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. 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$1,709
includes taxes & fees
30 Aug - 31 Aug
STUNNING FRESHLY RENOVATED STONEYBROOK CONDO IN GATED COMMUNITY ON GOLF COURSE

2. 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$324
includes taxes & fees
12 Sept - 13 Sept
Secluded private 2-bedroom house in Estero walking distance to Starbucks etc.

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)
"Great host, communicates well "
United States
Leah Z.
The price is NZ$354
includes taxes & fees
1 Sept - 2 Sept
Zara Camper on a Horse farm 25min to Beach!

4. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (123 reviews)
"Great stay."
United States
cynthia
The price is NZ$134
includes taxes & fees
4 Sept - 5 Sept
StudioRes by Marriott Fort Myers Airport

5. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,081 reviews)
"Great spot. Very nice pool area & fantastic sunset views from the balcony"
United States
Chris
The price is NZ$481
includes taxes & fees
30 Aug - 31 Aug
Lovers Key Resort

6. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,886 reviews)
"Our stay at Edison Beach House was amazing. The property owner is very sweet."
United States
Robin Marie
The price is NZ$331
includes taxes & fees
1 Sept - 2 Sept
Edison Beach House

7. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (969 reviews)
"Wow. Beautiful 3BR/2Bath oceanfront condo. Even better than pics on Expedia. Definitely coming back and will recommend to friends and family. I expected a lot and it exceeded expectations in every way!!"
United States
Robert Anthony
The price is NZ$885
includes taxes & fees
30 Aug - 31 Aug
GullWing Beach Resort

8. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (284 reviews)
"Overall it was an awesome stay."
United States
Patricio
The price is NZ$184
includes taxes & fees
14 Sept - 15 Sept
Wiggins Pass Chalet

9. Flamingo Inn

Flamingo Inn
3.0 star property
Mid Island
8.0 out of 10, Very good, (1,023 reviews)
"Great location and cleanliness was excellent"
United States
J
The price is NZ$325
includes taxes & fees
30 Aug - 31 Aug
Flamingo Inn

10. Cozy 2 bedroom on the canal with pool and hot tub!

Cozy 2 bedroom on the canal with pool and hot tub!
Estero Bay Shores
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful home and a fantastic location! Owners were extremely accommodating and quick to respond."
United States
Peyton R.
The price is NZ$1,007
includes taxes & fees
5 Sept - 6 Sept
Cozy 2 bedroom on the canal with pool and hot tub!

11. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,689 reviews)
"Great place"
United States
moti
The price is NZ$839
includes taxes & fees
1 Sept - 2 Sept
Sundial Beach Resort & Spa

12. 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$975
includes taxes & fees
9 Sept - 10 Sept
Relax with privacy! Villa in Bonita Springs! Modern, huge pool!

13. 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, (63 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$549
includes taxes & fees
30 Aug - 31 Aug
Lovers Key Resort 803 Stunning views of Estero Bay

14. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,150 reviews)
"Wonderful room and stay. Beachfront!"
United States
Cindi
The price is NZ$373
includes taxes & fees
1 Sept - 2 Sept
Island Inn

15. 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, (105 reviews)
"We loved the balcony and the beach, and the comfortable bed and recliners!"
United States
Rochelle P.
The price is NZ$890
includes taxes & fees
30 Aug - 31 Aug
SEASIDE 302. Solmate is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

16. SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB
Mid Island
10.0 out of 10, Exceptional, (142 reviews)
"Everything was great!! The place was very luxurious, clean, and with beautiful beach views. Also nice having the Publix across the street too!"
United States
Duane M.
The price is NZ$890
includes taxes & fees
30 Aug - 31 Aug
SEASIDE 408. Sea La Vie is a luxurious BEACHFRONT 2BR / 2BA Condo in FMB

17. Hibiscus House Bed Breakfast Citrus Room

Hibiscus House Bed Breakfast Citrus Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful room and amenities and the breakfast was delicious and with so many options. Loved the communication and cannot wait to come back! "
United States
Crissa
The price is NZ$369
includes taxes & fees
30 Aug - 31 Aug
Hibiscus House Bed Breakfast Citrus Room

18. Family and pet friendly, close to Naples, Estero, and Fort Myers

Family and pet friendly, close to Naples, Estero, and Fort Myers
Bonita Springs
9.6 out of 10, Exceptional, (22 reviews)
"We loved this place, thank you for everything "
United States
MICHELLE R.
Family and pet friendly, close to Naples, Estero, and Fort Myers

19. Waterfront Luxury Estate - 5BR/6.5BA, Heated Saltwater Pool, Spa, & Near Beach

Waterfront Luxury Estate - 5BR/6.5BA, Heated Saltwater Pool, Spa, & Near Beach
Bonita Shores
10.0 out of 10, Exceptional, (63 reviews)
"Great stay. Wonderful property."
United States
Gerry D.
The price is NZ$2,615
includes taxes & fees
7 Sept - 8 Sept
Waterfront Luxury Estate - 5BR/6.5BA, Heated Saltwater Pool, Spa, & Near Beach

20. 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, (147 reviews)
"Easy beach access. Quieter part of Ft Myers Beach, it was never overly crowded."
United States
Steven M.
SEASIDE 204. Luna Sea 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?

Labor Day, XMas🎄Available- 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 9 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.