Title: The 10 Best Hotels Near Waterfront Playhouse, Key West from CA $196 | Expedia.ca

  

[Key West Historic District Travel Guide](https://expedia.ca/Key-West-Key-West-Historic-District.dx6281809)[Waterfront Playhouse Car Rentals](https://expedia.ca/Car-Rentals-In-Waterfront-Playhouse.d553248621532652609.Car-Rental-Guide)[Waterfront Playhouse Vacations](https://expedia.ca/Waterfront-Playhouse-Key-West-Historic-District.d553248621532652609.Vacation-Attraction)

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# Find hotels near Waterfront Playhouse, Key West from CA $196

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## Check prices for these dates

Tonight

[Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Top Hotels Close to Waterfront Playhouse

![King Room D | Balcony](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/350337ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Room B | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/4d0697b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Single B | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/77670d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/6492356c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Simonton Court Historic Inn & Cottages

Historic Seaport, 0.5 km from Waterfront Playhouse

9.8/10

Exceptional

(851)

"Extremely kind, courteous staff and just great place to stay experiencing Key West"

CA $209

CA $235 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/890000/889900/889862/d2b2f582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 outdoor pools](https://images.trvl-media.com/lodging/1000000/890000/889900/889862/0c033c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![414 Balcony Deluxe](https://images.trvl-media.com/lodging/1000000/890000/889900/889862/aac6a7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite | Living area](https://images.trvl-media.com/lodging/1000000/890000/889900/889862/7a431bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Marquesa Hotel

Historic Seaport, 0.7 km from Waterfront Playhouse

9.8/10

Exceptional

(1005)

"Excellent accommodations! "

CA $290

CA $405 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Key-West-Hotels-The-Marquesa-Hotel.h889862.Hotel-Information)

![Queen Deluxe ADA](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/3d7c7063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/6c5261fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/0bfa8d1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini-refrigerator](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/bc9a86c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Almond Tree Inn Hotel - Adults Only

Downtown Key West, 1.3 km from Waterfront Playhouse

10/10

Exceptional

(1007)

"Great place to stay. "

CA $295

CA $332 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information)

![Carriage House | Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage 3 | Private kitchen](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/e110cfad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Historic | Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/9b9f5a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Eyebrow Cottage](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/c1cafba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gardens Hotel

Downtown Key West, 0.9 km from Waterfront Playhouse

9.8/10

Exceptional

(1004)

"Great location and rooms. Lovely gardens and pool. "

CA $314

CA $353 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/5e9e36b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/4d0009a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/e63ab6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/fbbbecd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Orchid Key Inn - Adults Only

Uptown - Upper Duval, 1.3 km from Waterfront Playhouse

9.8/10

Exceptional

(1008)

"It was very safe, clean, beautiful rooms and friendly guests. "

CA $249

CA $281 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information)

![Fountain](https://images.trvl-media.com/lodging/1000000/50000/41600/41511/13aedbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Arch House Garden View Studio w/ Balcony](https://images.trvl-media.com/lodging/1000000/50000/41600/41511/c81da648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/50000/41600/41511/5d4218e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Island City House Queen Suite w/ Porch | Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/41600/41511/faa33490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island City House Hotel

Historic Seaport, 0.8 km from Waterfront Playhouse

9.6/10

Exceptional

(1003)

"Great place i will stay again for sure "

CA $226

CA $254 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Key-West-Hotels-Island-City-House-Hotel.h41511.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/a17d99e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/b83c4cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/7e102845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/e6b2a42c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coco Plum Inn

Downtown Key West, 0.8 km from Waterfront Playhouse

9.6/10

Exceptional

(455)

"Overall great for couple's stay. "

CA $278

CA $313 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/f7ac1cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/be9325ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/862091af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/268530b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mermaid & Alligator

Old Town Key West, 1.3 km from Waterfront Playhouse

9.8/10

Exceptional

(262)

"Very Clean,Quiet and Confy"

[](https://www.expedia.ca/Key-West-Hotels-The-Mermaid-Alligator.h54232858.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/27000000/26840000/26831500/26831414/deeacc09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marquesa Room | Balcony view](https://images.trvl-media.com/lodging/27000000/26840000/26831500/26831414/b2047c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/27000000/26840000/26831500/26831414/a72c11ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Delaney Suite | Living area](https://images.trvl-media.com/lodging/27000000/26840000/26831500/26831414/faab4829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Conch House Heritage Inn

