A beach with rows of blue beach chairs and umbrellas, a sandy shore, and the ocean in the background.

Estero Holiday Rentals

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Our top choices for Estero holiday rentals

1. Secluded private 2-bedroom house in Estero walking distance to Starbucks etc.

Secluded private 2-bedroom house in Estero walking distance to Starbucks etc.
Estero
7.0 out of 10, Good, (2 reviews)
"Nice little home at a affordable price "
United States
Christopher B.
The price is NZ$320
includes taxes & fees
18 Oct - 19 Oct
Secluded private 2-bedroom house in Estero walking distance to Starbucks etc.

2. NEW! The W at Park Place-Pool & Spa

NEW! The W at Park Place-Pool & Spa
Estero
9.4 out of 10, Exceptional, (13 reviews)
"House was very clean and comfortable! Was really great for our family visit! Pool area was great for everyone to hang out! "
United States
Taylor P.
The price is NZ$955
includes taxes & fees
25 Oct - 26 Oct
NEW! The W at Park Place-Pool & Spa

3. Zara Camper on a Horse farm 25min to Beach!

Zara Camper on a Horse farm 25min to Beach!
Estero
10.0 out of 10, Exceptional, (8 reviews)
"Ashley is the perfect Host. She makes you feel right at home. I had a great stay. Morning coffee while viewing the sunrise and beautiful horses. "
United States
stephen s.
The price is NZ$397
includes taxes & fees
14 Oct - 15 Oct
Zara Camper on a Horse farm 25min to Beach!

4. STUNNING FRESHLY RENOVATED STONEYBROOK CONDO IN GATED COMMUNITY ON GOLF COURSE

STUNNING FRESHLY RENOVATED STONEYBROOK CONDO IN GATED COMMUNITY ON GOLF COURSE
Stoneybrook
9.4 out of 10, Exceptional, (13 reviews)
"We enjoyed our stay in Stoneybrook. The sunsets were beautiful!"
United States
Mark E.
The price is NZ$1,779
includes taxes & fees
14 Oct - 15 Oct
STUNNING FRESHLY RENOVATED STONEYBROOK CONDO IN GATED COMMUNITY ON GOLF COURSE

5. Riverfront Retreat with Pool, Spa & Dock

Riverfront Retreat with Pool, Spa & Dock
Estero
10.0 out of 10, Exceptional, (2 reviews)
"The house was very clean with lots of space. The management company was responsive to any issues or questions. I think we were early, or even before, the seasonal rentals for the property but any issues we had were addressed and solved. I would definitely stay there again."
United States
Mark M.
Riverfront Retreat with Pool, Spa & Dock

6. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (158 reviews)
"Great location, clean and comfortable"
United States
Jodi
The price is NZ$167
includes taxes & fees
19 Oct - 20 Oct
StudioRes by Marriott Fort Myers Airport

7. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,091 reviews)
"Clean room, AC was Perfect, and deck view was amazing"
United States
Carlos
The price is NZ$496
includes taxes & fees
14 Oct - 15 Oct
Lovers Key Resort

8. Lazy Cuckoo Inn

Lazy Cuckoo Inn
2.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (301 reviews)
"Great place!"
United States
Bruce
The price is NZ$165
includes taxes & fees
16 Oct - 17 Oct
Lazy Cuckoo Inn

9. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,026 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is NZ$310
includes taxes & fees
25 Oct - 26 Oct
Flamingo Inn

10. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (296 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
The price is NZ$226
includes taxes & fees
28 Oct - 29 Oct
Wiggins Pass Chalet

11. Marvelous Get Away In The Heart Of Fort Myers

Marvelous Get Away In The Heart Of Fort Myers
Daniels Corridor
9.0 out of 10, Wonderful, (33 reviews)
"Our stay was nice and welcoming, great location."
United States
debbie B.
The price is NZ$292
includes taxes & fees
14 Oct - 15 Oct
Marvelous Get Away In The Heart Of Fort Myers

12. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (978 reviews)
"Highly recommended, coastal by the sea, good for family outings."
United States
MARYTE
The price is NZ$1,002
includes taxes & fees
14 Oct - 15 Oct
GullWing Beach Resort

13. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,939 reviews)
"Great stay."
United States
Angie
The price is NZ$427
includes taxes & fees
25 Oct - 26 Oct
Edison Beach House

14. Lovers Key Resort 803 Stunning views of Estero Bay

Lovers Key Resort 803 Stunning views of Estero Bay
Fort Myers Beach
10.0 out of 10, Exceptional, (64 reviews)
"It had everything we needed & more! Views were amazing!!! We saw dolphins, loved the restaurant, and the pool!"
United States
Rose D.
The price is NZ$582
includes taxes & fees
22 Oct - 23 Oct
Lovers Key Resort 803 Stunning views of Estero Bay

15. Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

Relax with privacy! Villa in Bonita Springs! Modern, huge pool!
Bonita Springs
10.0 out of 10, Exceptional, (126 reviews)
"Wonderful home to stay in while visiting FL. "
United States
Jessica M.
The price is NZ$1,037
includes taxes & fees
14 Oct - 15 Oct
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

16. 2 Queen Bed|Nsmk|Cape Coral FL

2 Queen Bed|Nsmk|Cape Coral FL
Caloosahatchee
10.0 out of 10, Exceptional, (153 reviews)
"Had a lovely time here!"
United States
Anonymous traveller
The price is NZ$119
includes taxes & fees
14 Oct - 15 Oct
2 Queen Bed|Nsmk|Cape Coral FL

17. SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (151 reviews)
"Easy beach access. Quieter part of Ft Myers Beach, it was never overly crowded."
United States
Steven M.
The price is NZ$938
includes taxes & fees
18 Oct - 19 Oct
SEASIDE 204. Luna Sea is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

18. GULF VIEW! Cozy and clean 1-bedroom condo - just 3 minutes from the BEACH! #3405

GULF VIEW! Cozy and clean 1-bedroom condo - just 3 minutes from the BEACH! #3405
Bonita Springs
9.6 out of 10, Exceptional, (14 reviews)
"No complaints! location, cleanliness, very friendly and quiet at night."
United States
Maria
The price is NZ$630
includes taxes & fees
14 Oct - 15 Oct
GULF VIEW! Cozy and clean 1-bedroom condo - just 3 minutes from the BEACH! #3405

19. Modern & Private Apartment with Kitchen in Lehigh Acres – Independent Entry

Modern & Private Apartment with Kitchen in Lehigh Acres – Independent Entry
Lehigh Acres
9.8 out of 10, Exceptional, (15 reviews)
"Very quiet and clean would definitely stay again. "
United States
Aaron R.
The price is NZ$252
includes taxes & fees
17 Oct - 18 Oct
Modern & Private Apartment with Kitchen in Lehigh Acres – Independent Entry

20. SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (108 reviews)
"Awesome place with amazing location. Super clean with great amenities. Would definitely book again!"
United States
Jason R.
The price is NZ$933
includes taxes & fees
20 Oct - 21 Oct
SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Estero holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Estero. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Estero. Seeing all the best attractions is bound to make you fall in love with Estero. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Estero short-term rentals, that won’t be hard to do.

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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?

OCT 17-24, NOV 7-14 and DEC 5-12 available Discounted Rates!! Beach 🏖️ 2min walk🩴: This holiday home rental outside of Estero is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

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 Stoneybrook Golf Club 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.