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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Browse Select Pine Island Holiday Homes

Lovers Key Resort by VTrips
Enjoy breathtaking views of the ocean from this property's expansive balcony.

Lovers Key Resort by VTrips

3.5 star property
7.6 out of 10, Good, (12)
"The pool area was my favorite thing. Nice water feature."
Lovers Key Resort by VTrips
Island Paradise 3
Relax on the beach with comfortable chairs and umbrellas, surrounded by natural dunes and lush vegetation.

Island Paradise 3

2.0 star property
Island Paradise 3
Villa Tranquility - Waterfront Luxury Home in Punta Gorda FL
Relax by the pool surrounded by lush vegetation and a serene body of water.

Villa Tranquility - Waterfront Luxury Home in Punta Gorda FL

3.0 star property
Villa Tranquility - Waterfront Luxury Home in Punta Gorda FL
Lil Lavender House in Fort Myers Beach
Enjoy a comfortable stay in this apartment with a spacious kitchen, seating area, and backyard view.

Lil Lavender House in Fort Myers Beach

2.0 star property
Lil Lavender House in Fort Myers Beach
Beachcomber Lodge in Fort Myers Beach
Enjoy a peaceful retreat with a balcony offering a view of palm trees and a neighboring building, perfect for sipping wine.

Beachcomber Lodge in Fort Myers Beach

2.0 star property
Beachcomber Lodge in Fort Myers Beach
159 Pearl St 2 Bedroom Home
Stunning home surrounded by lush greenery and mature palm trees.

159 Pearl St 2 Bedroom Home

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very cute little house in the middle of everything "
159 Pearl St 2 Bedroom Home
Villa Hibiscus - Waterfront Luxury Home - Punta Gorda FL
Relax by the pool surrounded by a spacious deck and outdoor furniture.

Villa Hibiscus - Waterfront Luxury Home - Punta Gorda FL

3.0 star property
Villa Hibiscus - Waterfront Luxury Home - Punta Gorda FL
Island Paradise Cottage
Relax on the sandy shore, surrounded by beach chairs and umbrellas, with the sea at your doorstep.

Island Paradise Cottage

2.0 star property
Island Paradise Cottage
Nautical Nest in Fort Myers Beach
Relax in this stylish living space with a large sofa, tufted armchair, and patterned rug.

Nautical Nest in Fort Myers Beach

2.0 star property
Nautical Nest in Fort Myers Beach
Villa Capri - Waterfront Luxury Home - Punta Gorda FL
Relax by the pool surrounded by lush greenery and a serene body of water.

Villa Capri - Waterfront Luxury Home - Punta Gorda FL

3.0 star property
Villa Capri - Waterfront Luxury Home - Punta Gorda FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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