Title: The 10 Best Hotels Near Waterfront Playhouse, Key West from CA $417 | 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2026-01-15&endDate=2026-01-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 16 - Jan 17](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2026-01-16&endDate=2026-01-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for Waterfront Playhouse hotels ![Queen with Pool View](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/2d84982c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/4d67c395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Suite H | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/cc10991a.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) ### Simonton Court Historic Inn & Cottages [](https://www.expedia.ca/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information) Historic Seaport, 0.5 km from Waterfront Playhouse 9.8/10 Exceptional (897 reviews) "I loved staying here! The room was great and the staff was awesome! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany CA $637 CA $717 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.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) ![Porch](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/37c4e4c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/f9d7e75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/b1b91ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Almond Tree Inn Hotel - Adults Only [](https://www.expedia.ca/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information) Downtown Key West, 1.3 km from Waterfront Playhouse 10/10 Exceptional (1,006 reviews) "Clean room , friendly staff , excellent location . Would stay again ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $628 CA $706 total includes taxes & fees Jan 19 - Jan 20 [](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) ![414 Premier Two King](https://images.trvl-media.com/lodging/1000000/890000/889900/889862/d0f704f7.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) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/890000/889900/889862/528c228e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Marquesa Hotel [](https://www.expedia.ca/Key-West-Hotels-The-Marquesa-Hotel.h889862.Hotel-Information) Old Town Key West, 0.7 km from Waterfront Playhouse 9.8/10 Exceptional (1,001 reviews) "Perfect place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paulette CA $574 CA $723 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Key-West-Hotels-The-Marquesa-Hotel.h889862.Hotel-Information) ![Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave](https://images.trvl-media.com/lodging/20000000/19690000/19681600/19681527/02245218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/20000000/19690000/19681600/19681527/76203247.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) ![Premier Suite, 1 King Bed with Sofa bed, Patio, Garden Area (Room 16) | Living area](https://images.trvl-media.com/lodging/20000000/19690000/19681600/19681527/1c17a8d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly [](https://www.expedia.ca/Key-West-Hotels-Alexanders-Gay-And-Lesbian-Guesthouse-Adults-Only.h19681527.Hotel-Information) Old Town Key West, 1.2 km from Waterfront Playhouse 9.8/10 Exceptional (138 reviews) "We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sammy CA $499 CA $624 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Key-West-Hotels-Alexanders-Gay-And-Lesbian-Guesthouse-Adults-Only.h19681527.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/ba6b4821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/f6fb7a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/9cfe0bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio Suite, 1 King Bed, Garden View, Ground Floor](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/d35b4a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Douglas House [](https://www.expedia.ca/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information) Uptown - Upper Duval, 1.4 km from Waterfront Playhouse 9.6/10 Exceptional (254 reviews) "Loved the hotel will definitely stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina CA $493 CA $610 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Key-West-Hotels-Douglas-House.h110488130.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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/048e43bb.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/2317df22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Key Resort - A Noble House Resort [](https://www.expedia.ca/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information) Historic Seaport, < 0.1 km from Waterfront Playhouse 9.2/10 Wonderful (1,006 reviews) "Upon arrival everything about this resort, the staff the room the views made our trip to Key West that much better thank you" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randy CA $776 CA $981 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/069776b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/c395702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/14c574b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/b4d45af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Santa Maria Suites [](https://www.expedia.ca/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information) Uptown - Upper Duval, 1.8 km from Waterfront Playhouse 9.6/10 Exceptional (1,007 reviews) "Awesome place we loved it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Josh CA $637 CA $811 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Key-West-Hotels-Santa-Maria-Suites.h910922.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) ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/c4de212e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/1964c1a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ella's Cottages - Key West Historic Inns [](https://www.expedia.ca/Key-West-Hotels-Kimpton-Ellas-Cottages.h863188.Hotel-Information) Old Town Key West, 1.1 km from Waterfront Playhouse 9.4/10 Exceptional (423 reviews) "Excellent food, location, friendly staff and pool was awesome." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $636 CA $786 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Key-West-Hotels-Kimpton-Ellas-Cottages.h863188.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/8a2ee79c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/ad546a42.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) ### The Key West Hotel [](https://www.expedia.ca/Key-West-Hotels-Casa-325.h8657021.Hotel-Information) Historic Seaport, 0.4 km from Waterfront Playhouse 9.2/10 Wonderful (518 reviews) "location was great nice bar party vibe" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert Howard CA $461 CA $595 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Key-West-Hotels-Casa-325.h8657021.