904+ Rental Villas and Private Getaways in Winston Waterways |
  1. USA
  2. Florida
  3. Key Largo
  4. Winston Waterways

Winston Waterways Vacation Rentals & One Degree Stays Homes

About Winston Waterways Vacation Rentals

There are more than 904 vacation rentals that are available in Winston Waterways. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Winston Waterways.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Winston Waterways, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Winston Waterways. Places to stay near Winston Waterways are 640.61 ft² on average, with prices averaging US $380 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Winston Waterways with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Winston Waterways

Type Count
Vacation Homes 640
Holiday Apartments 62
Cottages 24
Villas 9

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

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation 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 vacation rentals in Winston Waterways?

There are a lot of options in Winston Waterways. If you plan on staying in the Winston Waterways area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winston Waterways:

How many vacation rentals have private pools in Winston Waterways?

There are 125 vacation rentals with private pools near Winston Waterways. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Winston Waterways are best for families?

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

How many onedegreestays vacation rentals are available in Winston Waterways?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 904 in the Winston Waterways area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Winston Waterways. 

Nearby Neighborhood (1) 
Neighborhood Property Count
Largo Gardens Vacation Rentals in Key Largo, Florida 908

People Also Ask

There are 904 Winston Waterways, FL Vacation Rentals

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