
Hotels near Waterfront Playhouse
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Check prices for these dates
Tonight
11 Aug - 12 AugTomorrow
12 Aug - 13 AugThis weekend
14 Aug - 16 AugNext weekend
21 Aug - 23 Aug Our top choices for Waterfront Playhouse hotels




1. Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults OnlyDowntown Key West, 1.3 km from Waterfront Playhouse
leah
S$282
includes taxes & fees
16 Aug - 17 Aug




2. Artist House Key West
Artist House Key WestHistoric Seaport, 0.5 km from Waterfront Playhouse
NATHAN
S$189
includes taxes & fees
19 Aug - 20 Aug




3. Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.5 km from Waterfront Playhouse
Robin
S$272
includes taxes & fees
13 Aug - 14 Aug




4. Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 1.3 km from Waterfront Playhouse
William
S$275
includes taxes & fees
12 Aug - 13 Aug




5. The Gardens Hotel
The Gardens HotelDowntown Key West, 0.9 km from Waterfront Playhouse
Salvatore
S$290
includes taxes & fees
18 Aug - 19 Aug




6. Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 1.4 km from Waterfront Playhouse
Dylan
S$137
includes taxes & fees
25 Aug - 26 Aug




7. The Conch House Heritage Inn
The Conch House Heritage InnOld Town Key West, 1.3 km from Waterfront Playhouse
Michael
S$256
includes taxes & fees
12 Aug - 13 Aug




8. The Marquesa Hotel
The Marquesa HotelOld Town Key West, 0.7 km from Waterfront Playhouse
Darrell
S$397
includes taxes & fees
27 Aug - 28 Aug




9. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West, 1.2 km from Waterfront Playhouse
Jaime
S$176
includes taxes & fees
12 Aug - 13 Aug




10. H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1.6 km from Waterfront Playhouse
James
S$488
includes taxes & fees
12 Aug - 13 Aug




11. Island City House Hotel
Island City House HotelHistoric Seaport, 0.8 km from Waterfront Playhouse
Amelia
S$244
includes taxes & fees
16 Aug - 17 Aug




12. Tropical Inn
Tropical InnDowntown Key West, 1.1 km from Waterfront Playhouse
Joel
S$239
includes taxes & fees
12 Aug - 13 Aug




13. The Mermaid & Alligator
The Mermaid & AlligatorOld Town Key West, 1.3 km from Waterfront Playhouse
Kayla
S$282
includes taxes & fees
17 Aug - 18 Aug




14. The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1.7 km from Waterfront Playhouse
Travis
S$206
includes taxes & fees
12 Aug - 13 Aug




15. Santa Maria Suites
Santa Maria SuitesUptown - Upper Duval, 1.8 km from Waterfront Playhouse
Nila
S$488
includes taxes & fees
23 Aug - 24 Aug




16. Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West, 1.4 km from Waterfront Playhouse
Alex
S$186
includes taxes & fees
16 Aug - 17 Aug




17. Duval House
Duval HouseDowntown Key West, 1.1 km from Waterfront Playhouse
Melissa
S$184
includes taxes & fees
31 Aug - 1 Sept




18. Westwinds Inn
Westwinds InnHistoric Seaport, 0.9 km from Waterfront Playhouse
Nicole
S$201
includes taxes & fees
17 Aug - 18 Aug




19. Weatherstation Inn
Weatherstation InnTruman Annex, 0.5 km from Waterfront Playhouse
Bret
S$258
includes taxes & fees
12 Aug - 13 Aug




