Winston Waterways, FL

Key Largo

Winston Waterways Hotel Deals

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
The price is ￥17,922 per night from Sep 24 to Sep 25
￥17,922
￥28,471 total
Sep 24 - Sep 25
includes taxes & fees
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! (1,531 reviews)
"Very clean property, good breakfast included and the views are spectacular!! Beautiful beach location!! Would go back anytime!!"

Reviewed on Sep 17, 2025

Chesapeake Beach Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
The price is ￥30,871 per night from Sep 24 to Sep 25
￥30,871
￥40,639 total
Sep 24 - Sep 25
includes taxes & fees
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! (1,301 reviews)
"The hotel definitely has that classic, old-Florida Keys charm, which I understand is part of the concept and appeal. That said, I think some of the facilities could be improved while still keeping the same “style.” The beds, for example, were not the most comfortable. On the positive side, the location ..."

Reviewed on Sep 15, 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
Fully refundableReserve now, pay when you stay
The price is ￥36,285 per night from Sep 29 to Sep 30
￥36,285
￥48,963 total
Sep 29 - Sep 30
includes taxes & fees
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! (1,016 reviews)
"Good relax"

Reviewed on Sep 16, 2025

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 ￥14,684 per night from Sep 24 to Sep 25
￥14,684
￥20,674 total
Sep 24 - Sep 25
includes taxes & fees
Stay at this 3.5-star hotel in Key Largo. Enjoy free WiFi, a marina, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (1,078 reviews)
"Pros _ walking distance to Rainbow Reef Dive Boats . Updated interior , rooms are clean. AC is cold. Cons _ Sharkeys Bar's Band is heard into room. Under Condo covered parking is First come , First serve and NOT assigned to your room. Which your room is right over said civered parking. Grounds are ..."

Reviewed on Sep 16, 2025

Waterside Suites & Marina
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 ￥12,550 per night from Oct 8 to Oct 9
￥12,550
￥18,274 total
Oct 8 - Oct 9
includes taxes & fees
Stay at this hotel in Key Largo. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
8.4/10 Very Good! (1,601 reviews)
"Loved"

Reviewed on Sep 18, 2025

Marina Del Mar Resort and Marina
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

2.5 out of 5
102400 Overseas Hwy, Key Largo, FL
The price is ￥16,836 per night from Oct 1 to Oct 2
￥16,836
￥18,941 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this beach hotel in Key Largo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,009 reviews)
"Everything was good . The bartender was awesome we had. Very friendly and helpful for things around. Front desk was very friendly and made check in quick and easy!!"

Reviewed on Sep 16, 2025

Hampton Inn Key Largo Manatee Bay
See all 2,316 properties in Winston Waterways
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

4.5/5(33 area reviews)

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