Winston Waterways, FL

Key Largo



Winston Waterways Hotel Deals

Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
The price is ₩315,117 per night from Oct 27 to Oct 28
₩315,117
per night
Oct 27 - Oct 28
Stay at this 3.5-star beach hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the bar in our reviews. ...
9.2/10 Wonderful! (1,306 reviews)
Our room was clean and updated. The woman at the front desk was very nice during the check in process. The view was beautiful and the grounds had a nice layout. We would definitely stay here again!

Reviewed on Oct 23, 2025

Reefhouse Resort & 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
The price is ₩416,587 per night from Nov 2 to Nov 3
₩416,587
per night
Nov 2 - Nov 3
Book a 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 ...
8.6/10 Excellent! (1,006 reviews)
Nice, Balcony, quiet and stunnig views 👍

Reviewed on Oct 25, 2025

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

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
The price is ₩176,336 per night from Oct 28 to Oct 29
₩176,336
per night
Oct 28 - Oct 29
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,544 reviews)
For just choosing a property off the internet, we hit gold!!! The staff, the room, the amenities, the view, the tw9 restaurants and bars next door were beyond belief! We almost incurred a flight change fee to stay longer! We will be back!

Reviewed on Oct 25, 2025

Chesapeake Beach Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway, Key Largo, FL
The price is ₩343,895 per night from Nov 2 to Nov 3
₩343,895
per night
Nov 2 - Nov 3
Stay at this 4.5-star luxury resort in Key Largo. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,001 reviews)
Super friendly staff. Very well maintained property. Music and areas of entertainment were fantastic. Sunsets on beach priceless. Walk-in pool. Walk-in beach with aquabanas.

Reviewed on Oct 20, 2025

Playa Largo Resort & Spa, Autograph Collection
Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

3 out of 5
99701 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is ₩227,345 per night from Oct 29 to Oct 30
₩227,345
per night
Oct 29 - Oct 30
Stay at this 3-star beach hotel in Key Largo. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular ...
8.4/10 Very Good! (1,017 reviews)
Awesome trip stayed there for seven days had a blast down by the pool and the tiki hut and the iguanas are fun to watch as are the curly tail lizards no problem we had in the room was the toilet didn’t flush very well. It did flush but it was slow. The restaurant next-door within walking distance ...

Reviewed on Oct 11, 2025

Holiday Inn Key Largo by IHG
Rock Reef Resort

Rock Reef Resort

2.5 out of 5
97850 Overseas Hwy, Key Largo, FL
The price is ₩119,860 per night from Oct 28 to Oct 29
₩119,860
per night
Oct 28 - Oct 29
Book a stay at this beach hotel in Key Largo. Enjoy free WiFi, free parking, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,049 reviews)
Parking was close & felt safe. I did not use the laundry service. My only issue was the random ants on the counter top in the kitchen area & in the bathroom. They did come 2xs to spray raid but I'd still randomly see them. Aside from that everything was amazing. Great customer service received ...

Reviewed on Oct 21, 2025

Rock Reef Resort
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 neighborhoods around Winston Waterways

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Largo Gardens

While Largo Gardens might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like John Pennekamp Coral Reef State Park and MarineLab Undersea Laboratory.

Largo Gardens
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Key Largo Village

While Key Largo Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park.

Key Largo Village
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Cross Key Waterways

While Cross Key Waterways might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like MarineLab Undersea Laboratory and Caribbean Club Bar.

Cross Key Waterways
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Key Largo Park

Though Key Largo Park might not have many top sights, you can venture to the surrounding area to see attractions like Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park.

Key Largo Park
Kings Kamp has been our go to RV park in Key Largo for over 3 winters in a row. No frills or luxuries, only by the water as every RV place in the Keys is increasing in price, and so is Kings Kamp, but still ok relative to the new ones! #rvpark #floridakeys #sunset #waterfront #rvlife #fulltimervers

Anglers Park

While there might not be top attractions in Anglers Park, you can explore the larger area and discover places like MarineLab Undersea Laboratory and Caribbean Club Bar.

Anglers Park
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Largo Sound Village

While there might not be top attractions in Largo Sound Village, you can explore the larger area and discover places like Caribbean Club Bar and MarineLab Undersea Laboratory.

Largo Sound Village


Winston Waterways, FL