Estero Island Vacation Rentals

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Vacation Rentals in Estero Island

Aparthotel in Fort Myers Beach

3.5 star property
9.4 out of 10, Exceptional, (1564)
"All around great place to stay"
United States
David
$150 nightly
The price is $167
Dec 1 - Dec 2
Total with taxes and fees
Edison Beach House

Aparthotel in South Island

3.5 star property
9.4 out of 10, Exceptional, (932)
"The view of the beach was spectacular. "
United States
Carol
$517 nightly
The price is $568
Dec 1 - Dec 2
Total with taxes and fees
GullWing Beach Resort

Condo in Mid Island

3.5 star property
10.0 out of 10, Exceptional, (1)
"The property is all new inside and right on the beach. Gorgeous views, amazing wildlife, beautiful sunsets. We loved it."
United States
Kara
Seaside 303

Apartment in Mid Island

3.0 star property
7.8 out of 10, Good, (983)
"Will definitely stay here again!"
United States
Sasha
Flamingo Inn

Condo in Mid Island

4.0 star property
9.8 out of 10, Exceptional, (236)
"We had a perfect beach vacation. Immaculately clean, well-appointed, conveniently located across from a Publix. Beautiful, quiet beach, good pool, comfortable, clean beds. Owners very responsive and available. Hope to return in the future!"
United States
Norma R.
SEASIDE 503,Penthouse,Direct beach front 230+reviews.Direct gulf front,pool,bch

Vacation Home in Fort Myers Beach

9.4 out of 10, Exceptional, (117)
"It was a great place for us to stay! Great location and very close to the beach. Willy was a great host with a welcome gift and made sure we had everything we needed. "
United States
sean k.
1 BLOCK FROM BEACH - VAN/GOLF CART ALSO AVAILABLE FOR RENT! POOL/HOT TUB/ARCADE!

Vacation Home in TP Hill's

9.6 out of 10, Exceptional, (14)
"We really enjoy staying at this property. It was very clean, comfortable, and with everything you need to enjoy your stay, complete kitchen, bathroom with shampoo and conditioner, beach towels. Very well located, walking distance to beach and downtown/restaurants. I would stay here again."
United States
Rina
Steps to BEACH/POOL/Times square

Condo in South Island

9.0 out of 10, Wonderful, (40)
"This is a great place to relax close to shops and the beach. Most important everyone is friendly. We enjoyed the stay."
United States
Steve N.
Yachts and Villas By the Bay

Condo in South Island

4.0 star property
7.0 out of 10, Good, (8)
"Our family was in town for a graduation trip for our daughter. Robert was a fantastic host, very accommodating, nice, and has a beautiful condo! Highly recommend. "
United States
Cassandra H.
Santa Maria Resort- Great Resort and Condo!! Large refurbished pool & hot tub!

Condo in Mid Island

3.5 star property
Seaside 401

Vacation Home in Fort Myers Beach

9.8 out of 10, Exceptional, (110)
"Great place"
United States
Glenn H.
$600 nightly
The price is $660
Dec 6 - Dec 7
Total with taxes and fees
Beach Bungalow 2B/2B Private Pool/Spa, North End, Newly Renovated

Vacation Home in Mid Island

10.0 out of 10, Exceptional, (100)
"Was a great family vacation! Short walk to the beach and had all the chairs and cart available to use, pool was awesome for the kids!!"
United States
Chase H.
$496 nightly
The price is $547
Dec 11 - Dec 12
Total with taxes and fees
Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.

Vacation Home in Mid Island

2.0 star property
9.4 out of 10, Exceptional, (6)
"Super clean and convenient. Lovely home with all the amenities."
United States
Jennifer W.
Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 6.

Condo in Fort Myers Beach

7.4 out of 10, Good, (3)
"This studio is cozy and peaceful with everything you need. The porch is perfect for relaxing evenings. Ideal spot for a quiet beach escape."
United States
Rolfo H.
Walk To Beach, North End Restaurants, Night Life Steps Away!

Condo in South Island

8.6 out of 10, Excellent, (56)
"The proximity to Fort Myers Beach is the benefit of this unit. There is a slight walk to get to the public walkway, but once you figure it out, there is great beach access. The unit is clean and comfortable with great amenities to prepare your own meals. Publix is about 2 miles from the unit. Once you are on the island, it is several miles south to get to the unit, though. The pool at this facility is fantastic. Our kids were in in several times a day overall a decent place for the price we...
United States
Laura H.
Corner Unit Condo with Private Balcony, and Shared Pool - Walk to Beach

Condo in South Island

9.6 out of 10, Exceptional, (30)
"Deb has been very helpful. The sunrises are spectacular and being on the beach is amazing as alway. "
United States
Sheri T.
Steps to the Sand, Dive into the Pool – Live the Dream!"

Vacation Home in Fort Myers Beach

9.2 out of 10, Wonderful, (76)
"Quaint and comfortable home just steps from the beach. You can have the comforts of home while enjoying days of bliss on the beach."
United States
Sherry J.
Beach House ~ Minutes walk to white sand Gulf of Mexico!

Condo in Mid Island

9.0 out of 10, Wonderful, (2)
"Great views"
United States
Michael W.
Seaside 509: Modern Top-Floor Beachfront Condo Mid-Island

Condo in Mid Island

8.2 out of 10, Very Good, (54)
"This spacious two-bedroom retreat was the perfect base for our beach getaway. The location made it easy to enjoy the beach and explore nearby attractions. The comfortable accommodations and thoughtful amenities made our stay both relaxing and enjoyable."
United States
Nik L.
Spacious Beach Retreat, Steps to Sugary Sand, Conveniences and Fun!

Condo in Mid Island

9.2 out of 10, Wonderful, (23)
"The Reef at Seaside Retreat is a cozy, well-located spot just two blocks from the beach. The front porch is perfect for enjoying sunsets, and the interior is comfortable with hotel-style linens. It's a great choice for those seeking a peaceful getaway with easy beach access."
United States
Rolfo H.
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Estero Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $167 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.