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Check prices for these dates

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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Our top choices for Winston Waterways hotels

A dining area with tables set for two, overlooking a beach with palm trees and a sunset view.

1. Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
2.9 km from Winston Waterways
9.2 out of 10, Wonderful, (1,555 reviews)
"Beautiful property, great room, perfect location. Staff were amazing and very nice clean property! Restaurant was excellent"
Canada
William Dean
The price is Rp3.959.520
Rp5.177.750 total
includes taxes & fees
27 Oct - 28 Oct
Reefhouse Resort & Marina
A beach with palm trees, lounge chairs, and a clear view of the ocean.

2. 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, (1,121 reviews)
"Great stay"
United States
Joliene
The price is Rp2.063.470
Rp2.321.403 total
includes taxes & fees
17 Nov - 18 Nov
Hampton Inn Key Largo Manatee Bay
A balcony with wicker chairs and a small table overlooking a marina with boats and palm trees.

3. 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)
"Great hotel, we’ll be back :)"
United States
Anna
The price is Rp2.749.968
Rp3.093.713 total
includes taxes & fees
29 Oct - 30 Oct
Courtyard by Marriott Key Largo
Two hands holding wine glasses with a beach and ocean view in the background.

4. Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
3.9 km from Winston Waterways
8.6 out of 10, Excellent, (1,866 reviews)
"This is a lovely place and I would happily stay here again."
United States
joseph g
The price is Rp2.085.890
Rp2.798.627 total
includes taxes & fees
27 Oct - 28 Oct
Bayside Inn Key Largo
A pool with a rock feature, lounge chairs, and palm trees.

5. 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 Rp2.965.120
Rp3.335.761 total
includes taxes & fees
29 Oct - 30 Oct
Holiday Inn Key Largo by IHG
A balcony with a view of the sea, a table, and two chairs.

6. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
3.2 km from Winston Waterways
9.0 out of 10, Wonderful, (1,508 reviews)
"Nice place!!"
United States
Josue
The price is Rp2.215.704
Rp3.001.099 total
includes taxes & fees
27 Oct - 28 Oct
Waterside Suites & Marina
A balcony with a view of the sea, a beach, and a thatched hut.

7. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
4.1 km from Winston Waterways
9.2 out of 10, Wonderful, (1,003 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
The price is Rp2.196.720
Rp2.471.311 total
includes taxes & fees
3 Nov - 4 Nov
Sunset Cove Beach Resort
A waterfront property with multiple buildings, a dock, and a small island with palm trees.

8. Dolphin Point Villas

Dolphin Point Villas
3.5 star property
0.7 km from Winston Waterways
9.6 out of 10, Exceptional, (530 reviews)
"Excelente place for couples and the whole family"
United States
Hansel
The price is Rp2.265.424
Rp3.057.192 total
includes taxes & fees
27 Oct - 28 Oct
Dolphin Point Villas
A multi-story hotel with balconies, palm trees, and a view of the water.

9. 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, (1,859 reviews)
"Excellent resort! We really enjoyed our stay"
United States
MIGUEL
The price is Rp2.303.380
Rp3.099.770 total
includes taxes & fees
9 Nov - 10 Nov
Marina Del Mar Resort and Marina
A white building with a purple door, surrounded by palm trees.

10. Amoray Dive Resort

Amoray Dive Resort
2.0 star property
3.8 km from Winston Waterways
9.4 out of 10, Exceptional, (1,003 reviews)
"This place was awesome. Location, staff, property itself, all was excellent. Absolutely would come back and would highly recommend"
United States
Rodrigo
The price is Rp1.431.936
Rp2.119.518 total
includes taxes & fees
27 Oct - 28 Oct
Amoray Dive Resort
A pool surrounded by palm trees and a beach area with lounge chairs.

11. Largo Resort

Largo Resort
3.0 star property
0.9 km from Winston Waterways
9.4 out of 10, Exceptional, (320 reviews)
"Excelente"
United States
Olbert
The price is Rp3.928.394
Rp5.619.503 total
includes taxes & fees
29 Oct - 30 Oct
Largo Resort
A balcony with a view of the ocean and palm trees.

