A sunset over a beach with people walking and playing in the water.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Estero Island holiday rentals

A beach with a clear sky, palm trees, and a sunlit ocean.

1. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (974 reviews)
"Highly recommended, coastal by the sea, good for family outings."
United States
MARYTE
The price is 3.929.990 ₫
13.692.664 ₫ total
includes taxes & fees
27 Sept - 28 Sept
GullWing Beach Resort
A beach view from a balcony with a pool, palm trees, and a building with a balcony.

2. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,921 reviews)
"Great stay."
United States
Angie
The price is 3.681.814 ₫
5.118.858 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Edison Beach House
A sectional sofa with a chaise, a small table, and a wicker ottoman in an outdoor setting with a clear sky and palm trees.

3. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,025 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is 2.472.786 ₫
4.486.062 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Flamingo Inn
A modern hotel room with a kitchenette, a bed, a seating area, and a wardrobe.

4. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (145 reviews)
"The place was very nice and clean and great location"
United States
Monica
The price is 2.185.712 ₫
2.437.069 ₫ total
includes taxes & fees
4 Oct - 5 Oct
StudioRes by Marriott Fort Myers Airport
A balcony with wicker furniture, a bottle, and glasses, overlooking a sunset over a body of water and buildings.

5. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,087 reviews)
"the hotel need more staff"
United States
Lazaro
The price is 3.068.828 ₫
7.679.011 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Lovers Key Resort
A modern living room with a flat-screen TV, a floor lamp, a dining table, and a sofa.

6. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (299 reviews)
"Great place!"
United States
Bruce
The price is 1.324.674 ₫
2.317.141 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Lazy Cuckoo Inn
A modern building entrance with glass doors, a dark exterior, and potted plants on the sides.

7. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (291 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
The price is 2.814.117 ₫
3.123.671 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Wiggins Pass Chalet
A beach with a view of the ocean and a sunset.

8. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,156 reviews)
"Great location"
United States
Nicole
The price is 5.301.813 ₫
5.911.522 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Island Inn
A pool area with lounge chairs and umbrellas, a beach with umbrellas and lounge chairs, and palm trees.

9. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,702 reviews)
"Love the resort and great access to beach"
United States
Lisa Renee
The price is 9.250.640 ₫
12.023.163 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Sundial Beach Resort & Spa
A beachside area with colorful beach houses, a dock, and a sandy beach.

10. Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
9.0 out of 10, Wonderful, (297 reviews)
"So cute and clean nice dock to sit and relax or fish. Kayaks available to use free as well with life jackets paddles, etc. well equipped rental we can’t wait to go again! Great communication with hosts."
United States
Lori
The price is 3.436.360 ₫
5.779.734 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Matlacha Tiny Village
A spacious, multi-level interior with a grand staircase, elegant chandeliers, and a luxurious seating area.

11. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,333 reviews)
"Great place , near to fifth ave ."
United States
Mavelys
The price is 7.803.628 ₫
9.815.273 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Bellasera Resort
A bedroom with a bed, a ceiling fan, a wall-mounted artwork, and a closet with louvered doors.

12. 2 Mi to Six Mile Preserve! Family Getaway w/ Pool

2 Mi to Six Mile Preserve! Family Getaway w/ Pool
3.0 star property
Fort Myers
The price is 4.077.918 ₫
12.341.546 ₫ total
includes taxes & fees
8 Oct - 9 Oct
2 Mi to Six Mile Preserve! Family Getaway w/ Pool
A bright room with white walls, wooden floors, and large windows. There is a dining table with chairs, a bookshelf, and a ceiling fan.

13. Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
The price is 4.046.097 ₫
6.049.227 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Hibiscus House Bed Breakfast Inn Parrot Room
A stainless steel refrigerator with a water dispenser, white cabinets, and a granite countertop.

14. Cozy Lehigh Extended Stay

Cozy Lehigh Extended Stay
3.5 star property
Lehigh Acres
The price is 2.222.316 ₫
5.077.082 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Cozy Lehigh Extended Stay
A spacious living room with a grey sofa, striped armchair, and a woven coffee table. Large windows offer a view of a tropical garden.

15. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"This was our second stay at Driftwood Inn and we enjoyed it as much this time as the last! Property is immaculately cleaned, comfortable and has everything we need. The beach is a short walk away and the included cart, umbrellas and beach chairs make it easy to enjoy your time relaxing in the sun. Highly recommend this property for your beach time!"
United States
Heather
The price is 5.610.384 ₫
12.529.599 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Driftwood Inn
A modern building with a flat roof, a fire pit, outdoor seating, and a covered patio area.

16. Coastal Paradise

Coastal Paradise
3.0 star property
Old Naples
The price is 6.311.682 ₫
15.037.920 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Coastal Paradise
A living room with a sectional sofa, a rug, a framed picture, and a door leading to another room.

17. Fort Myers Escape Near Downtown & Beach w/ Parking

Fort Myers Escape Near Downtown & Beach w/ Parking
3.0 star property
Fort Myers
The price is 2.363.634 ₫
8.658.433 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Fort Myers Escape Near Downtown & Beach w/ Parking
A spacious room with large windows, a dining area with wicker chairs, a wooden floor, and a ceiling fan.

18. Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada

Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"We had a lovely time enjoyed the staff and the end Keeper Lisette. Everything was great. We’ll stay again."
United States
Katherine
The price is 4.046.097 ₫
6.049.227 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Hibiscus House Bed Breakfast Inn Turtle Room Bed-ada
A spacious living room with a red sofa, a glass coffee table, and a ceiling fan.

19. Coastal Naples Park Getaway - Garden Grill Beach Nearby

Coastal Naples Park Getaway - Garden Grill Beach Nearby
2.0 star property
Naples Park
Coastal Naples Park Getaway - Garden Grill Beach Nearby
A compact laundry room with a white countertop, a washing machine, and a sink.

20. Modern Naples Beach Home Pool Hot Tub 2 Master Suites

Modern Naples Beach Home Pool Hot Tub 2 Master Suites
2.0 star property
Naples Park
Modern Naples Beach Home Pool Hot Tub 2 Master Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Estero Island Hotel Reviews

Edison Beach House

Edison Beach House

10/10 Excellent
"The Edison Beach House is a fabulous place to stay. A spacious room, friendly staff and gorgeous location made our vacation special."
Richard 2-night trip
Posted 10 hours ago
Edison Beach House