Find hotels in Winston Waterways, Key Largo from ₩134,842

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
Next weekend
Oct 31 - Nov 2
In two weeks
Nov 7 - Nov 9

Filter by

Guest rating
Guest rating
Star rating

Discover 2,247 Winston Waterways hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (1545)
"Wonderful property, breakfast was awesome "
United States
Carl
The price is ₩176,336
₩279,317 total
includes taxes & fees
Oct 28 - Oct 29
Chesapeake Beach Resort
Terrace/patio
Bayside Inn Key Largo
Bayside Inn Key Largo
3.0 star property
8.6 out of 10, Excellent, (1590)
"Wonderful resort ! "
United States
Amir
The price is ₩142,119
₩195,856 total
includes taxes & fees
Oct 27 - Oct 28
Bayside Inn Key Largo
Sundeck
Rock Reef Resort
Rock Reef Resort
2.5 star property
9.2 out of 10, Wonderful, (1049)
"Had a wonderful stay. The staff was great!"
United States
Angel
The price is ₩119,860
₩134,842 total
includes taxes & fees
Oct 28 - Oct 29
Rock Reef Resort
Marina
The Pelican Key Largo Cottages
The Pelican Key Largo Cottages
2.0 star property
8.8 out of 10, Excellent, (1022)
"Great cottages very clean n quiet place right on waterfront "
United States
Ms Maria
The price is ₩140,101
₩157,613 total
includes taxes & fees
Oct 27 - Oct 28
The Pelican Key Largo Cottages
Exterior
Marina Del Mar Resort and Marina
Marina Del Mar Resort and Marina
2.5 star property
8.4 out of 10, Very Good, (1620)
"Great location and laid back vibe!"
United States
Robert
The price is ₩145,544
₩204,214 total
includes taxes & fees
Oct 27 - Oct 28
Marina Del Mar Resort and Marina
Exterior
Coconut Cove Resort and Marina
Coconut Cove Resort and Marina
3.0 star property
7.6 out of 10, Good, (827)
"Really great facility, very relaxing "
United States
ken
The price is ₩192,956
₩217,074 total
includes taxes & fees
Oct 27 - Oct 28
Coconut Cove Resort and Marina
Outdoor pool, cabanas (surcharge), pool umbrellas
Playa Largo Resort & Spa, Autograph Collection
Playa Largo Resort & Spa, Autograph Collection
4.5 star property
9.0 out of 10, Wonderful, (1001)
"Very nice place to stay in the keys "
United States
Yamilka
The price is ₩343,895
₩466,207 total
includes taxes & fees
Nov 2 - Nov 3
Playa Largo Resort & Spa, Autograph Collection
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
9.0 out of 10, Wonderful, (99)
"Beautiful place to stay"
United States
Jonathan
The price is ₩292,311
₩424,364 total
includes taxes & fees
Nov 2 - Nov 3
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
3.5 star property
8.0 out of 10, Very Good, (1003)
"Great experience, highly recommend staying at the Fisher Inn."
United States
Eduardo
The price is ₩156,839
₩223,394 total
includes taxes & fees
Oct 27 - Oct 28
Fisher Inn Resort & Marina
Dock
Hadley Resort and Marina
Hadley Resort and Marina
3.5 star property
7.8 out of 10, Good, (1004)
"Loved the rooms very spacious. Ocean view was amazing very close to restaurants "
United States
Andrea
The price is ₩147,630
₩213,035 total
includes taxes & fees
Oct 27 - Oct 28
Hadley Resort and Marina
Terrace/patio
Waterside Suites & Marina
Waterside Suites & Marina
3.5 star property
9.0 out of 10, Wonderful, (1103)
"Excellent hotel"
United States
cindy
The price is ₩148,997
₩208,090 total
includes taxes & fees
Oct 27 - Oct 28
Waterside Suites & Marina
Exterior
Seafarer Key Largo
Seafarer Key Largo
2.0 star property
9.4 out of 10, Exceptional, (120)
"Everything was especially clean and the breakfast was incredible "
United States
FATIMA
The price is ₩139,860
₩177,577 total
includes taxes & fees
Oct 27 - Oct 28
Seafarer Key Largo
2 outdoor pools, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers
Holiday Inn Key Largo by IHG
Holiday Inn Key Largo by IHG
3.0 star property
8.6 out of 10, Excellent, (1021)
"Excellent place to stay for a weekend "
United States
Carlos
The price is ₩227,345
₩255,763 total
includes taxes & fees
Oct 29 - Oct 30
Holiday Inn Key Largo by IHG
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, (1029)
"Enjoyed our stay!!! "
United States
Natasha
The price is ₩200,279
₩225,313 total
includes taxes & fees
Nov 10 - Nov 11
Hampton Inn Key Largo Manatee Bay
Aerial view
Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
7.6 out of 10, Good, (1002)
"Clean room, nice bed, quiet"
United States
Carmen
The price is ₩142,450
₩205,883 total
includes taxes & fees
Oct 27 - Oct 28
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
8.2 out of 10, Very Good, (1015)
"The view is spectacular the staff was so helpful "
United States
maria
The price is ₩195,473
₩245,807 total
includes taxes & fees
Nov 2 - Nov 3
Ocean Pointe Suites at Key Largo
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view
Drop Anchor
Drop Anchor
3.0 star property
8.8 out of 10, Excellent, (1000)
"Beautiful property and the staff was amazing."
United States
John
The price is ₩144,578
₩213,011 total
includes taxes & fees
Oct 27 - Oct 28
Drop Anchor
3 restaurants, breakfast, lunch, dinner served; American cuisine
Reefhouse Resort & Marina
Reefhouse Resort & Marina
3.5 star property
9.2 out of 10, Wonderful, (1306)
"Great resort and great stay"
United States
William
The price is ₩315,117
₩412,070 total
includes taxes & fees
Oct 27 - Oct 28
Reefhouse Resort & Marina
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers
The Islands of Islamorada
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (67)
"Great for family vacation with kids. love it"
United States
Dixania
The price is ₩791,390
₩969,633 total
includes taxes & fees
Oct 27 - Oct 28
The Islands of Islamorada
Exterior
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina
2.5 star property
9.4 out of 10, Exceptional, (198)
"Parking was so convenient right next to the unit. Apryl is so helpful and informative. Many units recently completely renovated with more to follow. Nice kitchen areas and beautiful bathrooms. "
United States
Joe
The price is ₩129,668
₩145,877 total
includes taxes & fees
Oct 29 - Oct 30
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in Winston Waterways

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

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 John Pennekamp Coral Reef State Park.

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 John Pennekamp Coral Reef State 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 MarineLab Undersea Laboratory and Caribbean Club Bar.

Sexton Cove Estates

Though Sexton Cove Estates might not have many top sights, you can venture to the surrounding area to see attractions like Caribbean Club Bar and Key Largo Hammocks State Botanical Site.

Largo Gardens

While Largo Gardens might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like John Pennekamp Coral Reef State Park and MarineLab Undersea Laboratory.

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
"Nice, Balcony, quiet and stunnig views 👍"
Galip 1-night trip
Posted 1 day ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Winston Waterways?
You'll be sure to have fun visiting Key Largo's Winston Waterways neighborhood. Consider a visit to John Pennekamp Coral Reef State Park as part of your Winston Waterways travel plans.
How many hotels will I be able to find in Winston Waterways?
With 18 Expedia hotels and other accommodations 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 hotel bookings are refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals available in Winston Waterways.
Where can I learn more about changing or cancelling my trip to Winston Waterways?
For additional details about updating your trip to Winston Waterways or cancelling it, go to https://www.expedia.com/service/.
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.