Winston Waterways Hotels, Key Largo

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winston Waterways hotels

Largo Resort

Largo Resort
3.0 star property
0.9 km from Winston Waterways
9.4 out of 10, Exceptional, (300 reviews)
"Alex was amazing and highly recommend for future stays. Bungalow serenity was so nice and spacious. Had some trouble with the getting the TV to work but the pool and views was stunning. A great place to get away from everyday stresses and relax. "
United States
Kevin
The price is NZ$467
includes taxes & fees
4 Mar - 5 Mar
Largo Resort

Treasure Harbor

Treasure Harbor
3.0 star property
24 km from Winston Waterways
9.0 out of 10, Wonderful, (135 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
The price is NZ$574
includes taxes & fees
26 Feb - 27 Feb
Treasure Harbor

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor, 6.7 km from Winston Waterways
9.4 out of 10, Exceptional, (152 reviews)
"Clean room, friendly staff "
United States
Quaid
The price is NZ$415
includes taxes & fees
1 Mar - 2 Mar
Seafarer Key Largo

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor, 6.6 km from Winston Waterways
9.2 out of 10, Wonderful, (1,098 reviews)
"Nice place to spend some time in the Keys conveniently located,clean rooms and helpful staff with excellent views of Bay."
United States
Harry
Rock Reef Resort

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
4.1 km from Winston Waterways
9.0 out of 10, Wonderful, (1,012 reviews)
"I enjoyed staying here, very cute hotel on the beach "
United States
Emi
Sunset Cove Beach Resort

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
3.2 km from Winston Waterways
9.0 out of 10, Wonderful, (1,212 reviews)
"Beautiful setting."
United States
Jeri
The price is NZ$479
includes taxes & fees
1 Mar - 2 Mar
Waterside Suites & Marina

Creekside Inn

Creekside Inn
2.5 star property
17.7 km from Winston Waterways
7.8 out of 10, Good, (1,002 reviews)
"Room was clean, spacious with a wonderful canal view. "
Canada
Richard
The price is NZ$496
includes taxes & fees
26 Feb - 27 Feb
Creekside Inn

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
7.8 km from Winston Waterways
8.6 out of 10, Excellent, (312 reviews)
"Quaint and very convenient. Beautiful views of the marina and water. Staff was very helpful and recommended a great restaurant. "
United States
Michelle
The price is NZ$472
includes taxes & fees
23 Mar - 24 Mar
Anchorage Resort & Yacht Club

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
24.2 km from Winston Waterways
9.6 out of 10, Exceptional, (228 reviews)
"Great ocean view!"
United States
Eric
Ragged Edge Resort & Marina

Key Largo Inn

Key Largo Inn
3.0 star property
4.5 km from Winston Waterways
6.6 out of 10, (1,016 reviews)
"Staff was great, and the room was clean, it is an older building that is a quaint facility, as long as you are realistic it is a great place to stay."
United States
Howard
Key Largo Inn

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
4.2 km from Winston Waterways
8.8 out of 10, Excellent, (1,018 reviews)
"Great place to stay "
Australia
Magnus
The Pelican Key Largo Cottages

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
3.9 km from Winston Waterways
8.6 out of 10, Excellent, (1,687 reviews)
"Spotless rooms, staff is so friendly and helpful! Amazing place to stay."
Canada
Jeannie
The price is NZ$504
includes taxes & fees
3 Mar - 4 Mar
Bayside Inn Key Largo

Drift Hotel

Drift Hotel
2.5 star property
10.7 km from Winston Waterways
9.0 out of 10, Wonderful, (1,000 reviews)
"Great place"
United States
Jason
Drift Hotel

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.0 star property
3.5 km from Winston Waterways
8.4 out of 10, Very good, (1,745 reviews)
"Wonderful place to stay!"
United States
Tempie
The price is NZ$385
includes taxes & fees
9 Mar - 10 Mar
Marina Del Mar Resort and Marina

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
0.6 km from Winston Waterways
8.8 out of 10, Excellent, (1,013 reviews)
"Nice little hotel. We had a good stay. "
United States
Ceyda
The price is NZ$453
includes taxes & fees
5 Mar - 6 Mar
Hampton Inn Key Largo Manatee Bay

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
28.6 km from Winston Waterways
9.2 out of 10, Wonderful, (1,673 reviews)
"Awesome place!!"
United States
Daniel
The price is NZ$680
includes taxes & fees
1 Mar - 2 Mar
Chesapeake Beach Resort

Gilbert's Resort

Gilbert's Resort
2.0 star property
7.7 km from Winston Waterways
8.6 out of 10, Excellent, (1,006 reviews)
"Great place to stay for relax and have fun! "
United States
Tatiana
Gilbert's Resort

Amoray Dive Resort

Amoray Dive Resort
2.0 star property
3.8 km from Winston Waterways
9.2 out of 10, Wonderful, (1,006 reviews)
"Staff was awesome and our townhouse was gorgeous!!"
United States
Traci
The price is NZ$504
includes taxes & fees
26 Feb - 27 Feb
Amoray Dive Resort

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
11.9 km from Winston Waterways
7.6 out of 10, Good, (1,002 reviews)
"Nice place. Excellent location. "
United States
Carmen
The price is NZ$467
includes taxes & fees
4 Mar - 5 Mar
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Azul del Mar

Azul del Mar
3.5 star property
3.8 km from Winston Waterways
9.0 out of 10, Wonderful, (828 reviews)
"The location, views and water access are all excellent! "
United States
Tom
Azul del Mar
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.

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.

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.

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

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.

Sexton Cove Estates

When in Sexton Cove Estates, you can plan a visit to Caribbean Club Bar and John Pennekamp Coral Reef State Park, some noteworthy sights in the nearby area.

Top Winston Waterways Hotel Reviews

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.
How many hotels are there in Winston Waterways?
With 17 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.

Explore a world of travel with Expedia