Winston Waterways Hotels, Key Largo

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2249 Cheap Hotels in Winston Waterways - Specials, Reviews, & Last Minute Deals

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1479)
"This was a great place to stay. "
The price is NZ$532
includes taxes & fees
23 July - 24 July
Chesapeake Beach Resort

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1519)
"We had a wonderful stay here. The staff as friendly, the grounds were beautiful, and the room was clean! "
The price is NZ$265
includes taxes & fees
1 July - 2 July
Bayside Inn Key Largo

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1005)
"To me this place is 5 stars. "
Rock Reef Resort

Coconut Cove Resort and Marina

2.5 star property
7.6 out of 10, Good, (795)
"So much to do at this property, really cool Florida vibe. I would stay again."
The price is NZ$330
includes taxes & fees
1 July - 2 July
Coconut Cove Resort and Marina

The Pelican Key Largo Cottages

2.0 star property
8.6 out of 10, Excellent, (1008)
"Charming property, well kept, clean, nice bay views and swimming beach, friendly staff"
The price is NZ$201
includes taxes & fees
22 July - 23 July
The Pelican Key Largo Cottages

Marina Del Mar Resort and Marina

2.5 star property
8.4 out of 10, Very good, (1600)
"Best hotel ever "
The price is NZ$245
includes taxes & fees
6 July - 7 July
Marina Del Mar Resort and Marina

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 star property
9.0 out of 10, Wonderful, (41)
"Great hospitality, the room was clean. Resort is very convenient for you, don’t have to leave."
The price is NZ$629
includes taxes & fees
7 July - 8 July
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Waterside Suites & Marina

3.5 star property
8.8 out of 10, Excellent, (1006)
"Very clean and the views were great "
The price is NZ$361
includes taxes & fees
29 July - 30 July
Waterside Suites & Marina

Fisher Inn Resort & Marina

3.5 star property
8.0 out of 10, Very good, (1003)
"Great little hotel close to everything "
The price is NZ$265
includes taxes & fees
23 July - 24 July
Fisher Inn Resort & Marina

Hadley Resort and Marina

3.5 star property
7.8 out of 10, Good, (1006)
"Front desk had everything ready for me and it was quick and easy check in."
The price is NZ$281
includes taxes & fees
1 July - 2 July
Hadley Resort and Marina

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
9.0 out of 10, Wonderful, (1004)
"Amazing place, will Definitely be back"
The price is NZ$684
includes taxes & fees
13 July - 14 July
Playa Largo Resort & Spa, Autograph Collection

Hampton Inn Key Largo Manatee Bay

2.5 star property
8.8 out of 10, Excellent, (1013)
"We enjoyed the beach area for swimming and snorkeling. "
The price is NZ$235
includes taxes & fees
10 July - 11 July
Hampton Inn Key Largo Manatee Bay

Dove Creek Resort & Marina, Trademark Collection by Wyndham

3.0 star property
7.6 out of 10, Good, (1005)
"Excellent hidden gem in the keys !"
The price is NZ$240
includes taxes & fees
7 July - 8 July
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Ocean Pointe Suites at Key Largo

3.5 star property
8.2 out of 10, Very good, (1006)
"Great spot, excellent pool, beautiful sunset from the dock"
The price is NZ$337
includes taxes & fees
6 July - 7 July
Ocean Pointe Suites at Key Largo

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1000)
"The property was a throw back to old motels, charming…"
The price is NZ$271
includes taxes & fees
1 July - 2 July
Drop Anchor

Holiday Inn Key Largo by IHG

3.0 star property
8.4 out of 10, Very good, (1008)
"Great location and environment "
The price is NZ$333
includes taxes & fees
1 July - 2 July
Holiday Inn Key Largo by IHG

Drift Hotel

2.5 star property
9.0 out of 10, Wonderful, (1008)
"Great little motel with easy parking, updated rooms, friendly staff and an amazing beach! "
The price is NZ$481
includes taxes & fees
12 July - 13 July
Drift Hotel

Bahia Bay Resort

2.5 star property
8.8 out of 10, Excellent, (108)
"Nice place for relaxing and enjoy with family and friends..!"
Bahia Bay Resort

Sunset Cove Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1007)
"Great place to stay the beach and room was clean and very family friendly place. We will definitely be back for sure."
The price is NZ$328
includes taxes & fees
1 July - 2 July
Sunset Cove Beach Resort

Amoray Dive Resort

2.0 star property
9.0 out of 10, Wonderful, (1004)
"Stayed here before, love the quiet peaceful surrounding this property offers… and will stay here again!!!"
The price is NZ$199
includes taxes & fees
2 July - 3 July
Amoray Dive Resort
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.

Our guide on where to stay in Winston Waterways

Find the best Winston Waterways areas for the activities you enjoy most.
Key Largo Village map

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.

Key Largo Park map

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.

Cross Key Waterways map

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.

Pirates Cove map

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.

Sexton Cove Estates map

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.

Frequently asked questions

What's it like in Winston Waterways?

You'll be sure to have fun exploring Key Largo's Winston Waterways neighbourhood. Consider a visit to John Pennekamp Coral Reef State Park as part of your Winston Waterways travel plans.

What's a favourite hotel to stay in Winston Waterways?

For your stay in Winston Waterways, Cukoos Nest by Florida Keys Luxury Rentals is one of the top choices based on our traveller data.

How many hotels are there in Winston Waterways?

With 18 Expedia hotels and other accommodation options in Winston Waterways to choose from, this is a good starting point for exploring the greater Key Largo area.

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

Yes! The majority of room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to view top deals in Winston Waterways.

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

John Pennekamp Coral Reef State Park is an attraction you might want to check out while you're in Winston Waterways. When you're sightseeing in Key Largo, Lower Sound Point and MarineLab Undersea Laboratory are also worth a stop.