Find hotels in Winston Waterways, Key Largo from SAR 421

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Check prices for these dates

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

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Our top choices for Winston Waterways hotels

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, (1,010 reviews)
"Great location."
United States
Linda
The price is SAR 507
SAR 571 total
includes taxes & fees
8 Jun - 9 Jun
Hampton Inn Key Largo Manatee Bay
Front of property

Gilbert's Resort

Gilbert's Resort
2.0 star property
7.7 km from Winston Waterways
8.6 out of 10, Excellent, (1,004 reviews)
"We stayed here on our way down to Key West, and it was the perfect location to unwind and kick off our vacation. We enjoyed the live music at the on-site bar and restaurant, and the staff was extremely friendly!"
United States
Emily
The price is SAR 732
SAR 824 total
includes taxes & fees
18 Jun - 19 Jun
Gilbert's Resort
View from property

Creekside Inn

Creekside Inn
2.5 star property
17.7 km from Winston Waterways
7.8 out of 10, Good, (1,006 reviews)
"Great place to stay. Staff very friendly and professional. Rooms super clean and great parking."
United States
Carlos
The price is SAR 507
SAR 571 total
includes taxes & fees
1 Jun - 2 Jun
Creekside Inn
3 restaurants; breakfast, lunch, and dinner served

Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
2.9 km from Winston Waterways
9.4 out of 10, Exceptional, (1,447 reviews)
"Our visit to the Reefhouse was wonderful, staff was top notch and we loved the property."
United States
Michele
The price is SAR 822
SAR 1,075 total
includes taxes & fees
23 Jun - 24 Jun
Reefhouse Resort & Marina
Sundeck

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor, 6.6 km from Winston Waterways
9.2 out of 10, Wonderful, (1,140 reviews)
"Great location great value great staff"
United States
jay
The price is SAR 458
SAR 515 total
includes taxes & fees
27 May - 28 May
Rock Reef Resort
Private beach, sun loungers, beach towels, kayaking

Dolphin Point Villas

Dolphin Point Villas
3.5 star property
0.7 km from Winston Waterways
9.6 out of 10, Exceptional, (499 reviews)
"Wonderful place"
United States
Patrick
The price is SAR 709
SAR 903 total
includes taxes & fees
27 May - 28 May
Dolphin Point Villas
BBQ/picnic area

Largo Resort

Largo Resort
3.0 star property
0.9 km from Winston Waterways
9.4 out of 10, Exceptional, (311 reviews)
"The Largo was very nice."
United States
William R
The price is SAR 734
SAR 1,408 total
includes taxes & fees
21 Jun - 22 Jun
Largo Resort
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, (1,736 reviews)
"Great breakfast and very friendly staff "
United States
Larry
The price is SAR 678
SAR 974 total
includes taxes & fees
9 Jun - 10 Jun
Chesapeake Beach Resort
Exterior

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
7.8 out of 10, Good, (1,005 reviews)
"My stay was super nice the place is very quiet and peaceful I spend a good time with my family"
United States
Rolando
The price is SAR 571
SAR 761 total
includes taxes & fees
27 May - 28 May
Dove Creek Resort & Marina, Trademark Collection by Wyndham
On the beach, sun loungers, snorkeling, kayaking

Drift Hotel

Drift Hotel
2.5 star property
10.7 km from Winston Waterways
9.0 out of 10, Wonderful, (1,004 reviews)
"Great family atmosphere definitely will be back again "
United States
ELIO
The price is SAR 672
SAR 798 total
includes taxes & fees
31 May - 1 Jun
Drift Hotel
Exterior

Amoray Dive Resort

Amoray Dive Resort
2.0 star property
3.8 km from Winston Waterways
9.2 out of 10, Wonderful, (1,001 reviews)
"Great staff, great time!"
United States
Steven
The price is SAR 731
SAR 928 total
includes taxes & fees
28 May - 29 May
Amoray Dive Resort
Suite, 1 Bedroom, Balcony, Marina View | Pillowtop beds, in-room safe, individually decorated

