
Hotels near Waterfront Playhouse
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Aug 8 - Aug 9Tomorrow
Aug 9 - Aug 10Next weekend
Aug 14 - Aug 16In two weeks
Aug 21 - Aug 23 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
P12,254
P13,786 total
includes taxes & fees
Aug 9 - Aug 10




2. Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.5 km from Waterfront Playhouse
Robin
P10,301
P11,589 total
includes taxes & fees
Aug 9 - Aug 10




3. Artist House Key West
Artist House Key WestHistoric Seaport, 0.5 km from Waterfront Playhouse
NATHAN
P8,256
P9,288 total
includes taxes & fees
Aug 19 - Aug 20




4. The Gardens Hotel
The Gardens HotelDowntown Key West, 0.9 km from Waterfront Playhouse
Salvatore
P12,247
P13,778 total
includes taxes & fees
Aug 30 - Aug 31




5. Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 1.3 km from Waterfront Playhouse
William
P12,243
P13,773 total
includes taxes & fees
Aug 12 - Aug 13




6. Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 1.4 km from Waterfront Playhouse
Dylan
P6,701
P8,292 total
includes taxes & fees
Aug 19 - Aug 20




7. The Marquesa Hotel
The Marquesa HotelOld Town Key West, 0.7 km from Waterfront Playhouse
Darrell
P13,742
P18,881 total
includes taxes & fees
Aug 23 - Aug 24




8. H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1.6 km from Waterfront Playhouse
James
P16,968
P23,194 total
includes taxes & fees
Aug 9 - Aug 10




9. Island City House Hotel
Island City House HotelHistoric Seaport, 0.8 km from Waterfront Playhouse
Amelia
P10,423
P11,725 total
includes taxes & fees
Aug 9 - Aug 10




10. The Mermaid & Alligator
The Mermaid & AlligatorOld Town Key West, 1.3 km from Waterfront Playhouse
Kayla
P12,479
P14,039 total
includes taxes & fees
Aug 17 - Aug 18




11. The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1.7 km from Waterfront Playhouse
Dan
P9,898
P12,656 total
includes taxes & fees
Aug 30 - Aug 31




12. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West, 1.2 km from Waterfront Playhouse
Jaime
P5,980
P9,029 total
includes taxes & fees
Aug 9 - Aug 10




13. Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West, 1.4 km from Waterfront Playhouse
Alex
P4,864
P9,587 total
includes taxes & fees
Aug 19 - Aug 20




14. Duval House
Duval HouseDowntown Key West, 1.1 km from Waterfront Playhouse
Melissa
P6,629
P8,765 total
includes taxes & fees
Aug 26 - Aug 27




15. Santa Maria Suites
Santa Maria SuitesUptown - Upper Duval, 1.8 km from Waterfront Playhouse
Nila
P17,006
P23,247 total
includes taxes & fees
Aug 23 - Aug 24




16. Weatherstation Inn
Weatherstation InnTruman Annex, 0.5 km from Waterfront Playhouse
Bret
P10,911
P12,275 total
includes taxes & fees
Aug 11 - Aug 12




17. Westwinds Inn
Westwinds InnHistoric Seaport, 0.9 km from Waterfront Playhouse
Nicole
P9,620
P10,822 total
includes taxes & fees
Aug 12 - Aug 13




18. Southernmost House - Adult Exclusive
Southernmost House - Adult ExclusiveUptown - Upper Duval, 1.8 km from Waterfront Playhouse
Mark
P8,491
P17,267 total
includes taxes & fees
Aug 23 - Aug 24




19. Ambrosia Key West
Ambrosia Key WestOld Town Key West, 0.7 km from Waterfront Playhouse
Jenina
P11,524
P12,964 total
includes taxes & fees
Aug 13 - Aug 14




20. Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic InnsOld Town Key West, 1.1 km from Waterfront Playhouse
Karri
P12,343
P16,972 total
includes taxes & fees
Aug 24 - Aug 25
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 1,007 reviews | View | |||||
![]() Artist House Key West | 9.8 Exceptional 452 reviews | View | |||||
![]() The Gardens Hotel | 9.8 Exceptional 1,003 reviews | View | |||||
![]() Orchid Key Inn - Adults Only | 9.8 Exceptional 1,006 reviews | View |
Top Waterfront Playhouse Hotel Reviews
The Marker Key West Harbor Resort
10/10 Excellent
"Everything was excellent, the only thing was my Brother and I requested an 1 1/2 late checkout, he's handicapped and it would have helped not having to rush but were denied."
Hyatt Vacation Club at Sunset Harbor, Key West
10/10 Excellent
"Very nice"
Weatherstation Inn
10/10 Excellent
"Weatherstation inn was great. Quaint, clean, and super well located in Key West. We spent so much time on duval street and old Key West. We spent evening walking around Truman Annex looking at the lightning storms. Fort Zach Taylor state park was also in walking distance. The staff was super kind and helpful and generous with their amenities such as water, breakfast treats, coffee, and other snacks. We also took advantage of the dedicated parking. This place really was the highlight of the vacation and I will definitely book again."
Hyatt Centric Key West Resort and Spa
10/10 Excellent
"Clean, updated property, friendly staff. The pool is very small for the size of the property, but as a whole it was great."
Ocean Key Resort - A Noble House Resort
8/10 Good
"We had a nice stay at Ocean Key Resort. The location is great! There was a lot of noise from the balcony from Pier House Hotel AC units, but you could watch the sunsets with the band playing at the sunset pier below drowning out the AC noise. Overall it’s a nice resort! I would recommend staying here."
Simonton Court Historic Inn & Cottages
10/10 Excellent
"Would absolutely stay here again! The spaces are older and remodeled so not perfect and"
Heron House - Adult Only
10/10 Excellent
"close to pretty much every popular bar on Duval St. quiet location, free breakfast, friendly office staff, always helpful."
Banana's Foster Guesthouse
8/10 Good
"Nice - Clean room. It did the job. The location is perfect, and the older property was quaint! WIFI sucks and was practically non-existent, but my cell hotspot made up for that. Everything was done electronically from check-in to check-out; we never interacted with a real person. That said, everything was fine, just not what we are used to. If you're looking for a nice, clean place to stay that is near the action, this is for you. If you are looking for a resort with lots of amenities, this is not that kinda place, and we kinda liked that about our stay."
The Key West Hotel
10/10 Excellent
"This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!"
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 search for that perfect souvenir at Mallory Dock during your visit 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 exploring the galleries in 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 exploring the galleries in Key West Museum of Art and History during your trip to 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.




