Name: Gulfside Retreat
Rating: 10

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Our top choices for Estero Island hotels

A beach with rows of blue umbrellas and lounge chairs, a building with multiple balconies, and palm trees.

1. Margaritaville Beach Resort Fort Myers

Fort Myers Beach

Lance

￥39,198 total

includes taxes & fees

Nov 17 - Nov 18

A balcony with a view of a beach and ocean.

2. DiamondHead Beach Resort

Fort Myers Beach

Dale patrick

￥38,378 total

includes taxes & fees

Nov 18 - Nov 19

A group of people walking on a beach with surfboards.

3. Pink Shell Beach Resort and Marina

Fort Myers Beach

John

￥50,414 total

includes taxes & fees

Nov 29 - Nov 30

A beach with two blue beach chairs and a matching umbrella.

4. Best Western Plus Beach Resort

Fort Myers Beach

Stacy

￥38,579 total

includes taxes & fees

Nov 28 - Nov 29

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a stone archway.

5. The Lighthouse Resort Inn & Suites

Fort Myers Beach

Shayne

￥17,537 total

includes taxes & fees

Nov 16 - Nov 17

A beach with rows of sun loungers and pink umbrellas.

6. Lani Kai Beachfront Resort

Fort Myers Beach

yeny

￥31,353 total

includes taxes & fees

Dec 3 - Dec 4

A beach with people and umbrellas, a railing, and the ocean.

7. Edison Beach House

Fort Myers Beach

Joshua

￥33,605 total

includes taxes & fees

Nov 17 - Nov 18

A beach with rows of umbrellas and lounge chairs, palm trees, and a clear blue sky.

8. The Bay Inn at Lani Kai

Fort Myers Beach

Andrea

￥20,641 total

includes taxes & fees

Nov 16 - Nov 17

A waterfront property with a wooden deck, outdoor seating, and a covered patio area.

9. Matanzas Inn Bayside Resort and Marina

Fort Myers Beach

Alexandria

￥55,273 total

includes taxes & fees

Nov 16 - Nov 17

A sectional sofa with a chaise, a small table, and a wicker ottoman in an outdoor setting with a clear sky and palm trees.

10. Flamingo Inn

Mid Island

Emily

￥27,250 total

includes taxes & fees

Nov 16 - Nov 17

An aerial view of a rooftop pool area with lounge chairs, a swimming pool, and a staircase leading to an upper deck.

11. Harbour House at the Inn 308

Fort Myers Beach

￥82,947 total

includes taxes & fees

Nov 24 - Nov 25

A wooden boardwalk leading to a beach with blue beach chairs and umbrellas.

12. GullWing Beach Resort

South Island

Jennifer

￥85,382 total

includes taxes & fees

Dec 6 - Dec 7

A beach with sand, palm trees, and a clear sky.

13. The June

Mid Island

Alexzandria

￥54,081 total

includes taxes & fees

Nov 25 - Nov 26

A balcony with a table and chairs, overlooking a beach with umbrellas and a building in the background.

14. Pointe Estero Beach Resort

South Island

Mercedes

￥80,341 total

includes taxes & fees

Dec 16 - Dec 17

A swimming pool with lounge chairs and palm trees, surrounded by a building with a red roof and multiple windows.

15. Hampton Inn & Suites Fort Myers Beach/Sanibel Gateway

Fort Myers Beach

Melanie

￥15,902 total

includes taxes & fees

Nov 16 - Nov 17

A modern dining area with a wooden table and chairs, large windows, and indoor plants.

16. Hyatt Place Fort Myers Estero

Estero

Casey

￥23,462 total

includes taxes & fees

Nov 29 - Nov 30

A modern indoor space with a large table, chairs, and a television.

17. Holiday Inn Express & Suites Ft Myers Beach-Sanibel Gateway by IHG

Fort Myers Beach

William

￥17,987 total

includes taxes & fees

Nov 22 - Nov 23

An outdoor patio area with a stone fire pit, seating, and string lights.

18. SpringHill Suites by Marriott Fort Myers Estero

Estero

SHARON

￥22,278 total

includes taxes & fees

Nov 22 - Nov 23

A multi-level hotel atrium with balconies, seating areas, and a central courtyard.

19. Embassy Suites by Hilton Fort Myers Estero

Estero

Robert

￥21,932 total

includes taxes & fees

Nov 30 - Dec 1

A large, landscaped resort with multiple swimming pools, palm trees, and a lake.

20. Hyatt Vacation Club at Coconut Cove, Bonita Springs

Bonita Springs

Caleb

￥40,582 total

includes taxes & fees

Dec 15 - Dec 16

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Vacation Rentals in Estero Island

Aparthotel

Edison Beach House

Fort Myers Beach

"Best place ever"

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!"

Apartment

An outdoor patio area with seating, palm trees, and a covered walkway.

1 Block to Ft Meyers Beach! Dog-friendly Condo

Mid Island

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

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

A beach with four Adirondack chairs and a table, a palm tree, and a clear blue sky.

Island Paradise 5

Fort Myers Beach

"Great property. Super clean and very close to beach - short walk. Full kitchen with all the cookware needed. They had a wagon, umbrella and chairs for use! We loved it and will book again when we return. Thank you! "

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 Estero Boulevard Beach.

See all hotels in Estero Island

A coastal cityscape with a marina, dense housing, and a beach.

Top Estero Island Hotel Reviews

DiamondHead Beach Resort

8/10 Good

"Very nice room, clean and a lot of space. Staff were all excellent."

Harbour House At The Inn

8/10 Good

"Nice location. But music at the pool played loudly all night. My room overlooking pool. So sleep was difficult. Asked desk to turn off music at night but that never happened. Change in ownership is noticeable and not firvthe good and while nice front desk staff really didn't care. Don't stay in 313 you will not get any sleep"

Casa Playa Beach Resort

8/10 Good

"Overall, we enjoyed our stay. Only major issue was our keypad would not work. Staff were helpful and tried to get it resolved. 1 day the pad actually worked. Laundry, washer didnt work. My suggestion is to have coffe provided in your room. Bonus, the kitchen had enough furnished pots, pans and dishes to cook meals. Location was a plus quieter end of Island"

OCT 17-24, NOV 7-14 and DEC 5-12 available Discounted Rates!! Beach 🏖️ 2min walk🩴

10/10 Excellent

"Just returned from a week at this incredible rental. The first thing I want to mention, because this is so important to me, is that the place was immaculate! Every inch of it had been meticulously cleaned and it showed. The decor was perfect, very beachy and simple. Not a lot of extra decor and cheesy fake flowers and plants that collect dust. There was absolutely nothing this house didn’t have that we wanted or needed during our stay! From an extensive kitchen supply of dishes, glasses, utensils, pots and pans, food storage containers, etc, etc to an array of beach and pool supplies. Truly one of the best vacation rentals I have ever had, and I’ve had a lot. Communication with the host, Jackie, was timely and thorough. She even came over to help us figure out the elevator, which was merely us not shutting the door tightly enough. It was a pleasure to interact with her on several occasions. She is extremely receptive, helpful and kind! Everything in the house is clearly labeled and easy to know what is what. Beach access was a breeze directly across the street. It was so awesome to be back at Ft Myers Beach after the devastating hurricane 4 years ago. There is a definite hum in the air as rebuilding continues and new buildings become opened and available. It’s so exciting and everyone was so welcoming. We are going back in April 2027 and are excited to see the progress. Until then, thank you Jackie for a wonderful week in your gorgeous and magnificent home!!"