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/8f5a3ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/4c72d608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/997103b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/36bb9144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caribbean House [](https://www.expedia.ca/Key-West-Hotels-Caribbean-House.h96386935.Hotel-Information) Bahama Village, 1 km from Waterfront Playhouse 9.2/10 Wonderful (303 reviews) "Great place to stay in the middle of key west" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jerry CA $390 CA $473 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Key-West-Hotels-Caribbean-House.h96386935.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154002/d5932f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154002/b69fa79e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154002/71c648b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cozy King ](https://images.trvl-media.com/lodging/2000000/1160000/1154100/1154002/998684c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Garden House [](https://www.expedia.ca/Key-West-Hotels-The-Garden-House.h1154002.Hotel-Information) Historic Seaport, 0.6 km from Waterfront Playhouse 9.2/10 Wonderful (674 reviews) "The room was clean. The breakfast was amazing and the Host was available tent I’ve to our needs and a fun person to be around . We slept great and we wanted to know what kind of mattress it was." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hollie CA $344 CA $417 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Key-West-Hotels-The-Garden-House.h1154002.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/e0f768ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse, 1 King Bed, Corner (View) | View from room](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/1cfbee86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/c8d74747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Concha Key West, Autograph Collection [](https://www.expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) Historic Seaport, 0.5 km from Waterfront Playhouse 9.0/10 Wonderful (314 reviews) "Clean, super comfortable, close to everything" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Virginia CA $457 CA $561 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/3e2c6b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/e213aee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/c435c8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tropical King](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/84d1a4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron House - Adult Only [](https://www.expedia.ca/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) Downtown Key West, 0.7 km from Waterfront Playhouse 9.0/10 Wonderful (1,139 reviews) "Great location to Duval street and restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $356 CA $453 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/ae6676ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sweet Caroline - Two Bedroom Spacious Apartment | Living area](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/41684e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sweet Caroline - Two Bedroom Spacious Apartment](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/9c58be32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/05765b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Banana's Foster Guesthouse [](https://www.expedia.ca/Key-West-Hotels-Bananas-Foster-Guesthouse.h110348140.Hotel-Information) Historic Seaport, 0.4 km from Waterfront Playhouse 9.0/10 Wonderful (8 reviews) "The room was spotless and very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KARLA CA $395 CA $671 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Key-West-Hotels-Bananas-Foster-Guesthouse.h110348140.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/4f32f1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/4c1d11cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/64f105b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Bathroom](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/4c1c78dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Saint Hotel Key West, Autograph Collection, Adult Only [](https://www.expedia.ca/Key-West-Hotels-The-Saint-Hotel-Key-West.h9650708.Hotel-Information) Historic Seaport, 0.5 km from Waterfront Playhouse 9.0/10 Wonderful (346 reviews) "Great spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $471 CA $530 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Key-West-Hotels-The-Saint-Hotel-Key-West.h9650708.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/260fef76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/66df4261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/fda9ca5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/5145df50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Authors of Key West Guest House [](https://www.expedia.ca/Key-West-Hotels-Authors-Of-Key-West-Guest-House.h529277.Hotel-Information) The Meadows, 1.5 km from Waterfront Playhouse 9.0/10 Wonderful (1,001 reviews) "Everyone was awesome and the rooms and pool was great also" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary [](https://www.expedia.ca/Key-West-Hotels-Authors-Of-Key-West-Guest-House.h529277.Hotel-Information) ![King Suite #1, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Room amenity](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/a2126c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Suite #8, Full Kitchen, Ground Floor, Pool View, Private Bathroom](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/50837d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/17ceacd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Suite #7, Full Kitchen, Ground Floor, Pool View, Private Bathroom](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/cbe4aefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alexander Palms Court [](https://www.expedia.ca/Key-West-Hotels-Alexander-Palms-Court.h974964.Hotel-Information) Casa Marina, 1.8 km from Waterfront Playhouse 9.2/10 Wonderful (1,007 reviews) "Excellent stay, beautiful property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivan CA $536 CA $603 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Key-West-Hotels-Alexander-Palms-Court.h974964.Hotel-Information) ![Studio Suite | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/6df6fc13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Loft | Living area](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/e4d0f9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Loft | Living area](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/2227d69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Living