Title: The Best Hotels in Winston Waterways, Key Largo - 2026 Updated Prices | Expedia.co.uk [Flights to Key Largo](https://expedia.co.uk/Cheap-Flights-To-Key-Largo.d8369.Travel-Guide-Flights)[Things to do in Key Largo](https://expedia.co.uk/Things-To-Do-In-Key-Largo.d8369.Travel-Guide-Activities)[Winston Waterways Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winston-Waterways.d553248635976481538.Car-Hire-Guide)[Winston Waterways Holidays](https://expedia.co.uk/Winston-Waterways.d553248635976481538.Holidays-City-Breaks) ![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) # Search Hotels in Winston Waterways, Key Largo - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [17 Dec - 18 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976481538&startDate=2025-12-17&endDate=2025-12-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [18 Dec - 19 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976481538&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976481538&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976481538&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Property class ## Our top choices for Winston Waterways hotels ![Private beach, white sand, sun-loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/c2caabe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Ocean View Two Queen Suite | Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/1d1a1984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Beach Resort [](https://www.expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) 17.8 mi from Winston Waterways 9.2/10 Wonderful (1597) "Great breakfast, great location, friendly staff, nice extras." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary £176 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/e2f3e092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down duvets, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/5b8386c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/de0ac7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterside Suites & Marina [](https://www.expedia.co.uk/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) 2 mi from Winston Waterways 9.0/10 Wonderful (1160) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ramon £132 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![3 restaurants, breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/b2a768a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/86c2e00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, sun-loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/e9f2dff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reefhouse Resort & Marina [](https://www.expedia.co.uk/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) 1.8 mi from Winston Waterways 9.2/10 Wonderful (1334) "Nice hotel with great staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £222 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/ad31d180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier One Bedroom Waterfront Suite Bayview with Sofabed | In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/5288c949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/78ecf44f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/97f26711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Inn Key Largo [](https://www.expedia.co.uk/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) 2.4 mi from Winston Waterways 8.6/10 Excellent (1628) "Friendly staff, clean room beautiful views from the private beach." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wanda £109 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Room, 1 King Bed, Bay View | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/2a165117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/363fe239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/d369153c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Key Largo Manatee Bay [](https://www.expedia.co.uk/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information) 0.4 mi from Winston Waterways 8.8/10 Excellent (1009) "Clean hotel, convenient location. Nice little beach area with tiki bar. Room was nice. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Troy £141 includes taxes & fees 15 Jan - 16 Jan 2026 [](https://www.expedia.co.uk/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/855a0cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/759ada7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/cda9ed8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/8e36d25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Key Largo by IHG [](https://www.expedia.co.uk/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) 2.2 mi from Winston Waterways 8.6/10 Excellent (1014) "Excellent place to stay for a weekend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carlos £150 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/e12ff0a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, scuba diving, snorkelling, kayaking](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/488f0df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/15dc33fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/2493913c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amoray Dive Resort [](https://www.expedia.co.uk/Key-Largo-Hotels-Amoray-Resort.h5311313.Hotel-Information) 2.3 mi from Winston Waterways 9.2/10 Wonderful (1000) "Great service, spotless room, and the sunsets!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter £111 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Amoray-Resort.h5311313.Hotel-Information) ![On the beach, sun-loungers, snorkelling, kayaking](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/70c7ac71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property – evening/night](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/1508fc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite, Kitchenette, Oceanfront (Accessible) | Living area | LCD TV](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/0c97ad39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Kayaking](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/a8fec8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drift Hotel [](https://www.expedia.co.uk/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information) 6.7 mi from Winston Waterways 9.0/10 Wonderful (1000) "Very nice Hotel/motel reminiscent of what I imagine the old Florida Keys were like. Lovely beach, dock, and environs." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean £98 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information) ![Aquamarina Deluxe Sea View Suite | Living area | 35-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/9f59701c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![La Palma Tropical Garden Suite | Living area | 35-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/759df0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aquamarina Deluxe Sea View Suite | Living area | 35-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/bdc043e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/ee3314c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Azul del Mar [](https://www.expedia.co.uk/Key-Largo-Hotels-Azul-Del-Mar.h3911616.Hotel-Information) 2.3 mi from Winston Waterways 9.0/10 Wonderful (798) "one of the best hotel experiences I've had very quiet and right on the water " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) todd £143 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Azul-Del-Mar.h3911616.