Name: Windward Passage Resort
Rating: 7.6

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Our top choices for Estero Island hotels

1. Pointe Estero Beach Resort

South Island

Merlyn

NT$15,762 total

includes taxes & fees

Sep 1 - Sep 2

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

2. Lani Kai Beachfront Resort

Fort Myers Beach

JUAN C

NT$6,808 total

includes taxes & fees

Aug 10 - Aug 11

3. Pink Shell Beach Resort and Marina

Fort Myers Beach

Jason

NT$10,055 total

includes taxes & fees

Aug 9 - Aug 10

4. Best Western Plus Beach Resort

Fort Myers Beach

Jaime

NT$7,168 total

includes taxes & fees

Aug 9 - Aug 10

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

5. Edison Beach House

Fort Myers Beach

Johanna

NT$8,263 total

includes taxes & fees

Aug 9 - Aug 10

Outdoor pool, cabanas (surcharge), sun loungers

6. Margaritaville Beach Resort Fort Myers

Fort Myers Beach

Latisha A

NT$8,073 total

includes taxes & fees

Aug 31 - Sep 1

7. The Bay Inn at Lani Kai

Fort Myers Beach

Laura

NT$4,902 total

includes taxes & fees

Aug 9 - Aug 10

8. Flamingo Inn

Mid Island

J

NT$6,227 total

includes taxes & fees

Aug 13 - Aug 14

9. Matanzas Inn Bayside Resort and Marina

Fort Myers Beach

Laura

NT$5,094 total

includes taxes & fees

Aug 13 - Aug 14

10. The Lighthouse Resort Inn & Suites

Fort Myers Beach

james

NT$4,993 total

includes taxes & fees

Aug 29 - Aug 30

11. GullWing Beach Resort

South Island

Claudia

NT$17,347 total

includes taxes & fees

Aug 9 - Aug 10

12. DiamondHead Beach Resort

Fort Myers Beach

Thomas D

NT$8,685 total

includes taxes & fees

Aug 30 - Aug 31

13. Hyatt Place Fort Myers Estero

Estero

Morgan

NT$3,582 total

includes taxes & fees

Aug 5 - Aug 6

14. Holiday Inn Express & Suites Fort Myers Airport by IHG

Daniels Corridor

Brandon

NT$3,602 total

includes taxes & fees

Aug 6 - Aug 7

15. Embassy Suites by Hilton Fort Myers Estero

Estero

Lumturije

NT$3,770 total

includes taxes & fees

Aug 7 - Aug 8

16. Home2 Suites by Hilton Fort Myers Airport

Fort Myers

Elio

NT$3,681 total

includes taxes & fees

Aug 15 - Aug 16

17. Hampton Inn & Suites Fort Myers-Estero/FGCU

Estero

George

NT$3,681 total

includes taxes & fees

Aug 16 - Aug 17

18. TownePlace Suites by Marriott Fort Myers Estero

Bonita Springs

michael

NT$3,921 total

includes taxes & fees

Aug 27 - Aug 28

19. SpringHill Suites by Marriott Fort Myers Estero

Estero

Jorge

NT$3,303 total

includes taxes & fees

Aug 9 - Aug 10

20. TownePlace Suites by Marriott Fort Myers Gulf Coast

Fort Myers

Cheryl

NT$3,548 total

includes taxes & fees

Aug 6 - Aug 7

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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

Estero Beach & Tennis 1201-a

South Island

"Very clean & cozy,perfect for a couple.Perfect location to beach!It had everything we needed. Some construction noise but tolerable. Would definitely stay 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."

Cottage

1 Block to Shore: Fort Myers Beach Retreat

Mid Island

"Great location to the beach! "

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. "

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."