Title: 10 Best Hotels in Winston Waterways, Key Largo for 2026 | Expedia.ca

[Flights to Key Largo](https://expedia.ca/Cheap-Flights-To-Key-Largo.d8369.Travel-Guide-Flights)[Things to do in Key Largo](https://expedia.ca/Things-To-Do-In-Key-Largo.d8369.Travel-Guide-Activities)[Winston Waterways Car Rentals](https://expedia.ca/Car-Rentals-In-Winston-Waterways.d553248635976481538.Car-Rental-Guide)[Winston Waterways Vacations](https://expedia.ca/Winston-Waterways.d553248635976481538.Destination-Travel-Guides)

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## Check prices for these dates

Tonight

[Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976481538&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976481538&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976481538&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976481538&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## 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)

![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)

![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![43-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/77344fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chesapeake Beach Resort

[](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

28.6 km from Winston Waterways

9.2/10

Wonderful

(1,664 reviews)

"Wonderful breakfast with omelettes cooked to order, great pancakes, fresh fruit, etc. very pleasant staff and beautiful beach area."

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

Kurt

CA $298

CA $413 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.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)

![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)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/86c2e00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Reefhouse Resort & Marina

[](https://www.expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information)

2.9 km from Winston Waterways

9.4/10

Exceptional

(1,337 reviews)

"Nice room, pleasant staff, facility was clean and organized, staff attentive. Would definitely stay again. "

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

Robert

CA $369

CA $470 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/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](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/5288c949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier One Bedroom Waterfront Suite Bayview with Sofabed](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/8552ad16.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.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information)

3.9 km from Winston Waterways

8.6/10

Excellent

(1,664 reviews)

"Spotless rooms, staff is so friendly and helpful! Amazing place to stay."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Jeannie

CA $192

CA $250 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.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/1000000/10000/5200/5114/2e590cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/19311fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/193fd781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marina Del Mar Resort and Marina

[](https://www.expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information)

3.5 km from Winston Waterways

8.4/10

Very good

(1,707 reviews)

"Wonderful place to stay!"

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

Tempie

CA $204

CA $268 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.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)

![Down comforters, 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, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/de0ac7bd.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)

### Waterside Suites & Marina

[](https://www.expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information)

3.2 km from Winston Waterways

9.0/10

Wonderful

(1,211 reviews)

"Rooms clean and friendly staff."

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

James

CA $252

CA $323 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information)

![On the beach, sun loungers, snorkeling, kayaking](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/70c7ac71.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)

![Executive Suite, Kitchenette, Oceanfront (Accessible) | Living area](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/0c97ad39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Suite, Kitchenette, Oceanfront (Accessible)](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/712986cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Drift Hotel

[](https://www.expedia.ca/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information)

10.7 km from Winston Waterways

9.0/10

Wonderful

(1,005 reviews)

"Great place"

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

Jason

CA $186

CA $224 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information)

![Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/855a0cf4.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)

![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)

### Holiday Inn Key Largo by IHG

[](https://www.expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information)

3.6 km from Winston Waterways

8.6/10

Excellent

(1,041 reviews)

"Great location"

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

peter

CA $300

CA $338 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.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)

![Garden view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/d369153c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout drapes, 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)

### Hampton Inn Key Largo Manatee Bay

[](https://www.expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information)

0.6 km from Winston Waterways

8.8/10

Excellent

(1,015 reviews)

"Great hotel"

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

Elior

CA $254

CA $286 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Cabin, 1 King Bed, Bay View](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)

![Dock](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/4deb6af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rock Reef Resort

[](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information)

Rock Harbor, 6.6 km from Winston Waterways

9.2/10

Wonderful

(1,083 reviews)

"Nice place to spend some time in the Keys conveniently located,clean rooms and helpful staff with excellent views of Bay."