Old Town Key West, 1.3 km from Waterfront Playhouse

9.8/10

Exceptional

(134)

"Fantastic location "

CA $239

CA $269 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Key-West-Hotels-The-Conch-House-Heritage-Inn.h26831414.Hotel-Information)

![Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1750000/1749500/1749434/c579b899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/2000000/1750000/1749500/1749434/f17f7f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1750000/1749500/1749434/83214581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1750000/1749500/1749434/73aa79d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Weatherstation Inn

Truman Annex, 0.5 km from Waterfront Playhouse

9.4/10

Exceptional

(972)

"Excellent place to stay, walking distance to historic downtown area. Quaint Room at this historical building was very clean and our check-in was very efficient and friendly. Nice property with parking safely gated for protection. Would definetly stay here again. "

CA $237

CA $266 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Key-West-Hotels-Weatherstation-Inn.h1749434.Hotel-Information)

![Signature Apartment, 1 Bedroom, Kitchen, Poolside (Room 17) | Terrace/patio](https://images.trvl-media.com/lodging/20000000/19690000/19681600/19681527/537c4db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/20000000/19690000/19681600/19681527/a3be95ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/20000000/19690000/19681600/19681527/c77e5b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, 1 King Bed, Patio, Ground Floor (Room 10)](https://images.trvl-media.com/lodging/20000000/19690000/19681600/19681527/962c59be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Old Town Key West, 1.2 km from Waterfront Playhouse

9.8/10

Exceptional

(119)

"Great place to stay always clean an the employees are very respectful "

CA $339

CA $426 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Key-West-Hotels-Alexanders-Gay-And-Lesbian-Guesthouse-Adults-Only.h19681527.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/f87deff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Queen Beds | Living room](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/57c255ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/52bdb78e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/3120319b_edited_07ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### L'Habitation Guest House

Historic Seaport, 0.5 km from Waterfront Playhouse

9.4/10

Exceptional

(900)

"Great room and very nice staff. I would highly recommend this hotel. "

CA $177

CA $199 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/f2c5f58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/3ac97dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/acfeb5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/137c65ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Opal Key Resort & Marina, Key West

Old Town Key West, 0.1 km from Waterfront Playhouse

9.2/10

Wonderful

(1005)

"Nice location, easy to walk around. Staff was friendly. "

CA $349

CA $448 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/a299c4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Partial Harbor View](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/66a642ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/08834b0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/05980c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Key Resort - A Noble House Resort

Historic Seaport, < 0.1 km from Waterfront Playhouse

9.2/10

Wonderful

(1005)

"Great stay."

CA $290

CA $429 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information)

![Deluxe Suite, 1 King Bed, Private Pool | View from room](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/b744fec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillowtop beds, minibar](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/44a19a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/d854c1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/8bca03c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### H2O Suites - Adults Only

Uptown - Upper Duval, 1.6 km from Waterfront Playhouse

9.8/10

Exceptional

(569)

"The place was stunning. Quite, relaxing Amazing "

CA $419

CA $534 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information)

![3 outdoor pools, a heated pool, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/529500/529420/641eb7f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/530000/529500/529420/8379cc4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Townhome, 1 King Bed w/Sofa bed - Fleming's Veranda 100 (bedroom access via spiral staircase)](https://images.trvl-media.com/lodging/1000000/530000/529500/529420/36b2612a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Townhome, 1 King Bed w/Sofa bed - Parrot's Perch 103](https://images.trvl-media.com/lodging/1000000/530000/529500/529420/a151d564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ambrosia Key West

Old Town Key West, 0.7 km from Waterfront Playhouse

9.4/10

Exceptional

(1004)

"Loved staying here, such a cute place and the location was close to Duval St."

CA $273

CA $307 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Key-West-Hotels-Ambrosia-Key-West.h529420.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/a2bf0992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/581dcd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/46602c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 1 Queen Bed, City View, Annex Building | Private kitchen](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/c002f8c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Douglas House

Uptown - Upper Duval, 1.4 km from Waterfront Playhouse

9.6/10

Exceptional

(185)

"Absolute awesome place to stay"

CA $212

CA $247 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/b17bc7d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe King Patio](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/1cad9288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/fd5f07bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/447c80b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Westwinds Inn

Historic Seaport, 0.9 km from Waterfront Playhouse

9.4/10

Exceptional

(1000)

"Great place"

CA $263

CA $295 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Key-West-Hotels-Westwinds-Inn.h800064.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/586198d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8ea2dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/9013d891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Duval House

