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2 Oct - 4 Oct
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9 Oct - 11 Oct

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Our top choices for Winston Waterways hotels

A beach with palm trees, lounge chairs, and a clear view of the ocean.

1. 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, (1,099 reviews)
"Place was great!! Can’t wait to go back!!"
United States
Cory
The price is 2.960.061 ₫
3.330.069 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Hampton Inn Key Largo Manatee Bay
A beach with two thatched umbrellas, three sun loungers, and a view of the sea with boats.

2. Dolphin Point Villas

Dolphin Point Villas
3.5 star property
0.7 km from Winston Waterways
9.6 out of 10, Exceptional, (522 reviews)
"The place was great - just like the photos and central to everything. The restaurant across the street, called the Catch, ended up being our best meal of the trip. The kayaks were really fun and the place was really nice."
United States
Michael
The price is 3.181.325 ₫
4.309.526 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Dolphin Point Villas
A pool surrounded by palm trees and a beach area with lounge chairs.

3. Largo Resort

Largo Resort
3.0 star property
0.9 km from Winston Waterways
9.4 out of 10, Exceptional, (319 reviews)
"Excelente"
United States
Olbert
The price is 4.210.710 ₫
6.753.281 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Largo Resort
A multi-story hotel with balconies, palm trees, and a view of the water.

4. Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.0 star property
3.5 km from Winston Waterways
8.6 out of 10, Excellent, (1,872 reviews)
"Great place… recommended to anyone!!!"
United States
Francisco
The price is 3.609.830 ₫
4.791.595 ₫ total
includes taxes & fees
3 Oct - 4 Oct
Marina Del Mar Resort and Marina
A balcony with a view of the sea, a table, and two chairs.

5. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
3.2 km from Winston Waterways
9.0 out of 10, Wonderful, (1,494 reviews)
"i loved this place beautiful hotel full kitchen perfect for a little trip 100% recommend"
United States
Ysabella
The price is 3.182.623 ₫
4.310.857 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Waterside Suites & Marina
A balcony with two white chairs overlooking a marina with boats, a building with a green roof, and palm trees.

6. 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, (1,092 reviews)
"Great hotel"
United States
suany
The price is 4.518.780 ₫
5.083.629 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Key Largo by IHG
Two hands holding wine glasses with a beach and ocean view in the background.

7. Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
3.9 km from Winston Waterways
8.6 out of 10, Excellent, (1,858 reviews)
"Nice place to stay."
United States
Lwigy
The price is 2.996.158 ₫
4.019.928 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Bayside Inn Key Largo
A white building with a purple door, surrounded by palm trees.

8. Amoray Dive Resort

Amoray Dive Resort
2.0 star property
3.8 km from Winston Waterways
9.4 out of 10, Exceptional, (1,009 reviews)
"This property was clean and the staff was very friendly. It is a cozy little get away in Key Largo with nice restaurants close by. Would definitely stay again."
United States
P
The price is 1.799.998 ₫
2.755.647 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Amoray Dive Resort
A balcony with a view of the ocean and palm trees.

9. Azul del Mar

Azul del Mar
3.5 star property
3.8 km from Winston Waterways
9.0 out of 10, Wonderful, (900 reviews)
"This was a great place to stay"
United States
Loney
The price is 2.680.104 ₫
3.015.117 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Azul del Mar
A dining area with tables set for two, overlooking a beach with palm trees and a sunset view.

10. Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
2.9 km from Winston Waterways
9.2 out of 10, Wonderful, (1,545 reviews)
"Resort was great"
United States
Susan
The price is 5.168.826 ₫
6.854.019 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Reefhouse Resort & Marina
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

11. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
4.1 km from Winston Waterways
9.2 out of 10, Wonderful, (1,011 reviews)
"Very pleasant stay would recommend to anyone looking for a fun get away"
United States
Payton
The price is 3.038.490 ₫
3.418.431 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Sunset Cove Beach Resort
A balcony with wicker chairs and a small table overlooking a marina with boats and palm trees.

