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

Estero Island Vacation Rentals

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Our top choices for Estero Island vacation rentals

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,801 reviews)
"Every aspect fit our needs for this beach trip!"
United States
Lisa
The price is CA $206
CA $285 total
includes taxes & fees
Jul 6 - Jul 7
Edison Beach House

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (955 reviews)
"We really enjoyed our stay here and plan on staying here again!"
United States
Claudia
The price is CA $195
CA $726 total
includes taxes & fees
Jul 28 - Jul 29
GullWing Beach Resort

Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
7.8 out of 10, Good, (1,010 reviews)
"Very clean and a short walk to the ocean. The property manager accommodated everything we needed and was friendly. Definitely would recommend Flamingo Inn to everyone!"
United States
Cary
The price is CA $172
CA $290 total
includes taxes & fees
Jul 21 - Jul 22
Flamingo Inn

StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (73 reviews)
"Excellent facility. Favorite place to stay"
United States
Daniel
The price is CA $86
CA $96 total
includes taxes & fees
Jul 9 - Jul 10
StudioRes by Marriott Fort Myers Airport

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,139 reviews)
"The place was amazing and the host was very gracious."
United States
Wendy
The price is CA $364
CA $406 total
includes taxes & fees
Aug 2 - Aug 3
Island Inn

Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (276 reviews)
"This was in was in a great location! Everything was clean, staff was helpful and friendly. The wife and I will definitely book it again next time we’re in Naples!"
United States
Daniel Luis
The price is CA $158
CA $175 total
includes taxes & fees
Jul 22 - Jul 23
Wiggins Pass Chalet

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,287 reviews)
"Everything was great! Nice hotel."
United States
Yuliia
The price is CA $357
CA $460 total
includes taxes & fees
Jul 7 - Jul 8
Bellasera Resort

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,066 reviews)
"Always a great stay"
United States
Jason
The price is CA $163
CA $414 total
includes taxes & fees
Jul 9 - Jul 10
Lovers Key Resort

Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (291 reviews)
"Clean room, good location, easy check in instructions."
United States
Brooklyn
The price is CA $83
CA $139 total
includes taxes & fees
Jul 16 - Jul 17
Lazy Cuckoo Inn

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (292 reviews)
The price is CA $156
CA $281 total
includes taxes & fees
Jul 8 - Jul 9
Matlacha Tiny Village

Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home

Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home
3.0 star property
Hancock
The price is CA $160
CA $739 total
includes taxes & fees
Jul 8 - Jul 9
Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home

Cozy Lehigh Extended Stay

Cozy Lehigh Extended Stay
3.5 star property
Lehigh Acres
The price is CA $135
CA $292 total
includes taxes & fees
Jul 4 - Jul 5
Cozy Lehigh Extended Stay

Seaside Serenity Steps to Beach

Seaside Serenity Steps to Beach
3.0 star property
Naples Park
Seaside Serenity Steps to Beach

Tropical Mango Grove Stay Whiskey Creek Area

Tropical Mango Grove Stay Whiskey Creek Area
2.0 star property
McGregor
The price is CA $161
CA $433 total
includes taxes & fees
Jul 7 - Jul 8
Tropical Mango Grove Stay Whiskey Creek Area

Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"The cottage was well stocked with all we needed. It was also immaculate with a lovely garden. The beach was a 5 minute walk."
United States
Maureen
The price is CA $477
CA $874 total
includes taxes & fees
Jul 13 - Jul 14
Driftwood Inn

Avanti Vacation Rental, Relaxing 3-BR Retreat with Private Pool Minutes from Vanderbilt Beach and Delnor-Wiggins State Park. Enjoy Southern Exposure, BBQ Area, and Pet-Friendly Comfort

Avanti Vacation Rental, Relaxing 3-BR Retreat with Private Pool Minutes from Vanderbilt Beach and Delnor-Wiggins State Park. Enjoy Southern Exposure, BBQ Area, and Pet-Friendly Comfort
3.5 star property
Naples Park
The price is CA $360
CA $1,613 total
includes taxes & fees
Jul 7 - Jul 8
Avanti Vacation Rental, Relaxing 3-BR Retreat with Private Pool Minutes from Vanderbilt Beach and Delnor-Wiggins State Park. Enjoy Southern Exposure, BBQ Area, and Pet-Friendly Comfort

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,663 reviews)
"Excellent stay and amenities for families. "
United States
Megan
The price is CA $610
CA $758 total
includes taxes & fees
Jul 31 - Aug 1
Sundial Beach Resort & Spa

Sorrento Cabana: 1-Bedroom Cabana Near Vanderbilt Beach – Perfect for a Tranquil Beachside Escape

Sorrento Cabana: 1-Bedroom Cabana Near Vanderbilt Beach – Perfect for a Tranquil Beachside Escape
2.0 star property
Naples Park
The price is CA $121
CA $581 total
includes taxes & fees
Jul 13 - Jul 14
Sorrento Cabana: 1-Bedroom Cabana Near Vanderbilt Beach – Perfect for a Tranquil Beachside Escape

Milano Vacation Rental: Newly Renovated 3-BR Home with Private Pool, Hot Tub, and Pet-Friendly Front Yard. Minutes from Vanderbilt Beach

Milano Vacation Rental: Newly Renovated 3-BR Home with Private Pool, Hot Tub, and Pet-Friendly Front Yard. Minutes from Vanderbilt Beach
3.5 star property
Naples Park
8.0 out of 10, Very good, (5 reviews)
"This home is beautifully maintained in a quiet neighborhood just blocks away from the waterway. Spacious and clean with a nice pool and comfortable rooms. "
United States
Mandolin
The price is CA $389
CA $1,646 total
includes taxes & fees
Jul 13 - Jul 14
Milano Vacation Rental: Newly Renovated 3-BR Home with Private Pool, Hot Tub, and Pet-Friendly Front Yard. Minutes from Vanderbilt Beach

Imola: Newly Remodeled Pool Home Minutes from Vanderbilt Beach. Family-Friendly Retreat with 4 BR, 3.5 Bathrooms, and Private Screened Pool. Perfect Location Near Mercato and Naples Attractions

Imola: Newly Remodeled Pool Home Minutes from Vanderbilt Beach. Family-Friendly Retreat with 4 BR, 3.5 Bathrooms, and Private Screened Pool. Perfect Location Near Mercato and Naples Attractions
3.0 star property
Naples Park
The price is CA $626
CA $2,066 total
includes taxes & fees
Jul 8 - Jul 9
Imola: Newly Remodeled Pool Home Minutes from Vanderbilt Beach. Family-Friendly Retreat with 4 BR, 3.5 Bathrooms, and Private Screened Pool. Perfect Location Near Mercato and Naples Attractions
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 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 $285 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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