Winston Waterways Travel Guide

Tourist Guide

Clearwater Beach Pier Panorama


Our pick of the best Winston Waterways Hotel Deals

Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
The price is AU$659 per night from 12 Apr to 13 Apr
AU$659
12 Apr - 13 Apr
includes taxes & fees
Stay at this luxury hotel in Key Largo. Enjoy free parking, a full-service spa and 3 restaurants. Our guests praise the pool and the helpful staff in their reviews. ...
9.4/10 Exceptional! (1,381 reviews)
Great views, very nice staff clean. Disappointed in the lack of eco positive impact. No real coffee- just coffee pods galore, paper cups wrapped in plastic, water bottles. Food not great and overpriced

Reviewed on 12 Mar 2026

Reefhouse Resort & Marina
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
The price is AU$316 per night from 12 Apr to 13 Apr
AU$316
12 Apr - 13 Apr
includes taxes & fees
Stay at this hotel in Key Largo. Enjoy free Wi-Fi, a marina and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9/10 Wonderful! (1,235 reviews)
Slider blinds missing 2' of blinds, roaches in kitchen, was on 2 separate fllors...shower on 2nd floor. Steep stairs in room & to get to room from parking lot.

Reviewed on 13 Mar 2026

Waterside Suites & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is AU$446 per night from 12 Apr to 13 Apr
AU$446
12 Apr - 13 Apr
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,665 reviews)
This place has a literal COCKROACH INFESTATION. WORST STAY EVER. THEY DID NOT COMPENSATE PROPER OR TAKE CARE OF THE BUG PROBLEM. DO NOT STAY HERE UNTIL THEY CAN PROVE THE BUGS HAVE BEEN TAKEN CARE OF.

Reviewed on 13 Mar 2026

Chesapeake Beach Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy Key Largo FL
The price is AU$758 per night from 13 Apr to 14 Apr
AU$758
13 Apr - 14 Apr
includes taxes & fees
Stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants and a private beach. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,002 reviews)
Our stay at Baker’s Cay Resort Key Largo was truly wonderful. The ocean was visible right from our room, which created a peaceful and relaxing atmosphere throughout the stay. The resort offers an impressive variety of amenities that make it easy to enjoy your time on property. Guests can take advantage ...

Reviewed on 13 Mar 2026

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Bayside Inn Key Largo

Bayside Inn Key Largo

3 out of 5
99490 Overseas Hwy Key Largo FL
The price is AU$408 per night from 12 Apr to 13 Apr
AU$408
12 Apr - 13 Apr
includes taxes & fees
Stay at this beach hotel in Key Largo. Enjoy free Wi-Fi, a private beach and a 24-hour fitness centre. Our guests praise the pool and the helpful staff in their ...
8.6/10 Excellent! (1,682 reviews)
Clean room Friendly staff

Reviewed on 12 Mar 2026

Bayside Inn Key Largo
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2 out of 5
527 Caribbean Drive Key Largo FL
The price is AU$312 per night from 12 Apr to 13 Apr
AU$312
12 Apr - 13 Apr
includes taxes & fees
Stay at this hotel in Key Largo. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...
8.4/10 Very Good! (1,728 reviews)
The rooms were clean. The beds were comfortable and clean. The ceiling fan and the clock on the nightstand that had a power plug for charging your phone did not work. Other than that, it was a great stay.

Reviewed on 12 Mar 2026

Marina Del Mar Resort and 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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Other neighbourhoods around Winston Waterways

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Largo Gardens

Though Largo Gardens may not have many top sights, you can venture to the surrounding area to see attractions like John Pennekamp Coral Reef State Park and MarineLab Undersea Laboratory.

Largo Gardens
Key West Florida - Sights and Sounds by the water and port

Key Largo Village

When in Key Largo Village, you can plan a visit to Jimmy Johnson's Big Chill and Jacob's Aquatic Center, some noteworthy sights in the nearby area.

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

Cross Key Waterways

When in Cross Key Waterways, you can plan a visit to Caribbean Club Bar and MarineLab Undersea Laboratory, some noteworthy sights in the nearby area.

Cross Key Waterways
Coast of Islamorada, Florida Keys

Key Largo Park

Key Largo Park might not have many top sights, but Jimmy Johnson's Big Chill and Jacob's Aquatic Center are two attractions nearby that you can check out.

Key Largo Park
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Anglers Park

4/5(1 area review)

If you're looking for some top things to see and do in Anglers Park and surrounding area, you can visit Caribbean Club Bar and MarineLab Undersea Laboratory.

Anglers Park
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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.

Largo Sound Village


Winston Waterways Travel Guide

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