
Hotels near Waterfront Playhouse
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Our top choices for Waterfront Playhouse hotels

Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.5 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (932 reviews)
The price is RM1,348
RM1,517 total
includes taxes & fees
19 Apr - 20 Apr

Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults OnlyDowntown Key West, 1.3 km from Waterfront Playhouse
10.0 out of 10, Exceptional, (1,010 reviews)
The price is RM1,408
RM1,584 total
includes taxes & fees
11 May - 12 May

The Marquesa Hotel
The Marquesa HotelOld Town Key West, 0.7 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,003 reviews)
The price is RM1,206
RM1,579 total
includes taxes & fees
10 May - 11 May

Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,004 reviews)
The price is RM1,367
RM1,538 total
includes taxes & fees
10 May - 11 May

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West, 1.2 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (142 reviews)
The price is RM886
RM1,160 total
includes taxes & fees
20 Apr - 21 Apr

Island City House Hotel
Island City House HotelHistoric Seaport, 0.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,002 reviews)
The price is RM1,295
RM1,457 total
includes taxes & fees
4 May - 5 May

Weatherstation Inn
Weatherstation InnTruman Annex, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,001 reviews)
The price is RM1,024
RM1,152 total
includes taxes & fees
5 May - 6 May

Tropical Inn
Tropical InnDowntown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (391 reviews)
The price is RM1,045
RM1,275 total
includes taxes & fees
20 Apr - 21 Apr

Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (350 reviews)
The price is RM861
RM1,066 total
includes taxes & fees
21 Apr - 22 Apr

H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1.6 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (594 reviews)
The price is RM1,814
RM2,308 total
includes taxes & fees
11 May - 12 May

L'Habitation Guest House
L'Habitation Guest HouseHistoric Seaport, 0.5 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (961 reviews)
The price is RM848
RM954 total
includes taxes & fees
21 Apr - 22 Apr

Westwinds Inn
Westwinds InnHistoric Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,008 reviews)
The price is RM1,174
RM1,321 total
includes taxes & fees
19 Apr - 20 Apr

Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House ResortHistoric Seaport, < 0.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,002 reviews)
The price is RM1,542
RM2,042 total
includes taxes & fees
3 May - 4 May

Duval House
Duval HouseDowntown Key West, 1.1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,019 reviews)
The price is RM911
RM1,110 total
includes taxes & fees
27 Apr - 28 Apr

Ambrosia Key West
Ambrosia Key WestOld Town Key West, 0.7 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,006 reviews)
The price is RM1,146
RM1,289 total
includes taxes & fees
21 Apr - 22 Apr

Marrero's Guest Mansion
Marrero's Guest MansionDowntown Key West, 0.6 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (337 reviews)
The price is RM1,419
RM1,596 total
includes taxes & fees
6 May - 7 May

Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key WestOld Town Key West, 0.1 km from Waterfront Playhouse
9.2 out of 10, Wonderful, (1,076 reviews)
The price is RM1,103
RM1,396 total
includes taxes & fees
10 May - 11 May

The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1.7 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,000 reviews)
The price is RM1,154
RM1,397 total
includes taxes & fees
20 Apr - 21 Apr

Silver Palms Inn
Silver Palms InnOld Town Key West, 1.4 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,024 reviews)
The price is RM708
RM1,063 total
includes taxes & fees
21 Apr - 22 Apr

Santa Maria Suites
Santa Maria SuitesUptown - Upper Duval, 1.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,001 reviews)
The price is RM1,746
RM2,233 total
includes taxes & fees
11 May - 12 May
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 | |
|---|---|---|---|---|---|---|---|---|
![]() Simonton Court Historic Inn & Cottages | 9.8 Exceptional 932 reviews | View | ||||||
![]() Almond Tree Inn Hotel - Adults Only | 10.0 Exceptional 1,010 reviews | View | ||||||
![]() The Marquesa Hotel | 9.8 Exceptional 1,003 reviews | View | ||||||
![]() Orchid Key Inn - Adults Only | 9.8 Exceptional 1,004 reviews | View | ||||||
![]() Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly | 9.8 Exceptional 142 reviews | View |
Top Waterfront Playhouse Hotel Reviews

Southernmost Beach Resort and Guesthouses
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