel
Island City House Hotel
Fountain
Island City House Hotel
3.0 star property
9.6 out of 10, Exceptional, (1004)
"Great place i will stay again for sure "
The price is Rp3.239.435
Rp3.644.364 total
includes taxes & fees
27 Oct - 28 Oct
Island City House Hotel
Orchid Key Inn - Adults Only
Exterior
Orchid Key Inn - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (1010)
"It was very safe, clean, beautiful rooms and friendly guests. "
The price is Rp3.201.324
Rp3.601.489 total
includes taxes & fees
15 Oct - 16 Oct
Orchid Key Inn - Adults Only
Coco Plum Inn
Exterior
Coco Plum Inn
3.0 star property
9.6 out of 10, Exceptional, (455)
"Overall great for couple's stay. "
The price is Rp3.289.974
Rp3.701.241 total
includes taxes & fees
26 Oct - 27 Oct
Coco Plum Inn
L'Habitation Guest House
Balcony
L'Habitation Guest House
2.5 star property
9.4 out of 10, Exceptional, (901)
"Great room and very nice staff. I would highly recommend this hotel. "
The price is Rp1.932.393
Rp2.173.984 total
includes taxes & fees
15 Oct - 16 Oct
L'Habitation Guest House
Opal Key Resort & Marina, Key West
Front of property – evening/night
Opal Key Resort & Marina, Key West
4.0 star property
9.2 out of 10, Wonderful, (1007)
"Staff was tremendous and location is perfect!! "
The price is Rp4.125.930
Rp5.294.281 total
includes taxes & fees
16 Oct - 17 Oct
Opal Key Resort & Marina, Key West
The Mermaid & Alligator
Outdoor pool, pool loungers
The Mermaid & Alligator
3.5 star property
9.8 out of 10, Exceptional, (262)
"Very Clean,Quiet and Confy"
The Mermaid & Alligator
Ocean Key Resort - A Noble House Resort
Outdoor pool, pool loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1005)
"Great stay."
The price is Rp3.433.304
Rp5.074.232 total
includes taxes & fees
27 Oct - 28 Oct
Ocean Key Resort - A Noble House Resort
The Conch House Heritage Inn
Outdoor pool, pool loungers
The Conch House Heritage Inn
3.5 star property
9.8 out of 10, Exceptional, (134)
"Fantastic location "
The price is Rp2.827.505
Rp3.180.943 total
includes taxes & fees
15 Oct - 16 Oct
The Conch House Heritage Inn
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Signature Apartment, 1 Bedroom, Kitchen, Poolside (Room 17) | Terrace/patio
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
9.8 out of 10, Exceptional, (119)
"Great place to stay always clean an the employees are very respectful "
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Ambrosia Key West
3 outdoor pools, a heated pool, pool loungers
Ambrosia Key West
3.5 star property
9.4 out of 10, Exceptional, (1005)
"Loved staying here, such a cute place and the location was close to Duval St."
The price is Rp3.225.350
Rp3.628.518 total
includes taxes & fees
16 Oct - 17 Oct
Ambrosia Key West
Ridley House - Key West Historic Inns
Front of property
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (826)
"The property and the staff were excellent!"
The price is Rp2.969.344
Rp4.179.369 total
includes taxes & fees
15 Oct - 16 Oct
Ridley House - Key West Historic Inns
Westwinds Inn
Lobby sitting area
Westwinds Inn
3.5 star property
9.4 out of 10, Exceptional, (1000)
"Great place"
Westwinds Inn
Duval House
View from property
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1015)
"Very friendly, good breakfasts, clean rooms "
The price is Rp1.806.130
Rp2.388.151 total
includes taxes & fees
16 Oct - 17 Oct
Duval House
Marrero's Guest Mansion
Outdoor pool, pool umbrellas, pool loungers
Marrero's Guest Mansion
3.5 star property
9.4 out of 10, Exceptional, (333)
"Part of a 10 day anniversary celebration! The service and convenience could not have been any better! Marrero’s felt like home and we were very happy with our stay!"
The price is Rp4.955.327
Rp5.574.826 total
includes taxes & fees
15 Oct - 16 Oct
Marrero's Guest Mansion
H2O Suites - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | View from room
H2O Suites - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (569)
"The place was stunning. Quite, relaxing Amazing "
The price is Rp4.954.430
Rp6.319.384 total
includes taxes & fees
27 Oct - 28 Oct
H2O Suites - Adults Only
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
"Great location and we loved the tranquility pool. The rooms were comfortable and clean. Lots of places to hang out and chill."
Jane 3-night trip
Posted 1 day ago
Southernmost Beach Resort and Guesthouses

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum featuring street scenes

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.
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Mallory Square featuring signage, a square or plaza and outdoor art

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.
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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 1502 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 La Concha Key West, Autograph Collection and Pier House Resort & Spa.
How many hotels will I find near Waterfront Playhouse?
Expedia has 1502 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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