Find hotels in Winston Waterways, Key Largo from SAR 265

  • 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
10 Nov - 11 Nov
Tomorrow
11 Nov - 12 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

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, (1,133 reviews)
"Great stay"
United States
Joliene
The price is SAR 491
SAR 552 total
includes taxes & fees
9 Dec - 10 Dec
Hampton Inn Key Largo Manatee Bay
A balcony with wicker chairs and a small table overlooking a marina with boats and palm trees.

2. 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, (1,002 reviews)
"Great hotel, we’ll be back :)"
United States
Anna
The price is SAR 537
SAR 604 total
includes taxes & fees
30 Nov - 1 Dec
Courtyard by Marriott Key Largo
A pool with a rock feature, lounge chairs, and palm trees.

3. 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, (1,075 reviews)
"Great hotel"
United States
suany
The price is SAR 616
SAR 693 total
includes taxes & fees
19 Nov - 20 Nov
Holiday Inn Key Largo by IHG
A beach with thatched umbrellas, palm trees, and blue lounge chairs.

4. Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
2.9 km from Winston Waterways
9.2 out of 10, Wonderful, (1,570 reviews)
"Very nice property, rooms were well appointed, oceanside fire pit was a nice touch."
Canada
Vince
The price is SAR 822
SAR 1,075 total
includes taxes & fees
29 Nov - 30 Nov
Reefhouse Resort & Marina
A beach with two thatched umbrellas, three sun loungers, and a view of the sea with boats.

5. Dolphin Point Villas

Dolphin Point Villas
3.5 star property
0.7 km from Winston Waterways
9.6 out of 10, Exceptional, (533 reviews)
"Excelente place for couples and the whole family"
United States
Hansel
The price is SAR 434
SAR 593 total
includes taxes & fees
15 Nov - 16 Nov
Dolphin Point Villas
A multi-story hotel with balconies, palm trees, and a view of the water.

6. 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, (1,853 reviews)
"Great place enjoyed the stay"
United States
Dawn
The price is SAR 458
SAR 621 total
includes taxes & fees
24 Nov - 25 Nov
Marina Del Mar Resort and Marina
A marina with boats docked along a waterfront, surrounded by buildings and palm trees.

7. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
3.2 km from Winston Waterways
9.0 out of 10, Wonderful, (1,528 reviews)
"Just a quick stay but was very comfortable."
United States
Bryan
The price is SAR 432
SAR 591 total
includes taxes & fees
12 Nov - 13 Nov
Waterside Suites & Marina
Two hands holding wine glasses with a beach and ocean view in the background.

8. Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
3.9 km from Winston Waterways
8.4 out of 10, Very good, (1,866 reviews)
"This is a lovely place and I would happily stay here again."
United States
joseph g
The price is SAR 406
SAR 550 total
includes taxes & fees
11 Nov - 12 Nov
Bayside Inn Key Largo
A pool surrounded by palm trees and a beach area with lounge chairs.

9. Largo Resort

Largo Resort
3.0 star property
0.9 km from Winston Waterways
9.4 out of 10, Exceptional, (322 reviews)
"Excelente"
United States
Olbert
The price is SAR 808
SAR 1,158 total
includes taxes & fees
23 Nov - 24 Nov
Largo Resort
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

10. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
4.1 km from Winston Waterways
9.2 out of 10, Wonderful, (1,004 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
The price is SAR 355
SAR 399 total
includes taxes & fees
11 Nov - 12 Nov
Sunset Cove Beach Resort
A beachside seating area with two white Adirondack chairs and a small table under a thatched roof structure.

11. Amoray Dive Resort

Amoray Dive Resort
2.0 star property
3.8 km from Winston Waterways
9.4 out of 10, Exceptional, (1,002 reviews)
"Location,staff was incredible"
United States
Kansas
The price is SAR 266
SAR 405 total
includes taxes & fees
11 Nov - 12 Nov
Amoray Dive Resort
A beach with palm trees, a dock, and a boat named "STYX".

12. 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, (1,011 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
The price is SAR 320
SAR 360 total
includes taxes & fees
12 Nov - 13 Nov
The Pelican Key Largo Cottages
A balcony with a view of the ocean and palm trees.

13. Azul del Mar

Azul del Mar
3.5 star property
3.8 km from Winston Waterways
9.0 out of 10, Wonderful, (919 reviews)
"This was a great place to stay"
United States
Loney
The price is SAR 402
SAR 452 total
includes taxes & fees
11 Nov - 12 Nov
Azul del Mar
A covered outdoor area with a pool, palm trees, and a wooden deck.

14. Key Largo Inn

Key Largo Inn
3.0 star property
4.5 km from Winston Waterways
6.6 out of 10, (1,002 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 SAR 390
SAR 439 total
includes taxes & fees
11 Nov - 12 Nov
Key Largo Inn
An aerial view of a resort with a large pool, palm trees, and a beach.

15. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor, 7.2 km from Winston Waterways
9.0 out of 10, Wonderful, (1,002 reviews)
"Everything was amazing!!! Beautiful hotel and great location."
United States
Jorge
The price is SAR 987
SAR 1,318 total
includes taxes & fees
29 Nov - 30 Nov
Playa Largo Resort & Spa, Autograph Collection
An aerial view of a beach resort with a dock, thatched-roof structures, and a clear blue sky.

16. Gilbert's Resort

Gilbert's Resort
2.0 star property
7.7 km from Winston Waterways
8.6 out of 10, Excellent, (1,003 reviews)
"Very clean, great food and staff, great live music!"
United States
Cathy
The price is SAR 895
SAR 1,007 total
includes taxes & fees
18 Nov - 19 Nov
Gilbert's Resort
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, (42 reviews)
"It was very nice!!"
United States
Michelle
The price is SAR 1,120
SAR 1,260 total
includes taxes & fees
11 Dec - 12 Dec
Kings Kamp
A beach with lounge chairs and a pier extending into the water.

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

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
8.3 km from Winston Waterways
8.8 out of 10, Excellent, (1,202 reviews)
"Very relaxing the beach was nice and pretty from that side of the property clean rooms staff was nice and helpful they made the stay enjoyable"
United States
Damion
The price is SAR 988
SAR 1,318 total
includes taxes & fees
29 Nov - 30 Nov
Baker's Cay Resort Key Largo, Curio Collection by Hilton
A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.

19. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor, 6.7 km from Winston Waterways
9.2 out of 10, Wonderful, (268 reviews)
"This may be my favorite place I've stayed in the Keys! So quaint and the location and breakfast were amazing. We kayaked to the mangroves, ate at the wonderful restaurant across the street (Ballyhoos), and thoroughly enjoyed the beach area"
United States
Brittany
The price is SAR 412
SAR 516 total
includes taxes & fees
19 Nov - 20 Nov
Seafarer Key Largo
A beach with palm trees, a thatched-roof structure, and kayaks.

20. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor, 6.6 km from Winston Waterways
9.8 out of 10, Exceptional, (368 reviews)
"We will make this an annual trip. A great place. Thank you for making it a great stay"
United States
Billy
The price is SAR 706
SAR 900 total
includes taxes & fees
11 Nov - 12 Nov
Kona Kai Resort and Gallery - Adults Only
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

Compare popular hotels in Winston Waterways

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A beach with two thatched umbrellas, three sun loungers, and a view of the sea with boats.
Dolphin Point Villas
3.5 star property
9.6
Exceptional
533 reviews
View
A beach with palm trees, lounge chairs, and a clear view of the ocean.
Hampton Inn Key Largo Manatee Bay
2.5 star property
8.8
Excellent
1,133 reviews
View
A beachside seating area with two white Adirondack chairs and a small table under a thatched roof structure.
Amoray Dive Resort
2.0 star property
9.4
Exceptional
1,002 reviews
View
A marina with boats docked along a waterfront, surrounded by buildings and palm trees.
Waterside Suites & Marina
3.5 star property
9.0
Wonderful
1,528 reviews
View
A beach with thatched umbrellas, palm trees, and blue lounge chairs.
Reefhouse Resort & Marina
4.5 star property
9.2
Wonderful
1,570 reviews
View

Where to stay in Winston Waterways

Find the best Winston Waterways areas and neighborhoods 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 Rock Harbor isn't home to many top sights, Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill are some notable places to visit nearby.

Silver Shores

If you're looking for some top things to see and do in Silver Shores and surrounding area, you can visit Bluefin Rock Harbor Marina and Harry Harris Park.

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

Key Largo Village

While Key Largo Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Jacob's Aquatic Center and Jimmy Johnson's Big Chill.

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

Though Key Largo Park might not have many top sights, you can venture to the surrounding area to see attractions like Jacob's Aquatic Center and Jimmy Johnson's Big Chill.

Anglers Park

While there might not be top attractions in Anglers Park, you can explore the larger area and discover places like MarineLab Undersea Laboratory and Caribbean Club Bar.

Top Winston Waterways Hotel Reviews

A beach with palm trees, lounge chairs, and a clear view of the ocean.
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
Key Largo

10/10 Excellent

Excellent value for the location. Lobby furnishings could stand to be replaced but room was clean & had everything we needed.
United States
Samuel
Reviewed May 22, 2025
Hampton Inn Key Largo Manatee Bay

Frequently Asked Questions

What's it like in Winston Waterways?

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

How many hotels will I be able to find 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 accommodations to choose from.

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

Yes! The majority of hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals available in Winston Waterways.

Where can I learn more about changing or cancelling my trip to Winston Waterways?

For additional details about updating your trip to Winston Waterways or cancelling it, go to https://www.expedia.com/service/.

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.