Holiday Homes in Estero

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Estero

Secluded private 2-bedroom house in Estero walking distance from Starbucks plus

7.0 out of 10, Good, (2)
"Nice little home at a affordable price "
The price is NZ$458
includes taxes & fees
19 Aug - 20 Aug
Secluded private 2-bedroom house in Estero walking distance from Starbucks plus

NEW! The W at Park Place-Pool & Spa

9.2 out of 10, Wonderful, (10)
" Really nice property, clean and bright! Excellent Location,"
The price is NZ$717
includes taxes & fees
1 Sept - 2 Sept
NEW! The W at Park Place-Pool & Spa

Experience your Dream Vacation Home

9.8 out of 10, Exceptional, (16)
"A spacious house close to the town center. Master bathroom was very nice."
The price is NZ$917
includes taxes & fees
1 Sept - 2 Sept
Experience your Dream Vacation Home

2 Villas, Pickleball/Basketball, Resort style heated pool/Hot tub, Naples escape

10.0 out of 10, Exceptional, (13)
"We had an incredible time at David’s house. It is gorgeous, and the entire property is amazing. "
The price is NZ$2,157
includes taxes & fees
20 Aug - 21 Aug
2 Villas, Pickleball/Basketball, Resort style heated pool/Hot tub, Naples escape

Centrally Located Boho Private BdR - 7 mi to beach

8.6 out of 10, Excellent, (10)
"Cute place"
The price is NZ$198
includes taxes & fees
19 Aug - 20 Aug
Centrally Located Boho Private BdR - 7 mi to beach

Pristine Luxury Heated Pool Home on the Golf Course

10.0 out of 10, Exceptional, (30)
"Great facility and location. We enjoyed our stay. "
The price is NZ$1,229
includes taxes & fees
19 Aug - 20 Aug
Pristine Luxury Heated Pool Home on the Golf Course

Swimming pool, lake view, minutes to Naple's downtown and beach.

9.4 out of 10, Exceptional, (29)
"The property was Fantastic!! Loved every second of it!!"
The price is NZ$499
includes taxes & fees
20 Aug - 21 Aug
Swimming pool, lake view, minutes to Naple's downtown and beach.

Bamboo Oasis B - 5 miles to Beach & Downtown

10.0 out of 10, Exceptional, (28)
"We overnighted at Thanksgiving and everything was great. We are looking forward to returning for a longer stay! Perfect for anyone visiting family/friends in Naples. Very charming place!"
The price is NZ$387
includes taxes & fees
31 Aug - 1 Sept
Bamboo Oasis B - 5 miles to Beach & Downtown

Colorful brand new 4B/4B retreat near the beach and pickleball courts.

2.0 star property
9.4 out of 10, Exceptional, (3)
"Wonderful place for you and your friends to stay at, with easy check-in, stunning home, and a comfortable stay. Definitely a great home."
The price is NZ$947
includes taxes & fees
31 Aug - 1 Sept
Colorful brand new 4B/4B retreat near the beach and pickleball courts.

CENTRALLY located house.

10.0 out of 10, Exceptional, (5)
"The house was very comfortable and a great place to stay."
The price is NZ$1,006
includes taxes & fees
27 Aug - 28 Aug
CENTRALLY located house.

The Paradise

10.0 out of 10, Exceptional, (12)
"Well appointed, clean and spacious home, had everything you need for a comfortable stay. "
The price is NZ$759
includes taxes & fees
19 Aug - 20 Aug
The Paradise

The Pickleball Haven of Naples - Scarlet Dream

10.0 out of 10, Exceptional, (10)
"The place was nice and clean. would stay again "
The price is NZ$715
includes taxes & fees
28 Aug - 29 Aug
The Pickleball Haven of Naples - Scarlet Dream

"The Coastal Dream" only 3miles to the beach.

10.0 out of 10, Exceptional, (13)
"My wife and I stayed here for a week for first time visit to Naples. House was perfect for our needs. Good proximity to downtown. "
"The Coastal Dream" only 3miles to the beach.

" The Bohemian Heaven " w/ SPA, 2miles to downtown

9.8 out of 10, Exceptional, (15)
"We would stay here again."
The price is NZ$469
includes taxes & fees
24 Aug - 25 Aug
" The Bohemian Heaven " w/ SPA, 2miles to downtown

Boaters Bayshore Bungalow on a Canal with Gulf Access

9.6 out of 10, Exceptional, (17)
"Terrific location with water canal access for paddling. Very close to a cool food truck park with live music. Host was very responsive. "
The price is NZ$694
includes taxes & fees
21 Aug - 22 Aug
Boaters Bayshore Bungalow on a Canal with Gulf Access

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

9.2 out of 10, Wonderful, (12)
"Location was central to most anywhere in Naples. Host was super communicative. Great stay all around"
The price is NZ$449
includes taxes & fees
19 Aug - 20 Aug
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Raised home right on the Caloosahatchee River. Come enjoy the water and weather

10.0 out of 10, Exceptional, (12)
"The owner was quick to take care of any issues that were minor that needed to be taken care of was a great location and had plenty of room for all of my family."
The price is NZ$858
includes taxes & fees
19 Aug - 20 Aug
Raised home right on the Caloosahatchee River. Come enjoy the water and weather

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

9.6 out of 10, Exceptional, (21)
"Home was great! Very private, close to beaches and entertainment. Pool was a great size for the kids. "
The price is NZ$802
includes taxes & fees
1 Sept - 2 Sept
Family and pet friendly, close to Naples, Estero, and Fort Myers

Classic Arcades Heated Pool Home by Beach & Dining

10.0 out of 10, Exceptional, (12)
"Really lovely property and in a great location. Would definitely stay here again."
The price is NZ$836
includes taxes & fees
19 Aug - 20 Aug
Classic Arcades Heated Pool Home by Beach & Dining

Excellent location ~ 1.5 miles to the beach ~ 3bed/2bath house w/fenced backyard

9.0 out of 10, Wonderful, (36)
"This was perfect for our family of 6 spring break trip. Close to everything, clean and easy. "
The price is NZ$517
includes taxes & fees
24 Aug - 25 Aug
Excellent location ~ 1.5 miles to the beach ~ 3bed/2bath house w/fenced backyard
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Estero Hotel Reviews