Winston Waterways Travel Guide

Key Largo

Clearwater Beach Pier Panorama
Clearwater Beach Pier Panorama


Top hotels in Winston Waterways

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2.5 out of 5
527 Caribbean Drive Key Largo FL
The price is ฿6,466 per night from 1 Mar to 2 Mar
฿6,466
฿8,149 total
1 Mar - 2 Mar
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! (1,720 reviews)
Room had stuck valve on shower, tub drain clogged, fridge doors mounted backwards, door didn’t close properly, and Sharkeys live music and party crowd keeps you up well past midnight on far end. Okay stay. Friendly staff.

Reviewed on 26 Feb 2026

Marina Del Mar Resort and Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is ฿9,113 per night from 3 Mar to 4 Mar
฿9,113
฿11,999 total
3 Mar - 4 Mar
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! (1,660 reviews)
warm pool, beautiful view at the beach, pleasant front desk and breakfast staff

Reviewed on 28 Feb 2026

Chesapeake Beach Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy Key Largo FL
The price is ฿10,835 per night from 2 Mar to 3 Mar
฿10,835
฿13,431 total
2 Mar - 3 Mar
includes taxes & fees
Stay at this beach 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! (1,383 reviews)
Everyone was great. The check in text came a few minutes after 4, I got there at 1 pm and was told I would get priority as I watch others get keys to their rooms. Slightly annoyed. I had been up traveling for 22 hours. So after that it was great. Best massage ever at the spa from Marte. Will come ...

Reviewed on 27 Feb 2026

Reefhouse Resort & Marina
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
The price is ฿7,639 per night from 4 Mar to 5 Mar
฿7,639
฿9,467 total
4 Mar - 5 Mar
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! (1,218 reviews)
The room was fabulous, very clean, and well kept. The staff was pleasant and courteous. We enjoyed ourselves tremendously!

Reviewed on 27 Feb 2026

Waterside Suites & Marina
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 out of 5
84001 Overseas Hwy Islamorada FL
The price is ฿12,387 per night from 5 Mar to 6 Mar
฿12,387
฿15,996 total
5 Mar - 6 Mar
includes taxes & fees
Stay at this beach resort in Islamorada. Enjoy free Wi-Fi, 3 outdoor pools and 4 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (158 reviews)
Fun outdoor tiki bar. Beautiful beach access. Nice room.

Reviewed on 27 Feb 2026

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

3 out of 5
99490 Overseas Hwy Key Largo FL
The price is ฿7,255 per night from 8 Mar to 9 Mar
฿7,255
฿8,938 total
8 Mar - 9 Mar
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! (1,679 reviews)
Terrible maid service. Never made beds. No towels brought to room. Elevator broke for 4 days. To top it off after 1st night they brought towels and took our dirty laundry and thru it away. They said they would reimburse us 2 night resort fee. They should have reimbursed all 8 nights of resort fees. ...

Reviewed on 27 Feb 2026

Bayside Inn Key Largo
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