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

Harry

CA $248

CA $279 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.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)

![Exterior](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/be42f21f.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)

![Private beach, scuba diving, snorkeling, kayaking](https://images.trvl-media.com/lodging/6000000/5320000/5311400/5311313/488f0df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amoray Dive Resort

[](https://www.expedia.ca/Key-Largo-Hotels-Amoray-Resort.h5311313.Hotel-Information)

3.8 km from Winston Waterways

9.2/10

Wonderful

(1,005 reviews)

"Nice place to spend the night"

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

Harry

CA $174

CA $235 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Key-Largo-Hotels-Amoray-Resort.h5311313.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/112000000/111560000/111555900/111555855/111c3207.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)

![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/ae480c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seafarer Key Largo

[](https://www.expedia.ca/Key-Largo-Hotels-Seafarer-Key-Largo.h111555855.Hotel-Information)

Rock Harbor, 6.7 km from Winston Waterways

9.4/10

Exceptional

(144 reviews)

"Clean room, friendly staff "

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

Quaid

CA $193

CA $237 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Key-Largo-Hotels-Seafarer-Key-Largo.h111555855.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/59d69f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pelican Not Pet-Friendly](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/c9fe8afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/2602f29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/28719020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Cove Beach Resort

[](https://www.expedia.ca/Key-Largo-Hotels-Sunset-Cove-Beach-Resort.h5027403.Hotel-Information)

4.1 km from Winston Waterways

9.0/10

Wonderful

(1,006 reviews)

"I enjoyed staying here, very cute hotel on the beach "

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

Emi

CA $259

CA $292 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Key-Largo-Hotels-Sunset-Cove-Beach-Resort.h5027403.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/3000000/2240000/2238900/2238823/40b1f344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/3000000/2240000/2238900/2238823/4c887e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room](https://images.trvl-media.com/lodging/3000000/2240000/2238900/2238823/2c9a2986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2238900/2238823/e92ea464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gilbert's Resort

[](https://www.expedia.ca/Key-Largo-Hotels-Gilberts-Resort.h2238823.Hotel-Information)

7.7 km from Winston Waterways

8.6/10

Excellent

(1,002 reviews)

"Great place to stay for relax and have fun! "

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

Tatiana

CA $347

CA $391 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Key-Largo-Hotels-Gilberts-Resort.h2238823.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)

![Restaurant](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/aed267ad.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)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/0f5b3686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dove Creek Resort & Marina, Trademark Collection by Wyndham

[](https://www.expedia.ca/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.Hotel-Information)

11.9 km from Winston Waterways

7.6/10

Good

(1,007 reviews)

"Nice place. Excellent location. "

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

Carmen

CA $259

CA $335 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.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)

![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/2984df2f.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)

![Suite | Beach/ocean view](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/ae06d5c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Pelican Key Largo Cottages

[](https://www.expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information)

4.2 km from Winston Waterways

9.0/10

Wonderful

(1,017 reviews)

"Very friendly staff, clean room, great location. "

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

Duane

CA $207

CA $233 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information)

![Suite, 1 Bedroom, Balcony, Marina View](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)

![Pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/50000/41600/41514/c23d178d.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.ca/Key-Largo-Hotels-Courtyard-By-Marriott-Key-Largo.h41514.Hotel-Information)

3.4 km from Winston Waterways

8.2/10

Very good

(1,009 reviews)

"Staff was courteous! The view from the room was excellent! "

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

Stacey

CA $307

CA $345 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Key-Largo-Hotels-Courtyard-By-Marriott-Key-Largo.h41514.Hotel-Information)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/13368841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/b0169681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/92a650b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treasure Harbor

[](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

24 km from Winston Waterways

9.0/10

Wonderful

(127 reviews)

"There were a few problems with the room when we arrived but the staff took care of it promptly. The stay was very relaxing. Manatees off the bow of the boat every day. It was our second trip here and hope to come back again. "

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

Lamar

CA $182

CA $398 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

![Aquamarina Deluxe Sea View Suite | Living area](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/9f59701c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Celeste Deluxe Sea View Suite  | Living area](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/b9dfb26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![La Palma Tropical Garden Suite | Living area](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](https://images.trvl-media.com/lodging/4000000/3920000/3911700/3911616/bdc043e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Azul del Mar

