Gillespie Park vacation rentals
We found 168 vacation rentals — enter your dates for availability
Discover a selection of 22 homes and other vacation rentals in Gillespie Park that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the amenities you need and want, which might include WiFi and a hot tub. Whatever you're looking for, you'll find a rental that has what everyone needs, including accessible or non-smoking choices.
Find spaces that suit your style
Find the best place to stay - Gillespie Park
New Luxury Home with Private Pool and Waterslide: 1 Minute Walk to the Beach!
Sleeps 14 · 6 bedrooms · 6+ bathrooms
Top rated rentals - Gillespie Park
Photo gallery for Siesta and Lido Key, walk to downtown & Sarasota Bay, Pet Friendly!
Perfect Spot
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value