Downtown Key West, 1 km from Waterfront Playhouse

9.4/10

Exceptional

(1013)

"Very friendly, good breakfasts, clean rooms "

CA $147

CA $196 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Key-West-Hotels-Duval-House.h900423.Hotel-Information)

![11 Gecko's Garden - Adults Only](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/5a952061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/7db4678b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poinciana Patio, Pool View, Patio - Adult Only | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/a07e6903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/bbaba58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Inn

Downtown Key West, 1.1 km from Waterfront Playhouse

9.6/10

Exceptional

(351)

"Nice"

CA $259

CA $326 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Key-West-Hotels-Tropical-Inn.h9681053.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&regionId=553248621532652609&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Waterfront Playhouse Hotel Reviews

![Winslow's Bungalows - Key West Historic Inns](//images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg)

### Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Clean, cute, quaint property. Love that we had our own courtyard just steps away from the pool. So tranquil and walkable to EVERYTHING Key West"

[](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information)

![Simonton Court Historic Inn & Cottages](//images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/350337ab_y.jpg)

### Simonton Court Historic Inn & Cottages

10/10 Excellent

"My husband and I visited Key west for the weekend, our first time, and were pleasantly surprised by our entire trip. Simonton Court Inn was absolutely adorable. Perfectly nestled behind trees. The property was bigger than it appeared with 4 pools, breakfast patio, pool bar and perfectly styled rooms. The staff were kind and accommodating, bikes available for use and you can keep your luggage in the lobby and use the amenities on the day you check out, if you're catching the key west ferry out later that day. We had a great and time and will definitely be back. "

[](https://expedia.ca/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information)

![The Marker Key West Harbor Resort](//images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3_y.jpg)

### The Marker Key West Harbor Resort

10/10 Excellent

"Very nice place to stay . Great location and walking distance to a lot of places."

[](https://expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information)

![Heron House - Adult Only](//images.trvl-media.com/lodging/1000000/60000/57800/57730/04396af1_y.jpg)

### Heron House - Adult Only

10/10 Excellent

"This is a fantastic Inn. It is beautiful maintained and the grounds are stunning. Just a couple blocks from Duval St. so easy walking to all the excitement. Loved seeing Bob and Mary walking around and the cool gecko’s. Room was ice cold, clean and perfect for the two of us. We will definitely be returning."

[](https://expedia.ca/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information)

![La Concha Key West, Autograph Collection](//images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11_y.jpg)

### La Concha Key West, Autograph Collection

10/10 Excellent

"Awesome property , would 100% stay again. Staff was awesome. Only downside was one of the elevators wasn’t working and the room was a bit small…….. but no problem at all. Enjoyed our stay very much !!! Thanks "

[](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information)

![Southernmost Beach Resort and Guesthouses](//images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg)

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"One of the most enjoyable stays. Staff extremely knowledgeable and friendly. Received texts regarding activities daily-this was a nice touch! Property well staffed and maintained. Nice beach area which is a plus in Key West. "

[](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![Pier House Resort & Spa](//images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg)

### Pier House Resort & Spa

10/10 Excellent

"Nice rooms"

[](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

![Ocean Key Resort - A Noble House Resort](//images.trvl-media.com/lodging/1000000/20000/16700/16682/a299c4a1_y.jpg)

### Ocean Key Resort - A Noble House Resort

10/10 Excellent

"Beautiful ocean views with sunsets and great spa and pool area."

[](https://expedia.ca/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg)

### Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"The property was very pretty. Loved that it is on the beach. There was an elevator that was down so we had to use another one that I think was the staff elevator. It wouldn’t open the one time we used it for several minutes. The inside was very hot as it was not air conditioned. It was kind of scary, thankfully it opened after several minutes. "

[](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

## Hotels near other Waterfront Playhouse attractions

[](https://www.expedia.ca/Key-West-Shipwreck-Museum-Hotels.0-l6063545-0.Travel-Guide-Filter-Hotels)

![Key West Shipwreck Museum featuring street scenes](https://images.trvl-media.com/place/6063545/ca5c72da-e4d8-405d-a89c-4f692670e34a.jpg)

### Key West Shipwreck Museum

4.2/5 (358 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.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6063545)

[](https://www.expedia.ca/Mallory-Square-Hotels.0-l501385-0.Travel-Guide-Filter-Hotels)

![Mallory Square showing a square or plaza, signage and outdoor art](https://images.trvl-media.com/place/501385/06d27496-a1d4-4c9c-a103-f1319de84cd1.jpg)

