904+ Hotel & Resort Deals in Winston Waterways |
  1. USA
  2. Florida
  3. Key Largo
  4. Winston Waterways

Winston Waterways Hotels, Resorts, and Rentals

About Winston Waterways Vacation Rentals

There are more than 904 places to stay in Winston Waterways that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Winston Waterways.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Winston Waterways, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Winston Waterways. Places to stay near Winston Waterways are 640.68 ft² on average, with prices averaging US $381 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Winston Waterways with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Winston Waterways

Type Count
Vacation Homes 640
Holiday Apartments 62
Cottages 24
Unique Vacation Rentals 24
Unique Vacation Rentals 11
Others 9
Villas 9

Use these Quick Filters to Find a Vacation Rental in Winston Waterways

★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Winston Waterways.

Weather in Winston Waterways, FL

View the weather forecast for Winston Waterways before booking your Winston Waterways Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Frequently Asked Questions About Winston Waterways?

What are the top hotels or resorts in Winston Waterways?

You have a lot of choices in or near Winston Waterways. If you need a hotel in the Winston Waterways area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Winston Waterways:

How many vacation rentals have private pools in Winston Waterways?

There are 132 accommodation options with private pools in or near Winston Waterways. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

Which hotel or resort in Winston Waterways is best for families?

If you are looking for a family-friendly hotel, resort, or vacation home in Winston Waterways, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in Winston Waterways:

How many hotels, resorts, or rentals are available in Winston Waterways?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 904 in the Winston Waterways area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Winston Waterways.

Nearby Neighborhood (1) 
Neighborhood Property Count
Largo Gardens Hotel & Resort Deals in Key Largo, Florida 908

People Also Ask

There are 39 hotels in Winston Waterways 13 resorts, and 711 rentals

Recently Booked Hotels, Resorts, or Rentals in Winston Waterways