[](https://www.expedia.ca/Key-Largo-Hotels-Azul-Del-Mar.h3911616.Hotel-Information)

3.8 km from Winston Waterways

9.0/10

Wonderful

(815 reviews)

"Awesome, clean, private, serene"

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

Natalia Nesteruk

[](https://www.expedia.ca/Key-Largo-Hotels-Azul-Del-Mar.h3911616.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fishing](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/371bf8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/f135208c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/a7493794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Creekside Inn

[](https://www.expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information)

17.7 km from Winston Waterways

7.8/10

Good

(1,003 reviews)

"It is an awesome experience with wonderful views, the location is a big advantage for this hotel"

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

Vamsi kalyan

CA $232

CA $261 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information)

![Outdoor pool, open 8:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/7f240362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/0c2736d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/084177d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/f0191d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Pointe Suites at Key Largo

[](https://www.expedia.ca/Tavernier-Hotels-Ocean-Pointe-Suites-At-Key-Largo.h5502.Hotel-Information)

14.2 km from Winston Waterways

8.4/10

Very good

(1,021 reviews)

"I love this place "

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

Rosemary

CA $266

CA $324 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Tavernier-Hotels-Ocean-Pointe-Suites-At-Key-Largo.h5502.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=2026-02-10&endDate=2026-02-11&regionId=553248635976481538&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Winston Waterways

Find the best Winston Waterways areas and neighborhoods for the activities you enjoy most. 

- Rock Harbor
- Silver Shores
- Key Largo Village
- Key Largo Park
- Sexton Cove Estates

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=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 Rock Harbor isn't home to many top sights, Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill are some notable places to visit nearby. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635975874039)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=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

If you're looking for some top things to see and do in Silver Shores and surrounding area, you can visit Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976471567)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=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

While Key Largo Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Jimmy Johnson's Big Chill and Jacob's Aquatic Center. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976468738)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=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

Though Key Largo Park might not have many top sights, you can venture to the surrounding area to see attractions like Jimmy Johnson's Big Chill and Jacob's Aquatic Center. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976481780)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976482205)

![Sexton Cove Estates map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:otqxCzrsiNoAeEqBsAmADsFxBqFyFXkBsCa%40WaAgKfEoFUDiTZcAK%7DSZW%3FaC%7C%60%40d%5CnBV%60JjHRrUuAX&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=jACopOd5lRi-TZ_OOxKH231S-f8=)

### Sexton Cove Estates

Though Sexton Cove Estates might not have many top sights, you can venture to the surrounding area to see attractions like Caribbean Club Bar and MarineLab Undersea Laboratory. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976482205)

## Top Winston Waterways Hotel Reviews

![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

"The staff from the valet to the front desk to the waitresses to the maintance staff were all so nice and helpful! The Hotel and grounds are beautiful! "

[](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg)

### Waterside Suites & Marina

10/10 Excellent

"Nice "

[](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information)

![Reefhouse Resort & Marina](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823_y.jpg)

### Reefhouse Resort & Marina

10/10 Excellent

"Nice room, pleasant staff, facility was clean and organized, staff attentive. Would definitely stay again. "

[](https://expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information)

![Treasure Harbor](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3_y.jpg)

### Treasure Harbor

10/10 Excellent

"There were a few problems with the room when we arrived but the staff took care of it promptly. The stay was very relaxing. Manatees off the bow of the boat every day. It was our second trip here and hope to come back again. "

[](https://expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg)

### Chesapeake Beach Resort

10/10 Excellent

"Staff was very nice. Nice to use the complimentary clear bottom kayaks. Breakfast was good, Didi made a great omelette!"

[](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.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

"Super clean room. Staff was great and very helpful. Beautiful view. Walking distance from restaurant."

