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Hotels in Winston Waterways

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Check prices for these dates

This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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Our top choices for Winston Waterways hotels

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, (1,084 reviews)
"Great place."
United States
Susanna
The price is S$185
includes taxes & fees
22 Sept - 23 Sept
Hampton Inn Key Largo Manatee Bay
Private beach, sun-loungers, beach towels, kayaking

2. Dolphin Point Villas

Dolphin Point Villas
3.5 star property
0.7 km from Winston Waterways
9.6 out of 10, Exceptional, (516 reviews)
"Super clean and modern room. Great shower. Wonderful staff. Highly recommend!"
United States
Tracy
The price is S$234
includes taxes & fees
10 Sept - 11 Sept
Dolphin Point Villas
Terrace/patio

3. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
3.2 km from Winston Waterways
9.0 out of 10, Wonderful, (1,467 reviews)
"Nice place, good location, helpful staff."
United States
Harry
The price is S$161
includes taxes & fees
13 Sept - 14 Sept
Waterside Suites & Marina
Exterior

4. Amoray Dive Resort

Amoray Dive Resort
2.0 star property
3.8 km from Winston Waterways
9.2 out of 10, Wonderful, (1,002 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 S$171
includes taxes & fees
10 Sept - 11 Sept
Amoray Dive Resort
Living area

5. Azul del Mar

Azul del Mar
3.5 star property
3.8 km from Winston Waterways
9.0 out of 10, Wonderful, (890 reviews)
"Great secluded, quiet accommodations with a very nice beach head."
United States
Nicholas
The price is S$158
includes taxes & fees
13 Sept - 14 Sept
Azul del Mar
3 restaurants; breakfast, lunch and dinner served

6. Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
2.9 km from Winston Waterways
9.2 out of 10, Wonderful, (1,536 reviews)
"Everything was excellent, the people are friendly and helpful, I’ll check me back soon."
United States
Antonio
The price is S$362
includes taxes & fees
14 Sept - 15 Sept
Reefhouse Resort & Marina
Outdoor pool, pool umbrellas, pool loungers

7. 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 S$426
includes taxes & fees
20 Sept - 21 Sept
Largo Resort
In-room safe, iron/ironing board, free WiFi, bed sheets

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, (1,881 reviews)
"Very nice little get away !!! Clean, comfortable beds, great air conditioning."
United States
Brenda
The price is S$233
includes taxes & fees
11 Sept - 12 Sept
Marina Del Mar Resort and Marina
Pillow-top beds, in-room safe, desk, blackout curtains

9. 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 S$192
includes taxes & fees
27 Sept - 28 Sept
Courtyard by Marriott Key Largo
Exterior

10. Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
3.9 km from Winston Waterways
8.6 out of 10, Excellent, (1,836 reviews)
"Great place"
United States
luis
The price is S$196
includes taxes & fees
10 Sept - 11 Sept
Bayside Inn Key Largo
Exterior

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, (1,018 reviews)
"Perfect place in key largo! Definitely staying here again!"
United States
Melissa
The price is S$134
includes taxes & fees
17 Sept - 18 Sept
Sunset Cove Beach Resort
Marina

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, (1,013 reviews)
"Great location, perfect for relaxing. We enjoyed watching the sunset on the dock in the provided Adirondack chairs"
United States
Kim
The price is S$97
includes taxes & fees
15 Sept - 16 Sept
The Pelican Key Largo Cottages
Property amenity

13. 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, (1,101 reviews)
"Great hotel"
United States
suany
The price is S$229
includes taxes & fees
7 Oct - 8 Oct
Holiday Inn Key Largo by IHG
Terrace/patio

14. 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 S$226
includes taxes & fees
11 Sept - 12 Sept
Kona Kai Resort and Gallery - Adults Only
Sun deck

15. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor, 6.6 km from Winston Waterways
9.2 out of 10, Wonderful, (1,184 reviews)
"Amazing property and staff"
United States
Tia
The price is S$156
includes taxes & fees
27 Sept - 28 Sept
Rock Reef Resort
Exterior

16. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor, 6.7 km from Winston Waterways
9.2 out of 10, Wonderful, (233 reviews)
"Very nice place as we would go again"
United States
Susan
The price is S$153
includes taxes & fees
13 Sept - 14 Sept
Seafarer Key Largo
Private beach, sun-loungers

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 S$287
includes taxes & fees
6 Oct - 7 Oct
Kings Kamp
Exterior

18. Key Largo Inn

Key Largo Inn
3.0 star property
4.5 km from Winston Waterways
6.6 out of 10, (1,002 reviews)
"The location is good. The property is a little dated, but I feel the price reflects that. The staff was great. Common areas we’re clean, good low budget stay."
United States
EDWARD
The price is S$204
includes taxes & fees
11 Sept - 12 Sept
Key Largo Inn
On the beach, sun-loungers, snorkelling, kayaking

19. Drift Hotel

Drift Hotel
2.5 star property
10.7 km from Winston Waterways
9.0 out of 10, Wonderful, (1,000 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
The price is S$148
includes taxes & fees
13 Sept - 14 Sept
Drift Hotel
Front of property

20. Gilbert's Resort

Gilbert's Resort
2.0 star property
7.7 km from Winston Waterways
8.6 out of 10, Excellent, (1,001 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 S$274
includes taxes & fees
10 Sept - 11 Sept
Gilbert's 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.
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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 Jimmy Johnson's Big Chill.

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

Gilbert's Resort

Gilbert's Resort

8/10 Good
"First visit. Holiday weekend quick getaway. Nice amenities, good food. Staff very friendly and helpful. Musical entertainment was great. Although, having a head banging heavy metal band on a Sunday afternoon was not the best choice on a holiday weekend. Security on property and actively engaged for guests safety. Overall a good experience and we will come back."
Kelly 3-night trip
Posted less than an hour ago
Gilbert's Resort

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.

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