Name: Bayside Inn Key Largo
Price range: 2.996.158 ₫

Top hotels in Winston Waterways

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

3.923.373 ₫

per night

30 Sept - 1 Oct

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

3.182.623 ₫

per night

25 Oct - 26 Oct

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! (1,494 reviews)

"i loved this place beautiful hotel full kitchen perfect for a little trip 100% recommend"

Reviewed on 28 Sept 2026

Reefhouse Resort & Marina

103800 Overseas Hwy Key Largo FL

5.168.826 ₫

per night

30 Sept - 1 Oct

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. ...

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

97000 Overseas Hwy Key Largo FL

6.905.967 ₫

per night

1 Oct - 2 Oct

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! (1,184 reviews)

"wonderful"

Reviewed on 28 Sept 2026

The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

2.380.258 ₫

per night

1 Oct - 2 Oct

Stay at this beach hotel in Key Largo. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the helpful staff and the clean rooms in their reviews. ...

Bayside Inn Key Largo

99490 Overseas Hwy Key Largo FL

2.996.158 ₫

per night

30 Sept - 1 Oct

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. ...

See all 2,259 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.

Where to stay in Winston Waterways

Find the best Winston Waterways areas for the activities you enjoy most.

A beachside resort with lounge chairs, a thatched-roof hut, and palm trees.

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 Harry Harris Park.

An aerial view of a coastal area with RVs parked along the shore, a small beach, and a clear view of the ocean.

Key Largo Park

Key Largo Park might not have many top sights, but Jacob's Aquatic Center and Jimmy Johnson's Big Chill are two attractions nearby that you can check out.