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

Holiday Homes in Estero

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Estero holiday homes

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 AU$273
includes taxes & fees
17 Sept - 18 Sept
Secluded private 2-bedroom house in Estero walking distance to Starbucks etc.
A modern living room with a grey sofa, a glass coffee table with a plant, a TV mounted on the wall, and a large window with a view of the outdoors.

2. Cozy Home-Centrally located-pet friendly 10min from airport & 2min from FGCU

Cozy Home-Centrally located-pet friendly 10min from airport & 2min from FGCU
San Carlos Park
8.8 out of 10, Excellent, (12 reviews)
"Enjoyed the stay! Host was very accessible and helped ensure great trip!"
United States
Troy B.
The price is AU$400
includes taxes & fees
21 Sept - 22 Sept
Cozy Home-Centrally located-pet friendly 10min from airport & 2min from FGCU
A spacious living area with a white sofa, a coffee table, and a staircase leading to an upper level.

3. Secluded Backyard w/ Pool & HotTub | 3&2

Secluded Backyard w/ Pool & HotTub | 3&2
San Carlos Park
8.2 out of 10, Very good, (14 reviews)
"Had a great time! Hot tub and pool were nice to relax by and house was easily accessible for spots around fort meyers!"
United States
Andrew P.
The price is AU$527
includes taxes & fees
14 Sept - 15 Sept
Secluded Backyard w/ Pool & HotTub | 3&2
A covered patio area with wicker furniture and a glass table.

4. GOLF COURSE DUPLEX 2 bedroom 1 bath

GOLF COURSE DUPLEX 2 bedroom 1 bath
San Carlos Park
8.8 out of 10, Excellent, (22 reviews)
"A lovely place to stay."
United States
Jennifer D.
The price is AU$281
includes taxes & fees
15 Sept - 16 Sept
GOLF COURSE DUPLEX 2 bedroom 1 bath
A beach with clear shallow waters, a sandy shore, and buildings in the background.

5. Caloosa Palms-Villa with Pool Spa Game Room. Centrally Located to Naples Beaches

Caloosa Palms-Villa with Pool Spa Game Room. Centrally Located to Naples Beaches
San Carlos Park
9.6 out of 10, Exceptional, (29 reviews)
"Our family had a DREAM STAY at this wonderful Florida house!! The house was very neat and clean, the pool and hot tub were excellent and heated wonderfully, and Zamira was extremely kind and responsive when needed. Would definitely stay here again! "
United States
Shari T.
The price is AU$886
includes taxes & fees
14 Sept - 15 Sept
Caloosa Palms-Villa with Pool Spa Game Room. Centrally Located to Naples Beaches
A modern kitchen with a large island, built-in appliances, and a dining area with chairs.

6. 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 AU$788
includes taxes & fees
14 Sept - 15 Sept
Cozy 2 bedroom on the canal with pool and hot tub!
An aerial view of a residential area with houses, a swimming pool, and palm trees.

7. Cottage Home by Beaches, Golf & More! Heated Pool!

Cottage Home by Beaches, Golf & More! Heated Pool!
Fort Myers
9.0 out of 10, Wonderful, (6 reviews)
"Cute little cabin. Perfect for a couple and great location. "
United States
Sherry K.
The price is AU$353
includes taxes & fees
28 Sept - 29 Sept
Cottage Home by Beaches, Golf & More! Heated Pool!
A wooden deck with chairs and tables overlooking a body of water, surrounded by trees and greenery.

8. Tiny Home Renovated 2023 1.5 Mi, 2 Beach Kit W & D Regular Bed on Imperial River

Tiny Home Renovated 2023 1.5 Mi, 2 Beach Kit W & D Regular Bed on Imperial River
Bonita Shores
9.6 out of 10, Exceptional, (8 reviews)
"Its quaint and the perfect place for real people!"
United States
Donald D.
The price is AU$262
includes taxes & fees
6 Oct - 7 Oct
Tiny Home Renovated 2023 1.5 Mi, 2 Beach Kit W & D Regular Bed on Imperial River
A modern kitchen with white cabinetry, a large island, stainless steel appliances, and wooden stools.

9. Bonita Lake Home - Luxury taken to the next level

Bonita Lake Home - Luxury taken to the next level
Bonita Springs
9.8 out of 10, Exceptional, (28 reviews)
"We had a great stay at this great house in Bonita Springs. It was a beautiful setting on the lake, great pool and clean house with everything we needed. Close to everything!"
United States
David C.
The price is AU$753
includes taxes & fees
16 Sept - 17 Sept
Bonita Lake Home - Luxury taken to the next level
A modern kitchen with a large island, a built-in sink, and a stainless steel refrigerator. There is a ceiling fan, pendant lights, and a large window overlooking a pool area.

10. Heated Pool Home Near Bonita Beach w/ Arcade Room

Heated Pool Home Near Bonita Beach w/ Arcade Room
Bonita Springs
10.0 out of 10, Exceptional, (16 reviews)
"Wonderful stay. Great communication with owner and the pool and outdoor space were perfect. "
United States
Jarrett Y.
The price is AU$643
includes taxes & fees
14 Sept - 15 Sept
Heated Pool Home Near Bonita Beach w/ Arcade Room
A coastal hotel with multiple high-rise buildings, a beach, and clear blue waters.

11. 5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
Naples Park
8.6 out of 10, Excellent, (37 reviews)
"Clean, everything you need! Loved having the bikes."
United States
Cindi
The price is AU$388
includes taxes & fees
14 Sept - 15 Sept
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
A modern kitchen with a central island, bar stools, and a view of the outdoors.