12. Azul del Mar

Azul del Mar
3.5 star property
3.8 km from Winston Waterways
9.0 out of 10, Wonderful, (914 reviews)
"This was a great place to stay"
United States
Loney
The price is Rp1.773.648
Rp1.995.355 total
includes taxes & fees
29 Oct - 30 Oct
Azul del Mar
A beach with a thatched-roof hut, lounge chairs, and a swimming area.

13. 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, (1,002 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
The price is Rp1.805.105
Rp2.030.743 total
includes taxes & fees
1 Nov - 2 Nov
The Pelican Key Largo Cottages
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, (1,001 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 Rp1.936.368
Rp2.178.413 total
includes taxes & fees
28 Oct - 29 Oct
Key Largo Inn
A tropical resort with a clear pool, palm trees, and lounge chairs.

15. 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, (363 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 Rp1.751.048
Rp2.478.520 total
includes taxes & fees
27 Oct - 28 Oct
Kona Kai Resort and Gallery - Adults Only
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

16. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor, 6.6 km from Winston Waterways
9.2 out of 10, Wonderful, (1,196 reviews)
"We loved the lagoon out back with free kayak use the room was nice with the extra large bed, microwave and refrigerator the staff was warm and friendly!"
United States
DONALD
The price is Rp1.379.504
Rp1.551.943 total
includes taxes & fees
27 Oct - 28 Oct
Rock Reef Resort
A beachfront property with a wooden building, outdoor seating, and palm trees.

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 Rp3.608.398
Rp4.059.447 total
includes taxes & fees
27 Oct - 28 Oct
Kings Kamp
A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.

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, (1,193 reviews)
"We loved this place. Will definitely stay there again."
United States
Alan
The price is Rp4.432.854
Rp5.983.711 total
includes taxes & fees
9 Nov - 10 Nov
Baker's Cay Resort Key Largo, Curio Collection by Hilton
A wooden bridge leading to a beach area with palm trees and a yellow kayak.

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, (261 reviews)
"Clean and cozy, great location"
United States
Soraya
The price is Rp2.059.032
Rp2.570.660 total
includes taxes & fees
27 Oct - 28 Oct
Seafarer Key Largo
An aerial view of a resort with a large pool, palm trees, and a beach.

20. 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, (1,004 reviews)
"Everything was amazing!!! Beautiful hotel and great location."
United States
Jorge
The price is Rp5.478.240
Rp7.159.771 total
includes taxes & fees
9 Nov - 10 Nov
Playa Largo Resort & Spa, Autograph Collection
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 palm trees, lounge chairs, and a clear view of the ocean.
Hampton Inn Key Largo Manatee Bay
2.5 star property
8.8
Excellent
1,121 reviews
View
A waterfront property with multiple buildings, a dock, and a small island with palm trees.
Dolphin Point Villas
3.5 star property
9.6
Exceptional
530 reviews
View
A white building with a purple door, surrounded by palm trees.
Amoray Dive Resort
2.0 star property
9.4
Exceptional
1,003 reviews
View
A balcony with a view of the sea, a table, and two chairs.
Waterside Suites & Marina
3.5 star property
9.0
Wonderful
1,508 reviews
View
A dining area with tables set for two, overlooking a beach with palm trees and a sunset view.
Reefhouse Resort & Marina
4.5 star property
9.2
Wonderful
1,555 reviews
View

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.

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.

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.

Anglers Park

If you're looking for some top things to see and do in Anglers Park and surrounding area, you can visit MarineLab Undersea Laboratory and Caribbean Club Bar.

Top Winston Waterways Hotel Reviews

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

8/10 Good
"Not fancy, but clean and easy... exactly what we wanted. Nice little tiki bar with a sunset view of Florida Bay."
Charles 2-night trip
Posted 3 hours ago
Hampton Inn Key Largo Manatee Bay

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.