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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, (1,973 reviews)
"Best place ever"
United States
Joshua
The price is NZ$381
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 NZ$971
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 NZ$309
includes taxes & fees
16 Nov - 17 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 NZ$940
includes taxes & fees
21 Nov - 22 Nov
Harbour House at the Inn 308

5. 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 NZ$613
includes taxes & fees
25 Nov - 26 Nov
The June

6. 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.
SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

7. 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 NZ$756
includes taxes & fees
16 Nov - 17 Nov
The "Tommy Suite". North end of the Island! 350 yrds. from The Gulf of America!

8. 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 NZ$617
includes taxes & fees
16 Nov - 17 Nov
Times Square Hideaway By FL Vibes

9. 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, (28 reviews)
"Perfect location, great long weekend with friends."
United States
Jennifer B.
The price is NZ$746
includes taxes & fees
16 Nov - 17 Nov
Beach Bliss~Walk to Beach & Times Square~Private Pool

10. 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 Pina Colada at the Anchorage

11. 2 BR 2 BA, 720 ft to beach, Pool, 75" TV, Beach Gear, Deck, BBQ, W/D, sleeps 6

2 BR 2 BA, 720 ft to beach, Pool, 75" TV, Beach Gear, Deck, BBQ, W/D, sleeps 6
Fort Myers Beach
9.6 out of 10, Exceptional, (36 reviews)
"We had a lovely stay at this wonderful home hosted by Sandy and Brian. It had all the comforts of home and thensome! They thought of everything. Would definitely stay there again! "
United States
Bob L.
The price is NZ$827
includes taxes & fees
16 Nov - 17 Nov
2 BR 2 BA, 720 ft to beach, Pool, 75" TV, Beach Gear, Deck, BBQ, W/D, sleeps 6

12. 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 NZ$721
includes taxes & fees
7 Dec - 8 Dec
Paradise Beach Getaway Steps to Sand & Gulf Views King Bed + Sofa Bed

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 NZ$685
includes taxes & fees
16 Nov - 17 Nov
The Tequila Sunrise at Lazy Way

14. 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 NZ$682
includes taxes & fees
16 Nov - 17 Nov
Heated Pool Home steps to the beach

15. 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

16. Peaceful Coastal Suite • King Bed + Kitchenette

Peaceful Coastal Suite • King Bed + Kitchenette
Fort Myers Beach
The price is NZ$608
includes taxes & fees
14 Dec - 15 Dec
Peaceful Coastal Suite • King Bed + Kitchenette

17. 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

18. Paradise Primo Lower: 5-Min Walk to Fort Myers Beach, 1 Pet OK

Paradise Primo Lower: 5-Min Walk to Fort Myers Beach, 1 Pet OK
Fort Myers Beach
10.0 out of 10, Exceptional, (2 reviews)
"Property was clean and ready. Great location and host was great."
United States
Patrick A.
Paradise Primo Lower: 5-Min Walk to Fort Myers Beach, 1 Pet OK

19. Extended Family Dream Entire Property! 6 Bedroom!

Extended Family Dream Entire Property! 6 Bedroom!
Mid Island
Extended Family Dream Entire Property! 6 Bedroom!

20. 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 NZ$679
includes taxes & fees
16 Nov - 17 Nov
Studio apartment across from the beach
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 favorite 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 depends 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 NZ$309 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 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.