### Mallory Square

4.5/5 (7,700 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.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=501385)

[](https://www.expedia.ca/Mallory-Dock-Hotels.0-l553248621563220296-0.Travel-Guide-Filter-Hotels)

![Mallory Dock](https://images.trvl-media.com/place/553248621563220296/7eaa3679-ebdf-43fb-832b-92ae6fe08604.jpg)

### Mallory Dock

4.4/5 (1,131 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.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621563220296)

[](https://www.expedia.ca/Museum-Of-Art-History-At-The-Custom-House-Hotels.0-l553248621533115796-0.Travel-Guide-Filter-Hotels)

![Old Post Office and Custom house, Key West](https://images.trvl-media.com/place/553248621533115796/52e5f5e4-82c4-41bb-883f-08cfc41a78b0.jpg)

### Museum of Art & History at the Custom House

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.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621533115796)

[](https://www.expedia.ca/Custom-House-Museum-Hotels.0-l6069265-0.Travel-Guide-Filter-Hotels)

![Custom House Museum featuring a statue or sculpture](https://images.trvl-media.com/place/6069265/1c8ccafd-b59e-4236-b129-6a1b4d56da4f.jpg)

Photo by Rob O’Neal

### Custom House Museum

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.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6069265)

[](https://www.expedia.ca/Key-West-Museum-Of-Art-And-History-Hotels.0-l6069279-0.Travel-Guide-Filter-Hotels)

![The Museum of Art & History in Key West, Florida.](https://images.trvl-media.com/place/6069279/957e82c5-e4d3-4d34-9623-6c277181057f.jpg)

### Key West Museum of Art and History

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.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6069279)

[](https://www.expedia.ca/Audubon-House-And-Tropical-Gardens-Hotels.0-l6068599-0.Travel-Guide-Filter-Hotels)

![Audubon House and Tropical Gardens featuring a house](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg)

### Audubon House and Tropical Gardens

Visit a house named after famed naturalist John James Audubon. Learn the history of why the house came to be here.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6068599)

[](https://www.expedia.ca/Mel-Fisher-Maritime-Museum-Hotels.0-l6163799-0.Travel-Guide-Filter-Hotels)

![St Maarten and St Martin](https://images.trvl-media.com/place/6163799/e86a432d-0e24-416d-b029-e5045c466cdf.jpg)

### Mel Fisher Maritime Museum

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.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6163799)

## Frequently asked questions

### What's the area like around Waterfront Playhouse?

> Waterfront Playhouse is located in an area of Key West known for its beautiful ocean views, sailing, and lively festivals. If you're looking for a convenient place to stay, check out the 1502 hotels and other accommodations you'll find within a mile.

### What's the best hotel to stay near Waterfront Playhouse?

> Adjacent to Waterfront Playhouse, [Hyatt Centric Key West Resort and Spa](https://www.expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) is one of the top choices for your stay based on our traveler data, and this resort offers a marina and a full-service spa. Other good options within a short distance include [La Concha Key West, Autograph Collection](https://www.expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) and [Pier House Resort & Spa](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information).

### How many hotels will I be able to find near Waterfront Playhouse?

> Expedia has 1502 hotels and other accommodations within a mile from Waterfront Playhouse.

### If I need to cancel the hotel reservation for my stay near Waterfront Playhouse, will I receive a refund?

> Yes, you'll find most hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Add your dates and click on "Search", then you can use the "fully refundable" filter to get the top deals on offer near Waterfront Playhouse.

### What can I see and do near Waterfront Playhouse?

> Key West Shipwreck Museum, Audubon House and Tropical Gardens, and Mel Fisher Maritime Museum feature a variety of fascinating exhibits to see while you're in town. Sights like Harry S. Truman Little White House, Key West Historic Seaport, and Ernest Hemingway Home and Museum are landmarks to visit in the area. You can watch performances at Red Barn Theater, Key West Film Society, and Key West Burlesque Theater if you're interested in local theater.

