Winston Waterways Travel Guide

Key Largo

Clearwater Beach Pier Panorama


Top hotels in Winston Waterways

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is 5.230.601 ₫ per night from 10 May to 11 May
5.230.601 ₫
7.366.309 ₫ total
10 May - 11 May
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! (1,708 reviews)
This is a fabulous place. Staff are extremely warm and welcoming. Breakfast is made to order for hot dishes and plenty of choices for continental foods. The facility is very clean. It is in a good location for local favorites. It is a decent distance from activities. I highly recommend this resort. ...

Reviewed on 27 Apr 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 8.486.720 ₫ per night from 26 May to 27 May
8.486.720 ₫
10.999.938 ₫ total
26 May - 27 May
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! (1,053 reviews)
The property is gorgeous, pristine. Definitely will return. Loved all the lush landscapes. The beach, the views- divine. Loved it!!

Reviewed on 27 Apr 2026

Baker's Cay Resort Key Largo, Curio Collection by Hilton
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
The price is 3.728.993 ₫ per night from 4 May to 5 May
3.728.993 ₫
4.936.042 ₫ total
4 May - 5 May
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! (1,309 reviews)
Really great place to stay.

Reviewed on 24 Apr 2026

Waterside Suites & Marina
Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
The price is 7.876.856 ₫ per night from 4 May to 5 May
7.876.856 ₫
9.915.355 ₫ total
4 May - 5 May
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! (1,407 reviews)
The room was nice but had a musty smell, which was really unpleasent.

Reviewed on 26 Apr 2026

Reefhouse Resort & Marina
Bayside Inn Key Largo

Bayside Inn Key Largo

3 out of 5
99490 Overseas Hwy Key Largo FL
The price is 3.769.826 ₫ per night from 7 May to 8 May
3.769.826 ₫
4.899.984 ₫ total
7 May - 8 May
includes taxes & fees
Stay at this beach hotel in Key Largo. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (1,727 reviews)
Absolutely loved it!! The beach / lounge area had a ton of space to spread out, snorkeling was amazing (watch out for anemones, and be careful snorkeling more than 10 or so meters off the dock as boats come by). The beds were so cozy and the staff was very nice. The hotel is next to or to Snooks, ...

Reviewed on 27 Apr 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
Fully refundableReserve now, pay when you stay
The price is 3.661.816 ₫ per night from 30 Apr to 1 May
3.661.816 ₫
4.860.600 ₫ total
30 Apr - 1 May
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 ...
8.6/10 Excellent! (1,757 reviews)
We found this to be an excellent resort hotel with very helpful staff. The premises was clean, the continental breakfast included hot breakfast sandwiches and hard boiled eggs (good protein). The pool was very large and included a hot tub. The adjacent Skippers restaurant was easily accessed. Located ...

Reviewed on 27 Apr 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.

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

4.5/5(3 area reviews)

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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