Winston Waterways, FL

Key Largo

Winston Waterways Hotel Deals

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 ￥43,162 per night from Oct 5 to Oct 6
￥43,162
￥56,749 total
Oct 5 - Oct 6
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! (1,027 reviews)
"Didn’t like the food options and the hotel needs some updates, specially the rooms. The rest was great."

Reviewed on Sep 23, 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 ￥17,665 per night from Oct 1 to Oct 2
￥17,665
￥28,232 total
Oct 1 - Oct 2
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. ...
9/10 Wonderful! (1,534 reviews)
"Everything was perfect and beautiful"

Reviewed on Sep 23, 2025

Chesapeake Beach Resort
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 ￥12,475 per night from Oct 9 to Oct 10
￥12,475
￥18,213 total
Oct 9 - Oct 10
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! (1,612 reviews)
"Breakfast was very basic and not any good. Other than that, everything thing else was excellent. The staff were helpful and friendly. Nice area with exterior room entry."

Reviewed on Sep 26, 2025

Marina Del Mar Resort and Marina
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
The price is ￥32,543 per night from Oct 2 to Oct 3
￥32,543
￥42,556 total
Oct 2 - Oct 3
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! (1,308 reviews)
"We thoroughly enjoyed our stay at Reefhouse. Staff was friendly and helpful. Water and cookies at the front desk is a nice touch. Carlos, bartender at pool bar, went out of his way to make you feel welcome. When we saw him the following day he even remembered our drinks."

Reviewed on Sep 24, 2025

Reefhouse Resort & 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 ￥16,937 per night from Oct 6 to Oct 7
￥16,937
￥19,054 total
Oct 6 - Oct 7
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! (1,025 reviews)
"The location is very nice, with a small private beach and beautiful views. The rooms were clean and spacious. The hot/cold breakfast was delicious. The pool and gym were good. Nicole the bartender at the tiki bar was friendly and great."

Reviewed on Sep 23, 2025

Hampton Inn Key Largo Manatee Bay
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 ￥31,949 per night from Oct 6 to Oct 7
￥31,949
￥44,135 total
Oct 6 - Oct 7
includes taxes & fees
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! (1,002 reviews)
"By far one of the best hotels in the keys."

Reviewed on Sep 21, 2025

Playa Largo Resort & Spa, Autograph Collection
See all 2,322 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