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Pine Island holiday rentals
We found 680 holiday rentals — enter your dates for availability
Discover a selection of 74 homes and other holiday rentals in Pine Island that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a pool. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
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Find the best place to stay - Pine Island

Pine Island Oceanfront Private Pool and Beach Access
Sleeps 21 · 7 bedrooms · 7+ bathrooms
10 out of 10
exceptional
(1 review)
Top rated rentals - Pine Island

The Most Gorgeous Beach Vacation Destination!
10 out of 10
exceptional
(13 reviews)
Our family was blown away by the absolute beauty of the house and scenery. We probably watched 100 dolphins right from the living room of the house out playing and swimming right off the shore. Its hard to put in words the beauty of this place. Top it off the interior is all freshly remodeled and absolutely gorgeous. We were extremely satisfied with everything offered. The management/owners were spot on and we had no issues.
Jeff S.
Stayed Jan 2025