Winston Waterways Travel Guide

Tourist Guide

Clearwater Beach Pier Panorama
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$654 per night from 12 Apr to 13 Apr
AU$654
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$314 per night from 12 Apr to 13 Apr
AU$314
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! (1,233 reviews)
Pool down for 2 days after being shocked with chemicals. I got no reason, but suspect a baby in non swim diapersmay have pooped causing the closure. When opened back up all was greart. The floors look clean, but are actually dirty. I tried to explain that yes a new mop rag used each time but the ...

Reviewed on 11 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$451 per night from 12 Apr to 13 Apr
AU$451
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! (1,664 reviews)
Nice place. Room and grounds were spotless

Reviewed on 12 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$855 per night from 12 Apr to 13 Apr
AU$855
12 Apr - 13 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! (1,001 reviews)
We were placed in a room far away from most things. The pool was a short walk away. The room was surface clean but not deep cleaned. There was a stain on the couch cushion when we made the pull out couch for our child. There wasn’t a vent in the bathroom and the bathroom was in between the two bedrooms ...

Reviewed on 10 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$405 per night from 12 Apr to 13 Apr
AU$405
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$309 per night from 12 Apr to 13 Apr
AU$309
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! (1,727 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

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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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