Title: The 10 Best Hotels Near Waterfront Playhouse, Key West from CA $217 | 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 $217

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## Check prices for these dates

Tonight

[Nov 28 - Nov 29](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2025-11-28&endDate=2025-11-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 29 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2025-11-29&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Top Hotels Close to Waterfront Playhouse

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/1ae9d542.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)

![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)

### Almond Tree Inn Hotel - Adults Only

Downtown Key West, 1.3 km from Waterfront Playhouse

10/10

Exceptional

(1008)

"Great place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bettina

CA $282

CA $317 total

includes taxes & fees

Nov 30 - Dec 1

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

![Porch](https://images.trvl-media.com/lodging/1000000/890000/889900/889862/12655222.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)

### The Marquesa Hotel

Historic Seaport, 0.7 km from Waterfront Playhouse

9.8/10

Exceptional

(1007)

"Perfect place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paulette

CA $446

CA $580 total

includes taxes & fees

Dec 1 - Dec 2

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

![Eyebrow Cottage](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/c1cafba1.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)

### The Gardens Hotel

Downtown Key West, 0.9 km from Waterfront Playhouse

9.8/10

Exceptional

(1001)

"Amazing hotel, the perfect Key West vibe. Clean rooms, delicious breakfast. We will come back again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Isis

CA $314

CA $353 total

includes taxes & fees

Dec 2 - Dec 3

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

![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)

![Property grounds](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/49f6e3c6.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

(872)

"Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leonid

CA $209

CA $235 total

includes taxes & fees

Nov 30 - Dec 1

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

(1010)

"This was our fourth stay at the Island City House and we keep coming back because of the exceptional service, clean rooms and premises, as well as the great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph

CA $300

CA $338 total

includes taxes & fees

Nov 30 - Dec 1

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

![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)

![Exterior](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/be9325ea.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

(269)

"Property had several areas to relax."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mateo

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

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/e63ab6d5.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

(1009)

"Great location and amazing staff!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charles

CA $334

CA $376 total

includes taxes & fees

Dec 2 - Dec 3

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

![Interior](https://images.trvl-media.com/lodging/20000000/19690000/19681600/19681527/8b4f5465.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)

![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)

### Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Old Town Key West, 1.2 km from Waterfront Playhouse

9.8/10

Exceptional

(129)

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

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charles

CA $175

CA $251 total

includes taxes & fees

Dec 1 - Dec 2

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

![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)

![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)

### Coco Plum Inn

Downtown Key West, 0.8 km from Waterfront Playhouse

9.6/10

Exceptional

(459)

"Overall great for couple's stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Quazi

CA $249

CA $280 total

includes taxes & fees

Nov 30 - Dec 1

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

![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)

![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)

![Outdoor pool](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/a7d26b15.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

(361)

"Everything was great. Staff was very helpful. Place was outstanding. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Edward

CA $305

CA $378 total

includes taxes & fees

Dec 1 - Dec 2

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

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/05980c06.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)

![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)

### Ocean Key Resort - A Noble House Resort

Historic Seaport, < 0.1 km from Waterfront Playhouse

9.2/10

Wonderful

(1008)

"Great stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarit

CA $327

CA $477 total

includes taxes & fees

Dec 16 - Dec 17

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

![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)

![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)

![Front of property](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/9897e72e.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

(1009)

"Staff was amazing Room super clean"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JULIE

CA $264

CA $297 total

includes taxes & fees

Nov 30 - Dec 1

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

![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/530000/529500/529420/4b7856d3.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 - 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

(1008)

"Great place!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimberly

CA $308

CA $346 total

includes taxes & fees

Dec 1 - Dec 2

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

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/6273e943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 8 - Second Floor - 21+ Adult Only](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/40d45a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/c5a1aac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 2 - First Floor - 21+ Adult Only](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/7962a1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marrero's Guest Mansion

Downtown Key West, 0.6 km from Waterfront Playhouse

9.4/10

Exceptional

(335)

"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott

CA $372

CA $418 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Key-West-Hotels-Marreros-Guest-Mansion.h21529421.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/1000000/910000/900500/900423/9013d891.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)

### Duval House

Downtown Key West, 1 km from Waterfront Playhouse

9.4/10

Exceptional

(1015)

"Love it, place was beautiful and staff was very friendly."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

CA $166

CA $217 total

includes taxes & fees

Dec 1 - Dec 2

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

![Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/deb4f031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/7b74491f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Merlin's) | Living area](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/be984071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Merlin's)](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/8034db18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ella's Cottages - Key West Historic Inns

Old Town Key West, 1.1 km from Waterfront Playhouse

9.4/10

Exceptional

(399)

"Friendly staff, Beautiful property "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ishta

CA $307

CA $417 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Key-West-Hotels-Kimpton-Ellas-Cottages.h863188.Hotel-Information)

![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/e32c81ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a383df35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a156943e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Marker Key West Harbor Resort

Historic Seaport, 0.6 km from Waterfront Playhouse

9.2/10

Wonderful

(1013)

"The staff is great! This was our second stay at The Marker in 6 mos, great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

cindy

CA $281

CA $404 total

includes taxes & fees

Dec 1 - Dec 2

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

![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Studio, 1 King Bed (Room 2a)](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/974a1d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/747c0ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/86679c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Key West Hotel

Historic Seaport, 0.4 km from Waterfront Playhouse

9.2/10

Wonderful

(510)

"location was great nice bar party vibe"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert Howard

CA $310

CA $425 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Key-West-Hotels-Casa-325.h8657021.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/dc763054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/f9b09089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/eb0b0d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/14ad35b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Palms Inn

Old Town Key West, 1.4 km from Waterfront Playhouse

9.4/10

Exceptional

(1014)

"Nice clean room, nice pool, convenient walk to Duval Street, pleasant staff, on site parking, great breakfast, what else could you ask for?.. recommended and will visit again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph

CA $137

CA $249 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Key-West-Hotels-Silver-Palms-Inn.h894030.Hotel-Information)

![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Multiple Beds, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/f51cc383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Dockside) | Living room](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/053d9529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/d639c41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pier House Resort & Spa

Historic Seaport, 0.1 km from Waterfront Playhouse

9.0/10

Wonderful

(1008)

"Great place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Billy

CA $1,149

CA $1,384 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.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=2025-12-13&endDate=2025-12-14&regionId=553248621532652609&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Waterfront Playhouse Hotel Reviews

![Island City House Hotel](https://images.trvl-media.com/lodging/1000000/50000/41600/41511/13aedbd7_y.jpg)

### Island City House Hotel

10/10 Excellent

"all good!"

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

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg)

### Pier House Resort & Spa

10/10 Excellent

"Excellent "

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

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

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Room was very clean and staff was v"

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

![The Cabana Inn Key West - Adults Only](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/98bddc65_y.jpg)

### The Cabana Inn Key West - Adults Only

10/10 Excellent

"Yes immaculate."

[](https://expedia.ca/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information)

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

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

10/10 Excellent

"Room was extremely clean and spacious"

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

![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/f2c5f58d_y.jpg)

### Opal Key Resort & Marina, Key West

10/10 Excellent

"Spotless room, great views"

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

![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4_y.jpg)

### NYAH Key West - Adults Only

10/10 Excellent

" Best location "

[](https://expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information)

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

### Heron House - Adult Only

10/10 Excellent

"Great room. Great atmosphere"

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

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

### Ocean Key Resort - A Noble House Resort

10/10 Excellent

"Wonderful location!"

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

## Hotels near other Waterfront Playhouse attractions

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

![Exploring the view from Key West Shipwreck Museum in Key West, Florida on a sunny day with vibrant skies and coastal charm](https://images.trvl-media.com/place/6063545/f9439cdc-ffda-4093-a8d7-25f71d08a160.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)

![Sunset sailing at Mallory Square in Key West, Florida, featuring multiple sailboats against an orange sky](https://images.trvl-media.com/place/501385/4946c92b-a7e6-43eb-9fc8-9588373f2112.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)

![BGDEB7 Cruise Ship in Key West, Florida Keys, USA. Image shot 10/2009. Exact date unknown.](https://images.trvl-media.com/place/553248621563220296/bd483a80-61cc-4ca8-9c6f-30a601926464.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](https://images.trvl-media.com/place/6069265/3ba592ce-2000-4ff0-92f7-6f0c68aa95f0.jpg)

### 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 showing a garden and a house](https://images.trvl-media.com/place/6068599/cdb17252-0407-4730-85b4-18461eb8f0c5.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)

![The last drop of our cruise. Key west, margaritas and James Buffett awesome little town.](https://images.trvl-media.com/place/1187/657f4684-42f7-4a2b-b23d-51e2d63a16b0.jpg)

Photo by Gregg Tobias

### 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 1515 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 [Pier House Resort & Spa](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) and [La Concha Key West, Autograph Collection](https://www.expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information).

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

> Expedia has 1515 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 Harry S. Truman Little White House feature a variety of fascinating exhibits to see while you're in town. Sights like Key West Historic Seaport, Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters 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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-   [Golf Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Golf-Hotel.0-n553248635976481798-0-tGolfHotel.Travel-Guide-Filter-Hotels)
-   [Honeymoon Resorts and in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Honeymoon-Hotels.0-n553248635976481798-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels)
-   [Hotels with Early Check-in in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotel-With-Early-Check-In.0-n553248635976481798-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
-   [Hotels with a Lazy River in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-A-Lazy-River.0-n553248635976481798-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels)
-   [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)