Holiday Rentals in Estero Island

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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, (1,003 reviews)
"Place was clean and close to beach . Host was very nice "
United States
Kitra
The price is €137
includes taxes & fees
8 May - 9 May
Flamingo Inn

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (944 reviews)
"Great location right on the beach."
United States
Adrian
The price is €448
includes taxes & fees
6 May - 7 May
GullWing Beach Resort

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,740 reviews)
"Pool side View was great View from the room was spectacular .Room was clean . Staff was friendly . Very nice place to stay"
United States
Mark
The price is €195
includes taxes & fees
18 May - 19 May
Edison Beach House

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
The price is €379
includes taxes & fees
6 May - 7 May
1 Island Hideaway

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 €340
includes taxes & fees
11 May - 12 May
Heated Pool Home steps to the beach

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
Studio apartment across from the beach

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 €346
includes taxes & fees
6 May - 7 May
The Pina Colada at the Anchorage

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 €346
includes taxes & fees
6 May - 7 May
The Lime Margarita at the Anchorage

Times Square Hideaway By FL Vibes

Times Square Hideaway By FL Vibes
Downtown Fort Myers Beach
9.8 out of 10, Exceptional, (26 reviews)
"Great place with a great host! "
United States
Cynthia N.
The price is €307
includes taxes & fees
6 May - 7 May
Times Square Hideaway By FL Vibes

Fort Myers Beach 1st floor 1 Bedroom Home Duplex

Fort Myers Beach 1st floor 1 Bedroom Home Duplex
South Island
9.6 out of 10, Exceptional, (5 reviews)
"Great property and location. Pool is awesome. Great stay."
United States
Brian R.
The price is €296
includes taxes & fees
6 May - 7 May
Fort Myers Beach 1st floor 1 Bedroom Home Duplex

Beach Bliss~Walk to Beach & Times Square~Private Pool

Beach Bliss~Walk to Beach & Times Square~Private Pool
Fort Myers Beach
10.0 out of 10, Exceptional, (10 reviews)
"Convenience to beach. Comfortable and beautiful place."
United States
Claudia M.
The price is €424
includes taxes & fees
6 May - 7 May
Beach Bliss~Walk to Beach & Times Square~Private Pool

HGTV-Featured Owner | Private Deeded Beach Path | Mid-Island Fort Myers Beach

HGTV-Featured Owner | Private Deeded Beach Path | Mid-Island Fort Myers Beach
Mid Island
9.8 out of 10, Exceptional, (31 reviews)
"The apartment was super clean, the beds were comfortable, great water pressure in the showers. It had everything we needed for our long weekend get-away. The best parts were its location 5 houses from the beach path and the chairs, towels and coolers available to use there. The hosts very quickly responded to all our questions. There was a minor issue but was taken care of within an hour and they were out of town! We would stay here again in a heartbeat."
United States
Joanne Z.
The price is €367
includes taxes & fees
12 May - 13 May
HGTV-Featured Owner | Private Deeded Beach Path | Mid-Island Fort Myers Beach

Serene 1-bedroom apartment offering stunning beachfront views.

Serene 1-bedroom apartment offering stunning beachfront views.
South Island
10.0 out of 10, Exceptional, (1 review)
"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 €154
includes taxes & fees
13 May - 14 May
Serene 1-bedroom apartment offering stunning beachfront views.

Peaceful Coastal Suite • King Bed + Kitchenette

Peaceful Coastal Suite • King Bed + Kitchenette
Fort Myers Beach
The price is €296
includes taxes & fees
7 May - 8 May
Peaceful Coastal Suite • King Bed + Kitchenette

Casa Playa #103 Beach Front "Tide's Whisper" - Pet Friendly

Casa Playa #103 Beach Front "Tide's Whisper" - Pet Friendly
Fort Myers Beach
10.0 out of 10, Exceptional, (5 reviews)
"Could not beat the views.Property was clean as well as the room.Great place to stay ."
United States
Andre H.
Casa Playa #103 Beach Front "Tide's Whisper" - Pet Friendly

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 price is €346
includes taxes & fees
6 May - 7 May
The Strawberry Daiquiri at Lazy Way

The Tequila Sunrise at Lazy Way

The Tequila Sunrise at Lazy Way
Mid Island
10.0 out of 10, Exceptional, (10 reviews)
" Long weekend to visit family! Place is as advertised. Great location - although Fort Myers Beach is still in process of rebuilding - was perfect for our needs - great communication with manager - highly recommend!"
United States
Evamarie W.
The price is €346
includes taxes & fees
6 May - 7 May
The Tequila Sunrise at Lazy Way

Beachfront Condo with Balcony, Ocean View, Shared Pool, & WiFi - Snowbirds OK

Beachfront Condo with Balcony, Ocean View, Shared Pool, & WiFi - Snowbirds OK
South Island
Beachfront Condo with Balcony, Ocean View, Shared Pool, & WiFi - Snowbirds OK

Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ

Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ
Fort Myers Beach
10.0 out of 10, Exceptional, (31 reviews)
"Was one of the best places we have stayed recommended for anyone beautiful place "
United States
Ludwin P.
Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ

*Dolphin Run Retreat*Awesome Ft. Myers Beach Home!!Steps to Ocean!

*Dolphin Run Retreat*Awesome Ft. Myers Beach Home!!Steps to Ocean!
Mid Island
10.0 out of 10, Exceptional, (52 reviews)
"Great host, responded quickly. House clean and well appointed, great location"
United States
Dave B.
The price is €556
includes taxes & fees
7 May - 8 May
*Dolphin Run Retreat*Awesome Ft. Myers Beach Home!!Steps to Ocean!
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 €137 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.