Skip to main content
  1. USA
  2. Florida
  3. Key West
  4. Villa Rentals

Key West Villa Rentals & Homes

Find villas near Key West - We found 54 exact matches

About Key West Villa Rentals on Winter Park Villas

Winter Park Villas has more than 54 villas near Key West. These rentals have all the luxury accoutrements to give you comfort, including amenities such as - private swimming pools, WIFI, spas, hot tubs, and more.

Winter Park Villas has a wide range of villa rentals near Key West, and there are different options for families, friends, or even couples. These rentals come in unique styles or sizes that would definitely suit your needs.

Winter Park Villas offers expectational rental villas that are out of the ordinary and not found elsewhere, whether you are traveling on a beachfront, seaside, mountain, or any destination. Winter Park Villas is an all-in-one travel platform that matches you with the perfect rental villa in Key West for your dream vacation, including top travel locations in the USA & the Rest of the World. Many have private pools, luxury bedrooms, and even features like tennis courts, beach volleyball, spas, fitness clubs & more.

Winter Park Villas Villas are available for last-minute bookings and may include special offers for Airbnb, VRBO & Winter Park Villas-style villas. So find your last-minute getaway today with Winter Park Villas in Key West, and get ready to enjoy maximum comfort on your next holiday.

Frequently Asked Questions About Key West Villa Rentals

What are the top rated Villa Rentals in Key West?

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

What is the rate per night for renting a villa near Key West?

At Winterparkvillas, the average rental fee for standard villas in Key West is $734 per night. Winterparkvillas has a large database of quality villas near Key West that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.

Are there any rental villas in Key West that are suitable for families?

Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Key West to find what works for you.

Do your rental villas in Key West have indoor swimming pools?

Based on the 2026 data from our Winterparkvillas site, there are more than 54 private swimming pools or villas with indoor pools in or near Key West.