Winston Waterways Hotels, Key Largo

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17 Sept - 18 Sept
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18 Sept - 19 Sept
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19 Sept - 21 Sept
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26 Sept - 28 Sept

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2296 Cheap Hotels in Winston Waterways - Specials, Reviews, & Last Minute Deals

Our top choices for Winston Waterways hotels

Drift Hotel
On the beach, sun-loungers, snorkelling, kayaking

Drift Hotel

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Loved the access to the beach, hammocks and it’s on dock to fish from"
Drift Hotel
Amoray Dive Resort
Exterior

Amoray Dive Resort

2.0 star property
9.0 out of 10, Wonderful, (1004)
"Fabulous stay! Location, location! "
The price is AU$150
includes taxes & fees
18 Sept - 19 Sept
Amoray Dive Resort
Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1530)
"Great location, clean rooms, great amenities and the staff is very friendly. "
The price is AU$280
includes taxes & fees
18 Sept - 19 Sept
Chesapeake Beach Resort
Hampton Inn Key Largo Manatee Bay
Room, 1 King Bed, Bay View | Beach/ocean view

Hampton Inn Key Largo Manatee Bay

2.5 star property
8.8 out of 10, Excellent, (1012)
"The place was very clean safe and enjoyable. Perfect little paradise."
The price is AU$192
includes taxes & fees
23 Sept - 24 Sept
Hampton Inn Key Largo Manatee Bay
Rock Reef Resort
Sun deck

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1016)
"Good location. We would stay here again "
Rock Reef Resort
Seafarer Key Largo
Exterior

Seafarer Key Largo

2.0 star property
9.6 out of 10, Exceptional, (110)
"Rooms are remodeled and staff was great. Would stay here again "
The price is AU$156
includes taxes & fees
21 Sept - 22 Sept
Seafarer Key Largo
Creekside Inn Islamorada
Water view

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very good, (1006)
"Always a great stay"
The price is AU$177
includes taxes & fees
18 Sept - 19 Sept
Creekside Inn Islamorada
Marina Del Mar Resort and Marina
Exterior

Marina Del Mar Resort and Marina

2.5 star property
8.4 out of 10, Very good, (1601)
"Loved this place!!!!!!!"
The price is AU$180
includes taxes & fees
28 Sept - 29 Sept
Marina Del Mar Resort and Marina
Ragged Edge Resort & Marina
Exterior

Ragged Edge Resort & Marina

2.5 star property
9.4 out of 10, Exceptional, (192)
"We enjoyed our stay very much and have already recommended this hotel to friends. Thanks for accommodating our check in and check out. "
Ragged Edge Resort & Marina
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Exterior

Dove Creek Resort & Marina, Trademark Collection by Wyndham

3.0 star property
7.6 out of 10, Good, (1006)
"Great place to stay!"
The price is AU$189
includes taxes & fees
24 Sept - 25 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Bayside Inn Key Largo
Terrace/patio

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1568)
"Great stay "
The price is AU$221
includes taxes & fees
21 Sept - 22 Sept
Bayside Inn Key Largo
Azul del Mar
On the beach, kayaking

Azul del Mar

3.5 star property
9.0 out of 10, Wonderful, (757)
"We loved this property so beautiful and clean and new. Secluded and great sunset v.iews. Will definitely stay here again"
Azul del Mar
Waterside Suites & Marina
Terrace/patio

Waterside Suites & Marina

3.5 star property
8.8 out of 10, Excellent, (1078)
"Excellent hotel "
The price is AU$209
includes taxes & fees
18 Sept - 19 Sept
Waterside Suites & Marina
The Pelican Key Largo Cottages
Marina

The Pelican Key Largo Cottages

2.0 star property
8.8 out of 10, Excellent, (1011)
"Great beach and dock area. "
The price is AU$154
includes taxes & fees
22 Sept - 23 Sept
The Pelican Key Largo Cottages
Ocean Pointe Suites at Key Largo
BBQ/picnic Area

Ocean Pointe Suites at Key Largo

3.5 star property
8.2 out of 10, Very good, (1009)
"Great place! Conveniently located if you would like to explore the Keys."
The price is AU$194
includes taxes & fees
30 Sept - 1 Oct
Ocean Pointe Suites at Key Largo
Dolphin Point Villas
Property entrance

Dolphin Point Villas

3.5 star property
9.6 out of 10, Exceptional, (461)
"Had a great stay. Staff was very friendly and enjoyed use of the kayaks and paddleboards with the kids. "
Dolphin Point Villas
Drop Anchor
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1003)
"Beautiful property and the staff was amazing."
The price is AU$204
includes taxes & fees
30 Sept - 1 Oct
Drop Anchor
Sunset Cove Beach Resort
Gazebo

Sunset Cove Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"We always love staying here. So relaxing and fun. "
The price is AU$219
includes taxes & fees
22 Sept - 23 Sept
Sunset Cove Beach Resort
Kona Kai Resort and Gallery - Adults Only
Exterior

Kona Kai Resort and Gallery - Adults Only

2.5 star property
9.8 out of 10, Exceptional, (256)
"Our stay was woderful."
Kona Kai Resort and Gallery - Adults Only
Bahia Bay Resort
Terrace/patio

Bahia Bay Resort

2.5 star property
8.8 out of 10, Excellent, (120)
"Location is perfect and we just keep coming back "
Bahia Bay 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

Our guide on where to stay in Winston Waterways

Find the best Winston Waterways areas for the activities you enjoy most.

Key Largo Village

When in Key Largo Village, you can plan a visit to Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park, some noteworthy sights in the nearby area.

Key Largo Park

Key Largo Park might not have many top sights, but Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are two attractions nearby that you can check out.

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.

Sexton Cove Estates

When in Sexton Cove Estates, you can plan a visit to Caribbean Club Bar and Key Largo Hammocks State Botanical Site, some noteworthy sights in the nearby area.

Largo Sound Village

Largo Sound Village might not have many top sights, but Caribbean Club Bar and MarineLab Undersea Laboratory are two attractions nearby that you can check out.

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
"The beach it’s one of the best places in the keys, "
Rogelio 1-night trip
Posted 1 day 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?

With 18 Expedia hotels and other accommodation options in Winston Waterways to choose from, this is a good starting point for exploring the greater Key Largo area.

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, Lower Sound Point and MarineLab Undersea Laboratory are also worth a stop.

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