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

CA $356 total

includes taxes & fees

Nov 29 - Nov 30

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

2. The Lighthouse Resort Inn & Suites

Fort Myers Beach

Shayne

CA $157 total

includes taxes & fees

Nov 16 - Nov 17

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

3. Best Western Plus Beach Resort

Fort Myers Beach

Stacy

CA $345 total

includes taxes & fees

Nov 28 - Nov 29

A balcony with a view of a beach and ocean.

4. DiamondHead Beach Resort

Fort Myers Beach

Dale patrick

CA $356 total

includes taxes & fees

Dec 13 - Dec 14

A beach with rows of sun loungers and pink umbrellas.

5. Lani Kai Beachfront Resort

Fort Myers Beach

yeny

CA $280 total

includes taxes & fees

Dec 3 - Dec 4

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

6. The Bay Inn at Lani Kai

Fort Myers Beach

Andrea

CA $184 total

includes taxes & fees

Nov 16 - Nov 17

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

7. Edison Beach House

Fort Myers Beach

Joshua

CA $300 total

includes taxes & fees

Nov 22 - Nov 23

A hotel with multiple buildings, a pool area, and a beach.

8. Pink Shell Beach Resort and Marina

Fort Myers Beach

Mario

CA $433 total

includes taxes & fees

Nov 29 - Nov 30

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

9. Flamingo Inn

Mid Island

Emily

CA $243 total

includes taxes & fees

Nov 15 - Nov 16

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

10. Matanzas Inn Bayside Resort and Marina

Fort Myers Beach

Alexandria

CA $493 total

includes taxes & fees

Nov 24 - Nov 25

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

11. The June

Mid Island

Alexzandria

CA $483 total

includes taxes & fees

Nov 25 - Nov 26

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

12. Harbour House at the Inn 308

Fort Myers Beach

CA $740 total

includes taxes & fees

Nov 14 - Nov 15

13. The Wren

Mid Island

Michael P

CA $439 total

includes taxes & fees

Nov 14 - Nov 15

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

CA $733 total

includes taxes & fees

Dec 9 - Dec 10

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

15. GullWing Beach Resort

South Island

Jennifer

CA $799 total

includes taxes & fees

Dec 13 - Dec 14

A covered outdoor area with a boat-shaped planter filled with plants, surrounded by rocks and palm trees.

16. Latitude 26 Waterfront Boutique Resort - Fort Myers Beach

Siesta Isle

Maria

CA $143 total

includes taxes & fees

Nov 16 - Nov 17

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

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

Fort Myers Beach

Melanie

CA $142 total

includes taxes & fees

Nov 16 - Nov 17

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

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

Fort Myers Beach

William

CA $161 total

includes taxes & fees

Nov 22 - Nov 23

Outdoor seating with chairs and a fire pit, surrounded by palm trees and a water body.

19. Latitude 26 Waterfront Resort & Marina

Fort Myers Beach

Mitchel

CA $130 total

includes taxes & fees

Nov 16 - Nov 17

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

CA $373 total

includes taxes & fees

Dec 9 - Dec 10

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Vacation Rentals in Estero Island

Aparthotel

Edison Beach House

Fort Myers Beach

"Best place ever"

Condo

The Wren

Mid Island

"What a place to stay! We had a truly great stay here and it’s a really nice place and so close to the beach! We definitely felt like we got our money worth and would absolutely stay there again. This was perfect for my family vacation. Top ratings for this place."

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.

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

Lani Kai Beachfront Resort

10/10 Excellent

"Beautiful view from our room. My complaints are from our neighbors who chain-smoked so we couldn’t enjoy our balcony. Smoke free balconies would be very nice! The loud music from the bar below got a little annoying too but everything else was wonderful! The staff was very hospitable and nice!!!"

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"

5350 Chasing Sunshine: 5BD/4.5BA Pool Home, Steps to Sand!

10/10 Excellent

"This home is beautiful, clean and the pool is amazing. The pictures are exactly what the property looks like- nice quality, and the location is fantastic. There’s still a lot of construction going on everywhere as they are still recovering from Hurricane Ian, but when inside the home it’s so well insulated you can hardly hear it. So close to the beach, ocean view- just awesome. It’s just far enough from the action near the busy bars and restaurants, but a quick 5 minute drive to go out to dinner, lunch or just to stroll around the shops. Uber was super easy to get as well, and food delivery was easy. Very nice Publix supermarket less than 1/2 mile from the home. Overall we had a wonderful stay- the host was incredibly responsive- always answering back within a few minutes of any questions. I would definitely seek out Coastal Vacation properties in the future- very seamless check in/check out and well managed."