Key Largo Hotel Guide. Hotels in Winston Waterways, Key Largo, United States of America

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
20 Nov - 21 Nov
Tomorrow
21 Nov - 22 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Winston Waterways, Key Largo

Private beach, white sand, sun-loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 star property
28.6 km from Winston Waterways
9.2 out of 10, Wonderful, (1581)
"Great breakfast very well kept grounds"
United States
James
The price is €185
includes taxes & fees
23 Nov - 24 Nov
Chesapeake Beach Resort
Terrace/patio
Bayside Inn Key Largo

Bayside Inn Key Largo

3.0 star property
3.9 km from Winston Waterways
8.6 out of 10, Excellent, (1607)
"Great location and helpful staff !"
United States
Nikki
The price is €136
includes taxes & fees
3 Dec - 4 Dec
Bayside Inn Key Largo
Exterior
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3.0 star property
26.7 km from Winston Waterways
9.0 out of 10, Wonderful, (141)
"Quiet and relaxing. Great place"
United States
Edward
The price is €148
includes taxes & fees
23 Nov - 24 Nov
Coconut Cove Resort and Marina
Marina
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, (1006)
"We were delighted with everything The Pelican said it was. The staff was friendly and courteous throughout the property. THE VIEWS were stunning! "
United States
Ramiro
The price is €107
includes taxes & fees
30 Nov - 1 Dec
The Pelican Key Largo Cottages
Sun deck
Rock Reef Resort

Rock Reef Resort

2.5 star property
Rock Harbor, 6.6 km from Winston Waterways
9.2 out of 10, Wonderful, (1063)
"Everything was perfect. Very clean great staff beautiful place to relax ."
United States
Miguel
The price is €102
includes taxes & fees
1 Dec - 2 Dec
Rock Reef Resort
Exterior
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2.5 star property
3.5 km from Winston Waterways
8.4 out of 10, Very good, (1631)
"Great location and laid back vibe!"
United States
Robert
The price is €126
includes taxes & fees
23 Nov - 24 Nov
Marina Del Mar Resort and Marina
Exterior
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 star property
26.5 km from Winston Waterways
8.2 out of 10, Very good, (1006)
"Great experience, highly recommend staying at the Fisher Inn."
United States
Eduardo
The price is €101
includes taxes & fees
18 Dec - 19 Dec
Fisher Inn Resort & Marina
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
Rock Harbor, 7.1 km from Winston Waterways
9.0 out of 10, Wonderful, (1002)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
United States
Scott
The price is €281
includes taxes & fees
30 Nov - 1 Dec
Playa Largo Resort & Spa, Autograph Collection
Dock
Hadley Resort and Marina

Hadley Resort and Marina

3.5 star property
30.1 km from Winston Waterways
7.8 out of 10, Good, (1001)
"Azaya at the front desk was GREAT!! Boat launch on property free for guests. Perfect location comfy rooms! "
United States
Jeff
The price is €113
includes taxes & fees
4 Dec - 5 Dec
Hadley Resort and Marina
Terrace/patio
Waterside Suites & Marina

Waterside Suites & Marina

3.5 star property
3.2 km from Winston Waterways
9.0 out of 10, Wonderful, (1122)
"Great place to stay!"
United States
Chad
The price is €133
includes taxes & fees
23 Nov - 24 Nov
Waterside Suites & Marina
Private beach, sun-loungers, beach towels, scuba diving
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

3.5 star property
27.6 km from Winston Waterways
9.0 out of 10, Wonderful, (111)
"Beautiful place to stay"
United States
Jonathan
The price is €256
includes taxes & fees
1 Dec - 2 Dec
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior
Seafarer Key Largo

Seafarer Key Largo

2.0 star property
Rock Harbor, 6.7 km from Winston Waterways
9.4 out of 10, Exceptional, (124)
"Everything was especially clean and the breakfast was incredible "
United States
FATIMA
The price is €116
includes taxes & fees
24 Nov - 25 Nov
Seafarer Key Largo
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

3.0 star property
26.3 km from Winston Waterways
8.8 out of 10, Excellent, (1001)
"Beautiful property and the staff was amazing."
United States
John
The price is €112
includes taxes & fees
23 Nov - 24 Nov
Drop Anchor
Aerial view
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, (1002)
"clean room nice balcony view nice staff nice breakfast"
United States
Manuel
The price is €126
includes taxes & fees
14 Dec - 15 Dec
Dove Creek Resort & Marina, Trademark Collection by Wyndham
BBQ/picnic Area
Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo

3.5 star property
14.2 km from Winston Waterways
8.4 out of 10, Very good, (1009)
"Everything was great "
United States
Steve
The price is €154
includes taxes & fees
30 Nov - 1 Dec
Ocean Pointe Suites at Key Largo
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers
Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

3.0 star property
3.6 km from Winston Waterways
8.6 out of 10, Excellent, (1008)
"Excellent place to stay for a weekend "
United States
Carlos
The price is €140
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Key Largo by IHG
Room, 1 King Bed, Bay View | Beach/ocean view
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, (1013)
"Great resort"
United States
david
The price is €108
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn Key Largo Manatee Bay
On the beach, sun-loungers, snorkelling, kayaking
Drift Hotel

Drift Hotel

2.5 star property
10.7 km from Winston Waterways
9.0 out of 10, Wonderful, (1003)
"Very nice place enjoyed myself to the fullest"
United States
BOBBY ROBERTSON
The price is €90
includes taxes & fees
30 Nov - 1 Dec
Drift Hotel
3 restaurants, breakfast, lunch, dinner served; American cuisine
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 star property
2.9 km from Winston Waterways
9.2 out of 10, Wonderful, (1326)
"Nice hotel with great staff."
United States
David
The price is €229
includes taxes & fees
1 Dec - 2 Dec
Reefhouse Resort & Marina
Exterior
Amoray Dive Resort

Amoray Dive Resort

2.0 star property
3.7 km from Winston Waterways
9.2 out of 10, Wonderful, (1006)
"Great service, spotless room, and the sunsets!!!"
United States
Peter
The price is €102
includes taxes & fees
2 Dec - 3 Dec
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.
View all properties

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.

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 MarineLab Undersea Laboratory, some noteworthy sights in the nearby area.

Cross Key Waterways

When in Cross Key Waterways, you can plan a visit to MarineLab Undersea Laboratory and Caribbean Club Bar, some noteworthy sights in the nearby area.

Top Winston Waterways Hotel Reviews

Treasure Harbor

Treasure Harbor

10/10 Excellent
"Yes everything was clean and neat , staff very helpful and friendly "
PAUL 3-night trip
Posted 4 days ago
Treasure Harbor

Explore a world of travel with Expedia

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 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.