[](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information)

![Drift Hotel](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/f3e504e7_y.jpg)

### Drift Hotel

10/10 Excellent

"Amazing experience and amenities. "

[](https://expedia.ca/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information)

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg)

### Creekside Inn

10/10 Excellent

"Front desk staff was so welcoming, place was clean and comfy. Loved the view of water! So peaceful "

[](https://expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information)

![Ocean Pointe Suites at Key Largo](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/c6c81bd5_y.jpg)

### Ocean Pointe Suites at Key Largo

10/10 Excellent

"Amazing"

[](https://expedia.ca/Tavernier-Hotels-Ocean-Pointe-Suites-At-Key-Largo.h5502.Hotel-Information)

## Frequently asked questions

### What's it like in Winston Waterways?

### How many hotels will I be able to find in Winston Waterways?

### If I need to cancel my hotel reservation in Winston Waterways, will I receive a refund?

### What are the top things to see and do in Winston Waterways?

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- [Hotels with a Lazy River in Key Largo Village ](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Hotels-With-A-Lazy-River.0-n553248635976468738-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels)
- [Hotels with Balconies in Key Largo Village ](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Hotels-With-Balconies.0-n553248635976468738-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Key Largo Village ](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Hotels-With-Kitchenettes.0-n553248635976468738-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Lgbt Friendly Hotels in Key Largo Village ](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-LGBT-Friendly-Hotel.0-n553248635976468738-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Key Largo Village ](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Luxury-Hotel.0-n553248635976468738-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Mountain Hotels in Key Largo Village ](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Mountain-Hotels.0-n553248635976468738-0-tMountainHotels.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Key Largo Village ](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Oceanfront-Hotels.0-n553248635976468738-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Key Largo Village ](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Pet-Friendly-Hotel.0-n553248635976468738-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Scuba Diving Hotels in Key Largo Village ](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Scuba-Diving-Vacations.0-n553248635976468738-0-tscubadivingvacations.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Key Largo Village ](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Spa-Hotel.0-n553248635976468738-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Waterpark Hotels in Key Largo Village ](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels-Waterpark-Hotels.0-n553248635976468738-0-tWaterparkHotels.Travel-Guide-Filter-Hotels)
- [Key Largo Village Hotels ](https://www.expedia.ca/Key-Largo-Village-Key-Largo-Hotels.0-n553248635976468738-0.Travel-Guide-Filter-Hotels)
- [Adults Only Resorts & in Largo Gardens ](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Adults-Only-Resorts.0-n553248635976471939-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [All Inclusive Resorts and in Largo Gardens ](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-All-Inclusive-Hotel.0-n553248635976471939-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in Largo Gardens ](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Beach-Hotel.0-n553248635976471939-0-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Boutique Hotels in Largo Gardens ](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Boutique-Hotel.0-n553248635976471939-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Largo Gardens ](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Hotel-With-Pool.0-n553248635976471939-0-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Largo Gardens ](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Hotels-With-Kitchenettes.0-n553248635976471939-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Largo Gardens ](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Pet-Friendly-Hotel.0-n553248635976471939-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Largo Gardens ](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels-Spa-Hotel.0-n553248635976471939-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Largo Gardens Hotels ](https://www.expedia.ca/Largo-Gardens-Key-Largo-Hotels.0-n553248635976471939-0.Travel-Guide-Filter-Hotels)
- [All Inclusive Resorts and in Largo Sound Village ](https://www.expedia.ca/Largo-Sound-Village-Key-Largo-Hotels-All-Inclusive-Hotel.0-n553248635976481003-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Largo Sound Village ](https://www.expedia.ca/Largo-Sound-Village-Key-Largo-Hotels-Pet-Friendly-Hotel.0-n553248635976481003-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Largo Sound Village Hotels ](https://www.expedia.ca/Largo-Sound-Village-Key-Largo-Hotels.0-n553248635976481003-0.Travel-Guide-Filter-Hotels)
- [Lime Grove Estates Hotels ](https://www.expedia.ca/Lime-Grove-Estates-Key-Largo-Hotels.0-n553248635976481248-0.Travel-Guide-Filter-Hotels)
- [Miami Hotels ](https://www.expedia.ca/Miami-Hotels.d178286.Travel-Guide-Hotels)
- [North Key Largo Hotels ](https://www.expedia.ca/North-Key-Largo-Hotels.d553248635976475358.Travel-Guide-Hotels)
- [Hotels near Pigeon Key ](https://www.expedia.ca/Pigeon-Key-Hotels.0-l553248621563219631-0.Travel-Guide-Filter-Hotels)
- [Pirates Cove Hotels ](https://www.expedia.ca/Pirates-Cove-Key-Largo-Hotels.0-n553248635976468554-0.Travel-Guide-Filter-Hotels)
- [Plantation Key Colony Hotels ](https://www.expedia.ca/Plantation-Key-Colony-Tavernier-Hotels.0-n855588080238100480-0.Travel-Guide-Filter-Hotels)
- [Plantation Key Hotels ](https://www.expedia.ca/Plantation-Key-Hotels.d553248635083898347.Travel-Guide-Hotels)
- [Rock Harbor Hotels ](https://www.expedia.ca/Rock-Harbor-Hotels.d553248635975874039.Travel-Guide-Hotels)
- [Sexton Cove Estates Hotels ](https://www.expedia.ca/Sexton-Cove-Estates-Key-Largo-Hotels.0-n553248635976482205-0.Travel-Guide-Filter-Hotels)
- [Silver Shores Hotels ](https://www.expedia.ca/Silver-Shores-Key-Largo-Hotels.0-n553248635976471567-0.Travel-Guide-Filter-Hotels)
- [Sunrise Point Hotels ](https://www.expedia.ca/Sunrise-Point-Key-Largo-Hotels.0-n553248635976481368-0.Travel-Guide-Filter-Hotels)
- [Tavernier Hotels ](https://www.expedia.ca/Tavernier-Hotels.d10047.Travel-Guide-Hotels)
- [Wynken Blynken and Nod Hotels ](https://www.expedia.ca/Wynken-Blynken-And-Nod-Key-Largo-Hotels.0-n553248635976473708-0.Travel-Guide-Filter-Hotels)

