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 Rp3.442.261 per night from 28 May to 29 May
Rp3.442.261
Rp4.847.751 total
28 May - 29 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! (1,713 reviews)
We had a wonderful stay! The room was nice, clean, and very functional—perfect for a short getaway. One of the highlights was the two hours of complimentary water sports, which made the experience even more enjoyable. The breakfast was absolutely delicious, and the tiki bar added a fun, relaxing ...

Reviewed on 4 May 2026

Chesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
The price is Rp2.454.052 per night from 17 May to 18 May
Rp2.454.052
Rp3.248.411 total
17 May - 18 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! (1,328 reviews)
We were in a 2 bedroom suite. Thought there was a lounge, but no. So nowhere to sit for 4 except balcony which was ok good view of passing boats .It would have been good if it had been catered for 4 people, ie glasses, cutlery. Kitchen basic but ok, good fridge.

Reviewed on 4 May 2026

Waterside Suites & Marina
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
Fully refundableReserve now, pay when you stay
The price is Rp5.455.628 per night from 2 Jun to 3 Jun
Rp5.455.628
Rp7.096.512 total
2 Jun - 3 Jun
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! (1,059 reviews)
The first room we got was overlooking the courtyard. It was very small and we had some issues with the room. The blind was broken and the sink didn’t drain properly. We ended up upgrading to an oceanfront suite the last couple nights, which was well worth the extra money. The larger suites were clean, ...

Reviewed on 3 May 2026

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

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
The price is Rp4.837.023 per night from 18 May to 19 May
Rp4.837.023
Rp6.135.218 total
18 May - 19 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! (1,420 reviews)
Absolutely loved this resort from check-in to check out. The staff was great (obviously happy about their employer). Property lovely and beautifully maintained. Such a nice change to see a higher end property see to it that you get what you pay for. Even enjoyed turn down service in the evening! ...

Reviewed on 4 May 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 Rp2.614.318 per night from 3 Jun to 4 Jun
Rp2.614.318
Rp3.375.958 total
3 Jun - 4 Jun
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! (1,731 reviews)
The areas is great and staff was amazing! 10/10 recommend.

Reviewed on 4 May 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 Rp2.409.843 per night from 12 May to 13 May
Rp2.409.843
Rp3.198.763 total
12 May - 13 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! (1,773 reviews)
The room was as described, and staff were accommodating. Our room faced the water; it was across the way form the scuba dive center, so we did have a lot of noise. But overall, we enjoyed our stay. The pool was great and the hotel is situated right in between 2 restaurants which was very ...

Reviewed on 4 May 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