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Our top choices for Waterfront Playhouse hotels

Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults OnlyDowntown Key West, 0.8 mi from Waterfront Playhouse
10.0 out of 10, Exceptional, (1,008 reviews)
The price is £286
includes taxes & fees
13 Apr - 14 Apr

Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.3 mi from Waterfront Playhouse
9.8 out of 10, Exceptional, (928 reviews)
The price is £244
includes taxes & fees
12 Apr - 13 Apr

The Gardens Hotel
The Gardens HotelDowntown Key West, 0.6 mi from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,001 reviews)
The price is £276
includes taxes & fees
10 May - 11 May

Island City House Hotel
Island City House HotelHistoric Seaport, 0.5 mi from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,001 reviews)
The price is £266
includes taxes & fees
10 May - 11 May

Weatherstation Inn
Weatherstation InnTruman Annex, 0.3 mi from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,000 reviews)
The price is £202
includes taxes & fees
11 May - 12 May

Tropical Inn
Tropical InnDowntown Key West, 0.7 mi from Waterfront Playhouse
9.6 out of 10, Exceptional, (391 reviews)
The price is £278
includes taxes & fees
12 Apr - 13 Apr

H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1 mi from Waterfront Playhouse
9.8 out of 10, Exceptional, (594 reviews)
The price is £408
includes taxes & fees
10 May - 11 May

Ambrosia Key West
Ambrosia Key WestOld Town Key West, 0.4 mi from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,003 reviews)
The price is £237
includes taxes & fees
15 Apr - 16 Apr

Duval House
Duval HouseDowntown Key West, 0.7 mi from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,014 reviews)
The price is £216
includes taxes & fees
27 Apr - 28 Apr

The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1 mi from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,001 reviews)
The price is £228
includes taxes & fees
13 Apr - 14 Apr

Silver Palms Inn
Silver Palms InnOld Town Key West, 0.9 mi from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,021 reviews)
The price is £230
includes taxes & fees
28 Apr - 29 Apr

Santa Maria Suites
Santa Maria SuitesUptown - Upper Duval, 1.1 mi from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,000 reviews)
The price is £435
includes taxes & fees
11 May - 12 May

The Key West Hotel
The Key West HotelHistoric Seaport, 0.3 mi from Waterfront Playhouse
9.2 out of 10, Wonderful, (547 reviews)
The price is £267
includes taxes & fees
13 Apr - 14 Apr

Ridley House - Key West Historic Inns
Ridley House - Key West Historic InnsHistoric Seaport, 0.3 mi from Waterfront Playhouse
9.2 out of 10, Wonderful, (900 reviews)
The price is £296
includes taxes & fees
4 May - 5 May

Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key WestOld Town Key West, < 0.1 mi from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,080 reviews)
The price is £263
includes taxes & fees
10 May - 11 May

Pier House Resort & Spa
Pier House Resort & SpaHistoric Seaport, < 0.1 mi from Waterfront Playhouse
9.0 out of 10, Wonderful, (1,079 reviews)
The price is £450
includes taxes & fees
20 Apr - 21 Apr

Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic InnsOld Town Key West, 0.7 mi from Waterfront Playhouse
9.4 out of 10, Exceptional, (458 reviews)
The price is £406
includes taxes & fees
29 Apr - 30 Apr

Southernmost House - Adult Exclusive
Southernmost House - Adult ExclusiveUptown - Upper Duval, 1.1 mi from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,003 reviews)
The price is £295
includes taxes & fees
3 May - 4 May

Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic InnsOld Town Key West, 0.8 mi from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,241 reviews)
The price is £322
includes taxes & fees
4 May - 5 May

Heron House Court - Adult Only
Heron House Court - Adult OnlyHistoric Seaport, 0.7 mi from Waterfront Playhouse
9.0 out of 10, Wonderful, (1,011 reviews)
The price is £170
includes taxes & fees
16 Apr - 17 Apr
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.
Compare popular hotels close to Waterfront Playhouse
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included | |
|---|---|---|---|---|---|---|---|---|
![]() Almond Tree Inn Hotel - Adults Only | 10.0 Exceptional 1,008 reviews | View | ||||||
![]() Simonton Court Historic Inn & Cottages | 9.8 Exceptional 928 reviews | View | ||||||
![]() The Gardens Hotel | 9.8 Exceptional 1,001 reviews | View | ||||||
![]() Island City House Hotel | 9.6 Exceptional 1,001 reviews | View | ||||||
![]() Weatherstation Inn | 9.4 Exceptional 1,000 reviews | View |
Top Waterfront Playhouse Hotel Reviews

The Marker Key West Harbor Resort
4/10 Poor
















































































