Title: The 10 Best Hotels Near Waterfront Playhouse, Key West from CA $499 | 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 [Feb 23 - Feb 24](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2026-02-23&endDate=2026-02-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 24 - Feb 25](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2026-02-24&endDate=2026-02-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248621532652609&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for Waterfront Playhouse hotels ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/cb58ce3e.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/750d9b77.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 (1,001 reviews) "Excellent hotel in a great location just off Duval Street. The staff were very attentive, rooms clean. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Stephen CA $689 CA $775 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information) ![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) ![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 detail](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/4d67c395.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) ### 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 (912 reviews) "Great stay, clean room, and amazing staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $584 CA $658 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/a4035487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage 1](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/w2000h1561x0y4-df2c5309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/a6d87cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, wine bar](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/3d82727e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gardens Hotel [](https://www.expedia.ca/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information) Downtown Key West, 0.9 km from Waterfront Playhouse 9.8/10 Exceptional (1,000 reviews) "Wonderful all around! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elena CA $1,060 CA $1,193 total includes taxes & fees Mar 7 - Mar 8 [](https://www.expedia.ca/Key-West-Hotels-The-Gardens-Hotel.h20796.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) ![Superior Room, 1 King Bed, Patio, Ground Floor (Room 10)](https://images.trvl-media.com/lodging/20000000/19690000/19681600/19681527/e6fcd667.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 [](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 (142 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 $405 CA $515 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Key-West-Hotels-Alexanders-Gay-And-Lesbian-Guesthouse-Adults-Only.h19681527.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/adc3a7f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/8cdae276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/cfae758a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe ADA Queen Room](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/d0c48a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orchid Key Inn - Adults Only [](https://www.expedia.ca/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information) Uptown - Upper Duval, 1.3 km from Waterfront Playhouse 9.8/10 Exceptional (1,008 reviews) "Clean room, great breakfast and nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tari CA $588 CA $662 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information) ![Audubon Room - Adult Exclusive | Terrace/patio](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/5c98c961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/a2dc4593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/2fa0ca68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/6dcba9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mermaid & Alligator [](https://www.expedia.ca/Key-West-Hotels-The-Mermaid-Alligator.h54232858.Hotel-Information) Old Town Key West, 1.3 km from Waterfront Playhouse 9.8/10 Exceptional (288 reviews) "Clean great staff wonderful breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kat [](https://www.expedia.ca/Key-West-Hotels-The-Mermaid-Alligator.h54232858.Hotel-Information) ![Self parking (USD 15.00 per night)](https://images.trvl-media.com/lodging/37000000/36270000/36267500/36267409/d36051aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Loft Villa](https://images.trvl-media.com/lodging/37000000/36270000/36267500/36267409/142a13b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36270000/36267500/36267409/40f61fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/37000000/36270000/36267500/36267409/8458c4ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key West Villas [](https://www.expedia.ca/Key-West-Hotels-Villas-Key-West.h36267409.Hotel-Information) Downtown Key West, 0.9 km from Waterfront Playhouse 9.8/10 Exceptional (252 reviews) "Awsome staff great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey [](https://www.expedia.ca/Key-West-Hotels-Villas-Key-West.h36267409.Hotel-Information) ![Veranda Room | Terrace/patio](https://images.trvl-media.com/lodging/27000000/26840000/26831500/26831414/f49652fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boca Grande Room](https://images.trvl-media.com/lodging/27000000/26840000/26831500/26831414/aed48979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26840000/26831500/26831414/eaf68119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boca Grande Room](https://images.trvl-media.com/lodging/27000000/26840000/26831500/26831414/0f560ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Conch House Heritage Inn [](https://www.expedia.ca/Key-West-Hotels-The-Conch-House-Heritage-Inn.h26831414.Hotel-Information) Old Town Key West, 1.3 km from Waterfront Playhouse 9.8/10 Exceptional (153 reviews) "Large clean room and excellent staff! Made for a great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $686 CA $772 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Key-West-Hotels-The-Conch-House-Heritage-Inn.h26831414.Hotel-Information) ![Cigar House King Suite w/ Poolside porch | Balcony view](https://images.trvl-media.com/lodging/1000000/50000/41600/41511/7ed1e725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Cigar House Queen Suite w/ Poolside Balcony | Balcony](https://images.trvl-media.com/lodging/1000000/50000/41600/41511/d4c6b98a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island City House Hotel [](https://www.expedia.ca/Key-West-Hotels-Island-City-House-Hotel.h41511.Hotel-Information) Historic Seaport, 0.8 km from Waterfront Playhouse 9.6/10 Exceptional (1,008 reviews) "Excellent stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily Barbara CA $578 CA $651 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Key-West-Hotels-Island-City-House-Hotel.h41511.