Estero Island Vacation Rentals - HolidayHomes base64Hash Estero Island Vacation Rentals - HolidayHomes

Estero Island Vacation Rentals

Browse 4,638 available vacation homes and compared across 22 trusted partners

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Top-Rated Vacation rentals on Estero Island

Book the highest-rated Estero Island vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Estero Island
Summer 2026: August 15-22 OPEN! Enjoy the last weeks of summer on the sand!
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House Estero Island
Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 8.
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Villa Estero Island
WINTER SALE - 1 BLOCK FROM THE BEACH - SLEEPS 10 - FREE WINE!
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House Estero Island
Oceanview 3-bdrm home steps from beach! Heated pool & hot tub. Sleeps 6.
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House Estero Island
Private Pool- Canal Front- Outdoor Bar- 5BR Sunsational Sunsets
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House Estero Island
Vacation home with grill, terrace & private pool | Nature view
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Cabin Estero Island
Private Cottage near the Beach with Pool Dock for Gulf Access
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House Estero Island
Vacation home with private pool, terrace & BBQ | Nature view
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Condo Estero Island
Condo with BBQ, heated pool & terrace
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Condo Estero Island
Condo with jacuzzi & pool | Nature view
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House Estero Island
Fully equipped vacation home with barbecue & private pool | Nature view | Beach nearby
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House Estero Island
1st Floor Shared Pool Easy Beach Access Blue Pearl Manor Lower
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House Estero Island
Child-friendly vacation home with private pool, terrace & hot tub | Next to the beach | Good for workation
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House Estero Island
30 STEPS - BEACHFRONT LUXURY OASIS! PRIVATE POOL AND HOT TUB!
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Condo Estero Island
Condo with garden, private pool & grill
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Top 15 most Recommended Vacation Rentals on Estero Island

Discover your ideal Estero Island vacation rental with real-time comparisons of 4,638 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Estero Island
House ∙ 10 guests ∙ 5 bedrooms

House with grill | Water view

Estero Island, Fort Myers Beach, Florida, United States
This house rental in Fort Myers Beach accommodates 10 guests and features beach access for a perfect getaway.
from $478
per night
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Condo Estero Island
Condo ∙ 5 guests ∙ 2 bedrooms

Child-friendly condo with barbeque & pool | Nature view | Beach nearby

Estero Island, Fort Myers Beach, Florida, United States
This condo in Fort Myers Beach accommodates 5 guests and features beach access for a perfect coastal getaway.
from $305
per night
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Condo Estero Island
Condo ∙ 5 guests ∙ 3 bedrooms

Condo with heated pool, terrace & BBQ | Nature view

Estero Island, Fort Myers Beach, Florida, United States
This Fort Myers Beach condo accommodates 5 and features a balcony with stunning views and easy beach access.
from $231
per night
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House Estero Island
House ∙ 14 guests ∙ 5 bedrooms

House with private pool, patio & BBQ | Nature view

Estero Island, Fort Myers Beach, Florida, United States
This house rental in Fort Myers Beach accommodates 14 guests and features a private pool for relaxation and enjoyment.
from $662
per night
(41)
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House Estero Island
House ∙ 4 guests ∙ 3 bedrooms

Family-friendly house with patio, grill & garden | Close to the beach

Estero Island, Fort Myers Beach, Florida, United States
This house rental in Fort Myers Beach accommodates 4 guests and features a spacious balcony for relaxing evenings.
from $202
per night
(107)
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House Estero Island
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped vacation home with private pool, garden & barbecue | Beach nearby | Good for workation | Pets are welcome

Estero Island, Fort Myers Beach, Florida, United States
This house rental in Fort Myers Beach accommodates 12 guests and features a private pool for relaxation and enjoyment.
from $411
per night
(22)
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House Estero Island
House ∙ 9 guests ∙ 3 bedrooms

Family-friendly nice vacation home with garden, terrace & private pool | Beach nearby | Pet-friendly

Estero Island, Fort Myers Beach, Florida, United States
This house rental in Fort Myers Beach accommodates 9 guests and features a private pool for a relaxing stay.
from $294
per night
(24)
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Condo Estero Island
Condo ∙ 6 guests ∙ 2 bedrooms

Child-friendly pleasant condo with private pool, BBQ & terrace | Nature view | Next to the beach

Estero Island, Fort Myers Beach, Florida, United States
This condo in Fort Myers Beach accommodates 6 guests and features a private pool for relaxation and enjoyment.
from $200
per night
(65)
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House Estero Island
House ∙ 14 guests ∙ 6 bedrooms

Child-friendly charming vacation home with barbeque, jacuzzi & yard | City view | Close to the beach | Dogs allowed

Estero Island, Fort Myers Beach, Florida, United States
This spacious house rental in Fort Myers Beach accommodates 14 guests and features a private pool for your enjoyment.
from $568
per night
(194)
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