## Explore a world of travel with Expedia

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-   [Hotels with Balconies in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-Balconies.0-n553248635976481798-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
-   [Hotels with smoking rooms in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-Smoking-Rooms.0-n553248635976481798-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
-   [Hotels with Tennis Courts in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-Tennis-Courts.0-n553248635976481798-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Luxury-Hotel.0-n553248635976481798-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Mountain Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Mountain-Hotels.0-n553248635976481798-0-tMountainHotels.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Oceanfront-Hotels.0-n553248635976481798-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Pet-Friendly-Hotel.0-n553248635976481798-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Romantic-Hotel.0-n553248635976481798-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Shopping Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Shopping-Hotel.0-n553248635976481798-0-tShoppingHotel.Travel-Guide-Filter-Hotels)
-   [Ski Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Ski-Hotel.0-n553248635976481798-0-tSkiHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Spa-Hotel.0-n553248635976481798-0-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Hotel Wedding Venues Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Wedding-Hotels.0-n553248635976481798-0-tWeddingHotels.Travel-Guide-Filter-Hotels)
-   [Winery Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Winery-Hotel.0-n553248635976481798-0-tWineryHotel.Travel-Guide-Filter-Hotels)
-   [Sunset Key Hotels](https://www.expedia.ca/Sunset-Key-Key-West-Hotels.0-n553248635976481798-0.Travel-Guide-Filter-Hotels)
-   [The Meadows Hotels](https://www.expedia.ca/The-Meadows-Key-West-Hotels.0-n553248635976482006-0.Travel-Guide-Filter-Hotels)
-   [Adults Only Resorts & in Truman Annex](https://www.expedia.ca/Truman-Annex-Key-West-Hotels-Adults-Only-Resorts.0-n553248635976473207-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [All Inclusive Resorts and in Truman Annex](https://www.expedia.ca/Truman-Annex-Key-West-Hotels-All-Inclusive-Hotel.0-n553248635976473207-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
-   [Beach Hotel Hotels in Truman Annex](https://www.expedia.ca/Truman-Annex-Key-West-Hotels-Beach-Hotel.0-n553248635976473207-0-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Truman Annex](https://www.expedia.ca/Truman-Annex-Key-West-Hotels-Cheap-Hotels.0-n553248635976473207-0-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with Early Check-in in Truman Annex](https://www.expedia.ca/Truman-Annex-Key-West-Hotels-Hotel-With-Early-Check-In.0-n553248635976473207-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
-   [Hotels with Free Parking in Truman Annex](https://www.expedia.ca/Truman-Annex-Key-West-Hotels-Hotels-With-Free-Parking.0-n553248635976473207-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
-   [Lgbt Friendly Hotels in Truman Annex](https://www.expedia.ca/Truman-Annex-Key-West-Hotels-LGBT-Friendly-Hotel.0-n553248635976473207-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Truman Annex](https://www.expedia.ca/Truman-Annex-Key-West-Hotels-Oceanfront-Hotels.0-n553248635976473207-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in Truman Annex](https://www.expedia.ca/Truman-Annex-Key-West-Hotels-Romantic-Hotel.0-n553248635976473207-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Truman Annex Hotels](https://www.expedia.ca/Truman-Annex-Key-West-Hotels.0-n553248635976473207-0.Travel-Guide-Filter-Hotels)
-   [Uptown - Upper Duval Hotels](https://www.expedia.ca/Uptown-Upper-Duval-Key-West-Hotels.0-n553248635976473524-0.Travel-Guide-Filter-Hotels)

-   [Flights to Key West](https://www.expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)
-   [Flights from Williston to Key West](https://www.expedia.ca/lp/flights/1636/1187/williston-to-key-west)
-   [Flights from Toronto to Key West](https://www.expedia.ca/lp/flights/178314/1187/toronto-to-key-west)

-   [Duval Street](https://www.expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
-   [Harry S. Truman Little White House](https://www.expedia.ca/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction)
-   [Visit Historic Seaport](https://www.expedia.ca/Key-West-Historic-Seaport.dx553248635976383502)
-   [Key West Shipwreck Museum](https://www.expedia.ca/Key-West-Shipwreck-Museum-Key-West-Historic-District.d6063545.Vacation-Attraction)
-   [Key West Vacations](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides)
-   [Visit Key West](https://www.expedia.ca/Key-West.dx1187)
-   [Mallory Square](https://www.expedia.ca/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction)
-   [Mel Fisher Maritime Museum](https://www.expedia.ca/Mel-Fisher-Maritime-Museum-Old-Town-Key-West.d6163799.Vacation-Attraction)
-   [All inclusive Vacation Packages Key West](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/1187/Key-West)

-   [Car rental Key West](https://www.expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)

-   [Key West Vacation Rentals](https://www.expedia.ca/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)

-   [Things to do in Key West](https://www.expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)