Studios of Key West Winter Rentals & Holiday Homes

Discover winter rentals Studios of Key West - We found 2091 exact matches

About Studios of Key West Winter Rental on SunSkiResorts

Planning a winter vacation in Studios of Key West? Discover 2091 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Studios of Key West, FL perfect for your seasonal escape. Our listings include private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments. SunSki's winter vacation homes feature top amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.

Winter accommodations in Studios of Key West start at US $734. The most popular properties in Studios of Key West include cabins, bungalows, and rental homes. Planning a snowboarding adventure? Explore our snowboard-friendly ski resorts, chalets, and cabins available for short-term or long-term stays. Whether it's a weekend getaway, monthly retreat, or an extended stay, SunSki ensures a memorable winter trip.

To book your winter vacation homes in Studios of Key West, visit SunSki's filter option, enter your travel dates, narrow down your preferences, and choose from our extensive list of rentals hassle-free. Explore our interactive map to uncover all accommodations in or around Studios of Key West and unlock incredible deals.

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Frequently Asked Questions About Studios of Key West Winter Rentals

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

The average cost for winter rentals in Studios of Key West is $734 per night. SunSki has a wide list of great winter places to stay near Studios of Key West that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Yes, here are the top cottage/chalet rentals in Studios of Key West that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Studios of Key West on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Studios of Key West to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 2091 private swimming pools or indoor pools accommodations near Studios of Key West along with other great amenities.

About 2091 holiday rentals in Studios of Key West boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:

Yes, there are many luxury places to stay in Studios of Key West for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Studios of Key West with all the best amenities for your next trip.