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Our top choices for Estero Island holiday rentals

Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
7.8 out of 10, Good, (1,004 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 £119
includes taxes & fees
26 May - 27 May
Flamingo Inn

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,754 reviews)
"Perfect location, super clean, exactly what I needed for a long weekend! Would also be great for a longer stay."
United States
Amy Lynn
The price is £203
includes taxes & fees
27 May - 28 May
Edison Beach House

Estero Beach & Tennis Club #1007A - Beachfront

Estero Beach & Tennis Club #1007A - Beachfront
South Island
9.2 out of 10, Wonderful, (30 reviews)
"Great stay! Great location! Room could use updates, mattress is pretty bad. Pull-out bed is worse. "
United States
Katie W.
Estero Beach & Tennis Club #1007A - Beachfront

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (947 reviews)
"We really enjoyed our stay here and plan on staying here again!"
United States
Claudia
The price is £391
includes taxes & fees
2 Jun - 3 Jun
GullWing Beach Resort

1 Island Hideaway

1 Island Hideaway
3.0 star property
Mid Island
8.6 out of 10, Excellent, (32 reviews)
"Clean and modern apartment and we stayed on first floor. Walking distance to beach with hot tub and pool. Not really walking distance to bars/restaurants so probably best to have a car. Worth the price."
United States
Howard
1 Island Hideaway

Casa Playa #205- Toes in the Sand - Pet Friendly

Casa Playa #205- Toes in the Sand - Pet Friendly
Fort Myers Beach
10.0 out of 10, Exceptional, (12 reviews)
"The staff was extremely helpful during my stay"
United States
Kendell S.
Casa Playa #205- Toes in the Sand - Pet Friendly

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 £298
includes taxes & fees
25 May - 26 May
Studio apartment across from the beach

110 Bahia #3 - Canal Front Pet-Friendly Beach Unit

110 Bahia #3 - Canal Front Pet-Friendly Beach Unit
South Island
10.0 out of 10, Exceptional, (17 reviews)
"My family had a great stay. The communication was excellent and the property was as described. The area is still in recovery from the hurricane a few years back, but this property is nice and neat and clean. Beach is a little walk but if you like privacy (not many on the beach) this is great. We would definitely stay again."
United States
Brad P.
The price is £675
includes taxes & fees
4 Jun - 5 Jun
110 Bahia #3 - Canal Front Pet-Friendly Beach Unit

The Lime Margarita at the Anchorage

The Lime Margarita at the Anchorage
Mid Island
9.6 out of 10, Exceptional, (13 reviews)
"Close to the beach"
United States
BO
The price is £301
includes taxes & fees
25 May - 26 May
The Lime Margarita at the Anchorage

Serene 1-bedroom apartment offering stunning beachfront views.

Serene 1-bedroom apartment offering stunning beachfront views.
South Island
10.0 out of 10, Exceptional, (2 reviews)
"We thoroughly enjoyed our stay. Awesome property -the location and views were amazing. Communication with the host was excellent. Will definitely stay again."
United States
Richard C.
The price is £142
includes taxes & fees
26 May - 27 May
Serene 1-bedroom apartment offering stunning beachfront views.

Times Square Hideaway By FL Vibes

Times Square Hideaway By FL Vibes
Downtown Fort Myers Beach
9.8 out of 10, Exceptional, (29 reviews)
"Great place with a great host! "
United States
Cynthia N.
The price is £267
includes taxes & fees
25 May - 26 May
Times Square Hideaway By FL Vibes

The Pina Colada at the Anchorage

The Pina Colada at the Anchorage
Mid Island
9.6 out of 10, Exceptional, (27 reviews)
"The Pina Colada was the perfect place for four adults to spend the week enjoying what FMB had to offer! Close enough to everything but yet it was quiet when it should be. Plenty of space inside and a great outside entertaining area in the front and back. Laundry room onsite was very clean. Offering a beach cart, chairs and cooler was a great idea by the owner. Bicycles were also available. "
United States
Diane
The price is £301
includes taxes & fees
24 May - 25 May
The Pina Colada at the Anchorage

Heated Pool Home steps to the beach

Heated Pool Home steps to the beach
South Island
9.8 out of 10, Exceptional, (9 reviews)
"Perfect place to relax in the sun and be near the beach"
United States
William T.
The price is £354
includes taxes & fees
3 Jun - 4 Jun
Heated Pool Home steps to the beach

Peaceful Coastal Suite • King Bed + Kitchenette

Peaceful Coastal Suite • King Bed + Kitchenette
Fort Myers Beach
The price is £256
includes taxes & fees
3 Jun - 4 Jun
Peaceful Coastal Suite • King Bed + Kitchenette

190 Anchorage Unit B - Lovely Unit by the Beach

190 Anchorage Unit B - Lovely Unit by the Beach
Mid Island
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was clean, updated, and had everything we needed. The beach was a quick block away, and Publix and Times Square were nearby. It was a great experience."
United States
Sophia G.
190 Anchorage Unit B - Lovely Unit by the Beach

Estero Beach & Tennis Club #1003C - Beachfront

Estero Beach & Tennis Club #1003C - Beachfront
South Island
9.6 out of 10, Exceptional, (14 reviews)
"The condo was clean and beautifully decorated, location is perfect & steps away from beach! Absolutely perfect!!"
United States
Cherie R.
Estero Beach & Tennis Club #1003C - Beachfront

Quaint beautiful backyard sanctuary

Quaint beautiful backyard sanctuary
Fort Myers Beach
9.0 out of 10, Wonderful, (2 reviews)
"The house was clean and neat. They are currently putting a pool in to make future stays even more relaxing! The construction was no bother at all, we spent most of our time at the beach anyways. Cant wait to stay here again and enjoy the pool on the next go around."
United States
Kyle K.
The price is £303
includes taxes & fees
25 May - 26 May
Quaint beautiful backyard sanctuary

213 Ohio St. - Blue Parrot Paradise Island Cottage

213 Ohio St. - Blue Parrot Paradise Island Cottage
Fort Myers Beach
9.8 out of 10, Exceptional, (44 reviews)
"We loved being just across the beach AND close to Time Square. The cottage was super clean and had EVERYTHING we needed!"
United States
Denise P.
213 Ohio St. - Blue Parrot Paradise Island Cottage

110 Bahia #2 - Canal Front Pet-Friendly Beach Unit

110 Bahia #2 - Canal Front Pet-Friendly Beach Unit
South Island
9.6 out of 10, Exceptional, (18 reviews)
"The property was very clean and if I had a question there was always a quick response. We would definitely stay here again!!"
United States
Chris B.
110 Bahia #2 - Canal Front Pet-Friendly Beach Unit

Beach view Pool Home

Beach view Pool Home
South Island
10.0 out of 10, Exceptional, (1 review)
"It was a great house awesome area. We would go back again and probably will on our next trip over for FDOT Burnt road expansion."
United States
curtis p.
The price is £316
includes taxes & fees
26 May - 27 May
Beach view Pool Home
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, apart-hotels, 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 £119 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.