12. Courtyard by Marriott Key Largo

Courtyard by Marriott Key Largo
3.0 star property
3.4 km from Winston Waterways
8.2 out of 10, Very good, (1,001 reviews)
"Everyone was so helpful and friendly"
United States
Jennifer
The price is 3.950.037 ₫
4.443.791 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Courtyard by Marriott Key Largo
A covered outdoor area with a pool, palm trees, and a wooden deck.

13. Key Largo Inn

Key Largo Inn
3.0 star property
4.5 km from Winston Waterways
6.6 out of 10, (1,000 reviews)
"Staff is the Best, Owner is very friendly, forget about those nonsense reviews, this place is very nice to stay"
United States
Rolando
The price is 2.431.166 ₫
2.735.061 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Key Largo Inn
A beach with palm trees, a dock, and a boat named "STYX".

14. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
4.2 km from Winston Waterways
9.0 out of 10, Wonderful, (1,010 reviews)
"This is our sixth time there we love it"
United States
kimberly
The price is 2.380.258 ₫
2.677.791 ₫ total
includes taxes & fees
1 Oct - 2 Oct
The Pelican Key Largo Cottages
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

15. Drift Hotel

Drift Hotel
2.5 star property
10.7 km from Winston Waterways
9.0 out of 10, Wonderful, (1,001 reviews)
"Excellent location"
United States
kelly
The price is 2.629.462 ₫
3.250.308 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Drift Hotel
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

16. 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
7.8 out of 10, Good, (1,007 reviews)
"Great place to stay"
United States
Omar Ahmad
The price is 2.664.932 ₫
3.821.685 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A beach with thatched umbrellas, lounge chairs, and a clear view of the ocean.

17. Kings Kamp

Kings Kamp
2.5 star property
2.6 km from Winston Waterways
8.6 out of 10, Excellent, (41 reviews)
"It was very nice!!"
United States
Michelle
The price is 5.183.878 ₫
5.831.863 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Kings Kamp
A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.

18. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor, 6.7 km from Winston Waterways
9.2 out of 10, Wonderful, (244 reviews)
"simple breakfast, older place but clean room, access to the beach - very convenient and nice!"
United States
ANDREW
The price is 2.604.791 ₫
3.295.593 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Seafarer Key Largo
A spacious living room with a large window, a white sofa, a coffee table, and a painting of a tropical scene.

19. Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
7.8 km from Winston Waterways
8.8 out of 10, Excellent, (345 reviews)
"Great place "
United States
Jay
The price is 4.129.230 ₫
4.645.514 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Anchorage Resort & Yacht Club
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

20. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor, 6.6 km from Winston Waterways
9.2 out of 10, Wonderful, (1,191 reviews)
"Absolutely lovely resort, we always have a wonderful stay ♥️"
United States
Tia
The price is 2.406.491 ₫
2.707.302 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Rock Reef 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.
A beachside resort with lounge chairs, a thatched-roof hut, and palm trees.
Photo by Samantha Shoemaker
Open Photo by Samantha Shoemaker

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.

An aerial view of a coastal area with RVs parked along the shore, a small beach, and a clear view of the ocean.

Key Largo Park

Key Largo Park might not have many top sights, but Jacob's Aquatic Center and Jimmy Johnson's Big Chill are two attractions nearby that you can check out.

A white speedboat on a blue ocean with a tropical island in the background.

Key Largo Village

When in Key Largo Village, you can plan a visit to Jacob's Aquatic Center and Jimmy Johnson's Big Chill, some noteworthy sights in the nearby area.

A bridge over a river with boats docked along the shore.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"wonderful"
Yamelys 2-night trip
Posted 15 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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?
If you're searching for places to stay in Key Largo, Expedia has something to meet your needs with 22 Winston Waterways hotels and other accommodation options to choose from.
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, Newport Flats and Lower Sound Point are also worth a stop.