Find hotels in Winston Waterways, Key Largo

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Our top choices for Winston Waterways hotels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
17.8 mi from Winston Waterways
9.2 out of 10, Wonderful, (1586)
"Great breakfast, great location, friendly staff, nice extras."
United States
Gary
$225 nightly
The price is $254
Dec 15 - Dec 16
Total with taxes and fees
Chesapeake Beach Resort

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
2.4 mi from Winston Waterways
8.6 out of 10, Excellent, (1622)
"Friendly staff, clean room beautiful views from the private beach."
United States
Wanda
$150 nightly
The price is $165
Dec 15 - Dec 16
Total with taxes and fees
Bayside Inn Key Largo

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
16.6 mi from Winston Waterways
9.0 out of 10, Wonderful, (149)
"Great place to stay! Clean, great location and great customer service. Very easy to check in, front desk was so sweet! Highly recommended!!! Had a great experience overall"
United States
Elaysi
$157 nightly
The price is $177
Dec 15 - Dec 16
Total with taxes and fees
Coconut Cove Resort and Marina

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor, 4.1 mi from Winston Waterways
9.2 out of 10, Wonderful, (1064)
"Everything clean, friendly staff"
United States
Arlene
$99 nightly
The price is $112
Dec 18 - Dec 19
Total with taxes and fees
Rock Reef Resort

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.5 star property
2.2 mi from Winston Waterways
8.4 out of 10, Very Good, (1645)
"Great location, amenities, service, places to eat. Very accommodating with extended stay."
United States
Joseph
$141 nightly
The price is $159
Dec 18 - Dec 19
Total with taxes and fees
Marina Del Mar Resort and Marina

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
2.6 mi from Winston Waterways
8.8 out of 10, Excellent, (1000)
"The beach area was wonderful"
United States
Sonya
$122 nightly
The price is $137
Dec 14 - Dec 15
Total with taxes and fees
The Pelican Key Largo Cottages

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
16.5 mi from Winston Waterways
8.2 out of 10, Very Good, (1001)
"Clean fresh rooms, facilities and property! Extraordinary customer service. Great kayaks and paddleboards to use free. I would definitely stay here again"
United States
Kristi
$158 nightly
The price is $178
Dec 18 - Dec 19
Total with taxes and fees
Fisher Inn Resort & Marina

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
18.7 mi from Winston Waterways
7.6 out of 10, Good, (1000)
"Comfortable stay. Great location. "
United States
Anand
$178 nightly
The price is $200
Dec 15 - Dec 16
Total with taxes and fees
Hadley Resort and Marina

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
17.2 mi from Winston Waterways
9.0 out of 10, Wonderful, (114)
"Beautiful place to stay"
United States
Jonathan
$271 nightly
The price is $304
Dec 18 - Dec 19
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
2 mi from Winston Waterways
9.0 out of 10, Wonderful, (1151)
"Great place to stay!"
United States
Chad
$157 nightly
The price is $177
Dec 21 - Dec 22
Total with taxes and fees
Waterside Suites & Marina

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor, 4.4 mi from Winston Waterways
8.8 out of 10, Excellent, (1000)
"Beautiful location, great views, very clean property, room was great (great bed), friendly staff."
United States
Scott
$312 nightly
The price is $351
Dec 18 - Dec 19
Total with taxes and fees
Playa Largo Resort & Spa, Autograph Collection

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor, 4.2 mi from Winston Waterways
9.4 out of 10, Exceptional, (129)
"The Seafarer stay was awesome! Great clean rooms and bathrooms! The kitchen was well equipped. The beach area was a beautiful spot to relax, swim and free kayaks to explore the beautiful water! The staff are all friendly and they keep the rooms and property super clean. Would definitely stay there again! "
United States
Laura
$122 nightly
The price is $137
Dec 15 - Dec 16
Total with taxes and fees
Seafarer Key Largo

Drop Anchor

Drop Anchor
3.0 star property
16.4 mi from Winston Waterways
8.8 out of 10, Excellent, (1000)
"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
$126 nightly
The price is $137
Dec 14 - Dec 15
Total with taxes and fees
Drop Anchor

Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG
3.0 star property
2.2 mi from Winston Waterways
8.6 out of 10, Excellent, (1007)
"Excellent place to stay for a weekend "
United States
Carlos
$170 nightly
The price is $191
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Key Largo by IHG

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
7.4 mi from Winston Waterways
7.6 out of 10, Good, (1002)
"The staff was courteous. "
United States
Natasha
$129 nightly
The price is $146
Dec 18 - Dec 19
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Drift Hotel

Drift Hotel
2.5 star property
6.7 mi from Winston Waterways
9.0 out of 10, Wonderful, (1001)
"we had a good time here, fabulous place"
United States
Kanishka
$139 nightly
The price is $156
Dec 14 - Dec 15
Total with taxes and fees
Drift Hotel

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
0.4 mi from Winston Waterways
8.8 out of 10, Excellent, (1003)
"Great resort"
United States
david
$138 nightly
The price is $156
Dec 18 - Dec 19
Total with taxes and fees
Hampton Inn Key Largo Manatee Bay

Amoray Dive Resort

Amoray Dive Resort
2.0 star property
2.3 mi from Winston Waterways
9.2 out of 10, Wonderful, (1000)
"Great service, spotless room, and the sunsets!!!"
United States
Peter
$143 nightly
The price is $161
Dec 14 - Dec 15
Total with taxes and fees
Amoray Dive Resort

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
8.8 mi from Winston Waterways
8.4 out of 10, Very Good, (1005)
"Just a good place to stay."
United States
William
$140 nightly
The price is $156
Dec 18 - Dec 19
Total with taxes and fees
Ocean Pointe Suites at Key Largo

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
15 mi from Winston Waterways
9.4 out of 10, Exceptional, (205)
"Clean room, beautiful pool and quiet!"
United States
Robert
$201 nightly
The price is $227
Dec 14 - Dec 15
Total with taxes and fees
Ragged Edge Resort & Marina
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.

Where to stay in Winston Waterways

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

Rock Harbor

While Rock Harbor isn't home to many top sights, Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill are some notable places to visit nearby.

Key Largo Village

While Key Largo Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Jimmy Johnson's Big Chill and Jacob's Aquatic Center.

Key Largo Park

Though Key Largo Park might not have many top sights, you can venture to the surrounding area to see attractions like Jimmy Johnson's Big Chill and Jacob's Aquatic Center.

Silver Shores

If you're looking for some top things to see and do in Silver Shores and surrounding area, you can visit Bluefin Rock Harbor Marina and Harry Harris Park.

Cross Key Waterways

While Cross Key Waterways might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Caribbean Club Bar and MarineLab Undersea Laboratory.

Top Winston Waterways Hotel Reviews

Frequently asked questions

Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Winston Waterways hotel for you.
How can I save on a Winston Waterways hotel booking with Expedia?
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How much is the nightly rate at a Winston Waterways hotel?
Hotel prices in Winston Waterways often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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