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Check prices for these dates

This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

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Our top choices for Winston Waterways hotels

Room, 1 King Bed, Bay View | Beach/ocean view

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, (1,091 reviews)
"Great place."
United States
Susanna
The price is ฿4,340
฿4,883 total
includes taxes & fees
29 Sept - 30 Sept
Hampton Inn Key Largo Manatee Bay
Beach

2. Dolphin Point Villas

Dolphin Point Villas
3.5 star property
0.7 km from Winston Waterways
9.6 out of 10, Exceptional, (518 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 ฿3,893
฿5,316 total
includes taxes & fees
4 Oct - 5 Oct
Dolphin Point Villas
Dining

3. Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
2.9 km from Winston Waterways
9.4 out of 10, Exceptional, (1,537 reviews)
"Resort was great"
United States
Susan
The price is ฿7,273
฿9,511 total
includes taxes & fees
24 Sept - 25 Sept
Reefhouse Resort & Marina
Terrace/patio

4. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
3.2 km from Winston Waterways
9.0 out of 10, Wonderful, (1,474 reviews)
"The place was clean, and the staffs were nice and helpful. We enjoyed our staying."
United States
Thuc
The price is ฿4,070
฿5,513 total
includes taxes & fees
22 Sept - 23 Sept
Waterside Suites & Marina
Suite, 1 Bedroom, Marina View

5. 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, (1,005 reviews)
"Lovely hotel, excellent location."
United Kingdom
joanne
The price is ฿4,764
฿5,359 total
includes taxes & fees
28 Sept - 29 Sept
Courtyard by Marriott Key Largo
Infinity pool

6. Largo Resort

Largo Resort
3.0 star property
0.9 km from Winston Waterways
9.4 out of 10, Exceptional, (317 reviews)
"The rooms are amazing for the price. Everything is clean. It was very quiet and family friendly"
United States
Tara
The price is ฿6,983
฿10,440 total
includes taxes & fees
7 Oct - 8 Oct
Largo Resort
Property amenity

7. 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, (1,093 reviews)
"Great hotel"
United States
suany
The price is ฿5,360
฿6,029 total
includes taxes & fees
14 Oct - 15 Oct
Holiday Inn Key Largo by IHG
Standard Room, 1 King Bed

8. 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, (1,873 reviews)
"Great place… recommended to anyone!!!"
United States
Francisco
The price is ฿4,564
฿6,070 total
includes taxes & fees
30 Sept - 1 Oct
Marina Del Mar Resort and Marina
Exterior

9. Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
3.9 km from Winston Waterways
8.6 out of 10, Excellent, (1,840 reviews)
"Great place"
United States
luis
The price is ฿3,395
฿4,650 total
includes taxes & fees
17 Sept - 18 Sept
Bayside Inn Key Largo
Exterior

10. Amoray Dive Resort

Amoray Dive Resort
2.0 star property
3.8 km from Winston Waterways
9.2 out of 10, Wonderful, (1,001 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 ฿2,903
฿4,202 total
includes taxes & fees
17 Sept - 18 Sept
Amoray Dive Resort
Exterior

11. Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
2.4 km from Winston Waterways
9.6 out of 10, Exceptional, (4 reviews)
The price is ฿27,391
฿30,815 total
includes taxes & fees
24 Sept - 25 Sept
Premium Floating Bungalow by Stay Ombi
Beach

12. 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 ฿6,711
฿7,550 total
includes taxes & fees
17 Sept - 18 Sept
Kings Kamp
Aquamarina Deluxe Sea View Suite | Living area

13. Azul del Mar

Azul del Mar
3.5 star property
3.8 km from Winston Waterways
9.0 out of 10, Wonderful, (893 reviews)
"Great secluded, quiet accommodations with a very nice beach head."
United States
Nicholas
The price is ฿3,435
฿3,865 total
includes taxes & fees
21 Sept - 22 Sept
Azul del Mar
Exterior

14. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
4.1 km from Winston Waterways
9.2 out of 10, Wonderful, (1,005 reviews)
"Excellent place!"
United States
Douglas
The price is ฿3,266
฿3,674 total
includes taxes & fees
17 Sept - 18 Sept
Sunset Cove Beach Resort
Exterior

15. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor, 6.7 km from Winston Waterways
9.2 out of 10, Wonderful, (236 reviews)
"Very nice place as we would go again"
United States
Susan
The price is ฿3,331
฿4,214 total
includes taxes & fees
27 Sept - 28 Sept
Seafarer Key Largo
Front of property

16. Gilbert's Resort

Gilbert's Resort
2.0 star property
7.7 km from Winston Waterways
8.6 out of 10, Excellent, (1,000 reviews)
"We stayed for two nights that enjoyable stay. The views from a room are beautiful. The people working there were very kind. Food was quality very good, relaxing atmosphere. We definitely go back."
United States
Rick
The price is ฿6,949
฿7,818 total
includes taxes & fees
22 Sept - 23 Sept
Gilbert's Resort
Sun deck

17. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor, 6.6 km from Winston Waterways
9.2 out of 10, Wonderful, (1,187 reviews)
"Absolutely lovely resort, we always have a wonderful stay ♥️"
United States
Tia
The price is ฿3,367
฿3,788 total
includes taxes & fees
27 Sept - 28 Sept
Rock Reef Resort
Marina

18. 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, (1,003 reviews)
"Great place great price great location "
United States
Richard
The price is ฿3,234
฿3,638 total
includes taxes & fees
23 Sept - 24 Sept
The Pelican Key Largo Cottages
Exterior

19. 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, (1,003 reviews)
"Super good resorts"
United States
Danilo
The price is ฿8,489
฿11,385 total
includes taxes & fees
29 Sept - 30 Sept
Playa Largo Resort & Spa, Autograph Collection
Single Room | Terrace/patio

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, (348 reviews)
"We had a great 3 night stay. Laura and Kathryn were so nice. The room was very comfortable, and the grounds are beautiful. Can't beat those sunset views! Will definitely be staying again"
United States
Laura
The price is ฿4,464
฿5,958 total
includes taxes & fees
21 Sept - 22 Sept
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.
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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 Jimmy Johnson's Big Chill and Jacob's Aquatic Center, 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 Jimmy Johnson's Big Chill and Jacob's Aquatic Center are two attractions nearby that you can check out.

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

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"we enjoyed our stay, everything deserved 5 stars"
Tanya 4-night trip
Posted 2 hours ago
Playa Largo Resort & Spa, Autograph Collection

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.