Holiday Rentals in Estero Island

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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, (1,641 reviews)
"Staff is very friendly & accommodating. Location is great. Close to bars, restaurants, shopping and right on the beach. "
United States
Ellen
The price is €361
includes taxes & fees
24 Feb - 25 Feb
Edison Beach House

Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
7.8 out of 10, Good, (986 reviews)
"Quiet, clean and updated room. Easy walk to the beach."
United States
KATHLEEN
The price is €172
includes taxes & fees
5 Feb - 6 Feb
Flamingo Inn

Casa Playa #704- Captain's Cabin

Casa Playa #704- Captain's Cabin
Fort Myers Beach
10.0 out of 10, Exceptional, (2 reviews)
"Great place for a quick weekend at the beach. Clean and comfortable with everything you need for a beach trip. It's right on the beach and close to restaurants, bars and shopping. And it was half the cost of the resorts. We'll definitely stay here again."
United States
Kelly S.
The price is €310
includes taxes & fees
6 Feb - 7 Feb
Casa Playa #704- Captain's Cabin

The Pina Colada at the Anchorage

The Pina Colada at the Anchorage
Mid Island
9.6 out of 10, Exceptional, (21 reviews)
"Perfect for the 3 of us"
United States
kelly m.
The price is €346
includes taxes & fees
4 Feb - 5 Feb
The Pina Colada at the Anchorage

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 €468
includes taxes & fees
7 Feb - 8 Feb
Studio apartment across from the beach

The Bahama Breeze at the Anchorage

The Bahama Breeze at the Anchorage
Mid Island
10.0 out of 10, Exceptional, (5 reviews)
"Clean property near the beach."
United States
Allison W.
The price is €370
includes taxes & fees
4 Feb - 5 Feb
The Bahama Breeze at the Anchorage

Fort Myers Beach 1st floor 1 Bedroom Home Duplex

Fort Myers Beach 1st floor 1 Bedroom Home Duplex
South Island
10.0 out of 10, Exceptional, (1 review)
"Great property and location. Pool is awesome. Great stay."
United States
Brian R.
The price is €376
includes taxes & fees
19 Feb - 20 Feb
Fort Myers Beach 1st floor 1 Bedroom Home Duplex

WINTER SALE - 1 BLOCK FROM THE BEACH - SLEEPS 8 - FREE WINE!

WINTER SALE - 1 BLOCK FROM THE BEACH - SLEEPS 8 - FREE WINE!
Mid Island
8.8 out of 10, Excellent, (25 reviews)
"Very cute beachy themed accommodations, in a quiet neighborhood, steps to the beach with easy beach access! My family and I have been staying on Fort Myers Beach for the past 15 years, and I think we found our forever rental! "
United States
Dena O.
WINTER SALE - 1 BLOCK FROM THE BEACH - SLEEPS 8 - FREE WINE!

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (932 reviews)
"The view of the beach was spectacular. "
United States
Carol
GullWing Beach Resort

Villa Del Mar 402

Villa Del Mar 402
3.0 star property
Mid Island
The price is €744
includes taxes & fees
6 Mar - 7 Mar
Villa Del Mar 402

NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN

NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN
Mid Island
9.4 out of 10, Exceptional, (33 reviews)
"The place was clean and affordable place to stay. We enjoyed the hot tub while the weather wasn't suitable for the beach. "
United States
Ross M.
NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN

Stunning Studio Suite with Heated pool and Spa in the Heart of Downtown Fort Myers Beach!

Stunning Studio Suite with Heated pool and Spa in the Heart of Downtown Fort Myers Beach!
Fort Myers Beach
10.0 out of 10, Exceptional, (2 reviews)
"We love the harbor house, we have stayed here many times, and will continue to stay here as we visit our friends and family. Everyone is kind and friendly. Great location, easy to get to we love it."
United States
Lisa G.
Stunning Studio Suite with Heated pool and Spa in the Heart of Downtown Fort Myers Beach!

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 €474
includes taxes & fees
10 Feb - 11 Feb
Heated Pool Home steps to the beach

The Mai Tai at Lazy Way

The Mai Tai at Lazy Way
Mid Island
10.0 out of 10, Exceptional, (4 reviews)
"We loved this unit very pretty with a extremely well equiped kitchen. The staff was so friendly and helpfulhelpful. helpful. "
United States
Dan N.
The Mai Tai at Lazy Way

Stunning 1/1 with Heated pool and Spa in the Heart of Downtown Fort Myers Beach!

Stunning 1/1 with Heated pool and Spa in the Heart of Downtown Fort Myers Beach!
Fort Myers Beach
10.0 out of 10, Exceptional, (2 reviews)
"Great location. "
United States
Dexter S.
The price is €517
includes taxes & fees
4 Feb - 5 Feb
Stunning 1/1 with Heated pool and Spa in the Heart of Downtown Fort Myers Beach!

Owners Featured on HGTV- Private Terrace - Private Beach Path - Mid Island Luxry

Owners Featured on HGTV- Private Terrace - Private Beach Path - Mid Island Luxry
Mid Island
10.0 out of 10, Exceptional, (22 reviews)
"Very nice stay in a clean and quiet unit with a "
United States
Ron T.
The price is €558
includes taxes & fees
24 Feb - 25 Feb
Owners Featured on HGTV- Private Terrace - Private Beach Path - Mid Island Luxry

'Mi Casa', North end of the Island! 350 yards from The Gulf of America!!!!!

'Mi Casa', North end of the Island! 350 yards from The Gulf of America!!!!!
Fort Myers Beach
9.4 out of 10, Exceptional, (9 reviews)
"House was clean & comfortable. Great outdoor space. Location was great- 5 min walk to beach and 20 mins to downtown."
United States
Douglas C.
The price is €419
includes taxes & fees
1 Mar - 2 Mar
'Mi Casa', North end of the Island! 350 yards from The Gulf of America!!!!!

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, (22 reviews)
"What a lovely place we rented, soo close to the Beach and everything else we needed. The apt/home has been remodeled and it was Very cute. We enjoyed our stay and would love to rent this place again. Thank you again to Sandy for all of the help in answering questions and making our stay perfect. 😎"
United States
Robin B.
The price is €480
includes taxes & fees
4 Feb - 5 Feb
Approx.720 ft to Beach, Pool, Walk to restaurants, Beach Gear, Full Kit, WD, BBQ

HOT TUB@Steps to Sand@2-Unit Coastal Getaway

HOT TUB@Steps to Sand@2-Unit Coastal Getaway
Mid Island
10.0 out of 10, Exceptional, (3 reviews)
"This property worked great for our vacation with family. Walking distance to beautiful beaches. Layout worked well with lower area creating privacy for adult family members.Would stay here again!"
United States
Anonymous traveller
The price is €624
includes taxes & fees
4 Feb - 5 Feb
HOT TUB@Steps to Sand@2-Unit Coastal Getaway

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 €640
includes taxes & fees
8 Feb - 9 Feb
Quaint beautiful backyard sanctuary
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 €172 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.