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/384120f9.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/effa9f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop bar](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/8e3f5a34.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) ### H2O Suites - Adults Only [](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information) Uptown - Upper Duval, 1.6 km from Waterfront Playhouse 9.8/10 Exceptional (586 reviews) "Great place!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joel CA $997 CA $1,214 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information) ![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) ![Deluxe Room, 1 King Bed | Bathroom sink](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/634733ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Room, 1 Queen Bed | Living area](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/5c65acfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/1908c7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Habitation Guest House [](https://www.expedia.ca/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) Historic Seaport, 0.5 km from Waterfront Playhouse 9.4/10 Exceptional (942 reviews) "Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $479 CA $539 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) ![Sports facility](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/34315005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Poinciana Patio, Pool View, Patio - Adult Only | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/3a20de4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Inn [](https://www.expedia.ca/Key-West-Hotels-Tropical-Inn.h9681053.Hotel-Information) Downtown Key West, 1.1 km from Waterfront Playhouse 9.6/10 Exceptional (378 reviews) "Nice place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) yulio CA $551 CA $654 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Key-West-Hotels-Tropical-Inn.h9681053.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/caf0575e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A Queen Room ](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/29f34f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/ae04ab4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/eed8060f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grand Guesthouse [](https://www.expedia.ca/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information) Old Town Key West, 1.7 km from Waterfront Playhouse 9.6/10 Exceptional (1,001 reviews) "Great location and really nice room. Def stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel [](https://www.expedia.ca/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information) ![King Suite | View from property](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/w1290h1351x0y0-c666e42e.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) ![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) ### Westwinds Inn [](https://www.expedia.ca/Key-West-Hotels-Westwinds-Inn.h800064.Hotel-Information) Historic Seaport, 0.9 km from Waterfront Playhouse 9.4/10 Exceptional (1,008 reviews) "Enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy CA $443 CA $499 total includes taxes & fees Mar 9 - Mar 10 [](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/dd4e16ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed - Treetop Two 111 (2nd Floor, accessible via staircase)](https://images.trvl-media.com/lodging/1000000/530000/529500/529420/ccc42f8b.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/1000000/530000/529500/529420/4616ad88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage, Multiple Beds - Katie's Kottage 101 (bedroom access via spiral staircase) | Living area](https://images.trvl-media.com/lodging/1000000/530000/529500/529420/67ba4c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ambrosia Key West [](https://www.expedia.ca/Key-West-Hotels-Ambrosia-Key-West.h529420.Hotel-Information) Old Town Key West, 0.7 km from Waterfront Playhouse 9.4/10 Exceptional (1,006 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melody CA $496 CA $558 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Key-West-Hotels-Ambrosia-Key-West.h529420.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/7e102845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/ec642303.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) ![Standard Room, 1 King Bed - Newly Remodeled](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/22aa8bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coco Plum Inn [](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) Downtown Key West, 0.8 km from Waterfront Playhouse 9.4/10 Exceptional (490 reviews) "Great location, clean room, amazing staff!! The property was so cozy and intimate- the breakfast was great too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arturo CA $545 CA $613 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) ![Outdoor pool, free cabanas, 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) ![Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/fc1e65ff.