941+ Private Villas and Holiday Rentals in Winston Waterways |
  1. USA
  2. Florida
  3. Key Largo
  4. Winston Waterways

Winston Waterways Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Winston Waterways

Discover more than 941 vacation rentals available in Winston Waterways. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Winston Waterways.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Winston Waterways, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Winston Waterways. On average, places to stay near Winston Waterways offer 637.14 ft², with nightly prices averaging GB £293.

With Casai, finding and comparing holiday rentals in Winston Waterways is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in Winston Waterways

Type Count
Vacation Homes 668
Holiday Apartments 63
Cottages 25
Villas 9

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

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal 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 holiday rentals in Winston Waterways?

With numerous options available in Winston Waterways, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Winston Waterways:

How many holiday rentals have private pools in Winston Waterways?

Discover a selection of holiday rentals with private pools near Winston Waterways with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Winston Waterways are best for families?

If you're searching for a family-friendly holiday home in Winston Waterways, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Winston Waterways:

How many Casai.uk holiday rentals are available in Winston Waterways?

As of 2026, Casai boasts over 941 properties listed in the Winston Waterways area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Winston Waterways.

Nearby Neighborhood (1) 
Neighborhood Property Count
Largo Gardens Vacation Rentals in Key Largo, Florida 1047

People Also Ask

There are 941 Winston Waterways, FL Holiday Rentals

Recently Booked Holiday Rentals in Winston Waterways