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, (1,002 reviews)
"Great size rooms and comfy beds "
United Kingdom
Caroline
The price is SAR 605
SAR 680 total
includes taxes & fees
28 May - 29 May
Courtyard by Marriott Key Largo
Exterior

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
4.1 km from Winston Waterways
9.2 out of 10, Wonderful, (1,004 reviews)
"Great location, clean comfortable and very cute grounds!"
United States
Virginia
The price is SAR 578
SAR 650 total
includes taxes & fees
23 Jun - 24 Jun
Sunset Cove Beach Resort
Breadfruit Suite | Terrace/patio

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, (321 reviews)
"Love this spot"
United States
Lorraine
The price is SAR 773
SAR 976 total
includes taxes & fees
27 May - 28 May
Kona Kai Resort and Gallery - Adults Only
Marina

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, (1,004 reviews)
"Great place to stay. Staff was very friendly and helpful! "
United States
Donna
The price is SAR 374
SAR 421 total
includes taxes & fees
27 May - 28 May
The Pelican Key Largo Cottages
Exterior

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor, 6.7 km from Winston Waterways
9.2 out of 10, Wonderful, (187 reviews)
"Perfect spot- laid back, relaxing, and well maintained. Staff extremely friendly and helpful. Would definitely stay again."
United States
Becky
The price is SAR 503
SAR 619 total
includes taxes & fees
1 Jun - 2 Jun
Seafarer Key Largo
Outdoor pool, 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
3.6 km from Winston Waterways
8.4 out of 10, Very Good, (1,054 reviews)
"Always a great stay"
United States
Karen
The price is SAR 623
SAR 701 total
includes taxes & fees
23 Jun - 24 Jun
Holiday Inn Key Largo by IHG
Exterior

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
3.9 km from Winston Waterways
8.6 out of 10, Excellent, (1,742 reviews)
"Clean, friendly staff, great price"
United States
joseph
The price is SAR 469
SAR 622 total
includes taxes & fees
27 May - 28 May
Bayside Inn Key Largo
Exterior

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor, 7.2 km from Winston Waterways
8.8 out of 10, Excellent, (1,002 reviews)
"Can recommend the location, good breakfast, nice restaurants"
Germany
Hanspeter
The price is SAR 1,197
SAR 1,554 total
includes taxes & fees
9 Jun - 10 Jun
Playa Largo Resort & Spa, Autograph Collection
Exterior

Coconut Palm Inn

Coconut Palm Inn
3.0 star property
15.8 km from Winston Waterways
9.4 out of 10, Exceptional, (545 reviews)
"Nice quiet family friendly place to stay"
United States
James
The price is SAR 875
SAR 1,132 total
includes taxes & fees
27 May - 28 May
Coconut Palm Inn
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 and neighborhoods for the activities you enjoy most.
Photo by Samantha Shoemaker
Open Photo by Samantha Shoemaker

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 West Florida - Sights and Sounds by the water and port

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.

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 Pigeon Key.

Coast of Islamorada, Florida Keys

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.

Boats moored in a marina off the Highway 1 in Key Largo, Floriday Keys, Florida, United States.

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

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo

4/10 Poor
"I do not recommend this hotel for a number of reasons. When I arrived and attempted to check in I was told that original booking should have been denied and I should have been notified - even though I had been receiving automated messages from the hotel. The front desk employee told me she’s need to contact her manager to “see what they could do”. This was on a busy holiday weekend and the thought of having to find alternative accommodations was nerve-racking. 45 minutes later I got a call and was told that I could have the room I originally booked. Great. If the issues had ended there it would have only been a minor frustration. I picked up my keys from the main office and drove to the hotel. It wasn’t until I arrived with my luggage and dive gear that I found out the elevator in my building was out of service. My hotel room for the week of diving was a four story walk-up. The front office said hotel security should have been out front to help guest with their baggage, but I didn’t see this happen once. In the end they offered me just $100 off for the whole week. Not worth the trouble. Book elsewhere."
Morgan 4-night trip
Posted 6 hours ago
Ocean Pointe Suites at Key Largo

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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 19 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.