- [Flights to Key Largo ](https://www.expedia.ca/Cheap-Flights-To-Key-Largo.d8369.Travel-Guide-Flights)
- [Flights from Detroit to Key Largo ](https://www.expedia.ca/lp/flights/178255/8369/detroit-to-key-largo)
- [Flights from Miami to Key Largo ](https://www.expedia.ca/lp/flights/178286/8369/miami-to-key-largo)
- [Flights from Toronto to Key Largo ](https://www.expedia.ca/lp/flights/178314/8369/toronto-to-key-largo)
- [Flights from Toronto (YYZ) to Miami (MIA) ](https://www.expedia.ca/lp/flights/yyz/mia/toronto-to-miami)

- [Visit Anglers Park ](https://www.expedia.ca/Key-Largo-Anglers-Park.dx553248635976468912)
- [Visit Largo Sound Village ](https://www.expedia.ca/Key-Largo-Largo-Sound-Village.dx553248635976481003)
- [Key Largo Vacations ](https://www.expedia.ca/Key-Largo.d8369.Destination-Travel-Guides)
- [Visit Key Largo ](https://www.expedia.ca/Key-Largo.dx8369)
- [Marinelab Undersea Laboratory ](https://www.expedia.ca/MarineLab-Undersea-Laboratory-Key-Largo.d6069275.Vacation-Attraction)

- [Car rental Key Largo ](https://www.expedia.ca/Car-Rentals-In-Key-Largo.d8369.Car-Rental-Guide)

- [Key Largo Vacation Rentals ](https://www.expedia.ca/Key-Largo-Vacation-Rentals.d8369.Travel-Guide-VacationRentals)

- [Things to do in Key Largo ](https://www.expedia.ca/Things-To-Do-In-Key-Largo.d8369.Travel-Guide-Activities)

- [Book Hotels in Winston Waterways on Expedia.com ](https://www.expedia.com/Winston-Waterways-Key-Largo-Hotels.0-n553248635976481538-0.Travel-Guide-Filter-Hotels)