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 (1,005 reviews) "The staff and management were super friendly and accommodating!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) burton CA $721 CA $918 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/79d1c8de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/841e73b6.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 [](https://www.expedia.ca/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) Old Town Key West, 0.1 km from Waterfront Playhouse 9.2/10 Wonderful (1,057 reviews) "Awsome resort. Great food and staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug CA $785 CA $937 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) ![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) ![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) ![Front of property](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/1e122b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marrero's Guest Mansion [](https://www.expedia.ca/Key-West-Hotels-Marreros-Guest-Mansion.h21529421.Hotel-Information) Downtown Key West, 0.6 km from Waterfront Playhouse 9.4/10 Exceptional (335 reviews) "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 $683 CA $768 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Key-West-Hotels-Marreros-Guest-Mansion.h21529421.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/9ce49b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Duval Duplex 2 bedrooms 25 ft Balcony (Adults Only) | Living area](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/83acfbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/1fc21e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval House [](https://www.expedia.ca/Key-West-Hotels-Duval-House.h900423.Hotel-Information) Downtown Key West, 1.1 km from Waterfront Playhouse 9.4/10 Exceptional (1,013 reviews) "Great place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $505 CA $597 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Key-West-Hotels-Duval-House.h900423.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=2026-03-09&endDate=2026-03-10®ionId=553248621532652609&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Compare popular hotels close to Waterfront Playhouse | Property | Star rating | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included | | | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | ----------------- | ---------------------------- | ------------------ | ---- | --- | ------------ | ------------- | | | ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/cb58ce3e.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Almond Tree Inn Hotel - Adults Only | 3.5 star property | 10.0Exceptional1,001 reviews | View | | | | | | | ![Queen with Pool View](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/2d84982c.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Simonton Court Historic Inn & Cottages | 2.5 star property | 9.8Exceptional912 reviews | View | | | | | | | ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/a4035487.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)The Gardens Hotel | 4.0 star property | 9.8Exceptional1,000 reviews | View | | | | | | | ![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=900&h=675&p=1&q=medium) Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly | 3.5 star property | 9.8Exceptional142 reviews | View | | | | | | | ![Property grounds](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/adc3a7f1.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Orchid Key Inn - Adults Only | 3.5 star property | 9.8Exceptional1,008 reviews | View | | | | | | ## Top Waterfront Playhouse Hotel Reviews ![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 "Bar staff." [](https://expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.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 "Very good location, easy check-in, parking for a car, nice and heated pool" [](https://expedia.ca/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.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 "." [](https://expedia.ca/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information) ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg) ### The Key West Hotel 10/10 Excellent "My boyfriend and I had such an incredible, relaxing stay. Everyone was very nice but our front desk gentleman, Chris, really stood out. The pool was clean and the sun hit there most of the day. The bar was fun and the live music was very enjoyable. Thank you Key West Hotel. 10/10 recommend. " [](https://expedia.ca/Key-West-Hotels-Casa-325.h8657021.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 "Location on Duval very convenient. Stayed in the Bed and Bfast option in the Avalon, rooms were small but very nice. High ceilings and a ceiling fan." [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Heart of Downtown Key West Cottage With Off-Street Parking](https://images.trvl-media.com/lodging/64000000/63730000/63723300/63723258/db6f8e09_y.jpg) ### Heart of Downtown Key West Cottage With Off-Street Parking 10/10 Excellent "We have stayed at this cozy very clean house for several years now. The host is just wonderful -communicates well-and always offers a warm welcome. The house is conveniently located within walking distance of many restaurants and downtown Key West as well as the Pier. This house is part of the overall “Simple Living” lifestyle of Key West. " [](https://expedia.ca/Key-West-Hotels-Heart-Of-Downtown-Key-West-Cottage-With-Off-Street-Parking.h63723258.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 "Amazing" [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "Clean room " [](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.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 "Great room and staff was great" [](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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