Winston Waterways
Key Largo
Visit Winston Waterways
Things to do
Half Day Snorkel Trip on Reefs in the Florida Keys
S$96
per adult
94% of travellers recommend
Florida: Key West Overseas Highway App-Based Driving Audio Tour
S$22
per traveller
88% of travellers recommend
Key Largo Coral Reef Glass Bottom Boat Adventure
S$85
per adult
96% of travellers recommend
Top hotels in Winston Waterways
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
The price is S$362 per night from 14 Sept to 15 Sept
S$362
per night
14 Sept - 15 Sept
Stay at this luxury hotel in Key Largo. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,536 reviews)
"Great experience"
Reviewed on 8 Sept, 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
The price is S$407 per night from 28 Sept to 29 Sept
S$407
per night
28 Sept - 29 Sept
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! (1,178 reviews)
"It doesn’t have much to offer, upper floors have vacant spaces, should create spaces to entertain visitors, elevators too old, BORING HOTEL"
Reviewed on 8 Sept, 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is S$241 per night from 10 Sept to 11 Sept
S$241
per night
10 Sept - 11 Sept
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. ...
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
The price is S$161 per night from 13 Sept to 14 Sept
S$161
per night
13 Sept - 14 Sept
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! (1,467 reviews)
"Todo estaba limpio y cómodo..excelente para lugar"
Reviewed on 7 Sept, 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
The price is S$433 per night from 23 Sept to 24 Sept
S$433
per night
23 Sept - 24 Sept
Stay at this luxury resort in Key Largo. Enjoy free Wi-Fi, a full-service spa and 3 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (1,001 reviews)
"The room was clean and the staff was kind . Directions of the resort have been given by a map, not really clear without it . I would not suggest you to eat on the premises , the food is not that great , in the Italian restaurant the pizza was Frozen and the lobster pasta with parmesan cheese and ..."
Reviewed on 7 Sept, 2026
Bayside Inn Key Largo
99490 Overseas Hwy Key Largo FL
The price is S$196 per night from 10 Sept to 11 Sept
S$196
per night
10 Sept - 11 Sept
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. ...
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.
Check Winston Waterways hotel availability
Where to stay in Winston Waterways
Find the best Winston Waterways areas for the activities you enjoy most.
Photo by Samantha Shoemaker
Open Photo by Samantha Shoemaker
Rock Harbor
While there might not be top attractions in Rock Harbor, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.
Silver Shores
While there might not be top attractions in Silver Shores, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.
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 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.
Cross Key Waterways
When in Cross Key Waterways, you can plan a visit to MarineLab Undersea Laboratory and Caribbean Club Bar, some noteworthy sights in the nearby area.
