Name: Windward Passage Resort
Rating: 7.6

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Our top choices for Estero Island hotels

1. GullWing Beach Resort

South Island

Claudia

AED 1,972 total

includes taxes & fees

6 Aug - 7 Aug

2. Pink Shell Beach Resort and Marina

Fort Myers Beach

Jason

AED 1,057 total

includes taxes & fees

19 Aug - 20 Aug

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

3. Edison Beach House

Fort Myers Beach

Brian

AED 939 total

includes taxes & fees

10 Aug - 11 Aug

Outdoor pool, cabanas (surcharge), sun loungers

4. Margaritaville Beach Resort Fort Myers

Fort Myers Beach

Latisha A

AED 910 total

includes taxes & fees

31 Aug - 1 Sep

5. Best Western Plus Beach Resort

Fort Myers Beach

Jaime

AED 709 total

includes taxes & fees

19 Aug - 20 Aug

3 restaurants; breakfast, lunch, dinner, and brunch served

6. Lani Kai Beachfront Resort

Fort Myers Beach

JUAN C

AED 582 total

includes taxes & fees

10 Aug - 11 Aug

7. The Lighthouse Resort Inn & Suites

Fort Myers Beach

james

AED 506 total

includes taxes & fees

9 Aug - 10 Aug

8. Matanzas Inn Bayside Resort and Marina

Fort Myers Beach

Laura

AED 579 total

includes taxes & fees

9 Aug - 10 Aug

9. The Bay Inn at Lani Kai

Fort Myers Beach

Laura

AED 506 total

includes taxes & fees

9 Aug - 10 Aug

10. Flamingo Inn

Mid Island

J

AED 611 total

includes taxes & fees

7 Aug - 8 Aug

11. Pointe Estero Beach Resort

South Island

Merlyn

AED 1,756 total

includes taxes & fees

2 Sep - 3 Sep

Luxury Condo, Balcony, Beach View | Pool | Outdoor pool, pool umbrellas, sun loungers

12. The Nile

Mid Island

AED 1,462 total

includes taxes & fees

6 Aug - 7 Aug

13. DiamondHead Beach Resort

Fort Myers Beach

Edwin

AED 929 total

includes taxes & fees

23 Aug - 24 Aug

14. Best Western Naples Plaza Hotel

Naples

Marcela

AED 351 total

includes taxes & fees

25 Aug - 26 Aug

Outdoor pool, pool umbrellas, sun loungers

15. Home2 Suites Naples I-75 Pine Ridge Road, FL

Naples

Manuel

AED 431 total

includes taxes & fees

19 Aug - 20 Aug

16. Hampton Inn - Naples - I-75

Naples

YUDELKIS

AED 364 total

includes taxes & fees

16 Aug - 17 Aug

17. Hawthorn Extended Stay by Wyndham Naples

Naples

Jayson

AED 362 total

includes taxes & fees

2 Sep - 3 Sep

18. Echo Suites Extended Stay By Wyndham Naples

Naples

Juan carlos

AED 279 total

includes taxes & fees

9 Aug - 10 Aug

19. TownePlace Suites by Marriott Naples

Naples

Philip

AED 400 total

includes taxes & fees

16 Aug - 17 Aug

20. Days Inn & Suites by Wyndham Bonita Springs North Naples

Bonita Springs

Dale

AED 310 total

includes taxes & fees

6 Aug - 7 Aug

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Vacation Rentals in Estero Island

Aparthotel

GullWing Beach Resort

South Island

"We really enjoyed our stay here and plan on staying here again!"

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

Steps to Shore: Sunny Fort Myers Beach Escape!

Mid Island

Apartment

Suite, 2 Bedrooms | Private kitchen | Coffee/tea maker, full-size fridge, microwave, stovetop

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."

Vacation Home

House, 3 Bedrooms | Pool | A heated pool

Welcome To Mermaid Bay Vacation Rental - 261 Delmar 3 Bedroom Home by RedAwning

Fort Myers Beach

"The house and pool were perfect! Beach is a 5 minute walk. The house had everything we needed for the pool and the beach. Would definitely come back! "

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."

Cottage

1 Block to Shore: Fort Myers Beach Retreat

Mid Island

"Great location to the beach! "

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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

Lani Kai Beachfront Resort

10/10 Excellent

"The position was just perfect and the view was all you could ask for … the staff , especially Adriana on reception couldn’t do enough and always had a wonderful smile to greet us ."

Beach Front Bargain at Estero Beach & Tennis Club!

8/10 Good

"Other than the noise from the balcony renovations on other balconies, (above and below me) the stay was great. Too many shells on the beach made walking difficult without shoes. July isn't the best time due to frequent rain showers, riptides and hot humid weather, but that's Florida."