South Island vacation rentals
We found 660 vacation rentals — enter your dates for availability
Select from 103 houses, 743 condos, and other vacation rentals to find the perfect place for your stay in South Island. Whether you're staying in a vacation rental with your kids and pets or just with friends, you'll find the amenities you need and want, such as WiFi and cable TV. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.
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Find the best place to stay - South Island
Waterside residence w/ gorgeous sunset view of the Gulf of Mexico & Estero Bay!
Sleeps 6 · 3 bedrooms · 2+ bathrooms
Top rated rentals - South Island
Relaxation
10 out of 10
exceptional
(60 reviews)
- 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