20. Ambrosia Key West
Ambrosia Key WestOld Town Key West, 0.7 km from Waterfront Playhouse
Jenina
S$258
includes taxes & fees
10 Sept - 11 Sept
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 1,012 reviews | View | |||||
![]() Artist House Key West | 9.8 Exceptional 452 reviews | View | |||||
![]() Simonton Court Historic Inn & Cottages | 9.8 Exceptional 1,010 reviews | View | |||||
![]() Orchid Key Inn - Adults Only | 9.8 Exceptional 1,008 reviews | View | |||||
![]() The Gardens Hotel | 9.8 Exceptional 1,006 reviews | View |
Top Waterfront Playhouse Hotel Reviews
Southernmost Beach Resort and Guesthouses
10/10 Excellent
"Nice stay in overall"
Amsterdam's Curry Mansion Inn
10/10 Excellent
"Lovely place for an overnight trip to the Keys. Nice location within walking distance of Duval St."
Pier House Resort & Spa
8/10 Good
"The property was well maintained and beautiful. There was a nice beach access and pleasant pool area. The pool could’ve been better maintained especially regarding the chemicals and chlorine/pH balance. There were no working outdoor showers besides one for feet so that could’ve been improved. Majority of the staff was extremely pleasant and helpful. Both the beach bar and one Duvall were excellent restaurants. We were very pleased with amenities that were offered. However, it is worth noting that the pier house is one of the only hotels on the island that we know of that actually has a functional beach. We did not know this prior to booking and we’re very grateful once we found out how the other side of the island was. The pier house did not have an unpleasant seaweed ocean smell and the waters were very beautiful and clear."
Heron House - Adult Only
10/10 Excellent
"Staff was warm and helpful. The place had that tropical vibe but is the soft gentle vacation mode. Extremeley relaxing. I actually did not want to write to good of a review as I would like to keep this place a secret but hardly fair for the staff and owners. This is our new go-to BnB!!"
Weatherstation Inn
10/10 Excellent
"Andy the desk person was superior property very clean and easy accessible"
Hyatt Centric Key West Resort and Spa
10/10 Excellent
"Clean, great amenities and best location!"
Ocean Key Resort - A Noble House Resort
10/10 Excellent
"After a few different stays in the keys, I wanted to splurge and booked the Ocean Key. I cannot boast on this property enough. Location, bar none. Staff, incredible from front desk to valet to bar staff. The room, Breathtaking. The food at every meal was delicious and drinks are always on point. 11/10 and my new regular stay in Key West"
Ridley House - Key West Historic Inns
10/10 Excellent
"Beautiful property and great location! Breakfast was a huge bonus and the pool was so refreshing. All of the staff is so friendly and helpful. Stayed in balcony room number 7. Spacious with modern furnishings. Is on main streets so some traffic noise but the location is well worth it! Would definitely stay again!"
The Marker Key West Harbor Resort
8/10 Good
"Great location . Hotel was very nice and I would stay there again . However The resort fee is pretty steep and doesn’t really get you anything…."
Other attractions near Waterfront Playhouse

Key West Shipwreck Museum
8.6/10 (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.

Mallory Square
9.2/10 (15,939 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.

Mallory Dock
8.8/10 (1,152 reviews)
You can find the perfect gifts to bring home at Mallory Dock during your trip to Key West. Wander the area's seaside or simply enjoy one of its lively bars.

Museum of Art & History at the Custom House
8.4/10 (15 reviews)
You can spend time studying the exhibits at Museum of Art & History at the Custom House during your trip to Key West. Discover the area's lively bars and its lively festivals.
Photo by Rob O’Neal
Custom House Museum
9.0/10 (30 reviews)
Visit this historic work of architecture to explore an award-winning museum, learn about the early Key West community and gaze across the Key West Harbor.

Key West Museum of Art and History
9.0/10 (2 reviews)
You can spend an afternoon studying the exhibits at Key West Museum of Art and History during your travels in Key West. In the area, take in the lively festivals and beautiful sunsets.

Audubon House and Tropical Gardens
8.8/10 (378 reviews)
Visit a house named after famed naturalist John James Audubon. Learn the history of why the house came to be here.

Mel Fisher Maritime Museum
9.2/10 (56 reviews)
Key West’s definitive maritime museum is an important attraction for anyone wanting to learn about early life in the Keys. Hear stories of slavery, pirates and fishermen.




