South Island vacation rentals
We found 844 vacation rentals — enter your dates for availability
Select from 121 houses, 798 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.
Vacation rentals with weekly discounts - South Island
Showing deals for:Oct 10 - Oct 17
Image gallery for Toes In the Sand: 3Br/2BA with Pool,Bikes&Games- 4 min walk to Beach & Publix!

9.8 out of 10 rating
Exceptional
(103 reviews)
Toes In the Sand: 3Br/2BA with Pool,Bikes&Games- 4 min walk to Beach & Publix!
Fort Myers Beach, FL
8% off
$2,602 for 7 nights
Price is $372
Fees included upfront
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Find the best place to stay - South Island
Showing deals for: Oct 6 - Oct 9
Elegant + Spacious Suite with Gorgeous Gulf Views!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.2 out of 10
wonderful
(32 reviews)
The current price is $450
Fees included upfront
Top rated rentals - South Island

Beautiful property and great communication
10 out of 10
exceptional
(76 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