Estero Island Holiday Rentals

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Our top choices for Estero Island holiday rentals

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,696 reviews)
"Great hotel in close proximity to bars and restaurants. The hotel is steps from the public beach and the ocean view is awesome!"
United States
Jason
The price is AU$370
includes taxes & fees
19 Apr - 20 Apr
Edison Beach House

Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay
3.0 star property
South Island
10.0 out of 10, Exceptional, (1 review)
"Very nice condo. Views are amazing. Nice place. Would recommend. "
United States
Michael
Mariners Boathouse by Coolvacay

Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
7.8 out of 10, Good, (997 reviews)
"Great stay"
United States
Drew
The price is AU$285
includes taxes & fees
12 Apr - 13 Apr
Flamingo Inn

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (938 reviews)
"Place was every thing we could ask for"
United States
Geoffrey
The price is AU$973
includes taxes & fees
27 Apr - 28 Apr
GullWing Beach Resort

135 Island Escape: 5br Home W/ Pool And Spa! 5 Bedroom Home

135 Island Escape: 5br Home W/ Pool And Spa! 5 Bedroom Home
3.0 star property
South Island
135 Island Escape: 5br Home W/ Pool And Spa! 5 Bedroom Home

Poolside 2BR/2.5BA Near Downtown Fort Myers

Poolside 2BR/2.5BA Near Downtown Fort Myers
3.0 star property
Fort Myers
The price is AU$533
includes taxes & fees
28 Mar - 29 Mar
Poolside 2BR/2.5BA Near Downtown Fort Myers

StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (38 reviews)
"Loved stay here!!! "
United States
Melissa
The price is AU$162
includes taxes & fees
20 Apr - 21 Apr
StudioRes by Marriott Fort Myers Airport

Hibiscus House Bed Breakfast Citrus Room

Hibiscus House Bed Breakfast Citrus Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful room and amenities and the breakfast was delicious and with so many options. Loved the communication and cannot wait to come back! "
United States
Crissa
The price is AU$342
includes taxes & fees
3 Apr - 4 Apr
Hibiscus House Bed Breakfast Citrus Room

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!
3.0 star property
Pelican
The price is AU$499
includes taxes & fees
31 Mar - 1 Apr
Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (281 reviews)
"Home was clean, well stocked. Great "yard" with deck, ample seating for beautiful morning coffee. Kayaks were awesome to explore canals and see dolphins and manatees. The little town is safe for walking around. "
United States
David
The price is AU$342
includes taxes & fees
31 Mar - 1 Apr
Matlacha Tiny Village

Lovers Key Beach Club 202

Lovers Key Beach Club 202
3.0 star property
Fort Myers Beach
Lovers Key Beach Club 202

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,614 reviews)
"Great place for the family. Clean with plenty of amenities that are included."
United States
Matthew Chad
The price is AU$727
includes taxes & fees
26 Apr - 27 Apr
Sundial Beach Resort & Spa

Naples Paradise Grill Hottub Close to Beach

Naples Paradise Grill Hottub Close to Beach
2.0 star property
Naples Park
The price is AU$913
includes taxes & fees
30 Mar - 31 Mar
Naples Paradise Grill Hottub Close to Beach

Cozy Fort Myers Extended Stay

Cozy Fort Myers Extended Stay
3.5 star property
Lehigh Acres
The price is AU$280
includes taxes & fees
24 Apr - 25 Apr
Cozy Fort Myers Extended Stay

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,256 reviews)
"Clean room, nice staff, great location"
United States
Ashley
The price is AU$757
includes taxes & fees
7 Apr - 8 Apr
Bellasera Resort

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (272 reviews)
"Great location just a couple miles from the beach, close to stores and restaurants"
United States
Kayla
The price is AU$190
includes taxes & fees
1 Apr - 2 Apr
Lazy Cuckoo Inn

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,044 reviews)
"Beautiful view and the room was great!"
United States
Seana A
The price is AU$588
includes taxes & fees
12 Apr - 13 Apr
Lovers Key Resort

Retro Coastal Fort Myers Retreat Spa Fire Pit

Retro Coastal Fort Myers Retreat Spa Fire Pit
2.0 star property
San Carlos Park
The price is AU$584
includes taxes & fees
27 Apr - 28 Apr
Retro Coastal Fort Myers Retreat Spa Fire Pit

Golf Getaway: Cape Coral Condo 1 Mi to River!

Golf Getaway: Cape Coral Condo 1 Mi to River!
3.0 star property
Hancock
The price is AU$475
includes taxes & fees
26 Apr - 27 Apr
Golf Getaway: Cape Coral Condo 1 Mi to River!

Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (265 reviews)
"What a great find.. quiet, great location and plenty of space.. like renting an apartment for the weekend.. will definitely be back.."
United States
lance
The price is AU$279
includes taxes & fees
20 Apr - 21 Apr
Wiggins Pass Chalet
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$285 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.