Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winston Waterways.

How can I save on a Winston Waterways hotel booking with Expedia?

With Expedia, you’ll unlock our lowest prices by becoming a member. It’s free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Winston Waterways hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.

How much is the nightly rate at a Winston Waterways hotel?

Hotel prices in Winston Waterways often vary, but you can find a great deal from £88 on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

The Best Hotels in Winston Waterways, Key Largo - 2025 Updated Prices

Top Trending Hotels Near Winston Waterways, Key Largo

"Very nice open concept - much larger than we expected with a cottage / beach vibe "

includes taxes & fees

1 Jul - 2 Jul

On the beach, sun-loungers, snorkelling, kayaking

"Great little motel with easy parking, updated rooms, friendly staff and an amazing beach! "

"We had a wonderful stay here. The staff as friendly, the grounds were beautiful, and the room was clean! "

includes taxes & fees

1 Jul - 2 Jul

Private beach, white sand, sun-loungers, beach towels

"This was a great place to stay. "

includes taxes & fees

23 Jul - 24 Jul

"They do an awesome job with the grounds and room decor."

includes taxes & fees

1 Jul - 2 Jul

"Charming property, well kept, clean, nice bay views and swimming beach, friendly staff"

includes taxes & fees

22 Jul - 23 Jul

"Stayed here before, love the quiet peaceful surrounding this property offers… and will stay here again!!!"

includes taxes & fees

2 Jul - 3 Jul

3 restaurants, breakfast, lunch, dinner served; American cuisine

"what a great place to stay"

includes taxes & fees

1 Jul - 2 Jul

"Great stay "

Outdoor pool, pool cabanas (surcharge), pool umbrellas

"Amazing place, will Definitely be back"

includes taxes & fees

13 Jul - 14 Jul

Classic Room, Patio, Garden View | Terrace/patio

"Awesome place to stay, restaurant and bar attached, outside bar and dining area overlooking the bay. Pool also very nice. "

includes taxes & fees

15 Jul - 16 Jul

25-inch flat-screen TV with digital channels, TV

"Very clean and great atmosphere "

includes taxes & fees

1 Jul - 2 Jul

"the beach and tranquility of the place make it unique."

includes taxes & fees

1 Jul - 2 Jul

Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

"The property was a throw back to old motels, charming…"

includes taxes & fees

1 Jul - 2 Jul

2 outdoor pools, pool umbrellas, pool loungers

"Great location and environment "

includes taxes & fees

1 Jul - 2 Jul

"Is a good place family party "

"Very clean and the views were great "

includes taxes & fees

3 Jul - 4 Jul

"Excellent overall, great service, clean and the view its amazing "

includes taxes & fees

2 Jul - 3 Jul

"Nice place for relaxing and enjoy with family and friends..!"

Outdoor pool, pool umbrellas, pool loungers

"Loved how quiet and clean the property was. It was a beautiful place to stay and would absolutely do again. "

Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Winston Waterways

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

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

Key Largo Park

Key Largo Park might not have many top sights, but Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are two attractions nearby that you can check out.

See properties

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

Pirates Cove

While there might not be top attractions in Pirates Cove, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.

See properties

Sexton Cove Estates

When in Sexton Cove Estates, you can plan a visit to Key Largo Baptist Church and Caribbean Club Bar, some noteworthy sights in the nearby area.

See properties

Winston Waterways Hotel Reviews

5/5 Excellent

"We enjoyed so much staying at this property. The pool and beach area is so beautiful we did not want to go anywhere else. We were also available to use the marina which was a big plus. At check in we were greeted with a champagne glass which was on point. Vanessa at the front desk was super nice and very courteous. Jose at the bar goes above and beyond to serve good drinks. He also made us burgers and hot dogs on Sunday. At breakfast they have a chef making omelets and waffles which were amazing. 5 star! Overall was excellent, the only thing was we felt the double beds are more like twin beds. But after that excellent staff and property. We will definitely be back. "

A verified traveller from Miami stayed at Chesapeake Beach Resort

Posted 20 hours ago

5/5 Excellent

"Staff was very nice. The place of stay itself was very spacey especially since it was two of us. Great view of bars across the way adding onto the fact that we went there whenever we wanted since it was walkable. The place was very clean, everything was stocked and ready for use. Everything was also well put in a sense where it was reachable and you didn’t spend time asking yourself and others where stuff is. Overall great experience will come here for future reservations."

A verified traveller stayed at Waterside Suites & Marina

Posted 4 days ago

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Hotels in top Key Largo neighborhoods

Hotels near popular Key Largo Attractions

More accommodation types in

Hotels Close to Nearby Airports

Explore more hotels

See a list of all hotels in Key Largo

More ways to book

Book Hotels in Winston Waterways on Expedia.com

Unlock instant savings with Member Prices

Search Hotels in Winston Waterways, Key Largo

Go beyond your typical stay in Winston Waterways

Check prices for these dates

Filter by

Top Trending Hotels Near Winston Waterways, Key Largo

Dolphin Point Villas

Dolphin Point Villas

Drift Hotel

Drift Hotel

Bayside Inn Key Largo

Bayside Inn Key Largo

Chesapeake Beach Resort

Chesapeake Beach Resort

Bay Harbor Lodge

Bay Harbor Lodge

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

Amoray Dive Resort

Amoray Dive Resort

Reefhouse Resort & Marina

Reefhouse Resort & Marina

Azul del Mar

Azul del Mar

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

The Ocean View Inn & Pub

The Ocean View Inn & Pub

Treasure Harbor

Treasure Harbor

Seafarer Key Largo

Seafarer Key Largo

Drop Anchor

Drop Anchor

Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

Gilbert's Resort

Gilbert's Resort

Waterside Suites & Marina

Waterside Suites & Marina

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina

Bahia Bay Resort

Bahia Bay Resort

Largo Resort

Largo Resort

Where to stay in Winston Waterways

Key Largo Village

Key Largo Park

Cross Key Waterways

Pirates Cove

Sexton Cove Estates

Winston Waterways Hotel Reviews

Winston Waterways Hotel Reviews

Chesapeake Beach Resort

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Hotels in top Key Largo neighborhoods

Hotels near popular Key Largo Attractions

More accommodation types in

Hotels Close to Nearby Airports

Explore more hotels

More ways to book

Expedia's Latest Trends

Frequently asked questions