Compare cheap hotels in Winston Waterways

The free breakfast at Chesapeake Beach Resort gets high marks from our customers. During your stay, you'll be within walking distance of History of Diving Museum. Enjoy features like free WiFi in public areas, plus 2 outdoor pools and a marina.

Our customers tell us they can't get enough of Reefhouse Resort & Marina's great beach location. During your stay, you're just a quick walk from Caribbean Club Bar. Features include free self-parking, plus 3 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us that they can't get enough of the helpful staff at The Pelican Key Largo Cottages. During your stay, you're just a quick walk from Jimmy Johnson's Big Chill. Features include free WiFi in public areas and free self-parking, plus a marina.

Playa Largo Resort & Spa, Autograph Collection's great beach location gets high marks from our customers. During your stay, you're just a quick walk from Bluefin Rock Harbor Marina. You'll find features such as free WiFi in public areas, plus 3 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us that they can't get enough of the helpful staff at Baker's Cay Resort Key Largo, Curio Collection by Hilton. During your stay, you'll be within walking distance of Bluefin Rock Harbor Marina. Enjoy features like 2 outdoor pools, 2 restaurants and 4 bars. This property offers pet-friendly amenities, such as food and water bowls.

Creekside Inn's great location gets high marks from our customers. During your stay, you're just a quick walk from Florida Keys Dive Center. You'll find features such as free WiFi in public areas and free self-parking, plus 2 outdoor pools.

Marina Del Mar Resort and Marina's great location gets high marks from our customers. During your stay, you'll be within walking distance of Jimmy Johnson's Big Chill. Free WiFi in public areas, free self-parking and 2 restaurants are available.

Drift Hotel's great beach location gets high marks from our customers. During your stay, you're just a quick walk from Florida Keys National Marine Sanctuary Visitor's Center. Free WiFi in public areas, free self-parking and concierge services are available.

Waterside Suites & Marina's great location gets high marks from our customers. During your stay, you'll be within walking distance of Jimmy Johnson's Big Chill. You'll find features such as free WiFi in public areas, plus an outdoor pool and a marina. This property offers pet-friendly amenities, such as food and water bowls.

Rock Reef Resort's great beach location gets high marks from our customers. During your stay, you're just a quick walk from Bluefin Rock Harbor Marina. Enjoy features like free WiFi in public areas and free self-parking, plus an outdoor pool.

Our customers tell us that they can't get enough of the pool at Ocean Pointe Suites at Key Largo. During your stay, you'll be within walking distance of Harry Harris Park. Features include free WiFi in public areas, plus 2 bars and an outdoor pool.

Our customers tell us that they can't get enough of the helpful staff at Treasure Harbor. During your stay, you're just a quick walk from Rain Barrel Village. Features include free WiFi in public areas and free self-parking, plus an outdoor pool.

Our customers tell us they can't get enough of Bayside Inn Key Largo's great beach location. During your stay, you're just a quick walk from Jimmy Johnson's Big Chill. You'll find features such as an outdoor pool, a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.

Our customers tell us that they can't get enough of the helpful staff at Hadley Resort and Marina. During your stay, you're just a quick walk from Islamorada Brewery & Distillery. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.

Our customers tell us that they can't get enough of the pool at Holiday Inn Key Largo by IHG. During your stay, you're just a quick walk from Jimmy Johnson's Big Chill. Free WiFi in public areas, free self-parking and 2 restaurants are available.