Top Cottages in Estero Island in 2026

A sunset over a beach with people walking and playing in the water.

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Our top choices for Estero Island cottages

A house with a gravel driveway leading to a blue building with a porch.

1. Beach Days & Backyard Nights! Fort Myers Retreat

Harlem Heights

Rp5.742.263 total

includes taxes & fees

14 Sept - 15 Sept

2. 2 Mi to Six Mile Preserve! Family Getaway w/ Pool

Fort Myers

Rp8.406.829 total

includes taxes & fees

3 Sept - 4 Sept

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Top Estero Island Hotel Reviews

The Bay Inn at Lani Kai

10/10 Excellent

"El hotel pequeño no tiene elevador, nos tocó subir 3 pisos por las escaleras con el equipaje en mano, pienso que las personas deberían saberlo antes de reservar y además cobran otros cargos aparte."

Lani Kai Beachfront Resort

8/10 Good

"I had a wonderful experience…except that both mattresses in our room were sagging; one more than the other. Mine being the one with the largest dip in it. It also made a lot of noise when I moved. Next time I will definitely request a firm mattress!!! Everything else, and I literally mean EVERYTHING, was exceptional! I enjoyed every minute, from the check-in process to the check-out process. I will definitely return!"