Key West Waterfront Playhouse Hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
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
10.0 out of 10, Exceptional, (1,006 reviews)
"Great stay! Great location and friendly, helpful staff. Loved our stay here! Would recommend."
Linda
The price is HK$1,793
HK$2,017 total
includes taxes & fees
3 Aug - 4 Aug
2. 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)
"Wonderful place and staff!"
William
The price is HK$1,786
HK$2,009 total
includes taxes & fees
3 Aug - 4 Aug
3. Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.5 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,002 reviews)
"Perfcet location and walk to everything , we very much enjoyed our stay!"
Rita
The price is HK$1,482
HK$1,667 total
includes taxes & fees
9 Aug - 10 Aug
4. Tranquility Guest House
Tranquility Guest HouseBahama Village, 0.9 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (7 reviews)
"It was a great property, very clean room and excellent price. Staff was great."
Hector
The price is HK$1,144
HK$1,984 total
includes taxes & fees
27 Jul - 28 Jul
5. The Gardens Hotel
The Gardens HotelDowntown Key West, 0.9 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,000 reviews)
"Loved the hotel, Super cozy and private …"
Floriza
The price is HK$1,579
HK$1,776 total
includes taxes & fees
11 Aug - 12 Aug
6. The Mermaid & Alligator
The Mermaid & AlligatorOld Town Key West, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (307 reviews)
"Great location, lovely place, clean and comfortable room. Highly recommend! "
Mary
The price is HK$1,676
HK$1,885 total
includes taxes & fees
26 Jul - 27 Jul
7. The Conch House Heritage Inn
The Conch House Heritage InnOld Town Key West, 1.3 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (179 reviews)
"Great location "
Lucy
The price is HK$1,486
HK$1,672 total
includes taxes & fees
5 Aug - 6 Aug
8. The Marquesa Hotel
The Marquesa HotelOld Town Key West, 0.7 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (1,000 reviews)
"Great location and beautiful property. I appreciate the parking which comes at a premium in Key West and the two swimming pools. Just enough off the beaten path to feel comfortable."
Darrell
The price is HK$1,772
HK$2,434 total
includes taxes & fees
4 Aug - 5 Aug
9. 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, (149 reviews)
"The staff and other guests were very friendly. The room was spacious and the bed was comfortable. "
Annette
The price is HK$840
HK$1,243 total
includes taxes & fees
21 Jul - 22 Jul
10. H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1.6 km from Waterfront Playhouse
9.8 out of 10, Exceptional, (626 reviews)
"We had a wonderful stay!"
Elizabeth
The price is HK$2,266
HK$3,078 total
includes taxes & fees
16 Aug - 17 Aug
11. Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 1.4 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (456 reviews)
"Great stay"
Matthew
The price is HK$738
HK$913 total
includes taxes & fees
21 Jul - 22 Jul
12. Island City House Hotel
Island City House HotelHistoric Seaport, 0.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,002 reviews)
"We loved our time here! This was a child friendly space in a beautiful setting. The staff was very kind, the space was clean and comfortable. We will definitely be back!"
Brittany
The price is HK$1,458
HK$1,640 total
includes taxes & fees
26 Jul - 27 Jul
13. Tropical Inn
Tropical InnDowntown Key West, 1.1 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (424 reviews)
"It’s a super unique property and has a ton of character . Pool and garden area are fantastic . Right in the heart of Duval st. and all the action. Would stay again"
Brandon Colby
The price is HK$1,591
HK$1,986 total
includes taxes & fees
9 Aug - 10 Aug
14. The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1.7 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,001 reviews)
"The room was clean and quaint, the staff was very friendly, the property was beautiful and the location was excellent. Would love to stay again!"
Jason
The price is HK$1,221
HK$1,570 total
includes taxes & fees
21 Jul - 22 Jul
15. Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West, 1.4 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,035 reviews)
"Nice staff and close to everything. I would stay there again"
Alex
The price is HK$571
HK$1,171 total
includes taxes & fees
3 Aug - 4 Aug
16. Santa Maria Suites
Santa Maria SuitesUptown - Upper Duval, 1.8 km from Waterfront Playhouse
9.6 out of 10, Exceptional, (1,003 reviews)
"Great stay"
Steven
The price is HK$2,344
HK$3,166 total
includes taxes & fees
18 Aug - 19 Aug
17. Duval House
Duval HouseDowntown Key West, 1.1 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,052 reviews)
"The hotel has a perfect location. We enjoyed the breakfast. It was clean and the staff was amazing."
david
The price is HK$933
HK$1,218 total
includes taxes & fees
11 Aug - 12 Aug
18. Westwinds Inn
Westwinds InnHistoric Seaport, 0.9 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,001 reviews)
"Nice place to stay!"
michael
The price is HK$1,305
HK$1,469 total
includes taxes & fees
27 Jul - 28 Jul
19. Southernmost House - Adult Exclusive
Southernmost House - Adult ExclusiveUptown - Upper Duval, 1.8 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,003 reviews)
"The room was amazing with a great kitchen, and very clean. The staff was very professional and friendly and the breakfast delicious."
Alina
The price is HK$1,092
HK$2,221 total
includes taxes & fees
20 Aug - 21 Aug
20. Ambrosia Key West
Ambrosia Key WestOld Town Key West, 0.7 km from Waterfront Playhouse
9.4 out of 10, Exceptional, (1,001 reviews)
"The rooms were clean and the staff was helpful and brought clean towels daily."
Rachel
The price is HK$1,408
HK$1,584 total
includes taxes & fees
22 Jul - 23 Jul
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 1,006 reviews | View | ||||||
 Orchid Key Inn - Adults Only | 9.8 Exceptional 1,004 reviews | View | ||||||
 Simonton Court Historic Inn & Cottages | 9.8 Exceptional 1,002 reviews | View | ||||||
 Tranquility Guest House | 9.8 Exceptional 7 reviews | View | ||||||
 The Gardens Hotel | 9.8 Exceptional 1,000 reviews | View |
Top Waterfront Playhouse Hotel Reviews
La Concha Key West, Autograph Collection
10/10 Excellent
