Name: Windward Passage Resort
Rating: 7.6

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Our top choices for Estero Island hotels

Pet friendly

1. Pointe Estero Beach Resort

South Island

Merlyn

AED 1,762 total

includes taxes & fees

1 Sep - 2 Sep

2. Pink Shell Beach Resort and Marina

Fort Myers Beach

Jason

AED 1,062 total

includes taxes & fees

24 Aug - 25 Aug

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

3. Lani Kai Beachfront Resort

Fort Myers Beach

JUAN C

AED 663 total

includes taxes & fees

1 Sep - 2 Sep

Outdoor pool, cabanas (surcharge), sun loungers

4. Margaritaville Beach Resort Fort Myers

Fort Myers Beach

Latisha A

AED 877 total

includes taxes & fees

31 Aug - 1 Sep

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

5. Edison Beach House

Fort Myers Beach

Brian

AED 840 total

includes taxes & fees

3 Aug - 4 Aug

6. Best Western Plus Beach Resort

Fort Myers Beach

Jaime

AED 815 total

includes taxes & fees

9 Aug - 10 Aug

7. The Lighthouse Resort Inn & Suites

Fort Myers Beach

james

AED 568 total

includes taxes & fees

29 Aug - 30 Aug

8. Matanzas Inn Bayside Resort and Marina

Fort Myers Beach

Laura

AED 579 total

includes taxes & fees

2 Aug - 3 Aug

9. Flamingo Inn

Mid Island

J

AED 708 total

includes taxes & fees

13 Aug - 14 Aug

10. The Bay Inn at Lani Kai

Fort Myers Beach

Laura

AED 557 total

includes taxes & fees

2 Aug - 3 Aug

11. DiamondHead Beach Resort

Fort Myers Beach

Thomas D

AED 987 total

includes taxes & fees

4 Aug - 5 Aug

12. GullWing Beach Resort

South Island

Claudia

AED 1,972 total

includes taxes & fees

3 Aug - 4 Aug

13. Best Western Naples Plaza Hotel

Naples

Marcela

AED 367 total

includes taxes & fees

2 Aug - 3 Aug

Outdoor pool, pool umbrellas, sun loungers

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

Naples

Manuel

AED 465 total

includes taxes & fees

23 Aug - 24 Aug

15. Hampton Inn - Naples - I-75

Naples

Kathryn

AED 364 total

includes taxes & fees

23 Aug - 24 Aug

16. Hawthorn Extended Stay by Wyndham Naples

Naples

Jayson

AED 368 total

includes taxes & fees

9 Aug - 10 Aug

17. Echo Suites Extended Stay By Wyndham Naples

Naples

Juan carlos

AED 279 total

includes taxes & fees

3 Aug - 4 Aug

18. TownePlace Suites by Marriott Naples

Naples

Philip

AED 400 total

includes taxes & fees

9 Aug - 10 Aug

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

Bonita Springs

Dale

AED 310 total

includes taxes & fees

2 Aug - 3 Aug

20. Fairfield Inn & Suites by Marriott Bonita Springs

Bonita Springs

William

AED 402 total

includes taxes & fees

3 Aug - 4 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!"

Apartment

Steps to Shore: Sunny Fort Myers Beach Escape!

Mid Island

Condo

The Finn

Mid Island

"The Finn was a perfect get away for our family during the week. The proximity to the beach and restaurants is great. In addition the property providing the wagon and chairs for the beach was just the icing on the cake for us! This is definitely an amazing place to stay!"

Condo

Beach nearby, white sand, sun loungers, beach umbrellas

The Wren

Mid Island

"Our stay in Fort Myers Beach was absolutely phenomenal! From the moment we arrived, everything exceeded our expectations. The home was spotless, beautifully decorated, and had everything we needed to feel comfortable and relaxed. The location was perfect — close to the beach, restaurants, and local attractions while still feeling peaceful and private. Check-in and checkout was simple! The host was responsive! We made so many wonderful memories here and would absolutely stay again. If you’re...

Vacation Home

Welcome To 5541 Palmetto Street - New Build! Grab It Now! 4 Bedroom Home by RedAwning

Mid Island

"God beliggenhed og nyrenoveret lejlighed tæt ved strand og indkøbsmuligheder. Alt hvad vi skulle bruge var i lejligheden og svømmepoolen var i solys det meste af dagen."

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."

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...

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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 Santini Marina Shopping Plaza.

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

Best Western Plus Beach Resort

10/10 Excellent

"Amazing in all aspects, great location"

DiamondHead Beach Resort

10/10 Excellent

"The room was spacious, comfortable, and clean with separate sitting area and kitchenette, 2 TVs and spacious balcony with lounge chairs and table with chairs. The view was great, parking was easy and beach chairs and umbrellas were available for all. Beach area is huge with white sand. I didn’t use the pool, but the area was very nice. There are two restaurants and bars onsite with live entertainment at times. My only complaint is that the room air conditioner was very noisy. There was also construction noise from neighboring property and street which made it unpleasant to use the balcony during the day, but that was beyond the control of DiamondHead, and understandable considering the island is still recovering from Hurricane Ian."

Pointe Estero Beach Resort

10/10 Excellent

"Absolutely loved the room. Spacious, clean. Beach was not crowded when we were there (Late July). Located away from the super busy area near downtown Fort Myers beach, but not isolated. No restaurant on site but lots of great options near by. The pool is not huge by any stretch and we ended up spending most water time at the beach. Loved the wrap around balcony, we had breakfast and lunch out there. Will definitely visit again."

Matanzas Inn Bayside Resort and Marina

10/10 Excellent

"I loved everything about this place and I will return. I didnt realize when I booked this place, I was looking for a place with a hot tub that was near the restaurant I planned on going to for my Birthday. This place was just down the street from my restaurant I came here for. I came here 4 yrs ago for my birthday then too. Everything was perfect, from the check in, the Staff, we came early so we stayed by the pool, to the front desk service, the room, all the amenities, the restaurant, walking distant to the beach, liquor store, 7-11, restaurants, outside seating, private deck, grills to cook on right outside our back door with a picnic table. We had a table on our deck too. A canal, saying hello to people that docked and came to the restaurant. The restaurant had, outside seating, inside with outside screens seating as well as inside long picture windows with air-conditioning srating, to view the water & boats. IT REALLY IS IN A GOOD LOCATION! I will keep returning here. I've lived in Naples for over 20 yrs, and frequently come to Fort Myers to vacation, short or long trips. I've tried several different places from higher end Hotels to Motels here in FM. The activities and the prices are better here too! AND YOU CAN BRING PETS ON THE BEACHES IF YOU WANT!! But not to this hotel."

AUG 15-22 Avail, Early Booking Disct💰OCT-DEC 26🎄for Ltd time Beach 🏖️ 2min walk🩴

10/10 Excellent

"We have been vacation in FMB since 2017 and this property was by far the cleanest and the communication with Jackie was seamless and prompt. Although the pictures are accurate they do not convey the overall quality of the property. The amount of organization and attention to detail is second to none. Thanks again Jackie and JR for a fantastic experience from start to finish!!"