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Holiday Homes in Estero Island

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Our top choices for Estero Island holiday homes

Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.

Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.
Mid Island
10.0 out of 10, Exceptional, (101)
"Was a great family vacation! Short walk to the beach and had all the chairs and cart available to use, pool was awesome for the kids!!"
United States
Chase H.
Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.

Beach Bungalow 2B/2B Private Pool/Spa, North End, Newly Renovated

Beach Bungalow 2B/2B Private Pool/Spa, North End, Newly Renovated
Fort Myers Beach
9.8 out of 10, Exceptional, (110)
"Great place"
United States
Glenn H.
The price is AU$841
includes taxes & fees
14 Dec - 15 Dec
Beach Bungalow 2B/2B Private Pool/Spa, North End, Newly Renovated

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

Peace and quiet; Private pool - 3BR/3BA
South Island
9.2 out of 10, Wonderful, (79)
"Description fit the bill, perfect for three couples looking for some R and R! Close enough to beach, quiet canal, great scenery. "
United States
Anonymous traveller
The price is AU$1,498
includes taxes & fees
26 Dec - 27 Dec
Peace and quiet; Private pool - 3BR/3BA

Beach Bliss~Private Pool~Steps to Fort Myers Beach Sleeps 7

Beach Bliss~Private Pool~Steps to Fort Myers Beach Sleeps 7
Fort Myers Beach
10.0 out of 10, Exceptional, (5)
"Great location, convenient and very well decorated."
United States
Andrea N.
Beach Bliss~Private Pool~Steps to Fort Myers Beach Sleeps 7

Dockside Dream Lower Unit - Canal Front - Spa/Pool

Dockside Dream Lower Unit - Canal Front - Spa/Pool
TP Hill's
10.0 out of 10, Exceptional, (3)
"Great spot, so close to the beach and the action"
United States
Chad K.
Dockside Dream Lower Unit - Canal Front - Spa/Pool

Charming suite w/ private deck downtown FMB

Charming suite w/ private deck downtown FMB
Fort Myers Beach
10.0 out of 10, Exceptional, (1)
"Chris was a wonderful host, answering all my silly questions promptly. The rental was clean, and decorated like a loved home, and not a sterile hotel. We had access to washer/dryer, beach chairs, umbrella & beach towels. The location is perfect with short walks to the beach, numerous restaurants and bars, so no need to drive anywhere. The only downside was our stay was only a week. We plan on returning in the future, and staying longer. Thanks Chris & Jake!"
United States
Claudette R.
The price is AU$499
includes taxes & fees
18 Dec - 19 Dec
Charming suite w/ private deck downtown FMB

Redfish Retreat - South End Pool Home

Redfish Retreat - South End Pool Home
South Island
10.0 out of 10, Exceptional, (2)
"We were here for a long weekend to see the Minnesota Twins. Great place and location, easy walk to the beach. Clean and spacious. Highly recommend."
United States
Frank S.
The price is AU$1,372
includes taxes & fees
12 Jan - 13 Jan 2026
Redfish Retreat - South End Pool Home

Walk to Beach in a few minutes New 3-bedroom house in fantastic Fort Myers Beach

Walk to Beach in a few minutes New 3-bedroom house in fantastic Fort Myers Beach
Mid Island
The price is AU$640
includes taxes & fees
15 Dec - 16 Dec
Walk to Beach in a few minutes New 3-bedroom house in fantastic Fort Myers Beach

Docked at Dakota Sunrise

Docked at Dakota Sunrise
2.0 star property
Mid Island
The price is AU$1,744
includes taxes & fees
6 Jan - 7 Jan 2026
Docked at Dakota Sunrise

The Pink Pearl: Chic beach house with Gulf access & sunset views—ideal Fort Myers Beach escape!

The Pink Pearl: Chic beach house with Gulf access & sunset views—ideal Fort Myers Beach escape!
Fort Myers Beach
10.0 out of 10, Exceptional, (1)
"Beautiful house, close to everything, safe, very responsive, and very clean. The house has everything you could ever want. We wanted for nothing. I would highly recommend. "
United States
Jeanie P.
The Pink Pearl: Chic beach house with Gulf access & sunset views—ideal Fort Myers Beach escape!

Luxury Coastal Retreat | Stunning Ocean Views & Walk to Times Square

Luxury Coastal Retreat | Stunning Ocean Views & Walk to Times Square
Fort Myers Beach
The price is AU$1,730
includes taxes & fees
5 Jan - 6 Jan 2026
Luxury Coastal Retreat | Stunning Ocean Views & Walk to Times Square

Coastal Villa • New Intro Pricing • Pool • Walk to Beach

Coastal Villa • New Intro Pricing • Pool • Walk to Beach
2.0 star property
South Island
The price is AU$1,375
includes taxes & fees
25 Dec - 26 Dec
Coastal Villa • New Intro Pricing • Pool • Walk to Beach

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

2 New Luxury Beach Homes • Sleep 20+ • Dual Pools & Spas • Prime Location Steps to Times Square & Sand

2 New Luxury Beach Homes • Sleep 20+ • Dual Pools & Spas • Prime Location Steps to Times Square & Sand
Fort Myers Beach
The price is AU$4,711
includes taxes & fees
5 Jan - 6 Jan 2026
2 New Luxury Beach Homes • Sleep 20+ • Dual Pools & Spas • Prime Location Steps to Times Square & Sand

Dockside Dream Upper Unit - Canal front - Spa/Pool

Dockside Dream Upper Unit - Canal front - Spa/Pool
TP Hill's
The price is AU$1,059
includes taxes & fees
13 Dec - 14 Dec
Dockside Dream Upper Unit - Canal front - Spa/Pool

Docked at Dakota Sunrise - Mid Island Retreat

Docked at Dakota Sunrise - Mid Island Retreat
Mid Island
The price is AU$1,593
includes taxes & fees
6 Jan - 7 Jan 2026
Docked at Dakota Sunrise - Mid Island Retreat

Docked at Dakota Sunset - Mid Island Pool Home

Docked at Dakota Sunset - Mid Island Pool Home
Mid Island
The price is AU$1,294
includes taxes & fees
6 Jan - 7 Jan 2026
Docked at Dakota Sunset - Mid Island Pool Home

Brand new custom home STEPS from the beach and times square - Unbelievable bay views, stunning pool and spa and large entertaining space!

Brand new custom home STEPS from the beach and times square - Unbelievable bay views, stunning pool and spa and large entertaining space!
Fort Myers Beach
The price is AU$1,631
includes taxes & fees
27 Dec - 28 Dec
Brand new custom home STEPS from the beach and times square - Unbelievable bay views, stunning pool and spa and large entertaining space!

Redfish Retreat - South End Pool Home

Redfish Retreat - South End Pool Home
2.0 star property
South Island
The price is AU$1,330
includes taxes & fees
4 Jan - 5 Jan 2026
Redfish Retreat - South End Pool Home

Docked at Dakota Sunset - Mid Island Pool Home

Docked at Dakota Sunset - Mid Island Pool Home
2.0 star property
Mid Island
The price is AU$1,574
includes taxes & fees
12 Jan - 13 Jan 2026
Docked at Dakota Sunset - Mid Island Pool Home
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
295
Accommodation
948 Holiday Homes
Lowest Price
AU$499
Highest Price
AU$4,711

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