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/2a78a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/ae480c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/9aaf0d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/3dad51c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seafarer Key Largo [](https://www.expedia.co.uk/Key-Largo-Hotels-Seafarer-Key-Largo.h111555855.Hotel-Information) Rock Harbor, 4.2 mi from Winston Waterways 9.4/10 Exceptional (131) "Nice, quiet and the staff were great. Loved the breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £99 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Seafarer-Key-Largo.h111555855.Hotel-Information) ![Sun deck](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/4deb6af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Cabin, 1 King Bed, Bay View | Soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/00031550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rock Reef Resort [](https://www.expedia.co.uk/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) Rock Harbor, 4.1 mi from Winston Waterways 9.2/10 Wonderful (1069) "Lovely and relaxing waterfront chairs to watch sunset" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Diana [](https://www.expedia.co.uk/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/42d47c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/0f5b3686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/340e7f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/aed267ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dove Creek Resort & Marina, Trademark Collection by Wyndham [](https://www.expedia.co.uk/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.Hotel-Information) 7.4 mi from Winston Waterways 7.6/10 Good (1001) "The rooms are lovely. Once the remodel is done the place will be perfect. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah £124 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/c05305d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/09a2540f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/193fd781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/2e590cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marina Del Mar Resort and Marina [](https://www.expedia.co.uk/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) 2.2 mi from Winston Waterways 8.4/10 Very good (1654) "Great location, amenities, service, places to eat. Very accommodating with extended stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph £98 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/aba51715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/8f845907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/328193c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King, Non Smoking | Blackout curtains, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/037b040a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key Largo Inn [](https://www.expedia.co.uk/Key-Largo-Hotels-Key-Largo-Inn.h30215914.Hotel-Information) 2.8 mi from Winston Waterways 6.6/10 (1004) "It is an old hotel but the room was clean and the staff very friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mildre [](https://www.expedia.co.uk/Key-Largo-Hotels-Key-Largo-Inn.h30215914.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/a7d5c0e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/2984df2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/b5cef261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pelican Key Largo Cottages [](https://www.expedia.co.uk/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) 2.6 mi from Winston Waterways 8.8/10 Excellent (1004) "The beach area was wonderful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sonya £92 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) ![Suite, 1 Bedroom, Balcony, Marina View | Pillow-top beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/50000/41600/41514/w3997h2667x0y0-9a900dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/41600/41514/8471c30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/1000000/50000/41600/41514/863c8f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/41600/41514/w4000h2663x0y0-89891311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Key Largo [](https://www.expedia.co.uk/Key-Largo-Hotels-Courtyard-By-Marriott-Key-Largo.h41514.Hotel-Information) 2.1 mi from Winston Waterways 8.2/10 Very good (1001) "Everything was very clean and chill. The breakfast was delicious, and the staff was very kind & respectful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danay £159 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Courtyard-By-Marriott-Key-Largo.h41514.Hotel-Information) ![Private beach, sun-loungers, beach towels, kayaking](https://images.trvl-media.com/lodging/23000000/22120000/22117300/22117290/e551d068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, 1 Bedroom, Kitchen, Poolside | Private kitchenette | Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/23000000/22120000/22117300/22117290/a5e6fa57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22120000/22117300/22117290/3c012613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/23000000/22120000/22117300/22117290/895aa58f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dolphin Point Villas [](https://www.expedia.co.uk/Key-Largo-Hotels-Dolphin-Point-Villas.h22117290.Hotel-Information) 0.4 mi from Winston Waterways 9.6/10 Exceptional (468) "Spacious room and beautiful grounds. Confusing check in and out procedures. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel £187 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Dolphin-Point-Villas.h22117290.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/59d87217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, sun-loungers, beach towels](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/5b866117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/657544f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/d813ee44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Harbor Lodge [](https://www.expedia.co.uk/Key-Largo-Hotels-Bay-Harbor-Lodge.h10985658.Hotel-Information) Rock Harbor, 4.2 mi from Winston Waterways 9.2/10 Wonderful (659) "Room was updated, clean, plenty of towels, blankets, amenities. Loved the location, the way it was laid out. Staff was wonderful. Great property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) dimitra £164 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Bay-Harbor-Lodge.h10985658.Hotel-Information) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/36b1fb04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront King Suite w/ Kitchen & Private Balcony | Water view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/3997e962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/f42604af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drop Anchor [](https://www.expedia.co.uk/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) 16.4 mi from Winston Waterways 8.8/10 Excellent (1000) "Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura £96 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8c74658c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/bb9d7ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/ba58782b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/92d23e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa Largo Resort & Spa, Autograph Collection [](https://www.expedia.co.uk/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) Rock Harbor, 4.4 mi from Winston Waterways 8.8/10 Excellent (1000) "Beautiful location, great views, very clean property, room was great (great bed), friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott £318 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.