A sunset over a beach with people walking and playing in the water.

Holiday Homes in Estero Island

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Our top choices for Estero Island holiday homes

1. Getaway beach house, Downstairs unit

Getaway beach house, Downstairs unit
South Island
10.0 out of 10, Exceptional, (2 reviews)
"Very clean, quiet neighborhood. "
United States
Vickey C.
The price is AU$419
includes taxes & fees
6 Oct - 7 Oct
Getaway beach house, Downstairs unit

2. Beach Cottage With Heated Pool - The Beach Is In Sight!

Beach Cottage With Heated Pool - The Beach Is In Sight!
Mid Island
10.0 out of 10, Exceptional, (1 review)
"Beautiful and peaceful. Close to everything. Pool and outdoor space was perfect. "
United States
Erica C.
Beach Cottage With Heated Pool - The Beach Is In Sight!

3. 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, (22 reviews)
"Perfect location, great long weekend with friends."
United States
Jennifer B.
The price is AU$709
includes taxes & fees
23 Oct - 24 Oct
Beach Bliss~Walk to Beach & Times Square~Private Pool

4. Beach house with POOL and fenced in yard

Beach house with POOL and fenced in yard
South Island
10.0 out of 10, Exceptional, (3 reviews)
"Everything was clean, comfortable, and exactly as described, making it feel like a home away from home. We really appreciate the care and attention that was put into making our visit so enjoyable. we would gladly stay here again and will happily recommend your place to others!"
United States
Eduardo P.
The price is AU$800
includes taxes & fees
15 Oct - 16 Oct
Beach house with POOL and fenced in yard

5. Azure Beach House

Azure Beach House
South Island
The price is AU$664
includes taxes & fees
15 Oct - 16 Oct
Azure Beach House

6. Oceanview Large Heated Pool Plus Separate Suite with Kitchenette Pet Friendly

Oceanview Large Heated Pool Plus Separate Suite with Kitchenette Pet Friendly
South Island
10.0 out of 10, Exceptional, (6 reviews)
"The property was amazing. It accommodated all our family. Its proximity to stores, restaurants and the beach was perfect."
United States
Marshell P.
The price is AU$1,197
includes taxes & fees
3 Oct - 4 Oct
Oceanview Large Heated Pool Plus Separate Suite with Kitchenette Pet Friendly

7. 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$1,210
includes taxes & fees
3 Oct - 4 Oct
Peace and quiet; Private pool - 3BR/3BA

8. NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN

NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN
Mid Island
9.4 out of 10, Exceptional, (38 reviews)
"We had a great stay here! The rooms were clean and beautiful and the common areas were spacious and comfortable! It was a quick walk to the beach and the host provided lots of beach stuff! Aside from a couple loose door handles and a dysfunctional dishwasher, it was perfect! "
United States
Jaclyn M.
The price is AU$993
includes taxes & fees
11 Oct - 12 Oct
NEW REMODEL Steps from private beach access! 4 BR Family Friendly CLEAN

9. Sunset By The Sea • Entire Property • 4BR/2BA • Pool & Swim

Sunset By The Sea • Entire Property • 4BR/2BA • Pool & Swim
Fort Myers Beach
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay at your property. The duplex was ideal for our family, providing both privacy and comfort.The amenities were exceptional; we particularly enjoyed the hot tub, pool, and the wide variety of games provided. Having access to fitness equipment was also a significant benefit. Furthermore, the location is excellent, as the property is situated only one block from the Shell Mound public beach access point.Thank you for a great stay. We highly recommend this listing to...
United States
Larry W.
The price is AU$1,212
includes taxes & fees
7 Oct - 8 Oct
Sunset By The Sea • Entire Property • 4BR/2BA • Pool & Swim

10. Extended Family Dream Entire Property! 6 Bedroom!

Extended Family Dream Entire Property! 6 Bedroom!
Mid Island
The price is AU$1,477
includes taxes & fees
15 Oct - 16 Oct
Extended Family Dream Entire Property! 6 Bedroom!

11. Spacious 3bdrm home w/ heated pool/hot tub, short walk to beach & Times Square

Spacious 3bdrm home w/ heated pool/hot tub, short walk to beach & Times Square
TP Hill's
9.0 out of 10, Wonderful, (2 reviews)
"Within walking distance of the beach and other places. Perfect size for what you need. Birds nest was a nice touch as well. Pool a good size to come back to from the beach."
United States
Jason M.
The price is AU$1,393
includes taxes & fees
4 Oct - 5 Oct
Spacious 3bdrm home w/ heated pool/hot tub, short walk to beach & Times Square

12. GOLF COURSE DUPLEX 2 bedroom 1 bath

GOLF COURSE DUPLEX 2 bedroom 1 bath
San Carlos Park
8.8 out of 10, Excellent, (23 reviews)
"A lovely place to stay."
United States
Jennifer D.
The price is AU$262
includes taxes & fees
5 Oct - 6 Oct
GOLF COURSE DUPLEX 2 bedroom 1 bath

13. Driftwood Inn

Driftwood Inn
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (11 reviews)
"This was our second stay at Driftwood Inn and we enjoyed it as much this time as the last! Property is immaculately cleaned, comfortable and has everything we need. The beach is a short walk away and the included cart, umbrellas and beach chairs make it easy to enjoy your time relaxing in the sun. Highly recommend this property for your beach time!"
United States
Heather
The price is AU$669
includes taxes & fees
12 Oct - 13 Oct
Driftwood Inn

14. 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
8.6 out of 10, Excellent, (13 reviews)
"Enjoyed the stay! Host was very accessible and helped ensure great trip!"
United States
Troy B.
The price is AU$426
includes taxes & fees
5 Oct - 6 Oct
Cozy Home-Centrally located-pet friendly 10min from airport & 2min from FGCU

15. 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$466
includes taxes & fees
3 Oct - 4 Oct
Spacious Beautiful Private House 2.9 Mi To The Beach Publix & 20 Restaurants

16. 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, (36 reviews)
"Beautiful home and a fantastic location! Owners were extremely accommodating and quick to respond."
United States
Peyton R.
The price is AU$892
includes taxes & fees
4 Oct - 5 Oct
Cozy 2 bedroom on the canal with pool and hot tub!

17. 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$914
includes taxes & fees
4 Oct - 5 Oct
Caloosa Palms-Villa with Pool Spa Game Room. Centrally Located to Naples Beaches

18. *Discreet Retreat* Modern home W/ Private BackYard

*Discreet Retreat* Modern home W/ Private BackYard
Bonita Springs
10.0 out of 10, Exceptional, (16 reviews)
"Ejoyed our stay. Everything you would want."
United States
Dave A.
The price is AU$517
includes taxes & fees
23 Oct - 24 Oct
*Discreet Retreat* Modern home W/ Private BackYard

19. BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet

BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet
Naples Park
8.8 out of 10, Excellent, (36 reviews)
"Perfect location for a person traveling for work . Hospital , Beach and Mercato all under a mile away . Got to enjoy Beautiful sunsets and take a few bicycles rides when not working . Bed was comfortable and having a washer dryer was helpful . Would stay again"
United States
Anonymous traveller
The price is AU$474
includes taxes & fees
26 Oct - 27 Oct
BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet

20. 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$540
includes taxes & fees
28 Oct - 29 Oct
Winter vacation special! Heated Pool-Close to Beach-Fully Stocked Game Room!
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 Island Hotel Reviews

Find out more about Estero Island

Estero Island Holiday Homes information

Number of reviews
274
Accommodation
824 Holiday Homes
Lowest Price
AU$262
Highest Price
AU$1,477

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