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

Estero Island Holiday Rentals

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Our top choices for Estero Island holiday rentals

1. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,966 reviews)
"Best place ever"
United States
Joshua
The price is AU$304
includes taxes & fees
17 Nov - 18 Nov
Edison Beach House

2. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (987 reviews)
"Gullwing is an excellent beach front condo property. Very well maintained, friendly staff and close to amenities."
United States
Jennifer
The price is AU$811
includes taxes & fees
1 Dec - 2 Dec
GullWing Beach Resort

3. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,028 reviews)
"Cute, clean, beachside inn. Will definitely be back!"
United States
Emily
The price is AU$247
includes taxes & fees
15 Nov - 16 Nov
Flamingo Inn

4. Harbour House at the Inn 308

Harbour House at the Inn 308
3.0 star property
Fort Myers Beach
The price is AU$750
includes taxes & fees
12 Nov - 13 Nov
Harbour House at the Inn 308

5. The Wren

The Wren
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (3 reviews)
"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."
United States
Michael P
The price is AU$797
includes taxes & fees
14 Nov - 15 Nov
The Wren

6. 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, (152 reviews)
"Easy beach access. Quieter part of Ft Myers Beach, it was never overly crowded."
United States
Steven M.
The price is AU$757
includes taxes & fees
15 Nov - 16 Nov
SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

7. Heated Pool Home steps to the beach

Heated Pool Home steps to the beach
South Island
9.8 out of 10, Exceptional, (9 reviews)
"Very nicely decorated and great location."
United States
Karri W.
The price is AU$552
includes taxes & fees
15 Nov - 16 Nov
Heated Pool Home steps to the beach

8. SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (112 reviews)
"Place is great. Great location and beautiful ocean views everything we needed for a great vacation"
United States
Mordechai S.
The price is AU$758
includes taxes & fees
16 Nov - 17 Nov
SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

9. 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
Paradise Beach Getaway Steps to Sand & Gulf Views King Bed + Sofa Bed

10. 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
9.6 out of 10, Exceptional, (35 reviews)
"Awesome place, would stay again!"
United States
David A.
The price is AU$604
includes taxes & fees
12 Nov - 13 Nov
The "Tommy Suite". North end of the Island! 350 yrds. from The Gulf of America!

11. 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 price is AU$547
includes taxes & fees
12 Nov - 13 Nov
The Strawberry Daiquiri at Lazy Way

12. Beach view Pool Home

Beach view Pool Home
South Island
10.0 out of 10, Exceptional, (5 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 AU$591
includes taxes & fees
20 Nov - 21 Nov
Beach view Pool Home

13. Times Square Hideaway By FL Vibes

Times Square Hideaway By FL Vibes
Downtown Fort Myers Beach
9.8 out of 10, Exceptional, (36 reviews)
"Place was amazing and in the perfect location for everything!"
United States
Jacob S.
The price is AU$486
includes taxes & fees
12 Nov - 13 Nov
Times Square Hideaway By FL Vibes

14. Charming suite w/ private deck Downtown FMB

Charming suite w/ private deck Downtown FMB
Fort Myers Beach
10.0 out of 10, Exceptional, (5 reviews)
"The apartment was clean and ready for us early. Communication with the host was fantastic. Would stay here again"
United States
Ronald
Charming suite w/ private deck Downtown FMB

15. Casa Playa Resort #701 - Ocean View Casa - 1 Bedroom Beach Front

Casa Playa Resort #701 - Ocean View Casa - 1 Bedroom Beach Front
Fort Myers Beach
10.0 out of 10, Exceptional, (7 reviews)
"Great stay!"
United States
Heather G.
Casa Playa Resort #701 - Ocean View Casa - 1 Bedroom Beach Front

16. 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 traveller
The price is AU$527
includes taxes & fees
15 Nov - 16 Nov
Studio apartment across from the beach

17. The Mai Tai at Lazy Way

The Mai Tai at Lazy Way
Mid Island
10.0 out of 10, Exceptional, (4 reviews)
"We loved this unit very pretty with a extremely well equiped kitchen. The staff was so friendly and helpfulhelpful. helpful. "
United States
Dan N.
The price is AU$582
includes taxes & fees
12 Nov - 13 Nov
The Mai Tai at Lazy Way

18. The Wren at Coconut Cove

The Wren at Coconut Cove
Mid Island
The price is AU$870
includes taxes & fees
14 Nov - 15 Nov
The Wren at Coconut Cove

19. 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 AU$534
includes taxes & fees
13 Nov - 14 Nov
The Pina Colada at the Anchorage

20. Oceanview Large Heated Pool Plus Separate Suite with Kitchenette Pet Friendly

Oceanview Large Heated Pool Plus Separate Suite with Kitchenette Pet Friendly
South Island
10.0 out of 10, Exceptional, (6 reviews)
"Very clean house; great amenities; great location. "
United States
Brandt S.
The price is AU$1,150
includes taxes & fees
12 Nov - 13 Nov
Oceanview Large Heated Pool Plus Separate Suite with Kitchenette Pet Friendly
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

Find out more about Estero Island

Everything you need to know about Estero Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Estero Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Estero Island holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Estero Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estero Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Estero Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Estero Island holiday rentals we have selected for you start as low as AU$247 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Estero Island rentals

At Expedia, we put the best Estero Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Estero Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Estero Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Estero Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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