12. Spacious Beautiful Private House 2.9 Mi To The Beach Publix & 20 Restaurants

Spacious Beautiful Private House 2.9 Mi To The Beach Publix & 20 Restaurants
Bonita Shores
9.8 out of 10, Exceptional, (20 reviews)
"Everything about it was great! It was comfortable, close to the beache and well-kept and furnished."
United States
Melissa G.
The price is AU$449
includes taxes & fees
2 Oct - 3 Oct
Spacious Beautiful Private House 2.9 Mi To The Beach Publix & 20 Restaurants
A beach scene at sunset with palm trees, people relaxing on the sand, and boats in the water.

13. Peace and quiet; Private pool - 3BR/3BA

Peace and quiet; Private pool - 3BR/3BA
South Island
9.2 out of 10, Wonderful, (86 reviews)
"The property was perfect for our family. The kids loved the pool and it was a short walk to the beach. Communication with the owner was excellent as well."
United States
Ben L.
The price is AU$1,180
includes taxes & fees
14 Sept - 15 Sept
Peace and quiet; Private pool - 3BR/3BA
A sunset over the ocean with waves and a pier in the distance.

14. Kid-friendly beachy house off Sanibel&FM Beach!

Kid-friendly beachy house off Sanibel&FM Beach!
Iona
10.0 out of 10, Exceptional, (9 reviews)
"My daughter and I enjoyed our stay. The house was very clean, beds were comfortable. There were beach chairs and a cooler available to use. The property is not far from the beach and dining, it was easy to find. We would stay here again if our travel plans have us in the area again!"
United States
Jennifer M.
The price is AU$339
includes taxes & fees
14 Sept - 15 Sept
Kid-friendly beachy house off Sanibel&FM Beach!
A modern kitchen with white cabinets, a central island with stools, and a hanging light fixture.

15. Winter vacation special! Heated Pool-Close to Beach-Fully Stocked Game Room!

Winter vacation special! Heated Pool-Close to Beach-Fully Stocked Game Room!
Bonita Shores
10.0 out of 10, Exceptional, (38 reviews)
"Great stay in a great home away from home "
United States
Arnold C.
The price is AU$527
includes taxes & fees
20 Sept - 21 Sept
Winter vacation special! Heated Pool-Close to Beach-Fully Stocked Game Room!
A spacious living room with a fireplace, a large TV mounted on a stone wall, a modern chandelier, and a kitchen area with a marble countertop.

16. Beach Bliss~Walk to Beach & Times Square~Private Pool

Beach Bliss~Walk to Beach & Times Square~Private Pool
Fort Myers Beach
9.8 out of 10, Exceptional, (20 reviews)
"Perfect location, great long weekend with friends."
United States
Jennifer B.
The price is AU$645
includes taxes & fees
14 Sept - 15 Sept
Beach Bliss~Walk to Beach & Times Square~Private Pool
A modern kitchen with white cabinets, a central island with bar stools, a black refrigerator, and a large potted plant.

17. Blue Beach Bungalow

Blue Beach Bungalow
Villas
9.0 out of 10, Wonderful, (49 reviews)
"The home was spacious and equipped with everything we needed. The location was great because it was close to shopping and the beach! The pool and porch area could use some TLC. The host was very responsive and the check in and out process was easy."
United States
Shena H.
The price is AU$640
includes taxes & fees
16 Sept - 17 Sept
Blue Beach Bungalow
A modern living room with a blue sofa, white coffee table, and a kitchen area in the background.

18. "Relax and Unwind" Peaceful 2-bedroom house in Fort Myers Beach

"Relax and Unwind" Peaceful 2-bedroom house in Fort Myers Beach
Fort Myers Beach
9.8 out of 10, Exceptional, (9 reviews)
"We loved our stay! The location was perfect, the home was clean and comfortable, and our host was friendly and responsive!! Everything was easy and enjoyable. We would definitely stay here again and highly recommend it!"
United States
Trinity
The price is AU$579
includes taxes & fees
14 Sept - 15 Sept
"Relax and Unwind" Peaceful 2-bedroom house in Fort Myers Beach
A modern kitchen with white cabinets, a microwave, and a sink. There are plants and a door with a 'No Vaping' sign.

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, (13 reviews)
"Very quiet and clean would definitely stay again. "
United States
Aaron R.
The price is AU$206
includes taxes & fees
4 Oct - 5 Oct
Modern & Private Apartment with Kitchen in Lehigh Acres – Independent Entry
A breakfast table with a variety of fruits, cheese, and crackers, accompanied by wine glasses, set against a backdrop of a large window overlooking a garden.

20. Naples Retreat, Game Room + Pool, Table & Darts, Fenced Yard, Pet Friendly

Naples Retreat, Game Room + Pool, Table & Darts, Fenced Yard, Pet Friendly
Palm River Estates
10.0 out of 10, Exceptional, (15 reviews)
"The listing was exactly as described, with spacious rooms and plenty of space to relax. We loved that it truly felt like a home away from home. The property was thoughtfully stocked with everything we could possibly need and more, including games, kitchen equipment, and all the necessary utensils. The location was perfect. Just a short drive from our favorite restaurant, L’Appetito, and very close to our favorite beach for watching sunsets, Delnor-Wiggins Pass State Park. We had a wonderful stay...
United States
Ashley W.
The price is AU$927
includes taxes & fees
14 Sept - 15 Sept
Naples Retreat, Game Room + Pool, Table & Darts, Fenced Yard, Pet Friendly
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

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

10/10 Excellent
"The hotel is very nice and in a good location."
Heriberto 1-night trip
Posted less than an hour ago
Hyatt House Naples/5th Avenue

Find out more about Estero

Estero Holiday Homes information

Number of reviews
434
Accommodation
7743 Holiday Homes
Lowest Price
AU$206
Highest Price
AU$1,180