Winston Waterways Hotels, Key Largo

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15 Nov - 16 Nov
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2319 Cheap Hotels in Winston Waterways - Specials, Reviews, & Last Minute Deals

Private beach, white sand, sun-loungers, beach towels
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 star property
28.6 km from Winston Waterways
9.2 out of 10, Wonderful, (1570)
"Great breakfast very well kept grounds"
United States
James
The price is NZ$365
includes taxes & fees
17 Nov - 18 Nov
Chesapeake Beach Resort
Terrace/patio
Bayside Inn Key Largo

Bayside Inn Key Largo

3.0 star property
3.9 km from Winston Waterways
8.6 out of 10, Excellent, (1604)
"Great location and helpful staff !"
United States
Nikki
The price is NZ$299
includes taxes & fees
20 Nov - 21 Nov
Bayside Inn Key Largo
Exterior
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3.0 star property
26.7 km from Winston Waterways
9.0 out of 10, Wonderful, (139)
"Really great facility, very relaxing "
United States
ken
The price is NZ$301
includes taxes & fees
17 Nov - 18 Nov
Coconut Cove Resort and Marina
Sun deck
Rock Reef Resort

Rock Reef Resort

2.5 star property
Rock Harbor, 6.6 km from Winston Waterways
9.2 out of 10, Wonderful, (1057)
"Everything clean, friendly staff"
United States
Arlene
Rock Reef Resort
Marina
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

2.0 star property
4.2 km from Winston Waterways
8.8 out of 10, Excellent, (1002)
"Great cottages very clean n quiet place right on waterfront "
United States
Ms Maria
The price is NZ$207
includes taxes & fees
18 Nov - 19 Nov
The Pelican Key Largo Cottages
Exterior
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2.5 star property
3.5 km from Winston Waterways
8.4 out of 10, Very good, (1627)
"This was our 5th year staying there love the 1bdrm suite"
United States
Roberta
The price is NZ$236
includes taxes & fees
7 Dec - 8 Dec
Marina Del Mar Resort and Marina
Exterior
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 star property
26.5 km from Winston Waterways
8.2 out of 10, Very good, (1002)
"Very nice hotel. Rooms totally remodeled. Ocean view rooms are amazing "
United States
Gretel
The price is NZ$278
includes taxes & fees
4 Dec - 5 Dec
Fisher Inn Resort & Marina
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
Rock Harbor, 7.1 km from Winston Waterways
9.0 out of 10, Wonderful, (1001)
"By far one of the best hotels in the keys. "
United States
Felipe
The price is NZ$570
includes taxes & fees
30 Nov - 1 Dec
Playa Largo Resort & Spa, Autograph Collection
Dock
Hadley Resort and Marina

Hadley Resort and Marina

3.5 star property
30.1 km from Winston Waterways
7.8 out of 10, Good, (1001)
"The view from the dock was breathtaking and the staff was super nice and accommodating "
United States
Bethany
The price is NZ$254
includes taxes & fees
16 Nov - 17 Nov
Hadley Resort and Marina
Terrace/patio
Waterside Suites & Marina

Waterside Suites & Marina

3.5 star property
3.2 km from Winston Waterways
9.0 out of 10, Wonderful, (1121)
"Came for the weekend and loved the room we stayed in super spacious and clean! It had everything we needed and got to enjoy the view of the marina. "
United States
Claudia
The price is NZ$292
includes taxes & fees
16 Nov - 17 Nov
Waterside Suites & Marina
Private beach, sun-loungers, beach towels, scuba diving
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 star property
27.6 km from Winston Waterways
9.0 out of 10, Wonderful, (108)
"Our view of the beach was beautiful "
United States
William
The price is NZ$553
includes taxes & fees
19 Nov - 20 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior
Seafarer Key Largo

Seafarer Key Largo

2.0 star property
Rock Harbor, 6.7 km from Winston Waterways
9.4 out of 10, Exceptional, (123)
"Rooms are remodeled and staff was great. Would stay here again "
United States
Jeff
The price is NZ$223
includes taxes & fees
17 Nov - 18 Nov
Seafarer Key Largo
Aerial view
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham

3.0 star property
11.9 km from Winston Waterways
7.6 out of 10, Good, (1002)
"clean room nice balcony view nice staff nice breakfast"
United States
Manuel
The price is NZ$256
includes taxes & fees
23 Nov - 24 Nov
Dove Creek Resort & Marina, Trademark Collection by Wyndham
BBQ/picnic Area
Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo

3.5 star property
14.2 km from Winston Waterways
8.4 out of 10, Very good, (1004)
"Super happy with the staying "
United States
Alejandro
The price is NZ$302
includes taxes & fees
30 Nov - 1 Dec
Ocean Pointe Suites at Key Largo
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers
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, (1003)
"Excellent place to stay for a weekend "
United States
Carlos
The price is NZ$313
includes taxes & fees
17 Nov - 18 Nov
Holiday Inn Key Largo by IHG
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor

Drop Anchor

3.0 star property
26.3 km from Winston Waterways
8.8 out of 10, Excellent, (1001)
"Beautiful property and the staff was amazing."
United States
John
The price is NZ$271
includes taxes & fees
17 Nov - 18 Nov
Drop Anchor
Room, 1 King Bed, Bay View | Beach/ocean view
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, (1006)
"Great resort"
United States
david
The price is NZ$230
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn Key Largo Manatee Bay
3 restaurants, breakfast, lunch, dinner served; American cuisine
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 star property
2.9 km from Winston Waterways
9.2 out of 10, Wonderful, (1318)
"Nice hotel with great staff."
United States
David
The price is NZ$524
includes taxes & fees
16 Nov - 17 Nov
Reefhouse Resort & Marina
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers
The Islands of Islamorada

The Islands of Islamorada

4.0 star property
29.9 km from Winston Waterways
9.8 out of 10, Exceptional, (68)
"Beautiful property!"
United States
Betty
The price is NZ$1,253
includes taxes & fees
17 Nov - 18 Nov
The Islands of Islamorada
Exterior
Amoray Dive Resort

Amoray Dive Resort

2.0 star property
3.7 km from Winston Waterways
9.2 out of 10, Wonderful, (1001)
"Room and grounds were spotless and the location, directly on the water and with several restaurants within a short walking distance, was ideal. Staff were polite and helpful, also."
United States
Alan
The price is NZ$206
includes taxes & fees
16 Nov - 17 Nov
Amoray Dive 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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Hotels in Winston Waterways with free breakfast

Exterior
Key Largo Inn
Key Largo Inn
3.0 star property
  • Breakfast included
6.6 out of 10, (1000)
Key Largo Inn
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Top guest rated hotels in Winston Waterways

Room, 1 King Bed, Bay View | Beach/ocean view
Hampton Inn Key Largo Manatee Bay
Hampton Inn Key Largo Manatee Bay
2.5 star property
    8.8 out of 10, Excellent, (1006)
    The price is NZ$230
    includes taxes & fees
    3 Dec - 4 Dec
    Hampton Inn Key Largo Manatee Bay
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    Our guide on where to stay in Winston Waterways

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

    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.

    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.

    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.

    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

    Drift Hotel

    Drift Hotel

    10/10 Excellent
    "A cute little spot with a wonderful view over the water. The staff was super nice and accommodating. "
    Eva 2-night trip
    Posted 8 hours ago
    Drift Hotel

    Explore a world of travel with Expedia

    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.