Estero Holiday Rentals

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Our top choices for Estero holiday rentals

Aparthotel in Bonita Springs

4.0 star property
9.2 out of 10, Wonderful, (725)
"Very pleasant staff, helpful, property well maintained. Great vacation spot with activities for the whole family. "
United States
Mutessa
The price is NZ$385
includes taxes & fees
17 Dec - 18 Dec
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Condo resort in Mid Island

5.0 star property
8.6 out of 10, Excellent, (2584)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is NZ$781
includes taxes & fees
19 Dec - 20 Dec
Sundial Beach Resort & Spa

Aparthotel in Fort Myers Beach

3.5 star property
9.4 out of 10, Exceptional, (1577)
"Awesome stay "
United States
mary
The price is NZ$351
includes taxes & fees
11 Dec - 12 Dec
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
GullWing Beach Resort

Aparthotel in Fort Myers Beach

2.0 star property
9.0 out of 10, Wonderful, (223)
"Great location and very clean, cute place"
United States
Sarah
The price is NZ$159
includes taxes & fees
17 Dec - 18 Dec
Lazy Cuckoo Inn

Aparthotel in Naples

4.0 star property
9.6 out of 10, Exceptional, (241)
"Room was very clean, staff was awesome, and the location was perfect. I will definitely stay here again."
United States
Tamisha
Wiggins Pass Chalet

Condo resort in Old Naples

4.0 star property
9.6 out of 10, Exceptional, (2227)
"Clean, good amenities. Good services. Gym is fairly good with all the equipment you need. Restaurant is lovely, high quality and delicious. Pool area also clean and service is great. "
United Kingdom
Debbie
The price is NZ$885
includes taxes & fees
13 Dec - 14 Dec
Bellasera Resort

Aparthotel in Fort Myers Beach

3.0 star property
8.8 out of 10, Excellent, (1016)
"Nice place"
United States
patrick
Lovers Key Resort

Aparthotel in West End

3.5 star property
9.4 out of 10, Exceptional, (1121)
"Really nice, updated, and clean room with a screened waterfront balcony in a perfect place on the island (far enough away from the big resorts to be in a quieter area, but close enough to the center area of the island to be convenient). "
United States
Chris
The price is NZ$423
includes taxes & fees
14 Dec - 15 Dec
Island Inn

Aparthotel in Park Shore

3.0 star property
8.8 out of 10, Excellent, (720)
"Great pool and location for my young family"
United States
Tyler
Park Shore Resort

Aparthotel in Naples

3.0 star property
9.4 out of 10, Exceptional, (539)
"It was an awesome stay. Quiet, calm and relaxing"
United States
Guillermo
GreenLinks Golf Villas at Lely Resort

Condo in Punta Rassa

3.5 star property
9.6 out of 10, Exceptional, (363)
"10/10 would stay there again"
United States
Kristie
Resort Harbour Properties

Holiday Home in Pelican

9.4 out of 10, Exceptional, (27)
"Property manager was great. Really enjoyed our stay. Would highly recommend others to stay here. "
United States
David H.
2 Private Cabanas with kitchen and a Private Pool.

Aparthotel in Mid Island

2.5 star property
10.0 out of 10, Exceptional, (3)
"Near the beach beautiful views and very quiet"
Mexico
Alberto
Sanibel Siesta on the Beach

Apartment in Mid Island

3.0 star property
7.8 out of 10, Good, (983)
"Will definitely stay here again!"
United States
Sasha
The price is NZ$349
includes taxes & fees
11 Dec - 12 Dec
Flamingo Inn

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 3 by Distinctive Beach Rentals

Holiday Home in Pelican

3.0 star property
10.0 out of 10, Exceptional, (24)
"The place was perfect. Location, house, pool, all the things. We can’t wait to book again!"
United States
Lori F.
NEW EVERYTHING!! 4-bed 3 bath South Facing spill over spa pool. 2 king suites

Villa in Matlacha

3.0 star property
8.8 out of 10, Excellent, (267)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is NZ$354
includes taxes & fees
19 Dec - 20 Dec
Matlacha Tiny Village

Holiday Home in Fort Myers

9.6 out of 10, Exceptional, (26)
"Nice place, full of surprises and the back area was nice to use."
United States
Ivan S.
The price is NZ$712
includes taxes & fees
17 Dec - 18 Dec
Luxury family friendly WATERFRONT home with a POOL, PLAYGROUND, FIREPIT & BEACH

Condo in Mid Island

4.0 star property
9.8 out of 10, Exceptional, (53)
"Great communication. Easy check in and out. Very clean and quiet condo. About 100 yard walk to beach. Would recommend to anyone to stay there. "
United States
Martin
BEAUTIFUL NEW CONDO 2025 SANIBEL ISLAND!!! SANDY BEACH POOL 🏝️🌅 🏖️
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 Hotel Reviews

Find out more about Estero

Everything you need to know about Estero 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 holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Estero holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estero. 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 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 holiday rentals we have selected for you start as low as NZ$159 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Estero rentals

At Expedia, we put the best Estero 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 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 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Estero?

Yes, there are holiday rentals in Estero close to Hertz Arena, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Estero. Make sure you allow time to enjoy the beaches during your holiday.

What are some of the best holiday rentals that Estero has to offer?

2 Private Cabanas with kitchen and a Private Pool.: This holiday home rental outside of Estero is located in the city centre, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Estero?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Estero stay.

What’s there to see and do in Estero?

Estero Bay Preserve State Park and K-9 Corral are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Hertz Arena. While here, Miromar Outlets and Coconut Point Mall are other places worth a visit.

What’s a holiday rental in Estero like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estero. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips.