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

Estero Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Estero Island vacation 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, (972 reviews)
"Highly recommended, coastal by the sea, good for family outings."
United States
MARYTE
The price is ￥23,323
￥81,258 total
includes taxes & fees
Sep 17 - Sep 18
GullWing Beach Resort
A sectional sofa with a chaise, a small table, and a wicker ottoman in an outdoor setting with a clear sky and palm trees.

2. 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 ￥15,271
￥27,349 total
includes taxes & fees
Sep 19 - Sep 20
Flamingo Inn
A beach view from a balcony with a pool, palm trees, and a building with a balcony.

3. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,904 reviews)
"We had a nice stay"
United States
Gayle
The price is ￥21,865
￥30,400 total
includes taxes & fees
Sep 24 - Sep 25
Edison Beach House
A pool area with a covered seating area, clear skies, and residential buildings in the background.

4. Heated Pool Home steps to the beach

Heated Pool Home steps to the beach
South Island
9.8 out of 10, Exceptional, (9 reviews)
"Great place, clean and quiet. Owner was very responsive to questions."
United States
Scott S.
The price is ￥22,095
￥62,744 total
includes taxes & fees
Sep 19 - Sep 20
Heated Pool Home steps to the beach
A pool area with a covered seating area, clear skies, and residential buildings in the background.

5. Studio apartment across from the beach

Studio apartment across from the beach
South Island
10.0 out of 10, Exceptional, (2 reviews)
"Valerie was great as was the studio we stayed in in FM Beach. Immaculate, pool with hot-tub, beach across the street. A great getaway from the freezing temps up north. 5-star "
United States
Anonymous traveler
The price is ￥21,783
￥62,387 total
includes taxes & fees
Sep 27 - Sep 28
Studio apartment across from the beach
A modern living room with a blue sofa, a wooden coffee table, and a red book titled "CASUAL LIVING".

6. Beach view Pool Home

Beach view Pool Home
South Island
10.0 out of 10, Exceptional, (4 reviews)
"The host was very nice! The place was very clean and a great place to stay! There are a good amount of shops and places to eat nearby as well!"
United States
Elyse M.
The price is ￥20,471
￥60,575 total
includes taxes & fees
Sep 17 - Sep 18
Beach view Pool Home
A modern living room with a beige sofa, patterned armchairs, and a glass coffee table. A ceiling fan and a view of the kitchen are visible.

7. The Strawberry Daiquiri at Lazy Way

The Strawberry Daiquiri at Lazy Way
Mid Island
10.0 out of 10, Exceptional, (20 reviews)
"Great experience, very nice place close to everything!"
United States
Harry M.
The Strawberry Daiquiri at Lazy Way
A wide sandy beach with a clear blue sky and calm sea.

8. Getaway beach house, Downstairs unit

Getaway beach house, Downstairs unit
South Island
10.0 out of 10, Exceptional, (2 reviews)
"Very clean, quiet neighborhood. "
United States
Vickey C.
Getaway beach house, Downstairs unit
A modern hotel room with a large bed, a chandelier, a balcony with a view of the sea, and a sliding glass door.

9. SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (148 reviews)
"Easy beach access. Quieter part of Ft Myers Beach, it was never overly crowded."
United States
Steven M.
The price is ￥27,148
￥82,045 total
includes taxes & fees
Sep 18 - Sep 19
SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
A living room with two beige sofas, a glass coffee table, and a ceiling fan.

10. The Tequila Sunrise at Lazy Way

The Tequila Sunrise at Lazy Way
Mid Island
10.0 out of 10, Exceptional, (12 reviews)
"We just had a quick one night stay and it was perfect. It's close proximity to the beach within walking distance downtown. We took a golf cart and had a blast."
United States
adrian r.
The price is ￥25,247
￥61,969 total
includes taxes & fees
Sep 17 - Sep 18
The Tequila Sunrise at Lazy Way
A living room with a flat-screen TV, a wooden cabinet, a glass coffee table, a sofa, and a ceiling fan.

11. The Lime Margarita at the Anchorage

The Lime Margarita at the Anchorage
Mid Island
9.6 out of 10, Exceptional, (14 reviews)
"Great location!"
United States
Brian S.
The Lime Margarita at the Anchorage
A spacious living room with a ceiling fan, a flat-screen TV, a dining area with a table and chairs, and a view of a pool through large windows.

12. The Pina Colada at the Anchorage

The Pina Colada at the Anchorage
Mid Island
9.6 out of 10, Exceptional, (28 reviews)
"Super cute, clean and convenient to the beach. "
United States
Allison S.
The price is ￥25,247
￥59,642 total
includes taxes & fees
Sep 17 - Sep 18
The Pina Colada at the Anchorage
A beach with sand, a few people, and a clear sky.

13. The "Tommy Suite". North end of the Island! 350 yrds. from The Gulf of America!

The "Tommy Suite". North end of the Island! 350 yrds. from The Gulf of America!
Fort Myers Beach
9.4 out of 10, Exceptional, (32 reviews)
"Awesome place, would stay again!"
United States
David A.
The price is ￥20,012
￥60,696 total
includes taxes & fees
Sep 24 - Sep 25
The "Tommy Suite". North end of the Island! 350 yrds. from The Gulf of America!
A dining table with white plates, bowls, and glasses, set with a decorative centerpiece.

14. Times Square Hideaway By FL Vibes

Times Square Hideaway By FL Vibes
Downtown Fort Myers Beach
9.8 out of 10, Exceptional, (35 reviews)
"We enjoyed our stay. Plenty of things to do. If you love to karaoke, there is a karaoke bar right next door."
United States
Amy C.
The price is ￥20,167
￥49,228 total
includes taxes & fees
Sep 21 - Sep 22
Times Square Hideaway By FL Vibes
A spacious living room with a fireplace, a large TV mounted on a stone wall, a modern chandelier, and a kitchen area with a marble countertop.

15. Beach Bliss~Walk to Beach & Times Square~Private Pool

Beach Bliss~Walk to Beach & Times Square~Private Pool
Fort Myers Beach
9.8 out of 10, Exceptional, (21 reviews)
"Perfect location, great long weekend with friends."
United States
Jennifer B.
The price is ￥26,993
￥72,137 total
includes taxes & fees
Sep 17 - Sep 18
Beach Bliss~Walk to Beach & Times Square~Private Pool
A beach scene at sunset with palm trees, people relaxing on the sand, and boats in the water.

16. Peace and quiet; Private pool - 3BR/3BA

Peace and quiet; Private pool - 3BR/3BA
South Island
9.2 out of 10, Wonderful, (86 reviews)
"The property was perfect for our family. The kids loved the pool and it was a short walk to the beach. Communication with the owner was excellent as well."
United States
Ben L.
The price is ￥39,093
￥130,221 total
includes taxes & fees
Sep 17 - Sep 18
Peace and quiet; Private pool - 3BR/3BA
A beach with clear turquoise waters and a sandy shore.

17. Luxury Oceanfront Condo | Steps from Sandy Beach

Luxury Oceanfront Condo | Steps from Sandy Beach
South Island
9.6 out of 10, Exceptional, (16 reviews)
"Great property for our Thanksgiving week vacation. Beautiful gulf-front condo. We enjoyed the stay, and the host was prompt with communications and helpful. "
United States
Dewey B.
The price is ￥37,348
￥87,562 total
includes taxes & fees
Sep 18 - Sep 19
Luxury Oceanfront Condo | Steps from Sandy Beach
A bedroom with a bed, a sofa, a coffee table, and a painting of a beach scene.

18. Harbour House #316 "Harbour Home"

Harbour House #316 "Harbour Home"
Fort Myers Beach
Harbour House #316 "Harbour Home"
A modern building with a glass facade and a palm tree in the foreground.

19. Charming suite w/ private deck Downtown FMB

Charming suite w/ private deck Downtown FMB
Fort Myers Beach
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful place , welcoming people, so close to town and beach!"
United States
Jacquelyn B.
The price is ￥21,408
￥55,555 total
includes taxes & fees
Sep 17 - Sep 18
Charming suite w/ private deck Downtown FMB
A beachside lounge with wooden deck chairs and a thatched roof overhead.

20. Paradise Beach Getaway Steps to Sand & Gulf Views King Bed + Sofa Bed

Paradise Beach Getaway Steps to Sand & Gulf Views King Bed + Sofa Bed
Mid Island
10.0 out of 10, Exceptional, (1 review)
"This home was so comfy, well organized and stocked with the best smelling towels and linens. The walk to the beach was a breeze, and they had chairs, umbrellas, and toys to use on your trip. Groceries were a short walk away and communication was quick and easy. I would love to visit again."
United States
Adrienne
The price is ￥29,816
￥69,785 total
includes taxes & fees
Sep 30 - Oct 1
Paradise Beach Getaway Steps to Sand & Gulf Views King Bed + Sofa Bed
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

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

10/10 Excellent
"Great size room. Great Ocean View Balcony. Beautiful beach."
Eloisa 1-night trip
Posted 8 hours ago
Lani Kai Beachfront Resort

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