Weeki Wachee Winter Rentals & Holiday Homes

Discover winter rentals Weeki Wachee - We found 116 exact matches

About Weeki Wachee Winter Rental on SunSkiResorts

Planning a winter vacation in Weeki Wachee? Discover 116 places to stay, ideal for families, friends, groups, or wedding retreats.

At SunSkiResorts, explore a wide array of accommodations in Weeki Wachee, 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 Weeki Wachee start at US $294. The most popular properties in Weeki Wachee 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 Weeki Wachee, 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 Weeki Wachee and unlock incredible deals.

Show more
Show less

Frequently Asked Questions About Weeki Wachee Winter Rentals

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

The average cost for winter rentals in Weeki Wachee is $294 per night. SunSki has a wide list of great winter places to stay near Weeki Wachee 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 Weeki Wachee that allow you to bring your pet or dog:

See all pet-friendly vacation rentals in Weeki Wachee on SunSkiResorts

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Weeki Wachee to find what works for you.
As of 2025, the data from SunSkiResorts shows that there are over 116 private swimming pools or indoor pools accommodations near Weeki Wachee along with other great amenities.

About 116 holiday rentals in Weeki Wachee 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 Weeki Wachee for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Weeki Wachee with all the best amenities for your next trip.