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Hotels near Winston Waterways

Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
28.58 km from Winston Waterways
The price is CA $259 per night
CA $259
per night
May 6 - May 7
Stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby. Discover genuine guest reviews for Chesapeake Beach Resort, in Matecumbe neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Pool
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive, Key Largo, FL
Free cancellation
3.22 km from Winston Waterways
The price is CA $209 per night
CA $209
per night
Apr. 22 - Apr. 23
Stay at this hotel in Key Largo. Enjoy a marina, WiFi, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby. Discover genuine guest reviews for Waterside Suites & Marina along with the latest prices and availability – book now.
Pet-friendly
Pool
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
2.92 km from Winston Waterways
The price is CA $350 per night
CA $350
per night
May 7 - May 8
Stay at this beach hotel in Key Largo. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill are located nearby. Discover genuine guest reviews for Reefhouse Resort & Marina along with the latest prices and availability – book now.
Hot tub
Pet-friendly
Bayside Inn Key Largo

Bayside Inn Key Largo

3 out of 5
99490 Overseas Hwy, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
3.94 km from Winston Waterways
The price is CA $233 per night
CA $233
per night
Apr. 23 - Apr. 24
Stay at this beach hotel in Key Largo. Enjoy free WiFi, a private beach, and a 24-hour fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby. Discover genuine guest reviews for Bayside Inn Key Largo along with the latest prices and availability – book now.
Pet-friendly
Pool
Holiday Inn Key Largo, an IHG Hotel

Holiday Inn Key Largo, an IHG Hotel

3 out of 5
99701 Overseas Hwy, Key Largo, FL
Free cancellation
3.61 km from Winston Waterways
The price is CA $284 per night
CA $284
per night
Apr. 30 - May 1
Stay at this beach hotel in Key Largo. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby. Discover genuine guest reviews for Holiday Inn Key Largo, an IHG Hotel along with the latest prices and availability – book now.
Hot tub
Pet-friendly
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
Free cancellation
Reserve now, pay when you stay
8.28 km from Winston Waterways
The price is CA $544 per night
CA $544
per night
Apr. 24 - Apr. 25
Stay at this beach hotel in Key Largo. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby. Discover genuine guest reviews for Baker's Cay Resort Key Largo, Curio Collection by Hilton along with the latest prices and availability – book now.
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
7.09 km from Winston Waterways
The price is CA $643 per night
CA $643
per night
May 5 - May 6
Stay at this 4.5-star luxury resort in Key Largo. Enjoy free WiFi, 3 restaurants, and a marina. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby. Discover genuine guest reviews for Playa Largo Resort & Spa, Autograph Collection along with the latest prices and availability – book now.
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2.5 out of 5
527 Caribbean Drive, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
3.46 km from Winston Waterways
The price is CA $211 per night
CA $211
per night
May 5 - May 6
Stay at this hotel in Key Largo. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby. Discover genuine guest reviews for Marina Del Mar Resort and Marina along with the latest prices and availability – book now.
Key Largo Inn

Key Largo Inn

3 out of 5
99202 Overseas Hwy, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
4.46 km from Winston Waterways
The price is CA $160 per night
CA $160
per night
Apr. 23 - Apr. 24
Stay at this 3-star hotel in Key Largo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby. Discover genuine guest reviews for Key Largo Inn along with the latest prices and availability – book now.
Creekside Inn Islamorada

Creekside Inn Islamorada

2.5 out of 5
90611 Old Highway, Tavernier, FL
17.71 km from Winston Waterways
The price is CA $212 per night
CA $212
per night
Apr. 30 - May 1
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Florida Keys Dive Center and Harry Harris Park are located nearby. Discover genuine guest reviews for Creekside Inn Islamorada along with the latest prices and availability – book now.
Pool
Parking included
Rock Reef Resort

Rock Reef Resort

2.5 out of 5
97850 Overseas Hwy, Key Largo, FL
6.58 km from Winston Waterways
The price is CA $263 per night
CA $263
per night
Apr. 21 - Apr. 22
Stay at this beach hotel in Key Largo. Enjoy free WiFi, free parking, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby. Discover genuine guest reviews for Rock Reef Resort along with the latest prices and availability – book now.
Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay

2.5 out of 5
102400 Overseas Hwy, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
0.63 km from Winston Waterways
The price is CA $263 per night
CA $263
per night
May 6 - May 7
Stay at this beach hotel in Key Largo. Enjoy free WiFi, free parking, and a private beach. Our guests praise the pool and the bar in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill are located nearby. Discover genuine guest reviews for Hampton Inn Key Largo Manatee Bay along with the latest prices and availability – book now.
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Winston Waterways hotels essential information

Accommodation
2,148 hotels
Lowest Price
CA $160
Highest Price
CA $643
Popular hotels
Chesapeake Beach Resort, Waterside Suites & Marina, Reefhouse Resort & Marina, Bayside Inn Key Largo, Holiday Inn Key Largo, an IHG Hotel, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Playa Largo Resort & Spa, Autograph Collection, Marina Del Mar Resort and Marina, Key Largo Inn, Creekside Inn Islamorada, Rock Reef Resort, Hampton Inn Key Largo Manatee Bay

Recent Winston Waterways hotel reviews by fellow wanderers

Bayside Inn Key Largo

Bayside Inn Key Largo

5 out of 5
Posted 16 hours ago
Travelocity Verified Review
"Nice stayed! TJ was 😌 great "
A verified traveller stayed at Bayside Inn Key Largo
Bayside Inn Key Largo

Hotels near…

Areas of Winston Waterways