area](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/7143a78a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eden House [](https://www.expedia.ca/Key-West-Hotels-Eden-House.h1709243.Hotel-Information) Historic Seaport, 1.1 km from Waterfront Playhouse 9.0/10 Wonderful (1,000 reviews) "Very nice, clean and great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rich CA $441 CA $556 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Key-West-Hotels-Eden-House.h1709243.Hotel-Information) ![Food and drink](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/4d2c753c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/98bddc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabana Cottage](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/75209084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/8cc28f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabana Inn Key West - Adults Only [](https://www.expedia.ca/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information) Downtown Key West, 0.7 km from Waterfront Playhouse 8.8/10 Excellent (1,000 reviews) "Staff friendly very accommodating very clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry CA $359 CA $467 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information) ![Studio, Ocean View | Beach/ocean view](https://images.trvl-media.com/lodging/88000000/87370000/87360600/87360593/1d43861a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/88000000/87370000/87360600/87360593/e1bc9a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach](https://images.trvl-media.com/lodging/88000000/87370000/87360600/87360593/bc959f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Suite | Resort view](https://images.trvl-media.com/lodging/88000000/87370000/87360600/87360593/7ac40fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coconut Beach Resort [](https://www.expedia.ca/Key-West-Hotels-Coconut-Beach-Resort.h87360593.Hotel-Information) Casa Marina, 2 km from Waterfront Playhouse 9.0/10 Wonderful (149 reviews) "Quiet place with stunning sunset views " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zheng CA $582 CA $655 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Key-West-Hotels-Coconut-Beach-Resort.h87360593.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=2026-01-29&endDate=2026-01-30®ionId=553248621532652609&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top Waterfront Playhouse Hotel Reviews ![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 "Perfect location " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.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 "Staff was exceptional. " [](https://expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) ![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3_y.jpg) ### The Marker Key West Harbor Resort 10/10 Excellent "Staff helpful and attentive during check in " [](https://expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.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 "Perfect location!" [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.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 "Beautiful roof top bar to watch sunset " [](https://expedia.ca/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.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 "The room was so spacious and comfortable. The location is amazing and the hotel grounds were beautiful and inviting. " [](https://expedia.ca/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) ![Amsterdam's Curry Mansion Inn](https://images.trvl-media.com/lodging/1000000/10000/300/217/c6778dc1_y.jpg) ### Amsterdam's Curry Mansion Inn 10/10 Excellent "Atmosphere " [](https://expedia.ca/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.Hotel-Information) ![Hyatt Vacation Club at Sunset Harbor, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/eca90904_y.jpg) ### Hyatt Vacation Club at Sunset Harbor, Key West 10/10 Excellent "Can’t beat the location. Ro" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Sunset-Harbor.h857964.Hotel-Information) ![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg) ### Hyatt Centric Key West Resort and Spa 10/10 Excellent "Lovely location and goodnbreakfast" [](https://expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ## Hotels near other Waterfront Playhouse attractions ![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®ionId=6063545) ![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®ionId=501385) ![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®ionId=553248621563220296) ![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®ionId=553248621533115796) ![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®ionId=6069265) ![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®ionId=6069279) ![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®ionId=6068599) ![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®ionId=6163799) ## Frequently asked questions ### What's the area like around Waterfront Playhouse? ### What's the best hotel to stay near Waterfront Playhouse? ### How many hotels will I be able to find near Waterfront Playhouse? ### If I need to cancel the hotel reservation for my stay near Waterfront Playhouse, will I receive a refund? ### What can I see and do near Waterfront Playhouse? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [5 Star Hotels in Key West ](https://www.expedia.ca/5Star-Key-West-Hotels.s50-0-d1187.Travel-Guide-Filter-Hotels) - [Hotels near Audubon House and Tropical Gardens ](https://www.expedia.ca/Audubon-House-And-Tropical-Gardens-Hotels.0-l6068599-0.Travel-Guide-Filter-Hotels) - [Bahama Village Hotels ](https://www.expedia.ca/Bahama-Village-Key-West-Hotels.0-n553248621533115696-0.Travel-Guide-Filter-Hotels) - [Downtown Key West Hotels ](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels.0-n553248635976470405-0.Travel-Guide-Filter-Hotels) - [Hotels near Duval Street ](https://www.expedia.ca/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels) - [Hotels near Ernest Hemingway Home and Museum ](https://www.expedia.ca/Ernest-Hemingway-Home-And-Museum-Hotels.0-l501376-0.Travel-Guide-Filter-Hotels) - [Fleming Key Hotels ](https://www.expedia.ca/Fleming-Key-Hotels.d180162.Travel-Guide-Hotels) - [Hotels near Florida Keys Eco - Discovery Center ](https://www.expedia.ca/Florida-Keys-Eco-Discovery-Center-Hotels.0-l6069247-0.Travel-Guide-Filter-Hotels) - [Hotels near Florida Keys National Marine Sanctuary ](https://www.expedia.ca/Florida-Keys-National-Marine-Sanctuary-Hotels.0-l6163838-0.Travel-Guide-Filter-Hotels) - [Hotels near Fort Zachary Taylor Historic State Park ](https://www.expedia.ca/Fort-Zachary-Taylor-Historic-State-Park-Hotels.0-l6069245-0.Travel-Guide-Filter-Hotels) - [Hotels near Harry S. 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