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.co.uk/Hotel-Search?startDate=2025-12-31&endDate=2026-01-01®ionId=553248635976481538&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay in Winston Waterways Find the best Winston Waterways areas for the activities you enjoy most. - Rock Harbor - Key Largo Village - Key Largo Park - Silver Shores - Cross Key Waterways [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635975874039) ![Rock Harbor map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:s%7C_xCpscjNi%7C%40at%40%3F%7Be%40fKuPxWdNjp%40hp%40cXbl%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=YIsg1tmoJUs3Y8wpSW-BIrjyVDQ=) ### Rock Harbor While there might not be top attractions in Rock Harbor, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975874039) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976468738) ![Key Largo Village map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:atgxCp%7C%7BiNgSKD_Ee%40A_GqZQ_E%60Qk%40L%5DfAv%40qAnBpBhBX_%40hF%7EDAv%5B&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=eUjuVZ0wNrF_gsR0TakrNTzLlss=) ### Key Largo Village When in Key Largo Village, you can plan a visit to Jimmy Johnson's Big Chill and Jacob's Aquatic Center, some noteworthy sights in the nearby area. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976468738) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976481780) ![Key Largo Park map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:egexC%7Ea%7DiNka%40%3FaBeAuE%7BG%60%40%7BL%7DDgFtEyHtXlTlPjRYd%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=8EoQZNFuJqpfIbGWKcKOtVXDWWI=) ### Key Largo Park Key Largo Park might not have many top sights, but Jimmy Johnson's Big Chill and Jacob's Aquatic Center are two attractions nearby that you can check out. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976481780) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976471567) ![Silver Shores map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:iy%7CwCzuejN%7BOgOhFyHzPnNiGpI&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=vD4yo7VXfCMSw9QLiHrsiE-v08I=) ### Silver Shores While there might not be top attractions in Silver Shores, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Harry Harris Park. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976471567) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=553248635976480816) ![Cross Key Waterways map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:gokxCh_xiNef%40G%5DkLuB%7B%40a%40oBlAeBQcFrHkJda%40n%5BYdK&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=bXZVdFZ2cnNTM_aIPz-PFxxYFHM=) ### Cross Key Waterways When in Cross Key Waterways, you can plan a visit to Caribbean Club Bar and MarineLab Undersea Laboratory, some noteworthy sights in the nearby area. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976480816) ## Top Winston Waterways Hotel Reviews ![Holiday Inn Key Largo by IHG](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216_y.jpg) ### Holiday Inn Key Largo by IHG 10/10 Excellent "Amenities and staff were excellent. The overall feel of the resort was just what we weee looking for. " [](https://expedia.co.uk/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) ![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg) ### Bayside Inn Key Largo 10/10 Excellent "The room was clean, the location is directly next to Snooks, an amazing restaurant/bar, and TJ, at Bayside, is friendly, knowledgeable, and kind. This was our second stay here and we'll be back!" [](https://expedia.co.uk/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg) ### Waterside Suites & Marina 10/10 Excellent "Hidden gem! This condo was so much cuter on the inside than the outside relays." [](https://expedia.co.uk/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg) ### Marina Del Mar Resort and Marina 10/10 Excellent "Clean room very nice environment.breakfast no good the muffins were very hard like a rock " [](https://expedia.co.uk/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Hampton Inn Key Largo Manatee Bay](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233_y.jpg) ### Hampton Inn Key Largo Manatee Bay 10/10 Excellent "Clean hotel, convenient location. Nice little beach area with tiki bar. Room was nice. " [](https://expedia.co.uk/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 10/10 Excellent "Amazing rooms and amenities, and friendly staff! " [](https://expedia.co.uk/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Drift Hotel](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/f3e504e7_y.jpg) ### Drift Hotel 10/10 Excellent "Very nice Hotel/motel reminiscent of what I imagine the old Florida Keys were like. Lovely beach, dock, and environs." [](https://expedia.co.uk/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information) ![Rock Reef Resort](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999_y.jpg) ### Rock Reef Resort 10/10 Excellent "Room was much larger and nicer than we expected, everything was very clean, front desk staff was very helpful and courteous. My one disappointment is common to most hotels these days, the use and overuse of fabreeze or other laundry chemicals to make everything smell "fresh". It's a minor thing and won't keep us from coming back again." [](https://expedia.co.uk/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Great breakfast, great location, friendly staff, nice extras." [](https://expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ## Frequently asked questions ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Winston Waterways hotel booking with Expedia? ### How much is the nightly rate at a Winston Waterways hotel? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [5 Star Hotels in Key Largo ](https://www.expedia.co.uk/5Star-Key-Largo-Hotels.s50-0-d8369.Travel-Guide-Filter-Hotels) - [5 Star Hotels in North Key Largo ](https://www.expedia.co.uk/5Star-North-Key-Largo-Hotels.s50-0-d553248635976475358.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Anglers Park ](https://www.expedia.co.uk/Anglers-Park-Key-Largo-Hotels-Gay-Friendly-Hotel.0-n553248635976468912-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels near Bud n' Mary's Dive Center ](https://www.expedia.co.uk/Bud-N-Marys-Dive-Center-Hotels.0-l6069243-0.Travel-Guide-Filter-Hotels) - [Hotels near Coral Castle Museum ](https://www.expedia.co.uk/Coral-Castle-Museum-Hotels.0-l6144785-0.Travel-Guide-Filter-Hotels) - [Cross Key Waterways Hotels ](https://www.expedia.co.uk/Cross-Key-Waterways-Key-Largo-Hotels.0-n553248635976480816-0.Travel-Guide-Filter-Hotels) - [Hotels near Ernest F. 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