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Hotels near Waterfront Playhouse

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Check prices for these dates

This weekend
Jun 26 - Jun 28
Next weekend
Jul 3 - Jul 5

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Our top choices for Waterfront Playhouse hotels

Minibar, in-room safe, individually decorated, individually furnished

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, (988 reviews)
"Perfcet location and walk to everything , we very much enjoyed our stay!"
United States
Rita
The price is P10,273
P11,557 total
includes taxes & fees
Jun 30 - Jul 1
Simonton Court Historic Inn & Cottages
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, (1,001 reviews)
"Excellent accommodations"
United States
Jimmy
The price is P9,482
P10,668 total
includes taxes & fees
Jun 29 - Jun 30
Almond Tree Inn Hotel - Adults Only
Exterior

The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West, 0.7 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,000 reviews)
"Friendly and helpful staff, and the rooms were exceptionally clean and comfortable. Everything was well-maintained, and the overall experience was wonderful. I will definitely be coming back again!"
United States
Helia
The price is P12,411
P17,381 total
includes taxes & fees
Jul 7 - Jul 8
The Marquesa Hotel
Exterior detail

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, (1,000 reviews)
The price is P12,096
P13,608 total
includes taxes & fees
Jun 23 - Jun 24
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, (262 reviews)
The price is P12,528
P14,094 total
includes taxes & fees
Jun 29 - Jun 30
Key West Villas
Property grounds

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, (1,004 reviews)
"Great boutique hotel in the perfect location !! "
United States
Michael
The price is P9,996
P11,246 total
includes taxes & fees
Jun 28 - Jun 29
Orchid Key Inn - Adults Only
Balcony view

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, (1,002 reviews)
"I love this Hotel. Great location, safe m, convenient. The staff is very accommodating."
United States
Paul
The price is P11,246
P12,652 total
includes taxes & fees
Jun 25 - Jun 26
Island City House Hotel
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, (995 reviews)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
United States
Richard
The price is P7,604
P8,555 total
includes taxes & fees
Jun 28 - Jun 29
L'Habitation Guest House
Free WiFi, bed sheets

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, (149 reviews)
"The staff and other guests were very friendly. The room was spacious and the bed was comfortable. "
United States
Annette
The price is P14,169
P18,467 total
includes taxes & fees
Jun 23 - Jun 24
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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, (1,002 reviews)
"Quaint place to stay with access to there other more resort style property made for an amazing experience."
United States
Bret
The price is P10,881
P12,241 total
includes taxes & fees
Jun 28 - Jun 29
Weatherstation Inn
Terrace/patio

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, (177 reviews)
"Great location "
United Kingdom
Lucy
The price is P14,443
P16,248 total
includes taxes & fees
Jun 24 - Jun 25
The Conch House Heritage Inn
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, (412 reviews)
"Very friendly staff and a prime location."
United States
Akhenaton
The price is P9,611
P12,333 total
includes taxes & fees
Jun 24 - Jun 25
Tropical Inn
Exterior

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (426 reviews)
"Great stay"
United States
Matthew
The price is P6,140
P7,598 total
includes taxes & fees
Jun 23 - Jun 24
Douglas House - Adults Only
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, (1,000 reviews)
"Great location and breakfast"
United States
Lori
The price is P9,823
P11,051 total
includes taxes & fees
Jun 29 - Jun 30
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, (1,002 reviews)
"Great location!!"
United States
Kelly
The price is P10,121
P11,386 total
includes taxes & fees
Jun 28 - Jun 29
Westwinds Inn
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, (616 reviews)
"We had a wonderful stay!"
United States
Elizabeth
The price is P19,998
P26,601 total
includes taxes & fees
Jul 6 - Jul 7
H2O Suites - Adults Only
Terrace/patio

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, (337 reviews)
"It was nice. Get a smart tv 😂"
United States
Robert
The price is P12,096
P13,609 total
includes taxes & fees
Jun 29 - Jun 30
Marrero's Guest Mansion
Outdoor pool, free cabanas, 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, (1,002 reviews)
"The building is old but very clean, and modernized. Probably the best location on the island."
United States
Joseph
The price is P22,430
P29,952 total
includes taxes & fees
Jun 30 - Jul 1
Ocean Key Resort - A Noble House Resort
Exterior

Coco Plum Inn

Coco Plum Inn
3.0 star property
Downtown Key West, 0.8 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (537 reviews)
"Loved the property and staff was super friendly."
United States
Brinkley
The price is P10,914
P12,278 total
includes taxes & fees
Jul 13 - Jul 14
Coco Plum Inn
Front of property - evening/night

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West, 0.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,135 reviews)
"Great friendly vibe and accommodations."
United States
Margarita
The price is P15,743
P20,105 total
includes taxes & fees
Jun 23 - Jun 24
Opal Key Resort & Marina, Key West
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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Compare popular hotels close to Waterfront Playhouse

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
988 reviews
View
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,001 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,000 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,000 reviews
View
Front of property
Key West Villas
3.5 star property
9.8
Exceptional
262 reviews
View

Top Waterfront Playhouse Hotel Reviews

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

10/10 Excellent
"Great location. Room overlooking the harbor was great, as spent mornings and evenings on balcony watching all the activities."
Rhea 2-night trip
Posted less than an hour ago
The Marker Key West Harbor Resort

Hotels near other Waterfront Playhouse attractions

Key West Shipwreck Museum

8.6/5 (361 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

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 1453 hotels and other accommodations you'll find within a mile.
What's the best hotel 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 traveler data, and this resort offers a full-service spa and a private beach. Other good options within a short distance include Hyatt Centric Key West Resort and Spa and Opal Key Resort & Marina, Key West.
How many hotels will I be able to find near Waterfront Playhouse?
Expedia has 1453 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.
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 Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Fort Zachary Taylor Historic State Park 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.