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

Winston Waterways Villa Rentals

About Winston Waterways Vacation Rentals

There are more than 939 incredible getaway rentals that are available in Winston Waterways. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Winston Waterways.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Winston Waterways, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Winston Waterways. Places to stay near Winston Waterways are 638.45 ft² on average, with prices averaging CA $544 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Winston Waterways. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

Show more
Show less

Top Private Villas, Resorts, and Rentals in Winston Waterways

Type Count
Vacation Homes 668
Holiday Apartments 63
Cottages 25
Unique Vacation Rentals 25
Unique Vacation Rentals 12
Others 10
Villas 9

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

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Winston Waterways with BedroomVillas.

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?

We provide an array of great vacation destinations in Winston Waterways. If you are looking to stay in or around the Winston Waterways area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Winston Waterways:

How many vacation rentals have private pools in Winston Waterways?

We have 126 luxury villas and vacation rentals featuriung a private pool in and near Winston Waterways. Some of the best destinations to stay that feature or have access to a swimming pool are:

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

Searching for a family-friendly getaway in Winston Waterways? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

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

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 939 in the Winston Waterways area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Winston Waterways. 

Nearby Neighborhood (1) 
Neighborhood Property Count
Largo Gardens Rental Villas and Private Getaways in Key Largo, Florida 1047

People Also Ask

There are 39 hotels in Winston Waterways 13 resorts, and 740 rentals

Recently Booked Hotels, Resorts, or Rentals in Winston Waterways