Find a cheap Hotel in Winston Waterways

Wander Wisely with exceptional service, 24/7 support

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

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 $272 per night
CA $272
per night
May 19 - May 20
Book a 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.
Pet-friendly
Pool
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
8.28 km from Winston Waterways
The price is CA $410 per night
CA $410
per night
May 22 - May 23
Book a 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.
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 $195 per night
CA $195
per night
May 19 - May 20
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.
Hot tub
Pet-friendly
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive, Key Largo, FL
Free cancellation
Reserve now, pay when you stay
3.22 km from Winston Waterways
The price is CA $178 per night
CA $178
per night
May 28 - May 29
Stay at this hotel in Key Largo. Enjoy a marina, a 24-hour front desk, and laundry facilities. 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.
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 $236 per night
CA $236
per night
Jun. 16 - Jun. 17
Book a 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.
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 $209 per night
CA $209
per night
May 20 - May 21
Book a 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.
Pet-friendly
Pool
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

4.5 out of 5
97450 Overseas Highway, Key Largo, FL
7.09 km from Winston Waterways
The price is CA $554 per night
CA $554
per night
Jun. 2 - Jun. 3
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 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.
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 $334 per night
CA $334
per night
Jun. 6 - Jun. 7
Book a stay at this beach hotel in Key Largo. Enjoy free parking, a full-service spa, 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.
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 $194 per night
CA $194
per night
May 21 - May 22
Book a 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.
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 $158 per night
CA $158
per night
May 18 - May 19
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.
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
30.09 km from Winston Waterways
The price is CA $205 per night
CA $205
per night
May 28 - May 29
Stay at this hotel in Islamorada. Enjoy free breakfast, a marina, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions History of Diving Museum and Matecumbe United Methodist Church are located nearby.
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

2 out of 5
99340 Overseas Highway, Key Largo, FL
4.2 km from Winston Waterways
The price is CA $165 per night
CA $165
per night
Jun. 4 - Jun. 5
Book a stay at this beach hotel in Key Largo. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park are located nearby.
Don't see what you're looking for?
See all available properties in Winston Waterways
View all properties
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.

About Winston Waterways Hotels

Search Winston Waterways area hotels for the best deals on Travelocity.ca. Zoom in on Winston Waterways neighborhood to help narrow your hotel selection.

Get Started - Lets Roam Winston Waterways!

Winston Waterways hotels essential information

Accommodation
2,149 hotels
Lowest Price
CA $158
Highest Price
CA $554
Popular hotels
Chesapeake Beach Resort, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Marina Del Mar Resort and Marina, Waterside Suites & Marina, Holiday Inn Key Largo, an IHG Hotel, Bayside Inn Key Largo, Playa Largo Resort & Spa, Autograph Collection, Reefhouse Resort & Marina, Rock Reef Resort, Key Largo Inn, Hadley Resort and Marina, The Pelican Key Largo Cottages

Recent Winston Waterways hotel reviews by fellow wanderers

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

5 out of 5
Posted 8 hours ago
Travelocity Verified Review
"Very nice"
A verified traveller stayed at Marina Del Mar Resort and Marina
Marina Del Mar Resort and Marina

Hotels near…

Areas of Winston Waterways