Estero Island Vacation Rentals

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Our top choices for Estero Island vacation rentals

1. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,974 reviews)
"Best place ever"
United States
Joshua
The price is CA $219
CA $300 total
includes taxes & fees
Nov 17 - Nov 18
Edison Beach House

2. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,029 reviews)
"Cute, clean, beachside inn. Will definitely be back!"
United States
Emily
The price is CA $133
CA $243 total
includes taxes & fees
Nov 16 - Nov 17
Flamingo Inn

3. 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 CA $239
CA $777 total
includes taxes & fees
Dec 16 - Dec 17
GullWing Beach Resort

4. The June

The June
2.0 star property
Mid Island
9.8 out of 10, Exceptional, (8 reviews)
"The stay was great the place was nice, clean, and in a great location!"
United States
Alexzandria
The price is CA $184
CA $483 total
includes taxes & fees
Nov 25 - Nov 26
The June

5. 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 CA $187
CA $537 total
includes taxes & fees
Nov 17 - Nov 18
Heated Pool Home steps to the beach

6. 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 Wren

7. 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 CA $231
CA $568 total
includes taxes & fees
Dec 7 - Dec 8
Paradise Beach Getaway Steps to Sand & Gulf Views King Bed + Sofa Bed

8. Harbour House at the Inn 308

Harbour House at the Inn 308
3.0 star property
Fort Myers Beach
The price is CA $503
CA $747 total
includes taxes & fees
Nov 16 - Nov 17
Harbour House at the Inn 308

9. Casa Playa #104 - Casa Flamingo - Pet Friendly

Casa Playa #104 - Casa Flamingo - Pet Friendly
Fort Myers Beach
9.6 out of 10, Exceptional, (4 reviews)
"Nice place, clean and comfortable "
United States
William M.
Casa Playa #104 - Casa Flamingo - Pet Friendly

10. 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

11. 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, (153 reviews)
"Easy beach access. Quieter part of Ft Myers Beach, it was never overly crowded."
United States
Steven M.
SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

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 CA $232
CA $549 total
includes taxes & fees
Nov 16 - Nov 17
The Pina Colada at the Anchorage

13. 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 CA $232
CA $549 total
includes taxes & fees
Nov 16 - Nov 17
The Tequila Sunrise at Lazy Way

14. 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 price is CA $232
CA $549 total
includes taxes & fees
Nov 16 - Nov 17
The Lime Margarita at the Anchorage

15. Peaceful Coastal Suite • King Bed + Kitchenette

Peaceful Coastal Suite • King Bed + Kitchenette
Fort Myers Beach
The price is CA $189
CA $482 total
includes taxes & fees
Dec 13 - Dec 14
Peaceful Coastal Suite • King Bed + Kitchenette

16. 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 CA $213
CA $606 total
includes taxes & fees
Nov 16 - Nov 17
The "Tommy Suite". North end of the Island! 350 yrds. from The Gulf of America!

17. 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 CA $207
CA $562 total
includes taxes & fees
Nov 18 - Nov 19
Beach view Pool Home

18. The June at Coconut Cove

The June at Coconut Cove
Mid Island
10.0 out of 10, Exceptional, (2 reviews)
"Great property! "
United States
Christopher T.
The price is CA $176
CA $497 total
includes taxes & fees
Nov 25 - Nov 26
The June at Coconut Cove

19. 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 CA $228
CA $488 total
includes taxes & fees
Nov 16 - Nov 17
Times Square Hideaway By FL Vibes

20. The Wren at Coconut Cove

The Wren at Coconut Cove
Mid Island
The Wren at Coconut Cove
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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Find out more about Estero Island

Everything you need to know about Estero Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Estero Island vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Estero Island vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Estero Island vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Estero Island vacation rentals we have selected for you start as low as CA $133 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Estero Island rentals

At Expedia, we put the best Estero Island vacation 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 vacation.

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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