Photo by Lauren Piper

Carrollwood holiday rentals

We found 20 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 28 homes and other holiday rentals in Carrollwood that are perfect for your trip. Holiday homes provide the best amenities for you and your friends, family or even pets, such as parking and a fireplace. Whatever you're looking for, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

Condo/Apartment
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  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

How to get to and around Carrollwood

The nearest airport is in Tampa, FL (TPA-Tampa Intl.), located 5.4 mi (8.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.), which is 15.2 mi (24.5 km) away.