Name: Windward Passage Resort
Rating: 7.6

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Vacation Rentals in Estero Island

Aparthotel

Apartment, Multiple Beds, Partial Ocean View | Beach/ocean view

Edison Beach House

Fort Myers Beach

"Every aspect fit our needs for this beach trip!"

Condo

Mariners Boathouse by Coolvacay

South Island

"Very clean, modern and fun room design, my daughter loved the bunk beds! The pool and other amenities like the barbeques were great! Staff were super friendly and the hotel was right on the beach. Close to Fort Myers for entertainment but in a more peaceful, exclusive spot with a nicer beach, perfect for families."

Condo

Seaside 1 by Distinctive Beach Rentals

Mid Island

"We enjoyed our stay! Very relaxing!"

Vacation Home

Sand Dollar Suite

Fort Myers Beach

"We had an amazing stay in Fort Myers, Florida at our beach rental! From the moment we arrived, everything exceeded our expectations. The location was perfect—just steps away from the beach, making it easy to enjoy morning walks, beautiful sunsets, and plenty of time in the sand. The property itself was clean, comfortable, and well-maintained. It had everything we needed for a relaxing getaway, and you can tell a lot of care goes into making guests feel at home. The atmosphere was peaceful and...

Apartment

Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

1 Island Hideaway

Mid Island

"Clean and modern apartment and we stayed on first floor. Walking distance to beach with hot tub and pool. Not really walking distance to bars/restaurants so probably best to have a car. Worth the price."

Apartment

Steps to Shore: Sunny Fort Myers Beach Escape!

Mid Island

Vacation Home

Dolphin Inn Resort

South Island

"The location was great. It is located in walking distance to the beach, had parking in front and close to Sanibel Island. We didn't have time to take advantage of the kayaks, grills in the back, or bicycles, but these were great offerings. It had what we needed. Overall a lot of offerings for a decent price. "

Condo

Seaside 209

Mid Island

"We had a wonderful stay at this beach property. The place was very clean, cozy, and comfortable. The location was convenient, easy to access, and perfect for enjoying the beach. Everything was well kept, and we truly appreciated how welcoming and relaxing the property felt. We would definitely recommend it and would love to stay again."

Apartment

Dog-friendly Getaway: Steps to Fort Myers Beach!

Mid Island

Apartment

Walk to Beach: Fort Meyers Home w/ Patio!

Mid Island

"This little gem was a great find. Will definitely stay again. Absolutely beautiful "

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Stay near popular Estero Island attractions

Bowditch Point Park

8.6/10 (621 reviews)

You can take time to visit Bowditch Point Park during your travels to Fort Myers Beach. Amble around this family-friendly area's beautiful beaches and enjoy its lively bars.

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Learn more about Estero Island

Check out the local area in Estero Island—home to attractions like Castle Beach and Estero Boulevard Beach.

See all hotels in Estero Island

A pier extending into the ocean at sunset with two covered structures at the end.

Top Estero Island Hotel Reviews

DiamondHead Beach Resort

10/10 Excellent

"Very Good"

Margaritaville Beach Resort Fort Myers

10/10 Excellent

"I had a great stay at Margaritaville! The resort has a fun, relaxing beach vibe, and the rooms are beautiful and very comfortable with a true vacation feel. The beach was very nice and just steps away. We also really enjoyed the pool area with a DJ playing music and a lively atmosphere. The drinks were amazing as well. Overall, it was a fantastic experience and I would definitely stay here again!"